Contact : hello@wangokart.com

20 Things to Do in Bennington, Vermont(VT)

Nestled in the scenic southern part of Vermont, Bennington is a charming New England town that offers a rich blend of history, culture, and natural beauty. Whether you're a history buff, an outdoor enthusiast, or a lover of quaint, small-town life, Bennington has something for everyone. This picturesque town is renowned for its historic landmarks, stunning landscapes, and local art scene. With its location close to the Massachusetts border and a wealth of nearby attractions, Bennington makes for a perfect getaway.

In this blog, we’ll explore the many exciting things to do in Bennington, Vermont, offering a mix of sightseeing, unique experiences, and activities that highlight the town’s charm.

Facts About Bennington

Bennington has a storied past that dates back to its founding in the 1760s, making it one of Vermont’s oldest towns. While exploring, visitors often venture to nearby areas like Killington, Vermont (VT), known for its outdoor activities and unique things to do in Killington, Vermont. The town is steeped in history, best known for its involvement in the American Revolution, particularly the Battle of Bennington, a pivotal moment in the struggle for independence. Today, the town's population hovers around 15,000, and it continues to celebrate its history through various landmarks, museums, and cultural events.

Key Details About Bennington:

  • Population: Approximately 15,000

  • Founded: 1761

  • Major Landmarks: Bennington Battle Monument, Old Bennington Historic District, Bennington Museum

  • Historical Significance: Site of the Battle of Bennington, a key victory for American forces during the Revolutionary War

Bennington is not just about its past; it's a town that balances history with vibrant arts, unique local shops, and a strong sense of community. It’s a place where visitors can immerse themselves in Vermont’s culture while exploring the natural wonders of the Green Mountain State, but for those seeking more, there are plenty of things to do in Brattleboro, Vermont (VT) just a short drive away.

Infographic - 20 Things to Do in Bennington, Vermont

20 Things to Do in Bennington, Vermont

Bennington, Vermont, is a charming town known for its rich history, scenic beauty, and vibrant art scene. Whether you're a history buff, nature lover, or art enthusiast, Bennington has something for everyone. From historical monuments to breathtaking natural landscapes, this small town in the Green Mountain State offers a variety of activities, similar to the things to do in Woodstock, Vermont, that will make your visit unforgettable. Here's a look at some of the best things to do in Bennington:

1. Visit the Bennington Battle Monument

Short Description of Activity
Standing tall at 306 feet, the Bennington Battle Monument is Vermont’s tallest structure and an iconic historical landmark. It commemorates the Battle of Bennington, a pivotal event in the American Revolution.

Pros:

  • Offers stunning panoramic views of the surrounding countryside.

  • Rich historical significance tied to the Revolutionary War.

  • The monument itself is a striking example of 19th-century architecture.

Cons:

  • Climbing the tower can be challenging for those with mobility issues.

  • The monument is best visited during clear days to fully appreciate the views.

Key Attractions and Events:

  • The tower provides views of Vermont, Massachusetts, and New York.

  • Special events and reenactments during historic anniversaries.

2. Explore the Bennington Museum

Short Description of Activity
The Bennington Museum is home to a fascinating collection of regional art, including works by the famous folk artist Grandma Moses. The museum also offers exhibits on local history, which provides visitors with a deep understanding of Bennington's past.

Pros:

  • Features iconic art pieces, including Grandma Moses' famous works.

  • Engages visitors with its interactive history exhibits.

  • A great place for families and art lovers.

Cons:

  • May not have enough interactive exhibits for younger children.

  • Some areas could benefit from more space for larger crowds.

Key Attractions and Events:

  • Permanent collection of Grandma Moses’ artwork.

  • Temporary exhibits focusing on Vermont’s regional history.

3. Stroll through Old First Church and Cemetery

Short Description of Activity
Old First Church is a beautiful, historic church dating back to the 1760s. It’s also home to the grave of famed poet Robert Frost, making it a must-see for literature lovers.

Pros:

  • A peaceful, reflective location for visitors.

  • Historic church with a fascinating connection to Robert Frost.

  • Great spot for photography and quiet walks.

Cons:

  • May not appeal to visitors who are not interested in history or literature.

  • The cemetery can be quite somber, limiting its appeal to some.

Key Attractions and Events:

  • The final resting place of Robert Frost.

  • Occasional concerts and memorial services held at the church.

4. Walk the Downtown Bennington Historic District

Short Description of Activity
Take a leisurely stroll through Bennington’s Historic District, which is filled with charming colonial-era architecture, quirky shops, and local cafes. It’s the perfect place to experience the town's charm.

Pros:

  • Beautiful architecture reflecting Bennington’s colonial past.

  • A great place to shop for unique local goods.

  • Plenty of cafes and eateries to enjoy a relaxed day.

Cons:

  • Parking can be difficult in busy tourist seasons.

  • Limited attractions for those seeking a more active experience.

Key Attractions and Events:

  • Historic buildings dating back to the 18th century.

  • Seasonal festivals that celebrate Bennington’s history.

5. Tour the Park-McCullough Historic Governor’s Mansion

Short Description of Activity
The Park-McCullough Historic Governor’s Mansion is a stunning Victorian estate offering guided tours. This well-preserved mansion showcases Vermont's 19th-century elegance.

Pros:

  • Guided tours provide in-depth historical context.

  • The mansion's architecture is a beautiful example of Victorian-era design.

  • Set in a serene environment with picturesque gardens.

Cons:

  • Tours are limited to specific times of the year, so planning ahead is essential.

  • The interior may not be suitable for those who prefer modern settings.

Key Attractions and Events:

  • Beautifully maintained gardens around the mansion.

  • Special events and seasonal activities held at the estate.

6. Drive the Molly Stark Byway

Short Description of Activity
The Molly Stark Byway is a scenic drive that stretches through the heart of Vermont, offering breathtaking mountain views, vibrant foliage in the fall, and a glimpse into small-town life.

Pros:

  • Stunning vistas of Vermont’s mountains, especially in autumn.

  • A relaxing drive with plenty of opportunities for scenic stops.

  • Rich in history, with connections to the American Revolution.

Cons:

  • The byway is best explored in good weather conditions.

  • Can be crowded during peak foliage season.

Key Attractions and Events:

  • Scenic views of the Green Mountains.

  • Small towns along the route hosting festivals and local events.

7. Hike in the Green Mountain National Forest

Short Description of Activity
For outdoor enthusiasts, a hike in the Green Mountain National Forest is a must-do. This expansive forest offers a variety of trails, from easy walks to more challenging hikes with amazing views.

Pros:

  • Vast and diverse hiking trails suitable for all skill levels.

  • Beautiful landscapes and abundant wildlife.

  • Peaceful, natural settings ideal for solitude and reflection.

Cons:

  • Some trails can be quite strenuous.

  • The forest can get busy during the summer months.

Key Attractions and Events:

  • Trails offering views of mountain peaks, waterfalls, and wildlife.

  • Seasonal hiking events and guided tours.

8. Relax at Lake Paran

Short Description of Activity
Lake Paran is a serene spot for relaxation and recreation. Visitors can swim, kayak, or simply enjoy a picnic with stunning mountain views as a backdrop.

Pros:

  • A peaceful and relaxing environment ideal for unwinding.

  • Perfect for swimming and water activities.

  • Family-friendly spot with ample picnic areas.

Cons:

  • The lake may get crowded during peak summer months.

  • Limited amenities for watercraft rentals.

Key Attractions and Events:

  • Swimming and kayaking opportunities.

  • Regular community events and lakeside festivals.

9. Enjoy Art at The Left Bank Gallery

Short Description of Activity
The Left Bank Gallery showcases a variety of contemporary and regional art. Housed in a beautifully restored bank, it offers a unique space for art lovers to explore.

Pros:

  • A fantastic venue for contemporary art enthusiasts.

  • A wide range of exhibitions showcasing Vermont-based artists.

  • The gallery’s restored bank building adds character and charm.

Cons:

  • Limited space for large exhibitions.

  • May not appeal to those who are not interested in modern art.

Key Attractions and Events:

  • Regular exhibitions of local and regional artists.

  • Art events and gallery openings throughout the year.

10. Snap Photos at Silk Road Covered Bridge

Short Description of Activity
The Silk Road Covered Bridge is a picturesque example of Vermont’s historic covered bridges. It’s a great spot for photos, offering a glimpse of Vermont’s classic charm.

Pros:

  • A beautiful, photogenic spot perfect for capturing memories.

  • A historic and well-preserved covered bridge.

  • Set in a peaceful natural area, great for a quiet visit.

Cons:

  • The bridge is small, so it can get crowded during peak tourist seasons.

  • Limited access for large vehicles.

Key Attractions and Events:

  • Ideal for photography, especially in the fall.

  • Located near hiking trails for a more immersive experience.

11. Experience Southern Vermont Arts Center

Short Description:
The Southern Vermont Arts Center, located just outside of Bennington, is a dynamic arts hub that hosts a range of exhibitions, performances, and features beautiful nature trails. It provides an immersive experience in both visual and performing arts amidst stunning mountain views.

Pros:

  • A vibrant arts community.

  • Scenic location with access to nature trails.

  • Frequent cultural events and performances.

Cons:

  • Limited operating hours in the winter months.

  • Some exhibitions may only be available for a limited time.

Key Attractions and Events:

  • Art exhibitions featuring local and national artists.

  • Live music and theater performances.

  • Annual outdoor festivals and art fairs.

12. Visit the Dollhouse and Toy Museum of Vermont

Short Description:
This whimsical museum showcases an impressive collection of dollhouses and toys, perfect for both children and adults. It’s a delightful stop for those interested in nostalgia and miniature craftsmanship.

Pros:

  • Fun for all ages, especially families.

  • Unique collection of antique and contemporary dollhouses and toys.

  • Quirky, charming atmosphere.

Cons:

  • May not be of interest to those without an appreciation for toys or miniatures.

  • Small size of the museum.

Key Attractions and Events:

  • Seasonal themed displays.

  • Interactive exhibits for kids.

  • Educational events and talks on toy history.

13. Take a Brewery Tour at Madison Brewing Company

Short Description:
Madison Brewing Company offers an opportunity to taste craft beers paired with hearty pub fare in a cozy downtown setting. The brewery is a great place to relax and learn about the local brewing process.

Pros:

  • Wide selection of craft beers brewed on-site.

  • Delicious pub-style food.

  • Relaxing atmosphere with friendly staff.

Cons:

  • Limited vegetarian options on the menu.

  • Popular spot, so it can get crowded on weekends.

Key Attractions and Events:

  • Brewery tours explaining the brewing process.

  • Special beer releases and seasonal brews.

  • Live music and community events.

14. Check Out the Bennington Potters

Short Description:
Bennington Potters is a unique experience where you can browse one-of-a-kind handmade ceramics and visit a working pottery studio. It’s an ideal place to pick up a memorable souvenir or learn about the art of pottery.

Pros:

  • Beautiful, high-quality handmade pottery.

  • Opportunity to watch skilled artisans at work.

  • Great for shopping or finding gifts.

Cons:

  • Prices can be on the higher side for handmade pottery.

  • Limited operating hours on certain days.

Key Attractions and Events:

  • Live pottery demonstrations.

  • Seasonal sales and special discounts.

  • Pottery workshops for visitors.

15. Walk the Bennington Rail Trail

Short Description:
The Bennington Rail Trail is a peaceful, scenic path ideal for walking, running, or biking. It winds through nature and provides a relaxing way to experience the beauty of the surrounding countryside.

Pros:

  • Beautiful, tranquil setting for outdoor activities.

  • Great for all levels of fitness.

  • Pet-friendly and free to access.

Cons:

  • The trail can be muddy during rainy seasons.

  • Limited amenities along the trail (bring your own supplies).

Key Attractions and Events:

  • Wildlife sightings and bird watching.

  • Access to local parks along the trail.

  • Occasional outdoor fitness events or races.

16. Attend the Garlic and Herb Festival

Short Description:
Held every year in early September, the Garlic and Herb Festival celebrates the flavors of Vermont with local food, crafts, and live music. It’s a fun and flavorful event that showcases the region’s culinary culture.

Pros:

  • Fun and interactive event for foodies.

  • Family-friendly atmosphere with entertainment.

  • Local farmers, artisans, and chefs come together.

Cons:

  • Limited to a specific time of year (early September).

  • Can get crowded with visitors.

Key Attractions and Events:

  • Cooking demonstrations featuring garlic and herbs.

  • Live music and performances.

  • Food stalls offering delicious garlic-infused dishes.

17. Tour Bennington College Campus

Short Description:
Bennington College is known for its beautiful campus, which is home to artistic and academic pursuits. The campus itself is worth exploring for its unique architecture and vibrant energy.

Pros:

  • Stunning architecture and picturesque views.

  • Quiet, peaceful atmosphere perfect for exploring.

  • Home to a creative and intellectual community.

Cons:

  • Some areas may be off-limits to non-students.

  • Limited guided tours.

Key Attractions and Events:

  • Campus art exhibitions.

  • Outdoor theater performances during warmer months.

  • Annual college fairs and alumni events.

18. Enjoy Leaf Peeping in Fall

Short Description:
Bennington is an excellent destination for leaf peeping during the fall. The vibrant colors of autumn foliage create a breathtaking backdrop for outdoor activities like hiking and sightseeing.

Pros:

  • Stunning fall foliage that attracts photographers and nature lovers.

  • Several scenic driving routes and hiking trails to explore.

  • Great opportunity for outdoor recreation and relaxation.

Cons:

  • Fall season is short, and foliage can vary year-to-year.

  • Popular season, so expect more tourists during peak foliage time.

Key Attractions and Events:

  • Scenic drives through the Green Mountain National Forest.

  • Guided fall foliage tours.

  • Autumn-themed local festivals and events.

19. Dine at Local Farm-to-Table Restaurants

Short Description:
Bennington is home to several cozy, farm-to-table restaurants that showcase Vermont’s culinary culture. Savor fresh, seasonal dishes that emphasize locally-sourced ingredients and flavors.

Pros:

  • High-quality, fresh local produce.

  • Cozy and intimate dining experiences.

  • Sustainable and eco-friendly food practices.

Cons:

  • Can be pricey compared to chain restaurants.

  • Limited dining options during off-peak seasons.

Key Attractions and Events:

  • Weekly farmers’ markets featuring local produce.

  • Special events and wine pairings hosted at restaurants.

  • Seasonal menus that change throughout the year.

20. Join the Winterfest Celebration

Short Description:
Winterfest is a local celebration that takes place during the winter months and includes snowshoe races, bonfires, and ice carving competitions. It’s a festive way to experience the winter season in Bennington.

Pros:

  • Fun winter activities for the whole family.

  • Unique ice carving displays and snowshoe races.

  • Warm bonfires to enjoy during chilly nights.

Cons:

  • Weather-dependent; activities may be canceled if conditions are too severe.

  • Limited indoor activities during the festival.

Key Attractions and Events:

  • Ice carving competitions.

  • Snowshoe races through scenic areas.

  • Bonfires, live music, and hot chocolate stands.

Best Time to Visit Bennington

Bennington’s charm is ever-present, no matter the season. However, the town offers a range of activities that can be best enjoyed depending on the time of year. Let’s take a look at the best time to visit Bennington, along with the seasonal activities and weather you can expect throughout the year.

Table: Best Time to Visit Bennington

Season Average Temperature Activities
Spring 40°F - 60°F Hiking, Festivals
Summer 60°F - 80°F Sightseeing, Outdoor Adventures
Fall 45°F - 65°F Leaf Peeping, Scenic Tours
Winter 20°F - 35°F Skiing, Winter Sports, Ice Fishing

Spring

Spring in Bennington is a wonderful time to explore the outdoors as the weather warms up, and the town comes to life with festivals and hiking opportunities. Ideal for those who want to enjoy the crisp air and scenic beauty without the crowds.

Summer

The summer months bring pleasant temperatures and are perfect for sightseeing, visiting historical sites, and enjoying the vibrant outdoor lifestyle that Bennington offers. It’s also the peak season for festivals, making it a lively time to visit.

Fall

As the weather cools, Bennington transforms into a stunning fall destination. The town is renowned for its fall foliage, and leaf peeping is a must-do activity. The cooler temperatures also make it a great time to explore the historic districts or take a scenic drive through the surrounding mountains.

Winter

Winter in Bennington is ideal for visitors seeking outdoor winter sports. With snow-covered mountains nearby, the town offers skiing, snowshoeing, and ice fishing, making it a winter wonderland for adventure lovers.

Unique Gems in Bennington

Bennington may be small, but it’s packed with hidden gems and local treasures that are sure to make your visit special. Here are a few spots you shouldn’t miss when you’re in town:

  • Bennington Battle Monument: This towering obelisk is the tallest structure in Vermont and offers panoramic views of the town and surrounding countryside. It commemorates the Battle of Bennington and is a must-see for history enthusiasts.

  • Bennington Museum: Dive into the town’s history, art, and culture with exhibits ranging from local history to works by renowned artist Norman Rockwell. It’s a great way to learn more about the area’s past while appreciating its artistic heritage.

  • Old Bennington Historic District: Take a stroll through this charming district and explore historic homes, churches, and taverns. It’s an area steeped in the town’s revolutionary past, offering plenty of photo opportunities and a taste of historic Vermont.

Shopping Experience in Bennington

One of the joys of visiting Bennington is discovering the town's unique shopping scene. From antique stores to galleries showcasing local art, there’s no shortage of places to find something special. Here are some of the top spots for shopping in Bennington:

  • Local Markets and Galleries: Explore Bennington’s art scene at the various local markets and galleries, where you can find paintings, sculptures, and other pieces created by local artisans. These items make great souvenirs or gifts.

  • Specialty Stores with Handmade Crafts: For those looking for something unique, Bennington’s specialty stores offer a range of handmade crafts, from pottery to knitted goods, reflecting the town's artistic spirit.

  • Bennington’s Farmers’ Market: If you're visiting during the summer or fall, don't miss out on the Bennington Farmers’ Market. It’s the perfect place to pick up fresh produce, local cheeses, and baked goods while enjoying the lively atmosphere.

How to Reach Bennington

Bennington is easily accessible by car, and there are several transportation options available for those traveling from nearby cities or further afield. Here’s how you can get to Bennington:

  • Driving Directions from Major Nearby Cities:

    • From Albany, NY: About 1.5 hours by car

    • From Boston, MA: Around 3 hours by car

    • From Montpelier, VT: Approximately 2 hours by car

  • Nearest Airport Options:

    • Albany International Airport (ALB): Just under an hour away by car, this is the closest major airport.

    • Rutland Southern Vermont Regional Airport: Located about 1.5 hours away, it offers flights to and from several U.S. cities.

  • Public Transport Availability:
    Bennington is accessible by bus services, and while there is no major train station, visitors can easily reach the town via Greyhound or other bus services from surrounding areas.

Conclusion

Bennington, Vermont, is a place where history, nature, and culture come together in perfect harmony. Whether you're exploring its historic monuments, indulging in local shopping, or taking in the breathtaking views, there’s always something to do in this charming New England town. With its welcoming atmosphere and wealth of activities, Bennington is the perfect destination for a weekend getaway or an extended vacation.

We encourage you to visit Bennington and experience all that this hidden gem has to offer. Whether you’re hiking through the mountains, browsing local shops, or enjoying the rich history, you’ll surely leave with lasting memories.

FAQs

What is the best time to visit Bennington?
The best time to visit Bennington is during the fall for leaf peeping, though spring and summer are also great for outdoor activities and festivals.

How far is Bennington from Burlington, VT?
Bennington is about a 2-hour drive from Burlington, Vermont.

Are there any famous events held in Bennington?
Yes, Bennington hosts several events, including the Bennington Battle Day Parade in August and the Bennington Film Festival.

Is Bennington suitable for a family vacation?
Absolutely! With its mix of historical sites, outdoor adventures, and family-friendly attractions, Bennington is a great place for a family vacation.

Back to usa-travel