Best & Fun Things To Do + Places To Visit In Bennington, Vermont

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Bennington, Vermont: Where Fun and Adventure Collide – The Ultimate Guide to the Best Things to Do and Places to Visit

Welcome to Bennington, Vermont, a charming town nestled in the southwest corner of the state. With a rich history and an abundance of outdoor activities, cultural events, and culinary delights, Bennington is the perfect destination for a weekend getaway or a longer vacation. Whether you’re a history buff, an art lover, or an adventure seeker, there is something for everyone in Bennington.

If you’re interested in history and heritage, be sure to visit the Bennington Battle Monument, which commemorates the Battle of Bennington during the American Revolution. You can also take a walking tour of the town’s historic sites, including the Old First Church and the Robert Frost Stone House Museum. For art and culture, the Bennington Museum is a must-visit, showcasing the works of regional artists and featuring exhibits on Vermont history and culture.

For outdoor adventures, head to the Green Mountains, where you can hike, bike, or ski on miles of trails and take in the stunning views. You can also explore the area’s lakes and rivers by canoe or kayak, or try your hand at fly fishing. And when it comes to culinary delights, Bennington has plenty to offer, from farm-to-table restaurants to craft breweries and cideries. Be sure to check out the local farmers’ market for fresh produce and artisanal products.

Key Takeaways

  • Bennington, Vermont offers a variety of activities for history buffs, art lovers, and outdoor enthusiasts.
  • Must-visit attractions include the Bennington Battle Monument, the Bennington Museum, and the Green Mountains.
  • Be sure to sample the local cuisine, including farm-to-table restaurants and craft breweries.

History and Heritage

If you’re a history buff, then Bennington is the perfect place for you. The town is steeped in history, from the Revolutionary War to the present day. Here are some of the best historical sites to visit in Bennington:

The Revolutionary War and the Battle of Bennington

Bennington played a key role in the Revolutionary War, and the Battle of Bennington was a turning point in the war. The battle took place on August 16, 1777, and it was a decisive victory for the American forces. You can learn more about the battle and the war at the Bennington Battle Monument/Observation Tower, which stands 306 feet tall and offers stunning views of the surrounding area.

Walking Through Old Bennington

Old Bennington is a charming historic district that is home to many beautiful old homes and buildings. You can take a leisurely stroll through the district and admire the architecture, or you can take a guided walking tour to learn more about the history of the area.

The Old First Church

The Old First Church is one of the oldest churches in Vermont, and it has a rich history that dates back to the 1760s. The church is still in use today, and it’s a great place to visit if you’re interested in history and architecture.

Robert Frost Stone House Museum

If you’re a fan of poetry, then you won’t want to miss the Robert Frost Stone House Museum. The museum is located in the house where Robert Frost lived from 1920 to 1929, and it’s a fascinating place to visit if you’re interested in the life and work of this famous poet.

Bennington Battle Monument/Observation Tower

As mentioned earlier, the Bennington Battle Monument/Observation Tower is a must-visit site for anyone interested in the history of the Revolutionary War. The tower offers stunning views of the surrounding area, and it’s a great place to take photos.

Park-McCullough House

The Park-McCullough House is a beautiful old mansion that was built in 1865. The house is now a museum, and it’s a great place to learn more about the history of Bennington and the surrounding area.

So, there you have it – some of the best historical sites to visit in Bennington. Whether you’re interested in the Revolutionary War, architecture, or poetry, there’s something for everyone in this charming Vermont town.

Art and Culture

If you’re a fan of art and culture, Bennington has plenty to offer. Here are some must-visit places for the art enthusiast:

The Bennington Museum

The Bennington Museum is a great place to start your art and culture tour. The museum has an extensive collection of over 30,000 artworks, artifacts, documents, photos, and weapons. It boasts the largest public collection of Grandma Moses paintings, and the old schoolhouse where she attended is now part of the museum. You’ll find a range of exhibits here, from contemporary art to historical artifacts.

Grandma Moses Paintings

Speaking of Grandma Moses, if you’re a fan of her work, you won’t want to miss the opportunity to see some of her paintings up close. The Bennington Museum has the largest public collection of her work, but you can also find some of her paintings in other places around town, such as local art galleries.

Art Galleries in Bennington

Bennington is home to several art galleries, showcasing the work of both local and visiting artists. Some galleries to check out include The Left Bank Gallery, The Bennington Arts Guild, and The Vermont Arts Exchange. You never know what kind of art you’ll discover in these galleries, so be sure to stop by and take a look.

Oldcastle Theatre Company

If you’re more interested in performing arts, the Oldcastle Theatre Company is a great place to catch a show. This professional theatre company produces a range of plays and musicals throughout the year, showcasing local talent as well as visiting performers. From classic dramas to contemporary comedies, there’s always something interesting happening at Oldcastle.

Whether you’re a fan of visual art or performing arts, Bennington has plenty to offer. From Grandma Moses paintings to local art galleries and professional theatre productions, you’re sure to find something that speaks to your inner artist. So go ahead, indulge your creative side and explore the art and culture of Bennington.

Outdoor Adventures

If you’re an outdoor enthusiast, Bennington is the perfect place for you. With its stunning scenery and endless possibilities for outdoor recreation, you’ll never run out of things to do. Here are some of the best outdoor adventures you can have in Bennington:

Hiking in the Green Mountains

The Green Mountains are a hiker’s paradise, and Bennington is the perfect base for exploring them. With over 900 miles of trails, you can choose from easy strolls to challenging hikes. Some of the best trails include the Long Trail, the Appalachian Trail, and the Robert Frost Trail. Don’t forget to bring your camera to capture the stunning views!

Lake Shaftsbury State Park

If you’re looking for a place to cool off on a hot summer day, head to Lake Shaftsbury State Park. This beautiful lake is perfect for swimming, fishing, and boating. There are also plenty of picnic areas and hiking trails to explore. And if you’re lucky, you might even spot some wildlife, such as beavers, otters, and herons.

Kayaking in Vermont’s Waterways

Vermont is home to some of the best kayaking and canoeing in the country, and Bennington is no exception. Whether you’re a beginner or an experienced paddler, you’ll find plenty of opportunities to explore the state’s waterways. Some of the best places to paddle include the Battenkill River, the Walloomsac River, and Lake Paran.

Skiing and Snowboarding at Mount Snow

If you’re a winter sports enthusiast, you won’t want to miss Mount Snow. With over 600 acres of skiable terrain, this mountain has something for everyone, from beginners to experts. And if skiing or snowboarding isn’t your thing, there are plenty of other winter activities to enjoy, such as snowshoeing, ice skating, and tubing.

So, grab your hiking boots, kayak, or skis, and get ready for some outdoor adventure in beautiful Bennington!

Culinary Delights

Looking for some delicious food in Bennington? Look no further! Here are some of the best culinary delights that you must try.

Breakfast at the Blue Benn Diner

Start your day with a hearty breakfast at the Blue Benn Diner. This diner is a local favorite and has been around since 1948. You can enjoy classic breakfast dishes such as pancakes, waffles, and eggs benedict. But, if you’re feeling adventurous, try their famous “Garbage Plate” – a delicious combination of home fries, eggs, and your choice of meat, all smothered in cheese and gravy. Don’t forget to grab a slice of their homemade pie before you leave!

Dining at Kevin’s Sports Pub and Restaurant

If you’re looking for a fun and casual dining experience, head over to Kevin’s Sports Pub and Restaurant. This place is perfect for sports fans, as they have TVs all around the restaurant showing the latest games. They serve classic pub food such as burgers, wings, and nachos, but they also have some unique dishes like their famous “Mac Attack Burger” – a burger topped with mac and cheese, bacon, and BBQ sauce. Wash it down with one of their many craft beers on tap.

Savoring Vermont’s Famous Creemee

No trip to Vermont is complete without trying a creemee! These soft-serve ice cream treats are a Vermont staple and can be found at various creemee stands around town. One of the best places to try a creemee in Bennington is at the Chocolate Barn. They have a wide variety of flavors and toppings to choose from, so you can make your own unique creation. Don’t forget to take a selfie with your creemee and share it on social media!

So, whether you’re in the mood for a classic breakfast, a fun pub experience, or a sweet treat, Bennington has got you covered.

Shopping and More

If shopping is your thing, then Bennington, Vermont has got you covered. With its charming downtown area and unique shops, you’re sure to find something that catches your eye. Here are a few places you should check out:

Downtown Bennington Historic District

Take a stroll down Main Street and explore the Downtown Bennington Historic District. This area is home to a variety of shops, including antique stores, art galleries, and specialty shops. You can find everything from handmade crafts to vintage clothing to gourmet foods. And don’t forget to stop by the Bennington Farmers’ Market on Saturdays from May to October for fresh produce and local goods.

Fiddlehead at Four Corners

For a one-of-a-kind shopping experience, head to Fiddlehead at Four Corners. This eclectic shop offers a mix of vintage and new items, including clothing, jewelry, home decor, and more. You never know what you’ll find at Fiddlehead, but that’s part of the fun. And if you’re lucky, you might catch a live music performance or art exhibit while you’re there.

Bennington Lanes and Cinemas

If you’re looking for some indoor entertainment, check out Bennington Lanes and Cinemas. This family-friendly venue offers bowling, arcade games, and a movie theater all in one place. You can bowl a few frames, play some skee-ball, and then catch the latest blockbuster on the big screen. And if you’re feeling hungry, grab a bite to eat at the snack bar.

Whether you’re in the mood for shopping, bowling, or catching a movie, Bennington, Vermont has something for everyone. So grab your wallet and get ready for some fun!

Frequently Asked Questions

What’s the best way to conquer the Bennington Battle Monument?

Well, we suggest taking the elevator to the top instead of climbing the 412 steps. Unless you’re training for a marathon, of course. The view from the top is worth the ride. Don’t forget to snap a few photos for the ‘gram!

Looking for a family-friendly activity in Bennington? Any suggestions?

Why not check out the Bennington Museum? It’s got something for everyone, from art to history to local culture. Plus, they have a great gift shop for souvenirs. And don’t worry, they won’t kick you out if your kids start running around like wild animals.

Where can I find the most delicious eats in Bennington?

Well, that’s a tough one. There are so many great restaurants in town. But if we had to pick just one, we’d say go to Blue Benn Diner. It’s a classic, and their pancakes are legendary. Plus, it’s open 24 hours, so you can get your fix anytime.

What’s the most interesting thing about Bennington that most people don’t know?

Did you know that Bennington was once home to a secret government project during World War II? It was called the Bennington College War Games and it was used to train military leaders. Now that’s some serious history.

Are there any upcoming events in Bennington that I shouldn’t miss?

Absolutely! Check out the Garlic Festival in September. It’s a stinky good time. And don’t miss the Winterfest in February. It’s the perfect excuse to bundle up and enjoy some hot cocoa.

Is it true that Bennington has some of the most picturesque covered bridges in Vermont?

You betcha! The Silk Road Covered Bridge and the Paper Mill Village Bridge are both worth a visit. And if you’re feeling adventurous, take a drive down the Shushan Covered Bridge Road and see how many you can spot.

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