Top Places to Visit in Southern Vermont: Your Ultimate Travel Guide
Introduction: Why Visit Southern Vermont?
Southern Vermont is a hidden gem in New England, offering an idyllic blend of natural beauty, small-town charm, and year-round activities. Whether you’re a nature lover, history enthusiast, or foodie, this region has something for everyone. Located just a few hours from major cities like Boston and New York, Southern Vermont is the perfect destination for a relaxing weekend getaway or an extended vacation.
Natural Beauty Like No Other
From the lush Green Mountains to the tranquil lakes and waterfalls, Southern Vermont’s landscape is a haven for outdoor enthusiasts. In the summer, visitors can hike the breathtaking trails of the Green Mountain National Forest, while winter brings opportunities for skiing and snowboarding at renowned resorts like Mount Snow and Stratton Mountain. Autumn is particularly enchanting, as the foliage transforms into a vibrant tapestry of red, orange, and gold. Don’t miss the chance to capture this stunning scenery; Vermont’s fall foliage is considered some of the best in the world. (Discover more about Vermont’s top attractions here.)
Rich History and Small-Town Charm
Southern Vermont is home to charming towns like Brattleboro, Bennington, and Manchester, where history comes alive. Explore the Bennington Battle Monument, a historic site commemorating a Revolutionary War victory, or visit the Hildene Estate, the historic mansion of Abraham Lincoln’s son. The towns are also filled with unique shops, art galleries, and farm-to-table restaurants, making every visit memorable. You can find more details about these towns and attractions by visiting Vermont’s official travel guide.
A Year-Round Destination
No matter when you visit, Southern Vermont offers something special. In spring, maple syrup festivals are a highlight; summer brings farmers’ markets and outdoor concerts. Winter is synonymous with cozy fireplaces and snowy adventures, while fall offers quintessential New England experiences like apple picking and hayrides. Learn more about planning your seasonal trip here.
Plan your visit to Southern Vermont today and experience its charm firsthand—you won’t regret it!
The Best Time to Visit Southern Vermont
Southern Vermont is a destination that shines in all four seasons, each offering unique experiences. The best time to visit depends on your preferences for activities, scenery, and weather. From vibrant autumn foliage to snowy ski slopes and summer festivals, Southern Vermont has something special to offer year-round.
Fall: The Crown Jewel of Vermont
Autumn in Southern Vermont is nothing short of magical. From late September to mid-October, the region transforms into a masterpiece of vibrant colors. The rolling hills and forests become a sea of gold, red, and orange, drawing visitors from around the world. Whether you’re hiking through the Green Mountains, enjoying a scenic drive along Route 100, or visiting the Bennington Apple Barn, fall in Vermont is an unforgettable experience. Don’t miss the famous fall foliage festivals that take place in charming towns like Brattleboro and Manchester. Learn more about Vermont’s foliage season here.
Winter: A Wonderland for Snow Lovers
If you love winter sports, Southern Vermont is the place to be. From December to March, the region becomes a snowy paradise with opportunities for skiing, snowboarding, and snowshoeing at resorts like Stratton Mountain and Mount Snow. Even if you’re not into snow sports, the cozy atmosphere, complete with roaring fireplaces and warm maple syrup treats, makes winter in Vermont a magical escape. Check out Southern Vermont’s ski resorts here.
Spring and Summer: Vibrant and Lively
Spring and summer bring a fresh vibrancy to Southern Vermont. In spring, maple sugaring season and wildflower blooms steal the show. By summer, outdoor enthusiasts can enjoy hiking, kayaking, and biking, while foodies indulge in farmers’ markets and farm-to-table dining. Summer festivals, such as the Marlboro Music Festival and Vermont State Fair, add a lively cultural vibe. Learn more about Vermont’s summer events here.
No matter the season, Southern Vermont offers a perfect mix of natural beauty and cultural charm. Plan your visit to match your favorite activities, and let this region’s year-round allure captivate you.
Top Places to Explore in Southern Vermont
Southern Vermont is a treasure trove of scenic beauty, charming towns, and cultural landmarks. Whether you’re seeking outdoor adventures, historical sites, or vibrant local culture, this region offers an abundance of must-visit destinations. Here are some of the top places to explore in Southern Vermont:
1. Manchester Village
Known for its elegant charm, Manchester Village is a blend of sophistication and rustic beauty. Visit the Hildene Estate, the former home of Robert Todd Lincoln, for a tour of the historic mansion and beautifully landscaped gardens. Enjoy outlet shopping, local art galleries, and farm-to-table dining. If you love books, don’t miss a stop at the Northshire Bookstore, one of Vermont’s best independent bookstores. Learn more about Manchester’s attractions here.
2. Bennington
Steeped in history, Bennington is famous for the Bennington Battle Monument, which commemorates a key victory during the Revolutionary War. Art lovers will appreciate the Bennington Museum, home to an impressive collection of Grandma Moses paintings. Don’t forget to visit the Old First Church and the nearby covered bridges, which showcase Vermont’s historic charm.
3. Mount Snow
A haven for outdoor enthusiasts, Mount Snow is a top destination for skiing, snowboarding, and mountain biking. During the summer, the resort offers scenic gondola rides and hiking trails that provide breathtaking views of the Green Mountains. Check out seasonal activities at Mount Snow here.
4. Brattleboro
Brattleboro is an artsy, vibrant town located along the Connecticut River. Known for its eclectic vibe, the town is home to unique shops, art galleries, and the famous Brattleboro Farmers’ Market. Explore hiking trails at Wantastiquet Mountain or enjoy performances at the Latchis Theatre, a historic Art Deco gem.
5. Green Mountain National Forest
For nature lovers, the Green Mountain National Forest is a must-visit. Spanning thousands of acres, this forest offers endless opportunities for hiking, camping, and wildlife spotting. Trails like the Long Trail provide stunning vistas, making it a favorite among hikers.
6. Woodstock (Nearby)
Though technically in Central Vermont, Woodstock is close enough to Southern Vermont to deserve a mention. This quintessential New England town boasts historic architecture, the Marsh-Billings-Rockefeller National Historical Park, and a picturesque covered bridge.
From quaint towns to outdoor adventures, Southern Vermont offers an unforgettable experience for every traveler. Plan your visit to explore these incredible places and let the charm of Vermont captivate you!
Hidden Gems in Southern Vermont You Must See
While Southern Vermont is known for its iconic destinations like Manchester and Mount Snow, the region also boasts several hidden gems waiting to be discovered. These lesser-known spots offer unique experiences that capture the essence of Vermont’s charm, away from the crowds.
1. Merck Forest and Farmland Center (Rupert)
Nestled in the small town of Rupert, the Merck Forest and Farmland Center is a 3,200-acre preserve perfect for nature enthusiasts. With over 30 miles of hiking and cross-country skiing trails, this peaceful retreat offers stunning views of the Green Mountains. Visitors can also learn about sustainable farming practices or enjoy seasonal events like maple sugaring demonstrations. Discover more about Merck Forest here.
2. Jamaica State Park (Jamaica)
A hidden paradise for outdoor lovers, Jamaica State Park offers pristine landscapes along the West River. Hike the Hamilton Falls Trail to discover one of Vermont’s most picturesque waterfalls, or enjoy kayaking and fishing in the park’s tranquil waters. The park is particularly beautiful in the fall, with its vibrant foliage.
3. Southern Vermont Arts Center (Manchester)
Tucked away in Manchester, the Southern Vermont Arts Center is a haven for art enthusiasts. Surrounded by beautiful gardens and hiking trails, the center features contemporary and traditional art exhibitions, live performances, and educational workshops. The sculpture garden, set against the backdrop of the Green Mountains, is a must-see.
4. Molly Stark Byway
This scenic drive is one of Vermont’s best-kept secrets. Stretching 48 miles through charming towns like Wilmington and Bennington, the Molly Stark Byway offers breathtaking views of rolling hills, covered bridges, and historic landmarks. Stop at Hogback Mountain for panoramic views and the chance to explore a nature preserve.
5. Vermont Country Store (Weston)
A trip to the Vermont Country Store in Weston feels like stepping back in time. This family-owned general store is packed with nostalgic items, locally made products, and old-fashioned treats. It’s the perfect spot to find unique gifts or sample Vermont’s famous cheddar cheese. Learn more about this gem here.
6. Lake Whitingham (Harriman Reservoir)
Often overshadowed by larger lakes, Lake Whitingham (Harriman Reservoir) is a serene spot for swimming, kayaking, and picnicking. Surrounded by lush forests, it’s an ideal location for a quiet day of relaxation or outdoor exploration.
These hidden gems in Southern Vermont showcase the region’s beauty and charm beyond the usual tourist trails. Whether you’re an adventurer, history buff, or art lover, these spots promise unique and unforgettable experiences!
Things to Do in Southern Vermont for Families
Southern Vermont is the perfect destination for a family-friendly getaway, offering activities that cater to all ages. From outdoor adventures to educational attractions and seasonal festivities, the region guarantees memorable experiences for families. Here are some of the best things to do in Southern Vermont with your loved ones:
1. Explore the Billings Farm & Museum (Woodstock)
While technically in central Vermont, this working farm and museum is a short drive from Southern Vermont and offers hands-on fun for families. Kids can meet farm animals, learn about rural life, and enjoy wagon rides. Seasonal events like pumpkin picking and Christmas festivities make it a year-round favorite. Learn more about the farm here.
2. Hike at Jamaica State Park
Jamaica State Park is ideal for families who enjoy the outdoors. The park features easy trails that are perfect for little legs, like the hike to Hamilton Falls. Pack a picnic and enjoy the scenic beauty along the West River. For adventurous families, swimming or tubing in the river is a fun way to cool off during the summer months.
3. Ride the Bromley Mountain Adventure Park (Peru)
Bromley Mountain transforms into a family adventure park during the warmer months. Kids and adults alike can enjoy thrilling attractions like the alpine slide, zipline, and climbing wall. With rides and activities for all ages, it’s a must-visit for an action-packed day. Check out Bromley’s attractions here.
4. Visit the Vermont Country Store (Weston)
Step into nostalgia at the Vermont Country Store in Weston. Kids will love the old-fashioned candy section, while parents can browse unique gifts and local products. The store’s whimsical charm and nearby picnic areas make it an enjoyable stop for the whole family.
5. Go Maple Sugaring in Spring
Spring is maple sugaring season in Vermont, and many farms in Southern Vermont offer tours and tastings. Families can learn how maple syrup is made and sample fresh maple candy. Taylor Farm in Londonderry is a popular spot for farm experiences, including horse-drawn wagon rides.
6. Attend a Local Farmers’ Market
Southern Vermont’s farmers’ markets are vibrant community hubs filled with fresh produce, local crafts, and live entertainment. Brattleboro Farmers’ Market and Dorset Farmers’ Market are family-friendly options where kids can sample treats and enjoy the lively atmosphere.
7. Take a Scenic Train Ride
The Green Mountain Railroad offers scenic train rides that families will love. Enjoy the breathtaking views of Vermont’s countryside while learning about the state’s history. Seasonal rides, such as fall foliage tours and holiday-themed trips, make this a special outing.
With its mix of outdoor fun, cultural experiences, and seasonal attractions, Southern Vermont is an excellent choice for a family getaway. Whether you’re seeking adventure or relaxation, you’ll create lasting memories with your loved ones in this picturesque region.
Where to Stay: Top Hotels and Inns in Southern Vermont
Southern Vermont offers a variety of accommodations that cater to all types of travelers, from luxury seekers to those looking for cozy, rustic charm. Whether you’re planning a romantic retreat, a family vacation, or a solo getaway, the region boasts top-notch hotels and inns to suit every need. Here are some of the best places to stay in Southern Vermont:
1. The Equinox Golf Resort & Spa (Manchester)
For a luxurious stay, the Equinox Golf Resort & Spa is a premier choice. Nestled in the heart of Manchester, this historic resort offers a blend of elegance and comfort. Guests can enjoy fine dining, a world-class spa, and outdoor activities like falconry and golf. The resort is conveniently located near local attractions like the Southern Vermont Arts Center and designer outlet shopping. Learn more about the Equinox here.
2. The Grafton Inn (Grafton)
Steeped in history, the Grafton Inn is one of Vermont’s oldest operating inns, dating back to 1801. Located in the picturesque village of Grafton, the inn offers cozy rooms with antique furnishings, farm-to-table dining, and easy access to outdoor activities like hiking and snowshoeing. The quaint setting makes it a perfect spot for a peaceful retreat.
3. The Kimpton Taconic Hotel (Manchester)
The Kimpton Taconic Hotel combines modern sophistication with classic New England charm. Known for its stylish design and warm hospitality, this boutique hotel is ideal for families and couples alike. Amenities include an on-site restaurant, outdoor fire pits, and pet-friendly accommodations. Explore local attractions like Hildene, the Lincoln family home, just minutes away.
4. Four Columns Inn (Newfane)
Nestled in the charming town of Newfane, the Four Columns Inn offers a serene escape with a focus on culinary excellence. The inn features beautifully designed rooms, a wellness spa, and farm-to-table dining at Artisan Restaurant. Its tranquil setting is perfect for those looking to unwind.
5. Deerhill Inn (Dover)
Located near Mount Snow, the Deerhill Inn is a delightful choice for those seeking a romantic getaway. The inn offers individually decorated rooms, many with mountain views, and a cozy, intimate atmosphere. Guests can enjoy a complimentary breakfast, access to nearby ski slopes, and a short drive to picturesque hiking trails.
6. Mount Snow Grand Summit Resort (West Dover)
If you’re visiting for a ski vacation or outdoor adventure, the Mount Snow Grand Summit Resort is a convenient and family-friendly option. The resort offers spacious rooms, a heated outdoor pool, and ski-in/ski-out access during the winter months. During the summer, enjoy nearby hiking and mountain biking trails.
7. Colonial Motel & Spa (Brattleboro)
For budget-conscious travelers, the Colonial Motel & Spa in Brattleboro offers comfortable accommodations at an affordable price. The motel features an indoor pool, spa services, and easy access to downtown Brattleboro’s shops and restaurants.
No matter where you stay, Southern Vermont’s hospitality and charm will make your visit unforgettable. Book your ideal accommodation today and immerse yourself in the beauty of Vermont!
Where to Eat: Best Restaurants and Local Food to Try
Southern Vermont’s culinary scene is a delightful mix of farm-to-table dining, cozy cafes, and innovative cuisine. From locally sourced ingredients to regional specialties like maple syrup and cheddar cheese, this region is a foodie’s paradise. Here are some of the best restaurants and must-try dishes in Southern Vermont:
1. The Silver Fork (Manchester)
Housed in a renovated library, The Silver Fork offers an intimate fine-dining experience with a globally inspired menu. The dishes are crafted with fresh, local ingredients, and the cozy atmosphere makes it perfect for a romantic evening. Don’t miss their signature Wiener Schnitzel or their creative seafood specials. Discover more about this gem here.
2. Ponce Bistro (Weston)
Located near the famous Vermont Country Store, Ponce Bistro serves up a fresh and flavorful menu in a relaxed setting. Known for its hearty soups, savory quiches, and vibrant salads, this eatery is a great spot for a casual yet delicious lunch. Pair your meal with one of their refreshing craft cocktails.
3. Zoey’s Double Hex (Manchester)
A family-friendly favorite, Zoey’s Double Hex is known for its comfort food with a twist. Their burgers, sandwiches, and hearty entrées are crowd-pleasers, and their homemade desserts—like the chocolate cream pie—are not to be missed. It’s the perfect spot for a relaxed meal after exploring Manchester.
4. The Dorset Inn (Dorset)
As Vermont’s oldest continuously operating inn, The Dorset Inn offers a historic and elegant dining experience. Their seasonal menu highlights local ingredients, with favorites like braised short ribs, pan-seared scallops, and Vermont cheddar soup. The charming ambiance makes this a must-visit spot for a special evening.
5. Whetstone Craft Beers (Brattleboro)
Overlooking the Connecticut River, Whetstone Craft Beers offers incredible views alongside a wide range of craft beers and a creative menu. From wood-fired pizzas to hearty pub fare like burgers and wings, this spot is perfect for a casual meal. Pair your food with a pint of their locally brewed beer for the full experience.
6. Dot’s Restaurant (Wilmington)
Dot’s is a Southern Vermont institution, offering classic diner-style comfort food in a warm, welcoming atmosphere. Known for its hearty breakfasts and homemade pies, this is the perfect place to fuel up before a day of exploring. Their pancakes with Vermont maple syrup are a must-try!
7. Vermont Apple Pie Company (Proctorsville)
For a sweet treat, stop by the Vermont Apple Pie Company. This charming bakery serves up some of the best pies in the state, including their famous apple pie made with locally sourced apples. Pair your slice with a cup of hot cider for a true taste of Vermont.
8. Honeycomb (Brattleboro)
A hidden gem for coffee and light bites, Honeycomb specializes in freshly baked pastries, artisan bread, and locally roasted coffee. It’s a great spot for a relaxing breakfast or an afternoon snack.
Must-Try Local Foods in Southern Vermont
- Maple Syrup: Sample the state’s famous maple syrup at local sugarhouses or in dishes like pancakes and maple-glazed salmon.
- Vermont Cheddar Cheese: Visit the Grafton Village Cheese Company to try some of Vermont’s finest artisanal cheeses.
- Cider Donuts: These sweet, cinnamon-dusted treats are a staple at farmers’ markets and local bakeries.
From upscale dining to cozy comfort food, Southern Vermont offers a culinary journey that’s as unforgettable as its scenic landscapes. Be sure to bring your appetite and savor every bite!
Travel Tips for Southern Vermont
Southern Vermont is a stunning and welcoming destination, but to make the most of your trip, it’s important to be well-prepared. Whether you’re exploring its outdoor trails, enjoying small-town charm, or indulging in local cuisine, these travel tips will help ensure a smooth and memorable experience in this beautiful region.
1. Dress for the Weather
Vermont’s weather can be unpredictable, especially in the mountains. If you’re visiting in winter, pack warm layers, including waterproof boots and gloves, for snow activities. In spring and fall, bring layers as temperatures can vary throughout the day. Summer is typically warm, but evenings can get chilly, so it’s a good idea to have a light jacket. Always check the forecast before packing.
2. Rent a Car for Flexibility
Southern Vermont’s charm lies in its small towns, rural landscapes, and scenic drives, so having your own car is the best way to explore. Renting a car allows you the flexibility to visit off-the-beaten-path locations like hidden hiking trails, covered bridges, and local attractions. Be sure to bring a GPS or download offline maps since some areas may have limited cell service.
3. Plan for Outdoor Adventures
If you’re planning outdoor activities, such as hiking, skiing, or kayaking, always check trail conditions or ski reports ahead of time. In the winter, some areas may have early snow, while in the summer, hiking trails can get muddy after rain. Make sure to wear appropriate footwear, carry water, and pack snacks if you’re heading into the woods. Don’t forget sunscreen, even on cloudy days!
4. Visit in the Off-Season
Southern Vermont is a year-round destination, but visiting during the off-peak seasons—like early spring or late fall—can offer fewer crowds and more affordable accommodations. Fall foliage is an obvious draw, but if you prefer peace and quiet, plan your trip just before or after peak foliage season (usually mid-October) for a more serene experience.
5. Support Local Businesses
Vermont is known for its artisanal products and local businesses. Make sure to visit farmers’ markets, craft shops, and eateries that feature locally sourced ingredients and products. Whether it’s fresh maple syrup, Vermont cheddar, or handcrafted gifts, supporting local businesses enhances your experience and helps sustain the Vermont economy.
6. Be Prepared for Limited Cell Service
In many rural areas of Southern Vermont, cell service can be spotty, especially in the mountains and forests. Download maps, directions, and apps (like restaurant reservations or activity bookings) ahead of time to avoid issues. It’s also a good idea to let someone know your travel itinerary in case you’re heading into more remote areas.
7. Embrace the Slow Pace of Life
Vermont is known for its relaxed, laid-back atmosphere. Whether you’re enjoying a meal at a cozy restaurant, shopping for unique gifts, or exploring the great outdoors, take your time and enjoy the slower pace of life. Be mindful that some attractions may have limited hours, especially in smaller towns or during the off-season, so plan accordingly.
8. Try the Local Food and Drink
Vermont is renowned for its local food, especially maple syrup, cheese, and cider. Don’t miss the chance to visit local sugarhouses in spring for maple syrup tastings or visit a local cheese factory for fresh Vermont cheddar. Many eateries also serve farm-to-table dishes, so try as much local fare as you can during your stay.
9. Respect the Environment
Southern Vermont’s natural beauty is one of its biggest draws, and it’s important to preserve it. Stick to marked trails when hiking, dispose of trash properly, and respect wildlife. If you plan on visiting popular outdoor spots, be prepared for potentially limited parking during peak seasons.
10. Check for Seasonal Events and Festivals
Southern Vermont hosts many seasonal festivals and events that showcase the region’s culture. In fall, you can enjoy foliage festivals, while winter brings holiday markets and winter sports competitions. Check local event calendars ahead of your visit to see if any special events align with your trip.
By following these travel tips, you’ll be well-prepared to enjoy all that Southern Vermont has to offer. Whether you’re hiking the trails, savoring local food, or just soaking in the beautiful scenery, your trip will be an unforgettable experience!
Conclusion: Start Planning Your Southern Vermont Adventure
Southern Vermont offers a perfect blend of natural beauty, outdoor adventure, charming small towns, and rich local culture. Whether you’re an outdoor enthusiast, a history buff, a foodie, or simply looking to escape to a peaceful getaway, this stunning region has something for everyone. From hiking through the Green Mountains to savoring locally sourced dishes and exploring the area’s hidden gems, every moment in Southern Vermont is an opportunity for discovery.
As you start planning your Southern Vermont adventure, be sure to consider the best time to visit, the top attractions, and local dining experiences that will make your trip unforgettable. Whether you’re visiting with family, friends, or as a solo traveler, you’ll find plenty of unique and exciting things to do.
So pack your bags, map out your journey, and get ready to create lasting memories in one of Vermont’s most picturesque regions. Your Southern Vermont adventure awaits!
