Top 10 Must-Visit Places in Southern Vermont for a Perfect Getaway
1. Introduction
Southern Vermont is a hidden gem for travelers looking for a mix of nature, history, and small-town charm. With its rolling green mountains, picturesque villages, and rich cultural heritage, this region offers something for everyone. Whether you’re an adventure seeker, history buff, or someone who simply wants to relax in a peaceful setting, Southern Vermont is the perfect getaway.
One of the best things about Southern Vermont is its year-round beauty. In spring and summer, the landscape comes alive with lush greenery, hiking trails, and outdoor activities like kayaking and biking. Autumn transforms the region into a breathtaking display of red, orange, and yellow foliage, making it a top destination for leaf peepers. During winter, visitors can enjoy skiing, snowboarding, and cozying up in charming inns. For a complete seasonal guide to Vermont’s best activities, check out VermontVacation.com.
Southern Vermont is also home to some of the most charming small towns in New England. Places like Manchester, Bennington, and Brattleboro offer a perfect blend of history, local shopping, and farm-to-table dining. These towns are known for their welcoming communities, unique local businesses, and historical sites that give visitors a glimpse into Vermont’s past. If you love history and quaint towns, you might enjoy a visit to Hildene, The Lincoln Family Home in Manchester or the Bennington Battle Monument, both of which offer fascinating insights into the state’s history. Learn more about these historical sites on HistoricNewEngland.org.
Whether you want to hike scenic trails, visit cozy cafés, or explore historic landmarks, Southern Vermont has it all. As we dive into the top places to visit in this region, you’ll discover why it’s a must-visit destination for travelers seeking a perfect mix of adventure, relaxation, and culture. Keep reading to find the top 10 must-visit places in Southern Vermont that will make your trip unforgettable!
2. The 10 Best Places to Visit in Southern Vermont
Southern Vermont is a breathtaking destination with charming towns, scenic mountains, and cultural attractions. Whether you’re an outdoor enthusiast or a history buff, there’s something for everyone. Here are the ten best places to visit in Southern Vermont.
1. Manchester
Nestled in the Green Mountains, Manchester offers a mix of outdoor adventure and boutique shopping. Visit Hildene, The Lincoln Family Home ( hildene.org ) or explore designer outlets for great deals.
2. Bennington
Rich in history, Bennington is home to the Bennington Battle Monument and the Old First Church. The town also boasts the Bennington Museum ( benningtonmuseum.org ), showcasing regional art and historical artifacts.
3. Brattleboro
A vibrant town with a strong arts scene, Brattleboro offers galleries, live performances, and farm-to-table dining. Retreat Farm ( retreatfarm.org ) is perfect for families, while outdoor lovers can hike Mount Wantastiquet.
4. Stratton Mountain Resort
Stratton is a top ski destination in winter and a hiking and golf paradise in summer. The Stratton Mountain Summit Trail provides panoramic views of the Green Mountains.
5. Mount Snow
For skiing, snowboarding, and mountain biking, Mount Snow Resort ( mountsnow.com ) is a must-visit. It offers year-round adventure and stunning fall foliage.
6. Woodstock
One of Vermont’s most picturesque towns, Woodstock features the Marsh-Billings-Rockefeller National Historical Park, covered bridges, and quaint shops.
7. Grafton
A hidden gem, Grafton is known for its historic charm. Visit the Grafton Village Cheese Company ( graftonvillagecheese.com ) to sample award-winning cheeses.
8. Wilmington
This small town offers cozy inns, unique boutiques, and access to Harriman Reservoir, perfect for boating and swimming.
9. Weston
Home to the famous Weston Playhouse ( westonplayhouse.org ), Weston is a cultural hub with performing arts, museums, and scenic landscapes.
10. Chester
A charming village with Victorian architecture, Chester is great for antique shopping and exploring Stone Village Historic District.
Southern Vermont’s charm is undeniable, offering history, adventure, and scenic beauty at every turn. Whether you’re visiting for a weekend getaway or an extended stay, these destinations promise a memorable experience.
3. Best Things to Do in Southern Vermont
Southern Vermont is a haven for outdoor lovers, history buffs, and culture seekers. From scenic hikes to charming small towns, there’s no shortage of things to do. Here are some of the best activities to experience in this picturesque region.
1. Explore the Green Mountain National Forest
Covering a vast area, the Green Mountain National Forest is perfect for hiking, camping, and wildlife spotting. Popular trails like the Lye Brook Falls Trail and Stratton Pond Trail offer breathtaking views.
2. Visit Hildene – The Lincoln Family Home
Located in Manchester, Hildene ( hildene.org ) was the summer home of Abraham Lincoln’s son, Robert Todd Lincoln. Explore the beautifully preserved mansion, gardens, and working farm.
3. Go Skiing or Snowboarding
Southern Vermont is home to top ski resorts like Stratton Mountain and Mount Snow ( mountsnow.com ). In winter, enjoy skiing, snowboarding, and après-ski activities.
4. Tour the Bennington Battle Monument
History enthusiasts will love visiting the Bennington Battle Monument, the tallest structure in Vermont. It commemorates a pivotal Revolutionary War battle and offers panoramic views from the top.
5. Wander Through Downtown Brattleboro
Brattleboro is a cultural hub with a lively arts scene, local markets, and charming cafés. Stop by Retreat Farm ( retreatfarm.org ) to see historic barns and interact with farm animals.
6. Enjoy Water Activities at Harriman Reservoir
Harriman Reservoir in Wilmington is ideal for boating, kayaking, and fishing. Its crystal-clear waters and scenic shoreline make it a great summer destination.
7. Experience the Weston Playhouse
For performing arts lovers, Weston Playhouse ( westonplayhouse.org ) offers outstanding theater performances in a historic setting.
8. Visit the Grafton Village Cheese Company
Cheese lovers shouldn’t miss the Grafton Village Cheese Company ( graftonvillagecheese.com ), where you can sample artisanal Vermont cheeses and learn about the cheese-making process.
9. Go Antique Shopping in Chester
Chester’s Stone Village Historic District is a great place to browse antique shops and galleries. It’s a perfect town for history lovers and collectors.
10. Take a Scenic Drive in Fall
Autumn in Southern Vermont is spectacular. Drive along Route 100 for some of the best fall foliage views in New England.
From outdoor adventures to cultural experiences, Southern Vermont offers a variety of activities for every traveler. Whether you’re exploring historic sites or enjoying nature, this region guarantees an unforgettable visit.
4. Travel Tips for Visiting Southern Vermont
Southern Vermont is a beautiful year-round destination with scenic landscapes, historic sites, and charming towns. To make the most of your visit, here are some essential travel tips.
1. Best Time to Visit
- Fall (September–October): The best time to see Vermont’s famous fall foliage. Plan your trip early as accommodations fill up fast.
- Winter (December–March): Ideal for skiing at Stratton Mountain and Mount Snow ( mountsnow.com ). Be prepared for snowy roads.
- Spring (April–June): A quieter time to visit, perfect for maple sugaring season and scenic drives.
- Summer (July–August): Great for hiking, kayaking, and exploring small towns like Brattleboro and Manchester.
2. What to Pack
- Winter: Warm layers, snow boots, gloves, and a waterproof jacket.
- Fall & Spring: Light layers, comfortable walking shoes, and a raincoat.
- Summer: Breathable clothing, sunscreen, bug spray, and a hat for sun protection.
3. Transportation Tips
- Car Rental: The best way to explore Vermont is by car. Public transport is limited, especially in rural areas.
- Scenic Routes: Drive along Route 100, known as Vermont’s most beautiful highway.
- Winter Driving: If visiting in winter, ensure your vehicle has snow tires or all-wheel drive.
4. Where to Stay
- Luxury: The Equinox Resort in Manchester offers upscale accommodations.
- Budget-Friendly: The Grafton Inn ( graftoninnvermont.com ) provides cozy, historic lodging.
- Ski Resorts: Stay at Mount Snow Grand Summit Resort for ski-in, ski-out convenience.
5. Local Food & Drinks
- Try Vermont Cheese: Visit Grafton Village Cheese Company ( graftonvillagecheese.com ).
- Maple Syrup Tasting: Many farms offer fresh maple syrup tastings in spring.
- Craft Breweries: Stop by Hermit Thrush Brewery in Brattleboro for local craft beers.
6. Outdoor Activities
- Hiking: Explore trails in Green Mountain National Forest.
- Water Sports: Kayak or swim in Harriman Reservoir.
- Skiing & Snowboarding: Enjoy winter sports at Stratton Mountain Resort.
Southern Vermont offers an unforgettable travel experience with its natural beauty and charming towns. Whether you’re visiting for adventure or relaxation, these tips will help you plan the perfect trip.
5. Conclusion
Southern Vermont is a destination that blends natural beauty, rich history, and outdoor adventure. Whether you’re hiking through the Green Mountain National Forest, exploring charming towns like Manchester and Brattleboro, or skiing at Mount Snow ( mountsnow.com ), there’s something for every traveler. Fall foliage, winter sports, farm-to-table dining, and historic sites make this region a must-visit year-round.
By planning your trip with the right timing, packing essentials, and exploring scenic routes like Route 100, you can experience the best of Vermont with ease. Don’t forget to indulge in local specialties like Vermont cheese from Grafton Village Cheese Company ( graftonvillagecheese.com ) and maple syrup tastings.
No matter when you visit, Southern Vermont promises breathtaking views, welcoming communities, and unforgettable experiences. Pack your bags, hit the road, and discover the charm of this New England gem!
