Good Fall Weekend Trips: Top 25 Best Destinations 2024

Accept the Colors of Fall: Top Weekend Trips for Autumn

Looking for good fall weekend trips? Whether you want to soak in fall foliage, enjoy lively autumn festivals, or escape to romantic getaways, we’ve got you covered. Below are some top destinations perfect for a fall weekend trip:

1. Vermont: Renowned for its vibrant fall foliage.
2. Asheville, North Carolina: Blend of stunning landscapes and busy arts scene.
3. Park City, Utah: Outdoor trips and cultural experiences.
4. Jackson Hole, Wyoming: Dramatic scenery and serene hiking trails.
5. Big Sur, California: Breathtaking coastal drives and tranquil hikes.

Autumn is the perfect time to get away, offering fewer crowds and cooler weather. Whether you’re leaf-peeping in New England or exploring a charming small town, the magic of fall awaits. From scenic drives through golden aspen groves to sipping wine by a cozy fireplace, there’s something for everyone. So pack your bags and accept the beauty of autumn this weekend!

Best Fall Weekend Trips in the US

Vermont: The King of Fall Foliage

Vermont is famous for its stunning fall foliage. The Green Mountains turn into a sea of red, orange, and yellow. Leaf-peeping is a must-do activity. Hike scenic trails or take a leisurely drive through quaint towns. Stay in cozy lodges and enjoy local autumn festivals.

Asheville, North Carolina: Thrills and Relaxation

Asheville offers a mix of trip and relaxation. Zip-line above the vibrant Blue Ridge Mountains with Navitat. Explore the grand Biltmore Estate and its lush gardens. Don’t miss out on the chocolate delights at the French Broad Chocolate Lounge or seasonal treats at Urban Orchard Cider Co.

Park City, Utah: Outdoor Trips and Culture

Before the ski season, Park City is perfect for hiking and mountain biking. Visit the Kimball Art Center for some culture. Stay in luxurious boutique hotels like the Washington School House Hotel, featuring neat rooms and heated marble floors.

Barnard, Vermont: Upscale Cabin Experience

Twin Farms in Barnard offers an all-inclusive, luxurious cabin experience. Enjoy private dinners in a wine cellar, canoe outings, and fly-fishing. Refresh in a Japanese-style bathhouse while soaking in Vermont’s fall colors.

Kohler, Wisconsin: Luxurious Midwest Retreat

The American Club Resort in Kohler is a haven for luxury seekers. Play golf on world-class courses or indulge in hydrotherapy at the spa. Enjoy romantic dinners at Whistling Straits Restaurant, overlooking Lake Michigan.

Middleburg, Virginia: Horse Country and Wine

Middleburg is known for its horse farms and wineries. Stay at the Salamander Resort & Spa and enjoy couple’s massages and locavore dining. Browse antique shops and explore local galleries.

Willamette Valley, Oregon: Wine and Scenic Countryside

Willamette Valley is a wine lover’s paradise. Take hot-air balloon rides over vineyards or go on wine tours by horseback. Stay at The Allison Inn & Spa and dine at Jory for a farm-to-table experience.

Acadia National Park, Maine: Rugged New England Scenery

Hike through Acadia’s pine-fringed trails and enjoy sunrise from Cadillac Mountain. Explore the Schoodic National Scenic Byway and stay at the Bar Harbor Inn for stunning views and proximity to local shops and restaurants.

Greenough, Montana: Food, Romance, and Trip

The Resort at Paws Up in Greenough offers a mix of gourmet food and trip. Attend the Montana Master Chefs event or book a private helicopter tour. Relax at Spa Town with a couple’s treatment.

Bradford, Pennsylvania: Cozy and Colorful

Bradford shines in fall with vibrant foliage and cozy retreats like the Lodge at Glendorn. Enjoy bonfires, cooking classes, and picnics amidst stunning scenery.

Big Sur, California: Coastal Beauty

Big Sur’s dramatic coastline is perfect for a fall weekend. Stay at Post Ranch Inn, hike in Pfeiffer Big Sur State Park, and enjoy stargazing and wine-pairing dinners.

Charleston, South Carolina: Southern Charm

Charleston offers a blend of history and culinary delights. Take a culinary tour, stay at Zero George, and dine at Husk or Circa 1886 for a taste of Southern cuisine.

Missouri Wine Country: Boutique Wineries

Explore boutique wineries in Hermann and Augusta. Hike the Katy Trail State Park and stay at The Inn at Hermannhof for a charming experience.

Saugatuck, Michigan: Artistic and Beachy

Saugatuck is perfect for art lovers and beachgoers. Visit galleries, enjoy beer tastings, and pick apples. Stay at a cozy bed-and-breakfast like The Southerner.

Washington, Connecticut: Slow-Paced Romance

Washington offers a slow-paced, romantic escape. Stay at the Mayflower Inn & Spa, hike in Mount Tom State Park, and enjoy antiquing.

Jackson Hole, Wyoming: Gateway to National Parks

Jackson Hole is the gateway to Yellowstone and Grand Teton. Stay at Amangani or Teton Mountain Lodge & Spa and enjoy fly-fishing and scenic hikes.

Alys Beach, Florida: Mediterranean-Style Relaxation

Alys Beach offers white-sand beaches and Mediterranean-style relaxation. Enjoy paddleboarding, wine events, and luxurious vacation rentals.

Greensboro, Georgia: Southern Elegance

Greensboro’s Lake Oconee is perfect for a fall weekend. Stay at The Ritz-Carlton Reynolds, play golf, and enjoy spa treatments.

Texas Hill Country: Cowboy Romance

Texas Hill Country offers a cowboy romance with horseback riding and wine tastings. Stay at JL Bar Ranch, Resort & Spa and enjoy cowboy cookouts.

Hocking Hills, Ohio: Natural Beauty

Hocking Hills is known for its natural beauty. Explore caves, waterfalls, and hiking trails. Stay in rustic cabins and try zip-lining or horseback riding.

Rancho Santa Fe, California: Laid-Back Luxury

Rancho Santa Fe offers laid-back luxury. Stay at The Inn at Rancho Santa Fe, hike coastal trails, and relax at the spa.

Finger Lakes, New York: Nature and Wine

The Finger Lakes region offers wineries, breweries, and hiking. Stay at The Lake House on Canandaigua or Harbor Hotel Watkins Glen for a cozy retreat.

Nantucket, Massachusetts: Luxury Beach Escape

Nantucket is perfect for a luxury beach escape. Stay at White Elephant Nantucket, dine at Brant Point Grill, and visit Cisco Brewers.

Florida Keys: Sunny Beach Days

The Florida Keys offer sunny beach days and water activities. Visit Key West, snorkel, dive, and explore Hemingway House. Stay at luxury resorts for a perfect fall weekend.

Frequently Asked Questions about Good Fall Weekend Trips

Vermont: The King of Fall Foliage

Vermont is a fall paradise with its stunning fall foliage and charming autumn festivals. This state is perfect for a cozy weekend getaway.

Green Mountains and Hiking

The Green Mountains are the heart of Vermont’s autumn beauty. With their vibrant reds, oranges, and yellows, these mountains are a must-see. For hiking enthusiasts, trails like the Long Trail and Mount Mansfield offer breathtaking views. The scenery is so beautiful it feels like walking through a painting.

Cozy Lodges

After a day of exploring, unwind in one of Vermont’s cozy lodges. Places like the Twin Farms in Barnard offer luxury cabins with hot tubs and fireplaces. Imagine sipping hot cocoa by the fire while the leaves change colors outside.

Autumn Festivals

Vermont’s autumn festivals are a fun way to experience local culture. The Stowe Foliage Arts Festival is a highlight, featuring local crafts, food, and music. It’s a great way to enjoy the season and take home some unique souvenirs.

Whether you’re hiking through the Green Mountains, staying in a cozy lodge, or enjoying a local festival, Vermont is the ultimate destination for a good fall weekend trip.

Asheville, North Carolina: Trip and Relaxation

Asheville, nestled in the Blue Ridge Mountains, is a top pick for a good fall weekend trip. The vibrant leaf season here is one of the most colorful in the country, thanks to the area’s extreme elevations and over 100 species of deciduous trees.

Zip-Lining Trips

For thrill-seekers, Asheville offers side-by-side zip-lining with Navitat. Glide above the forest and take in the breathtaking autumn colors from a unique vantage point. It’s an adrenaline-pumping way to experience fall foliage.

Biltmore Estate

The 8,000-acre Biltmore Estate is a must-visit. Stroll through its impressive gardens or take a guided bike tour. Don’t miss the Red Wine and Chocolate Tasting — a perfect romantic activity. Guests staying at The Inn, Village Hotel, or Cottages on Biltmore Estate get access to Antler Hill Village & Winery, making it a comprehensive experience.

Chocolate Lounge

For a sweet treat, head to the Chocolate Lounge at French Broad Chocolates. Their menu includes handcrafted cakes, brownies, bonbons, and drinking chocolate. The liquid truffle is a crowd favorite.

Urban Orchard Cider Co.

Asheville’s Urban Orchard Cider Co. offers seasonal ciders inspired by desserts like chocolate-covered strawberries and bananas Foster. Their tasting rooms are perfect for a cozy and flavorful fall afternoon.

Asheville combines trip, relaxation, and indulgence, making it an ideal destination for a memorable autumn weekend.

Park City, Utah: Outdoor Trips and Culture

Park City is a fantastic destination for a good fall weekend trip. With its still-temperate weather, the town offers a mix of outdoor trips and cultural experiences.

Hiking and Mountain Biking

The fall season in Park City is perfect for hiking and mountain biking. The trails are less crowded, and the weather is ideal for outdoor activities. Explore the scenic routes and enjoy the vibrant fall foliage. Some popular trails include the Mid-Mountain Trail and the Wasatch Crest Trail. These trails provide breathtaking views of the surrounding mountains and valleys.

Kimball Art Center

For a dose of culture, visit the Kimball Art Center. This popular venue hosts various art exhibits and workshops. It’s a great place to immerse yourself in the local art scene and maybe even pick up a new skill or two.

Eccles Center

Catch a live performance at the Eccles Center. This venue offers a range of shows, from live music to theater performances. It’s a lovely way to spend an evening after a day of outdoor trips.

Boutique Hotels

Park City boasts some charming boutique hotels that add a touch of luxury to your trip. Consider staying at the Washington School House Hotel. This hotel features rooms with 16-foot ceilings, wrought-iron beds, and antique crystal chandeliers. The white marble bathrooms with heated floors are a perfect retreat after a day spent exploring.

Alternatively, the Natural Retreats properties like Deer Valley, The Colony, Kings Crown, or Silver Star offer accommodations with private bars, hot tubs, gourmet kitchens, and pool access. These properties provide a cozy and upscale experience, making your stay in Park City even more special.

Park City is a blend of outdoor excitement and cultural richness, making it an excellent choice for a memorable fall weekend.

Barnard, Vermont: Upscale Cabin Experience

If you’re looking for a good fall weekend trip with a touch of luxury, Barnard, Vermont, is the place to be. Nestled in the Green Mountains, this destination offers an upscale cabin experience that combines relaxation and trip.

Twin Farms: A Luxurious Getaway

Stay at the all-inclusive Twin Farms, a Relais & Chateaux property. This resort offers an liftd cabin experience with cozy fireplaces, hot tubs, and stunning views of the fall foliage. The cabins are designed for comfort and privacy, making it an ideal spot for a romantic weekend.

Hot Tub and Private Dinners

Imagine soaking in a hot tub surrounded by vibrant fall colors. At Twin Farms, you can do just that. After a day of exploring, unwind in your private hot tub or enjoy a crackling fire. For a special evening, book a private dinner in the resort’s 15,000-bottle wine cellar. It’s an intimate setting perfect for a memorable meal.

Fly-Fishing and Outdoor Activities

Get your hearts racing with a round of tennis or a canoe outing on Copper Pond. If you’re into fishing, try your hand at fly-fishing in the resort’s fully stocked pond. For those who love biking, Twin Farms offers scenic trails that showcase Vermont’s autumn beauty.

Japanese-Style Bathhouse

Refresh any sore muscles at the Bridge House Spa, which features a Japanese-style bathhouse. With views of Vermont’s brilliant fall foliage, this bathhouse is a serene place to relax and soak in the natural beauty.

Barnard, Vermont, offers a blend of luxury and nature, making it an ideal destination for a cozy and romantic fall weekend.

Kohler, Wisconsin: Luxurious Midwest Retreat

Kohler, Wisconsin, is a hidden gem in the Midwest, offering a blend of luxury and outdoor activities perfect for a good fall weekend trip. Just an hour from Milwaukee and 2.5 hours from Chicago, Kohler is easily accessible for a quick getaway.

The American Club Resort Hotel

Start your trip by checking into The American Club Resort Hotel at Destination Kohler. This historic hotel, once housing immigrant workers, has been transformed into a luxurious retreat. Choose a room in the Carriage House for a cozy stay, or splurge on the super-luxe Eau de Vie Suite, featuring a glass fireplace and a chromotherapy bath.

Exceptional Golf Courses

Kohler is a golfer’s paradise. You can tee off at world-renowned courses like The Baths of Blackwolf Run, Meadow Valleys, and The River. These courses offer stunning fall views and challenging holes, making them a must-visit for golf enthusiasts.

Hydrotherapy and Spa Services

For a more indulgent experience, head to the Kohler Waters Spa. Enjoy hydrotherapy services, plunge pools, and a whirlpool. The sound of nearby waterfalls adds to the serene atmosphere, perfect for unwinding after a day of activities.

Hiking and Kayaking

If you love the outdoors, Kohler has plenty to offer. Go hiking on scenic trails or paddle along the calm waters in a kayak. The fall colors make these activities even more enjoyable, providing a beautiful backdrop for your trips.

Romantic Dining

End your day with a romantic dinner at the Whistling Straits Restaurant. Overlooking the golf course and Lake Michigan, this restaurant offers a stunning setting for a memorable meal. Enjoy gourmet dishes and fine wines while taking in the breathtaking views.

Kohler, Wisconsin, offers a mix of luxury and outdoor fun, making it an ideal destination for a fall weekend retreat.

Middleburg, Virginia: Horse Country and Wine

Middleburg, Virginia, is a charming town in the heart of Loudoun County, known for its horse farms and wineries. Just 45 minutes from Washington, D.C., it’s an ideal spot for a good fall weekend trip.

Salamander Resort & Spa

Start your visit at the Salamander Resort & Spa. This luxurious resort offers packages like the Season of Romance special, which includes a bottle of sparkling wine, handcrafted pastries, and a $100 nightly resort credit. The spa features a two-person suite with a private wraparound stone patio, garden, outdoor hot tub, and fireplace.

Antique Shops and Local Galleries

Spend your morning strolling through Middleburg’s quaint streets lined with 18th-century buildings. Browse antique shops and local galleries for unique finds and artwork. The town’s historic charm makes it a delightful place to explore on foot.

Horse Farms and Wineries

Middleburg is horse country, so make sure to visit the nearby horse farms. Many offer tours where you can learn about the history and care of these magnificent animals.

For wine lovers, the region boasts numerous wineries with stunning views of fall foliage. Head to a local vineyard for a tasting and enjoy the scenic backdrop. The wineries often host events and tastings that highlight the area’s rich wine culture.

Locavore Dining

End your day with a locavore dinner at the Red Fox Inn & Tavern. Set in a 1728 stone building, this restaurant offers a four-course meal featuring locally sourced ingredients. The period furnishings and historic setting add to the romantic atmosphere, making it a perfect place for a cozy dinner.

Middleburg, Virginia, combines the best of horse country and wine, offering a unique and luxurious fall getaway.

Willamette Valley, Oregon: Wine and Scenic Countryside

Willamette Valley, Oregon, is a dream destination for wine lovers and nature enthusiasts alike. Just an hour’s drive from Portland, this region offers a mix of scenic beauty, outdoor activities, and culinary delights, making it perfect for a good fall weekend trip.

Wine Tours

The Willamette Valley is home to about 700 wineries, making it a prime spot for wine tours. Some notable wineries include Anne Amie, located in the Yamhill-Carlton District, and Ardiri Winery, where you can sit fireside and gaze at the Chehalem foothills. Many of these wineries offer tastings that showcase the region’s famous Pinot Noir and other varietals.

Hot-Air Balloon Rides

For a unique perspective of the valley, consider a hot-air balloon ride. Floating above the vineyards as the sun rises offers breathtaking views of the autumn foliage. It’s a romantic and unforgettable way to start your day.

Hiking Trails

If you prefer to keep your feet on the ground, the Willamette Valley has plenty of hiking trails. These trails wind through lush forests and rolling hills, providing beautiful scenery and a chance to connect with nature. The cool fall weather makes it an ideal time for a hike.

The Allison Inn & Spa

After a day of wine tasting and hiking, unwind at The Allison Inn & Spa. This luxurious inn offers a 15,000-square-foot spa with landscaped garden terraces and a swimming pool. Couples can enjoy a range of treatments designed to relax and refresh.

Jory Restaurant

End your day with a meal at Jory, the on-site restaurant at The Allison Inn & Spa. Jory is known for its farm-to-table dishes sourced from the hotel’s 1.5-acre vegetable garden. The expansive wine list features a robust collection of locally sourced wines, making it a perfect dining experience in Oregon’s wine country.

Willamette Valley offers a blend of wine, scenic beauty, and luxurious accommodations, making it an excellent choice for a fall weekend getaway.

Acadia National Park, Maine: Rugged New England Scenery

Acadia National Park in Maine is a top choice for anyone looking for a good fall weekend trip. This park offers a blend of breathtaking landscapes, outdoor activities, and cozy accommodations.

Sunrise at Cadillac Mountain

Start your day with a sunrise hike up Cadillac Mountain. At 1,530 feet, it’s the highest point on the East Coast, and one of the first places in the U.S. to see the sunrise. The view of the sun rising over the rugged coastline is a sight you won’t forget.

Hiking

Acadia has a vast network of hiking trails that cater to all skill levels. You can explore trails that wind through the forest, along the coastline, and up mountain peaks. The fall foliage adds vibrant colors to your hike, making it even more enjoyable.

Schoodic National Scenic Byway

For a scenic drive, take the Schoodic National Scenic Byway. This 29-mile route offers stunning views of the Maine coastline, lighthouses, and small fishing villages. It’s a great way to see the park from a different perspective.

Bar Harbor Inn

After a day of exploring, relax at the Bar Harbor Inn. This shingled lodge is located on Frenchman Bay and offers eight acres of gardens, a spa, and proximity to Bar Harbor’s best shops and restaurants. It’s the perfect place to unwind and enjoy the evening.

Acadia National Park offers a mix of rugged beauty and comfortable accommodations, making it a fantastic fall weekend getaway.

Greenough, Montana: Food, Romance, and Trip

Greenough, Montana is a hidden gem for those seeking a good fall weekend trip. This destination combines luxury, trip, and culinary delights, making it perfect for couples and foodies alike.

The Resort at Paws Up

The heart of Greenough is The Resort at Paws Up. Spread over 37,000 acres, this luxury ranch offers a range of activities and amenities. From horseback riding to fly-fishing, there’s something for everyone. The resort’s cozy cabins and glamping tents provide the perfect blend of comfort and wilderness.

Montana Master Chefs

If you’re a food lover, don’t miss the Montana Master Chefs event. Held every Labor Day weekend, this culinary extravaganza features James Beard Award-winning chefs. Enjoy world-class cuisine and exquisite wines while taking in the stunning Montana landscape. It’s an unforgettable experience for any foodie.

Private Helicopter Tours

For a touch of trip, book a private helicopter tour to Glacier National Park. This is a thrilling way to see the changing fall colors and the breathtaking scenery of Montana. The helicopter ride offers a unique perspective that you won’t get from the ground.

Spa Town

After a day of trip, unwind at Spa Town. This luxurious spa is set in a cluster of white tents surrounded by nature. Enjoy treatments like massages and facials, or join a yoga class for some relaxation. It’s the perfect way to end a day in Greenough.

Greenough, Montana, with its mix of trip and luxury, offers a unique and memorable fall weekend getaway. Whether you’re there for the food, the romance, or the trip, you’ll find something to love.

Bradford, Pennsylvania: Cozy and Colorful

Bradford, Pennsylvania, is a charming small town that bursts into vibrant colors each fall. It’s an ideal spot for a good fall weekend trip filled with cozy and colorful experiences.

Fall Foliage and Bonfires

Bradford is famous for its stunning fall foliage. The town’s trees erupt in shades of yellow, orange, and red, creating a picturesque backdrop for any autumn trip. As the evening chill sets in, couples can snuggle up by a bonfire around Skipper Lake. The warmth of the fire and the crisp night air make for a perfect romantic evening.

The Lodge at Glendorn

For a luxurious stay, book a room at the Lodge at Glendorn. This historic lodge offers a range of accommodations, from rooms in the main lodge to private cabins by running streams. The main lodge features a two-story sandstone fireplace, beamed cathedral ceilings, and stained-glass windows, making it a cozy retreat.

Cooking Classes and Picnics

One of the highlights of staying at the Lodge at Glendorn is the culinary experience. Guests can attend custom cooking classes where they might learn to debone stream-caught trout or prepare vegetables freshly picked from the lodge’s culinary garden. If you prefer a more laid-back dining experience, the lodge’s chef can prepare a picnic spread for two. Enjoy your meal surrounded by nature, adding a special touch to your fall weekend.

Bradford, Pennsylvania, with its vibrant fall colors, cozy accommodations, and unique culinary experiences, is perfect for a memorable autumn getaway.

Big Sur, California: Coastal Beauty

Big Sur, California, is a stunning destination that offers breathtaking coastal views, luxurious accommodations, and unique experiences perfect for a good fall weekend trip.

Post Ranch Inn

For a luxurious and unforgettable stay, book a room at Post Ranch Inn. Nestled on the cliffs of Big Sur, this adults-only resort offers spectacular ocean views and a serene atmosphere. The inn features eco-friendly architecture, private decks, and cozy fireplaces, making it an ideal spot for a romantic getaway. Enjoy amenities like infinity pools, guided nature walks, and yoga classes.

Pfeiffer Big Sur State Park

Nature lovers will find plenty to explore at Pfeiffer Big Sur State Park. This park is home to redwood forests, scenic hiking trails, and the iconic Pfeiffer Falls. Take a leisurely hike along the Big Sur River or venture to the Valley View Overlook for panoramic views of the coastline. The park’s diverse landscapes and fall foliage make it a must-visit during autumn.

Stargazing

Big Sur is renowned for its dark skies, making it a prime location for stargazing. On clear nights, head to one of the many overlooks along Highway 1 or simply step outside your accommodation to witness a sky full of stars. The lack of light pollution allows for incredible views of constellations, planets, and even the Milky Way. It’s a magical experience that adds a touch of wonder to your fall weekend.

Wine-Pairing Dinners

Improve your Big Sur experience with a wine-pairing dinner at one of the area’s top restaurants. Many establishments offer seasonal menus that highlight local ingredients and expertly paired wines. For an exceptional dining experience, visit Sierra Mar at Post Ranch Inn. The restaurant offers a four-course tasting menu with wine pairings, providing a culinary journey that perfectly complements the region’s natural beauty.

Big Sur, with its stunning coastal landscapes, luxurious accommodations, and unique experiences, promises an unforgettable fall weekend getaway.

Charleston, South Carolina: Southern Charm

Charleston, South Carolina, is a city rich in history, culture, and culinary delights. It’s the perfect destination for a good fall weekend trip.

Culinary Tours

Charleston is a food lover’s paradise. Culinary tours are a great way to sample the city’s diverse flavors. Companies like Charleston Culinary Tours offer guided experiences that take you through the historic downtown area, stopping at various restaurants and food shops. You’ll get to taste everything from traditional Southern dishes to innovative modern cuisine, all while learning about the city’s rich culinary history.

Historic Buildings

Charleston is known for its beautifully preserved historic buildings. Walking through the city feels like stepping back in time. Don’t miss the Battery and Rainbow Row, a series of colorful historic homes along the waterfront. The Charleston Historic District offers a plethora of architectural styles, from Georgian to Victorian. Guided tours are available if you prefer a deeper dive into the history and stories behind these stunning structures.

Zero George

For a luxurious stay, consider Zero George. This boutique hotel is set in a series of restored historic buildings and offers modern amenities with a touch of Southern charm. The hotel’s on-site restaurant is renowned for its farm-to-table cuisine, making it a perfect spot for a romantic dinner.

Husk

A trip to Charleston wouldn’t be complete without dining at Husk. This award-winning restaurant focuses on local ingredients and traditional Southern recipes with a modern twist. The menu changes daily based on what’s fresh and in season, ensuring a unique dining experience every time you visit.

Circa 1886

Another must-visit is Circa 1886, located in the carriage house of the historic Wentworth Mansion. This fine dining restaurant offers a seasonal menu that highlights local ingredients and Southern flavors. The neat setting and impeccable service make it an ideal choice for a special evening out.

Charleston’s blend of historic charm and modern culinary excellence makes it a top destination for a fall weekend getaway.

Missouri Wine Country: Boutique Wineries

Missouri Wine Country is a hidden gem for wine lovers. Located in the heart of the Midwest, this region offers a perfect blend of scenic beauty and rich history, making it an ideal destination for a good fall weekend trip.

Hermann

The town of Hermann is the crown jewel of Missouri Wine Country. Known for its German heritage, Hermann boasts charming streets lined with historic buildings and a plethora of wineries. The Hermann Wine Trail is a must-visit, featuring seven family-owned wineries that offer tastings and tours. Each winery has its own unique charm, from the rustic elegance of Stone Hill Winery to the riverside beauty of Hermannhof Winery.

Augusta

Another key destination in Missouri Wine Country is Augusta. This small town was the first to receive the American Viticultural Area (AVA) designation, recognizing its unique climate and soil conditions for grape growing. Augusta is home to several boutique wineries, including Montelle Winery, which offers breathtaking views of the Missouri River Valley. Don’t miss the chance to enjoy a glass of wine on their scenic terrace.

Wine Trails

Missouri Wine Country features several well-known wine trails. The Katy Trail State Park is a highlight, offering a unique way to explore the region. This 240-mile trail follows the path of the Missouri River and runs right through the heart of wine country. Biking or hiking the trail allows you to stop at various wineries along the way, making for an adventurous and leisurely day.

The Inn at Hermannhof

For a luxurious stay, consider The Inn at Hermannhof. This historic inn offers beautifully appointed rooms with modern amenities. Nestled in the heart of Hermann, the inn provides easy access to local wineries and the Hermann Wine Trail. Guests can enjoy complimentary wine tastings and gourmet breakfasts, making it a perfect base for your wine country trip.

Missouri Wine Country offers a unique blend of history, scenic beauty, and world-class wines. Whether you’re exploring the charming streets of Hermann or biking along the Katy Trail, this region promises an unforgettable fall weekend getaway.

Saugatuck, Michigan: Artistic and Beachy

Saugatuck, Michigan, is a charming town that offers a mix of art, beaches, and cozy accommodations. It’s a perfect spot for a good fall weekend trip.

Galleries

Saugatuck is known for its vibrant art scene. The town is home to numerous art galleries that showcase local and regional artists. Spend an afternoon strolling through places like the Water Street Gallery or the Saugatuck Center for the Arts, where you can admire an array of paintings, sculptures, and mixed media art.

Beer Tastings

Beer enthusiasts will love Saugatuck’s local breweries. Head to Saugatuck Brewing Company for a tasting flight. They offer a wide variety of craft beers, from hoppy IPAs to rich stouts. Enjoy a pint in their cozy taproom or take a brewery tour to learn more about the brewing process.

Apple Picking

Fall in Saugatuck means apple picking season. Visit Crane Orchards for a fun day out. Wander through the orchard, pick your own apples, and enjoy the beautiful fall colors. They also have a corn maze and hayrides, making it a perfect activity for couples or families.

Bed-and-Breakfasts

Saugatuck is filled with charming bed-and-breakfasts that offer a cozy place to stay. Consider booking a room at the Wickwood Inn, known for its neat rooms and gourmet breakfasts. Another great option is the Twin Oaks Inn, which offers a more intimate setting with just a few rooms and personalized service.

The Southerner

For a delicious meal, head to The Southerner. This restaurant is famous for its Southern-style comfort food. Enjoy dishes like fried chicken, shrimp and grits, and cornbread in a cozy, rustic setting by the waterfront. It’s the perfect spot to unwind after a day of exploring.

Saugatuck offers an ideal mix of art, nature, and comfort, making it a fantastic destination for a fall weekend getaway. Whether you’re exploring galleries, tasting local brews, or picking apples, there’s something for everyone to enjoy.

Washington, Connecticut: Slow-Paced Romance

Washington, Connecticut, is a serene destination perfect for a good fall weekend trip. It’s a haven for couples looking to relax and reconnect amidst beautiful New England scenery.

Mayflower Inn & Spa

Start your romantic getaway at the Mayflower Inn & Spa. This 30-room inn is surrounded by gardens, a pond, and woodlands. Enjoy the fall foliage from the wraparound porch or dine on locavore dishes prepared by the culinary team. For ultimate relaxation, book a facial at The Well, the inn’s spa, which uses organic local ingredients.

Mount Tom State Park

For outdoor enthusiasts, a visit to Mount Tom State Park is a must. Hike to the top of Mount Tom for panoramic views of the fall colors. The park also offers a serene lake for kayaking or fishing, making it a great spot for couples to enjoy nature together.

Lake Waramaug State Park

Another beautiful spot is Lake Waramaug State Park. Spend your day kayaking, picnicking, or simply enjoying the stunning views of the lake surrounded by autumn leaves. It’s an ideal place for a leisurely day outdoors.

Antiquing in Litchfield Hills

Washington is also a convenient starting point for antiquing in the Litchfield Hills. Stroll down Main Street and explore antique shops filled with unique treasures. You might find the perfect piece to commemorate your romantic weekend.

Washington, Connecticut, offers a blend of luxury, nature, and charm. Whether you’re relaxing at the Mayflower Inn & Spa, hiking at Mount Tom, or antiquing in the Litchfield Hills, it’s a perfect destination for a slow-paced, romantic fall getaway.

Jackson Hole, Wyoming: Gateway to National Parks

Jackson Hole, Wyoming, is a prime destination for a good fall weekend trip. Nestled between Yellowstone and Grand Teton National Parks, it offers a mix of trip and luxury.

Yellowstone and Grand Teton National Parks

Autumn in Jackson Hole is spectacular. The crisp air and golden aspens set the scene for exploring Yellowstone and Grand Teton National Parks. These parks are teeming with wildlife like elk, which mate in the fall. Take a scenic drive or a guided tour to see geysers, hot springs, and breathtaking mountain views.

Amangani Resort

For an ultra-luxurious stay, check into Amangani. This resort offers deep soaking tubs and après-hike foot massages, perfect for unwinding after a day of trip. Amangani also arranges private excursions, including trips to Jenny Lake, a prime spot for elk watching.

Teton Mountain Lodge & Spa

Alternatively, the Teton Mountain Lodge & Spa offers seasonal packages that highlight fall activities like fly-fishing. Enjoy a leisurely float trip along the Snake River, where you can take in the foliage and fish for cutthroat trout.

Fly-Fishing Trips

Jackson Hole is renowned for its fly-fishing. The Snake River is a top spot for catching cutthroat trout. Whether you’re a seasoned angler or a beginner, local guides can help you find the best “honey holes” teeming with fish.

Jackson Hole combines the thrill of national parks with the comfort of luxury resorts, making it an ideal fall weekend getaway. Whether you’re exploring Yellowstone, enjoying a spa day at Amangani, or fly-fishing on the Snake River, Jackson Hole offers something for everyone.

Alys Beach, Florida: Mediterranean-Style Relaxation

Alys Beach, Florida, is a hidden gem perfect for a good fall weekend trip. This picturesque town offers a Mediterranean-style escape with its pristine white-sand beaches, luxurious amenities, and laid-back vibe.

White-Sand Beach

The main attraction is the stunning white-sand beach. The soft, powdery sand and clear blue waters create an idyllic setting for relaxation. Spend your days soaking up the sun, building sandcastles, or taking a leisurely stroll along the shoreline.

Caliza Pool

For a more exclusive experience, head to Caliza Pool. This luxurious pool area features a 100-foot zero-entry saltwater pool, private cabanas, and a poolside restaurant. It’s the perfect spot to unwind and enjoy a refreshing drink while taking in the beautiful surroundings.

Paddleboarding

If you’re feeling adventurous, try paddleboarding. The calm waters around Alys Beach are ideal for this activity, offering a unique perspective of the coastline. Paddleboarding is a great way to explore the area and get a little exercise while you’re at it.

Wine Events

Alys Beach also hosts various wine events throughout the year. These events are perfect for wine enthusiasts looking to sample some fine wines in a beautiful setting. Enjoy tastings, food pairings, and the chance to meet other wine lovers.

Vacation Rentals

For accommodations, Alys Beach offers a range of vacation rentals, from cozy cottages to luxurious villas. These rentals provide all the comforts of home, with the added benefit of being just steps away from the beach and other amenities. Whether you’re looking for a romantic getaway or a family trip, there’s a perfect rental for you.

Alys Beach combines the charm of a Mediterranean village with the beauty of Florida’s Gulf Coast, making it an ideal destination for a fall weekend trip. Whether you’re lounging by the Caliza Pool, paddleboarding, or attending a wine event, Alys Beach offers a relaxing and luxurious escape.

Greensboro, Georgia: Southern Elegance

Greensboro, Georgia, is a charming destination for a good fall weekend trip. Nestled along the serene shores of Lake Oconee, this town offers a blend of outdoor activities and luxurious relaxation.

Lake Oconee

Lake Oconee is the centerpiece of Greensboro. The lake’s calm waters are perfect for kayaking and fishing. Spend your day paddling along the shoreline or casting a line in search of bass and crappie. The surrounding scenery, with colorful fall foliage, adds to the experience.

The Ritz-Carlton Reynolds

For a luxurious stay, check out The Ritz-Carlton Reynolds. This neat resort offers plush rooms with Frette luxury linens and marble baths. Couples can relax at the 27,000-square-foot spa, which features a variety of treatments and an indoor pool.

Golf Courses

Golf enthusiasts will love Greensboro’s five championship golf courses. Designed by renowned architects, these courses offer challenging play and stunning views of Lake Oconee. Whether you’re a seasoned golfer or a beginner, you’ll find a course that suits your skill level.

Spa

The Ritz-Carlton Reynolds boasts a world-class spa. Treat yourself to a massage, facial, or body treatment using organic local ingredients. The spa’s tranquil setting and expert staff will leave you feeling refreshd and relaxed.

Biking

Explore the area on two wheels with a bike ride around Lake Oconee. The scenic trails are perfect for a leisurely ride, offering views of the lake and the surrounding woodlands. Biking is a great way to enjoy the crisp autumn air and the vibrant fall colors.

Kayaking

Kayaking on Lake Oconee is a must-do activity. The calm waters make it easy for beginners, while the lake’s size offers plenty of space for more experienced paddlers. Rent a kayak and spend a peaceful day on the water, soaking in the natural beauty of Greensboro.

Greensboro, Georgia, combines southern charm with outdoor trip and luxurious amenities, making it an ideal destination for a fall weekend trip. Whether you’re golfing, kayaking, or indulging at the spa, Greensboro offers a perfect blend of relaxation and recreation.

Texas Hill Country: Cowboy Romance

Texas Hill Country is a perfect spot for a good fall weekend trip. The region’s mix of natural beauty, outdoor activities, and unique experiences makes it a romantic getaway.

JL Bar Ranch, Resort & Spa

Start your trip at JL Bar Ranch, Resort & Spa. This luxurious resort offers an authentic Texas experience with a touch of elegance. The sprawling property features cozy accommodations, a top-notch spa, and plenty of activities to keep you entertained.

Horseback Riding

Horseback riding is a must-do in Texas Hill Country. JL Bar Ranch offers guided trail rides through the scenic landscape. Imagine riding through rolling hills and open fields, the crisp autumn air filling your lungs. It’s a romantic and adventurous way to see the countryside.

Wine Tastings

The Texas Wine Trail is famous for its vineyards and wineries. Take a road trip down Highway 290 to find notable wineries like William Chris Vineyards and Barons Creek Vineyards. Many wineries offer tastings, so you can sample a variety of local wines. For a full-day trip, consider booking a private wine tour or hopping on the 290 Wine Shuttle from Fredericksburg.

Cowboy Cookouts

Experience a true Texas tradition with a cowboy cookout at JL Bar Ranch. Enjoy a hearty meal cooked over an open flame, complete with all the fixings. It’s a fun and unique way to enjoy the flavors of Texas under the stars.

Spa Packages

After a day of trip, unwind with a spa package at JL Bar Ranch. The resort offers a variety of treatments, including massages and facials, using organic local ingredients. The serene setting and expert staff will leave you feeling relaxed and refreshd.

Texas Hill Country offers a blend of trip, relaxation, and romance, making it an ideal destination for a fall weekend trip. Whether you’re riding horses, tasting wine, or enjoying a cowboy cookout, you’ll create unforgettable memories.

Hocking Hills, Ohio: Natural Beauty

Hocking Hills, Ohio, is a hidden gem for a good fall weekend trip. This region is famous for its striking natural beauty, featuring caves, waterfalls, and scenic hiking trails that make it a must-visit in the fall.

Caves and Waterfalls

Hocking Hills is home to several stunning caves and waterfalls. Old Man’s Cave is a popular spot, offering a narrow, deep gorge with impressive waterfalls. Another must-see is Ash Cave, the largest recess cave in Ohio, where you can stand under a cascading waterfall. These natural wonders are even more breathtaking with the backdrop of fall foliage.

Hiking Trails

For hiking enthusiasts, Hocking Hills offers numerous trails that showcase the area’s natural beauty. The Conkles Hollow rim hike is particularly famous for its spectacular views. According to Hocking Hills State Park staff naturalist Pat Quackenbush, the overlook allows you to see almost 4 miles down through the valley. Another recommended trail is the 3-mile route from Old Man’s Cave to Cedar Falls, which takes you past the serene Rose Lake.

Rustic Cabins

When it comes to accommodations, Hocking Hills has plenty of options. Renting a rustic cabin at Hocking Hills State Park allows you to immerse yourself in nature while still enjoying modern comforts. These cabins are perfect for a cozy, secluded getaway amid the fall colors.

Zip-Lining

For those seeking trip, Hocking Hills Canopy Tours offers an exhilarating experience. Owner Julieann Burroughs describes it as flying among the crimson leaves, providing a unique birds-eye view of autumn. The courses cater to all skill levels, from beginners to thrill-seekers, making it an unforgettable experience.

Horseback Riding

If you prefer to explore on horseback, head to The Spotted Horse Ranch. Michael Solt, the owner, offers memorable horseback rides through the colorful autumn forests. His trips range from one to two hours, or you can opt for the five-hour Cowboy Cookout, complete with a full meal prepared in a campsite setup.

Hocking Hills, with its caves, waterfalls, hiking trails, rustic cabins, zip-lining, and horseback riding, offers a perfect blend of trip and relaxation. It’s a fantastic destination for experiencing the beauty of fall in Ohio.

Rancho Santa Fe, California: Laid-Back Luxury

Just 30 miles north of San Diego, Rancho Santa Fe is a serene escape perfect for a good fall weekend trip. This small town was once a playground for 1930s stars like Bing Crosby. Today, it offers a mix of luxurious accommodations, scenic trails, and a laid-back vibe.

Torrey Pines State Natural Reserve

One of the highlights of Rancho Santa Fe is the nearby Torrey Pines State Natural Reserve. This coastal park features dramatic sandstone bluffs and miles of hiking trails. The reserve is perfect for leisurely walks or more challenging hikes, all with stunning ocean views. It’s a fantastic way to immerse yourself in nature without straying too far from luxury.

The Inn at Rancho Santa Fe

For accommodations, The Inn at Rancho Santa Fe is a top choice. This romantic country retreat offers charming cottages set along garden pathways. It’s a great spot to unwind with a cocktail on the croquet lawn or indulge in a couples spa suite. The spa suite even has a private outdoor courtyard with a shower and tub, perfect for a relaxing escape.

Coastal Trails

If you love walking by the ocean, the coastal trails around Rancho Santa Fe are a must. These trails offer breathtaking views and a peaceful atmosphere. Whether you’re an avid hiker or just looking for a scenic stroll, these trails are ideal for soaking in the natural beauty of the area.

Spa

No luxury trip is complete without some pampering, and Rancho Santa Fe delivers. The spa at The Inn at Rancho Santa Fe offers a range of treatments designed to relax and refresh. Enjoy a couples massage or try one of their signature treatments. The serene setting and expert therapists make it a perfect way to unwind after a day of exploring.

Rancho Santa Fe combines natural beauty, luxury accommodations, and a relaxed atmosphere, making it a perfect destination for a fall weekend getaway. Enjoy the coastal trails, indulge in spa treatments, and stay at the charming Inn for an unforgettable experience.

Finger Lakes, New York: Nature and Wine

The Finger Lakes region in New York is a top spot for a good fall weekend trip, especially for couples who love nature and wine. This area offers stunning landscapes, rich history, and some of the best wineries and breweries in the country.

Wineries and Breweries

The Finger Lakes is home to numerous wineries, breweries, and cideries. Some must-visit spots include:

• Glenora Wine Cellars: Known for its scenic views and award-winning wines.
• Grist Iron Brewing Company: Offers a range of craft beers and a relaxed atmosphere.
• Graft Wine + Cider Bar: Perfect for tasting local wines and ciders.

With so many options, you’ll want a cozy place to stay after a day of tastings.

Hiking

Nature lovers will find plenty to do in the Finger Lakes. Watkins Glen State Park is a highlight, featuring picturesque waterfalls and trails. Another great spot is the Corning Museum of Glass and The Rockwell Museum, which are worth a visit for their unique exhibits.

For those who enjoy hiking, the trails around the lakes and parks offer beautiful fall foliage and opportunities to explore the natural beauty of the area.

The Lake House on Canandaigua

For a luxurious stay, consider The Lake House on Canandaigua. This hotel offers themed packages that can help you save on your fall trip. Whether you’re looking for a romantic escape or a wine tour, this place has you covered. It’s about an hour’s drive from Watkins Glen, making it a convenient base for exploring the region.

Harbor Hotel Watkins Glen

If you prefer to be closer to the state park, Harbor Hotel Watkins Glen is an excellent choice. This hotel also offers themed packages and is situated right by the park, making it easy to start your hiking trips early in the morning.

From sipping local wines to hiking through scenic trails, the Finger Lakes region offers a perfect blend of relaxation and trip. Whether you choose to stay at The Lake House on Canandaigua or Harbor Hotel Watkins Glen, you’re in for a memorable fall weekend.

Nantucket, Massachusetts: Luxury Beach Escape

Nantucket, a small island off the coast of Massachusetts, is the perfect destination for a good fall weekend trip if you crave a luxury beach escape. Known for its classic New England charm and chic nautical atmosphere, this island offers a serene getaway with plenty of upscale amenities.

White Elephant Nantucket

For an indulgent stay, book the romance package at White Elephant Nantucket. This package includes two nights of luxury accommodation, Champagne on arrival, a romantic dinner for two at Brant Point Grill, and your choice of an island tour or a sunset cruise. The hotel’s waterfront location and neat decor make it an ideal spot for a romantic retreat.

Brant Point Grill

Dining at Brant Point Grill is an experience in itself. Located within the White Elephant Nantucket, this restaurant offers stunning harbor views and a menu featuring fresh, local seafood. Whether you’re enjoying a romantic dinner or a leisurely brunch, the ambiance and cuisine are sure to impress.

The Nantucket Hotel + Resort

Another excellent option for a luxurious stay is The Nantucket Hotel + Resort. Their romance package includes two plush bathrobes, an hour-long couples massage, and shuttle service to and from Cisco Brewers. This resort offers a blend of historic charm and modern amenities, ensuring a comfortable and memorable stay.

Cisco Brewers

A visit to Nantucket wouldn’t be complete without stopping by Cisco Brewers. Known for its laid-back atmosphere and a variety of craft beers, wines, and spirits, it’s a great place to relax and enjoy some local flavors. The shuttle service from The Nantucket Hotel + Resort makes it easy to get there and back, so you can fully enjoy your tasting experience.

From luxurious accommodations to exquisite dining and local brews, Nantucket offers a perfect blend of relaxation and indulgence. Whether you choose to stay at White Elephant Nantucket or The Nantucket Hotel + Resort, your fall weekend on this charming island will be nothing short of magical.

Florida Keys: Sunny Beach Days

If you’re looking for good fall weekend trips with plenty of sunshine and beach fun, the Florida Keys are an excellent choice. This string of tropical islands offers endless activities, from snorkeling and diving to exploring historical sites.

Key West

Start your trip in Key West, the southernmost point in the continental U.S. Known for its vibrant nightlife and historic charm, Key West is a must-visit. Wander through the colorful streets, enjoy live music, and don’t miss the sunset celebrations at Mallory Square.

Snorkeling and Diving

The Florida Keys are a paradise for snorkeling and diving enthusiasts. John Pennekamp Coral Reef State Park near Key Largo is a top spot. It’s the first undersea park in the U.S. and offers a chance to explore vibrant coral reefs and marine life. Whether you’re a beginner or an experienced diver, the clear waters and abundant sea creatures make for an unforgettable experience.

Hemingway House

Literature lovers should visit the Ernest Hemingway Home and Museum in Key West. Walk through the rooms where Hemingway wrote many of his famous works and meet the descendants of his six-toed cats. The lush gardens and historic setting provide a unique glimpse into the life of one of America’s greatest writers.

Luxury Resorts

When it comes to accommodations, the Florida Keys have no shortage of luxury resorts. Little Palm Island Resort & Spa on Little Torch Key offers private bungalows and a serene atmosphere perfect for a romantic getaway. For a more active stay, check out Hawks Cay Resort on Duck Key, which offers a variety of water sports and family-friendly activities. Bungalows Key Largo is another adults-only option that promises an all-inclusive, relaxing experience.

With its sunny beaches, vibrant marine life, and luxurious accommodations, the Florida Keys are an ideal destination for a fall weekend trip. Whether you’re snorkeling in the clear waters, exploring Hemingway’s home, or simply relaxing at a high-end resort, you’re sure to create lasting memories in this tropical paradise.

Frequently Asked Questions about Good Fall Weekend Trips

Where is the best place to visit in fall?

Berkshires, Massachusetts: The Berkshires offer a quintessential New England fall experience. The vibrant fall foliage, charming small towns, and cultural attractions like the Norman Rockwell Museum make it a great destination.

Reykjavik, Iceland: For something different, consider Reykjavik. The fall season brings fewer tourists, making it easier to explore its stunning landscapes, geothermal pools, and the chance to see the Northern Lights.

Zion National Park, Utah: If you love outdoor trips, Zion National Park in the fall is perfect. The temperatures are cooler, and the park’s red rock formations look stunning against the autumn sky.

Petra, Jordan: Fall is an excellent time to visit Petra. The weather is mild, making it easier to explore this ancient archaeological site. The rose-red city carved into the cliffs is a sight to behold.

Burgundy, France: Wine lovers should head to Burgundy during the fall harvest season. Enjoy vineyard tours, wine tastings, and the beautiful French countryside.

Savannah, Georgia: Savannah’s historic charm is improved by the fall season. Stroll through its cobblestone streets, enjoy ghost tours, and take in the beautiful architecture.

Yellowstone National Park, Wyoming: Fall is a magical time in Yellowstone. The crowds thin out, and the park’s wildlife is more active. Don’t miss the chance to see geysers, hot springs, and the stunning fall colors.

Kyoto, Japan: Kyoto’s temples and gardens are breathtaking in the fall. The city’s maple trees turn vibrant shades of red and orange, creating a picturesque setting.

What is the cheapest place to travel to in October?

Salt Lake City, Utah: Salt Lake City offers affordable travel options in October. The weather is pleasant, and you can explore nearby attractions like the Great Salt Lake and various hiking trails.

Austin, Texas: Austin is another budget-friendly destination. Enjoy live music, delicious food, and outdoor activities without breaking the bank.

Where is the best place to visit in October in the US?

Vermont: Vermont is the ultimate fall destination in the US. The Green Mountains come alive with vibrant fall foliage, making it a top spot for leaf-peeping. Cozy lodges, scenic drives, and autumn festivals add to the charm.

Whether you’re drawn to the colorful landscapes of Vermont, the historic streets of Savannah, or the ancient wonders of Petra, there’s a perfect fall weekend trip waiting for you.

Conclusion

At Nomazest, we believe in making every trip an unforgettable experience. Our mission is to inspire a zest for travel by guiding you through diverse cultures and trips worldwide.

Good fall weekend trips are about more than just destinations—they’re about creating memories. From the vibrant foliage of Vermont to the serene beaches of Alys Beach, each location offers something unique. Imagine sipping wine in Willamette Valley, exploring the rugged beauty of Acadia National Park, or enjoying a cozy cabin in Hocking Hills. These trips aren’t just about seeing new places; they’re about experiencing life in new ways.

We aim to provide you with all the information you need to plan your perfect fall getaway. Whether it’s detailed itineraries, insider tips, or cultural insights, our goal is to make your travel planning as smooth and enjoyable as possible.

Why choose Nomazest? Because we promise to deliver content that is inspiring, informative, and trustworthy. We want to help you travel smarter, explore deeper, and savor every moment of your trips. Your wanderlust is our priority, and we’re here to support you every step of the way.

Ready to plan your next trip? Check out our best destinations for more inspiration.

Let’s make this fall unforgettable together.