14 Best Things To Do In Bennington, Vermont

Bennington Battle Monument in Bennington, Vermont
Photo by @newenglandchickadee on Instagram

Table of Contents

Nestled in the southwestern corner of Vermont, the picturesque town of Bennington is a charming New England destination waiting to be explored. This is the ultimate guide to the 15 best things to do in Bennington. With its rich history, stunning landscapes, and vibrant arts scene, Bennington offers a delightful mix of experiences for visitors of all ages. Whether you’re a history enthusiast, an outdoor adventurer, or an art lover, this quaint town has something to offer everyone. Join us as we unveil the best things to do in Bennington, Vermont, and get ready for an unforgettable journey.

1. Visit and learn about the Bennington Battle Monument

Bennington Battle Monument in Bennington, Vermont
Photo by @newenglandchickadee on Instagram

The Bennington Battle Monument, a towering tribute standing proudly in Bennington, Vermont, commemorates a pivotal moment in American history during the Revolutionary War. Rising an impressive 306 feet into the sky, the monument commands attention from afar, drawing visitors to its base with a sense of awe and reverence. The structure’s elegant design reflects classic architectural elements, and an elevator ride to the observation deck rewards visitors with breathtaking panoramic views of the surrounding Green Mountains and the picturesque town below. The monument’s significance lies in its commemoration of the Battle of Bennington, a crucial victory that bolstered American morale and played a crucial role in the nation’s path to independence. As visitors explore the site and learn about the historic battle, they cannot help but feel a deep appreciation for the sacrifices made by those who fought for liberty and the enduring spirit of patriotism that is woven into the fabric of this revered monument.

Learn more about the monument

2. Walk around the historic Old First Church and Cemetery

Old First Church and Cemetery in Bennington, Vermont
“Old First Church at Bennington, VT” by Landscape and Travel is licensed under CC BY-NC-SA 2.0. To view a copy of this license, visit https://creativecommons.org/licenses/by-nc-sa/2.0/

The Old First Church and Cemetery in Bennington, Vermont, stand as poignant reminders of the town’s deep-rooted history and enduring heritage. Built in 1805, the church is an exquisite example of classic New England architecture, with its iconic white steeple and elegant design. Inside, visitors are transported back in time, surrounded by the charm of vintage pews and a sense of solemnity. Adjacent to the church, the historic cemetery holds the final resting place of notable figures from Vermont’s past, with graves dating back centuries. As you wander among the weathered tombstones, you’ll discover the stories of early settlers, veterans of war, and prominent citizens who have left their mark on the town’s narrative. The Old First Church and Cemetery invite reflection and reverence, offering visitors a unique glimpse into the storied past of Bennington and its enduring legacy.

3. Learn more about the local area at the Bennington Museum

Bennington Museum in Bennington, Vermont
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The Bennington Museum is a cultural gem that showcases the rich history and artistic heritage of the region. Stepping inside this captivating institution, visitors are immersed in a world of captivating exhibits that span centuries of Vermont’s past. One of the museum’s highlights is its extensive collection of works by Grandma Moses, the renowned American folk artist whose charming rural paintings capture the essence of New England life. Beyond the art, the museum houses an impressive array of artifacts and exhibits that offer a glimpse into the town’s significant role in American history. From its role in the American Revolution to the Gilded Age, each display provides a fascinating journey through time. Whether you’re an art enthusiast, a history buff, or simply curious about the story of Vermont, the Bennington Museum promises an enriching and memorable experience that celebrates the cultural legacy of this captivating region.

4. Grab a bite to eat at the legendary Blue Benn Diner

Blue Benn Diner in Bennington, Vermont
“Blue Benn Diner” by andrijbulba is licensed under CC BY 2.0. To view a copy of this license, visit https://creativecommons.org/licenses/by/2.0/

The Blue Benn Diner in Bennington, Vermont, is a nostalgic treasure that transports visitors back in time. Established in 1948, this iconic diner has retained its classic 1950s charm, complete with a stainless-steel exterior and vintage neon signs. Stepping inside, patrons are greeted by a warm and inviting ambiance, with cozy booths and a long counter where locals and travelers alike gather for a hearty meal. The Blue Benn Diner is renowned for its delicious comfort food, including mouthwatering burgers, fluffy pancakes, and delectable milkshakes. Whether you’re seeking a taste of nostalgia, a glimpse of authentic Americana, or simply a satisfying dining experience, the Blue Benn Diner is the perfect spot to savor the flavors and ambiance of a bygone era.

5. Enjoy a self-tour of the local covered bridges

No visit to Vermont is complete without admiring its historic covered bridges. The charming town of Bennington boasts a wealth of historical treasures, and its covered bridges stand as iconic symbols of its rich heritage. These elegant structures not only showcase timeless beauty but also offer visitors a unique glimpse into the region’s past. Join us as we embark on a journey through the five covered bridges of Bennington, each one with its own story to tell.

Silk Road Covered Bridge in Bennington, Vermont
“Silk Road Covered Bridge Bennington Vermont” by foroyar22 is licensed under CC BY-NC-SA 2.0. To view a copy of this license, visit https://creativecommons.org/licenses/by-nc-sa/2.0/

Silk Road Covered Bridge – Named after the nearby Silk Road, this enchanting bridge spans across the Walloomsac River. Built-in 1840, the Silk Road Covered Bridge stands as one of the oldest covered bridges in Vermont. Its charming red exterior and classic lattice trusses are a sight to behold, inviting visitors to cross its wooden planks and savor the picturesque views of the river and surrounding landscapes.

Paper Mill Covered Bridge in Bennington, Vermont
“Paper Mill Covered Bridge – Bennington, Vermont” by Dougtone is licensed under CC BY-SA 2.0. To view a copy of this license, visit https://creativecommons.org/licenses/by-sa/2.0/

Paper Mill Covered Bridge – As its name suggests, the Paper Mill Covered Bridge once served as a vital connection to the local paper mill. This historic bridge was built in 1889 and is characterized by its Town lattice truss design, which adds to its unique charm. A leisurely stroll across the Paper Mill Covered Bridge offers a serene experience, with the sound of the water flowing beneath, making it a favorite spot for both locals and tourists alike.

Burt Henry Covered Bridge in Bennington, Vermont
“Burt Henry Covered Bridge” by mava is licensed under CC BY-SA 2.0. To view a copy of this license, visit https://creativecommons.org/licenses/by-sa/2.0/

Burt Henry Covered Bridge – Named in honor of two residents, the Burt Henry Covered Bridge was constructed in 1989, making it the youngest covered bridge in Bennington. Despite its relatively recent construction, the bridge embraces traditional craftsmanship and design, harmoniously blending with its historic counterparts. Situated over the Walloomsac River, it offers a delightful spot for relaxation and reflection, where visitors can take in the scenic views and appreciate the work of modern bridge builders.

Two bridges in neighboring towns to also visit:

Chiselville Covered Bridge in Bennington, Vermont
Photo by @drivinmissdavis on Instagram

Chiselville Covered Bridge – Nestled in a scenic setting, the Chiselville Covered Bridge spans over the Roaring Branch Brook. Built in 1870, this iconic bridge is recognized for its Paddleford truss design, a rare feature that sets it apart from the others in the region. As you cross the Chiselville Covered Bridge, you’ll be captivated by the natural beauty that surrounds it, making it a popular spot for photography enthusiasts and nature lovers.

Arlington Green Covered Bridge in Bennington, Vermont
“Arlington Green Covered Bridge (Bennington County, Vermont)” by cmh2315fl is licensed under CC BY-NC 2.0. To view a copy of this license, visit https://creativecommons.org/licenses/by-nc/2.0/

Arlington Green Covered Bridge – Located in the nearby town of Arlington, the Arlington Green Covered Bridge is a short drive from Bennington but well worth the visit. Built in 1852, this beautiful bridge spans over the Battenkill River and is a prime example of the Burr Arch truss design. The Arlington Green Covered Bridge, with its striking white exterior, provides an idyllic backdrop for photos and offers a serene atmosphere for those seeking a peaceful escape.

6. Grab lunch and shop locally-made goods at Bringing You Vermont

Bringing You Vermont is a wonderful general store and sandwich shop located in the heart of Bennington. This is not your typical general store, Bringing You Vermont specializes in stocking a wide variety of products and they take pride in their offerings. All products at the store are high-quality and nearly all are made locally somewhere in Vermont. Products include baked goods mixes, candles, games, jams, jellies, jewelry, soaps, clothing, and, of course, maple products. Bringing You Vermont also has an in-house cafe that offers some spectacular food and drinks. The cafe cranks out a number of specialty sandwiches and also can make anything custom. There are also fresh soups, salads, quiches, and baked goods available. 

7. Admire and shop the work of the Bennington Potters

Bennington Potters is a renowned pottery studio that has been crafting exquisite hand-thrown pottery since 1948. As you step into this artistic haven, you’re greeted with an atmosphere of creativity and craftsmanship. The studio’s signature pieces showcase a seamless blend of functional design and artistic flair, making them beloved by collectors and everyday users alike. From elegant tableware and stylish home décor to artistic pieces that evoke the beauty of nature, each creation reflects the passion and expertise of the skilled artisans behind the scenes. Visitors to Bennington Potters can witness the magic of pottery-making firsthand, observing the meticulous process that transforms raw clay into unique and timeless works of art. Whether you’re a pottery enthusiast or simply appreciate the beauty of handcrafted pieces, a visit to Bennington Potters is a memorable experience that leaves you inspired by the artistry and craftsmanship of Vermont’s creative spirit.

8. Stroll around North Bennington Village

North Bennington Village in Bennington, Vermont
“Park-McCullough House” by PilotGirl is licensed under CC BY-NC 2.0. To view a copy of this license, visit https://creativecommons.org/licenses/by-nc/2.0/

North Bennington Village, a charming and artistic enclave nestled within Bennington, Vermont, exudes a unique and welcoming ambiance. Strolling along its picturesque streets, visitors are greeted with a sense of nostalgia, as historic homes and elegant architecture evoke a bygone era. The village is known for its vibrant arts scene, with quaint art galleries, boutiques, and studios dotted throughout, showcasing the creative talents of local artisans. 

One of the highlights is the Park-McCullough Historic House, an elegant mansion that stands as a testament to the area’s Gilded Age prominence. North Bennington Village is a delightful destination for those seeking a peaceful escape, offering opportunities to immerse oneself in the arts, explore the town’s history, and embrace the warm sense of community that makes it a truly special place in Vermont.

9. Admire the legendary and now abandoned Walloomsac Inn

Walloomsac Inn in Bennington, Vermont
“Vermont” by NASA Videographer is licensed under CC BY-NC-SA 2.0. To view a copy of this license, visit https://creativecommons.org/licenses/by-nc-sa/2.0/

The Walloomsac Inn in Bennington is one of the most interesting abandoned spots in Vermont. The inn was built in 1771 by Elijah Dewey and first severed the legislature of the independent Republic of Vermont. The inn is so old that it existed before statehood was even established. It was reported that both Thomas Jefferson and James Madison stayed at the inn in the summer of 1791.

The inn thrived during the stagecoach era from the early 1800s to the 1850s. After the stagecoach era, the inn went through some renovations and new owners, but it ultimately struggled to produce a profit and attract visitors. The once-prosperous hotel continued to operate until 1996. Today, the hotel sits completely abandoned and is owned by the Berry family. It is a very unique abandoned Vermont spot and can be seen right from the road.

10. Eat like a local at The Publyk House

The Publyk House in Bennington, Vermont, is a beloved dining establishment that blends history, hospitality, and delectable cuisine. Housed in a historic building dating back to 1773, this charming restaurant exudes a warm and inviting ambiance, inviting guests to step into the past while savoring the flavors of the present. As you enter, you’re greeted by the friendly staff and the rustic charm of exposed wooden beams and cozy fireplaces. The menu at The Publyk House boasts a delightful selection of dishes that cater to a variety of tastes, from hearty pub classics to creative and contemporary culinary delights. Whether you’re seeking a leisurely meal with friends, a romantic dinner for two, or a casual gathering with family, The Publyk House promises a delightful dining experience that embodies the true spirit of Vermont hospitality.

11. Go Antiquing 

Antiquing in Bennington, Vermont, is an enchanting journey through time, offering a treasure trove of vintage delights and hidden gems waiting to be discovered. This charming New England town boasts a rich history, and its antique stores reflect that heritage with carefully curated collections of timeless pieces.

Main Street Antiques: 473 Main Street, Bennington

Nestled on the charming Main Street of Bennington, Vermont, Main Street Antiques is a true gem for antique enthusiasts and history aficionados. As you step inside this delightful store, you’ll find yourself immersed in a world of captivating treasures and vintage delights. From the moment you enter, the warm ambiance and carefully curated displays create an inviting atmosphere that beckons you to explore. Each corner of Main Street Antiques reveals a unique find, whether it’s a timeless piece of furniture, a whimsical collectible, or a rare artifact with a fascinating story to tell. The friendly and knowledgeable staff are always eager to assist, making your antiquing journey all the more enjoyable. Whether you’re a seasoned collector or a curious explorer, Main Street Antiques promises a memorable and rewarding experience as you uncover hidden gems and embrace the charm of the past on Bennington’s historic Main Street.

Covered Bridge Antiques: 2026 Route 7A, Bennington

Covered Bridge Antiques is a true haven for vintage enthusiasts and history lovers alike. Housed in a charming building that exudes old-world charm, this antique store is a delight to explore from the moment you step through its doors. As you meander through the aisles, you’ll find a carefully curated selection of timeless pieces, each with its own story to tell. From elegant furniture to vintage decor, and from classic jewelry to collectible memorabilia, Covered Bridge Antiques offers a captivating array of treasures that appeal to a wide range of tastes. The knowledgeable and friendly staff are always on hand to assist, providing valuable insights and guidance for your antiquing journey. Whether you’re seeking to add a touch of nostalgia to your home or looking for a special gift with a touch of history, Covered Bridge Antiques promises an enchanting experience that leaves you with cherished memories and cherished finds.

12. Enjoy the majestic Lake Paran

Lake Paran in Bennington, Vermont
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Lake Paran is a serene oasis that beckons visitors to escape the hustle and bustle of everyday life and immerse themselves in nature’s tranquility. Surrounded by lush greenery and framed by the majestic Green Mountains, the lake offers a picturesque setting for relaxation and recreation. Whether you’re looking to enjoy a leisurely stroll along the serene shoreline, bask in the sun on its sandy beach, or indulge in a peaceful picnic with loved ones, Lake Paran offers the perfect escape. Fishing enthusiasts can cast their lines in its crystal-clear waters, hoping to catch a variety of fish that call the lake home. Nature lovers will appreciate the abundance of wildlife that thrives in and around the lake, making it a prime spot for birdwatching and peaceful reflection. A visit to Lake Paran is a gentle reminder of the beauty and tranquility of Vermont’s natural landscapes, offering a rejuvenating experience for all who venture to its shores.

13. Grab a local beer Harvest Brewing, Farm Road Brewing, and Madison Brewing Company

End your time in Bennington on a high note by exploring the town’s amazing craft beer and spirits scene. Several breweries and a distillery in the area offer tours and tastings, providing the perfect opportunity to unwind and savor the flavors of Vermont. 

Harvest Brewing: Nestled in the heart of Bennington, Harvest Brewing stands out as a craft beer haven, offering a diverse selection of finely brewed beverages. Boasting a cozy and welcoming atmosphere, the brewery invites patrons to explore a rotating tap list featuring an array of innovative and classic beer styles. From hop-forward IPAs to rich stouts, Harvest Brewing consistently delivers high-quality brews that cater to a range of palates. The brewery’s commitment to using locally sourced ingredients adds a touch of Vermont terroir to every sip, making it a must-visit destination for beer enthusiasts seeking a taste of the region.

Farm Road Brewing: Tucked away in the scenic landscape of Bennington, Farm Road Brewing is a hidden gem for beer aficionados. Embracing the farm-to-glass ethos, this brewery crafts its beverages with a focus on quality and sustainability. With a rustic and inviting taproom, patrons can enjoy a laid-back atmosphere while savoring a diverse selection of beers, often made with ingredients sourced from nearby farms. Farm Road Brewing’s commitment to community and craftsmanship shines through in every pint, making it a local favorite and an ideal spot for those looking to immerse themselves in Vermont’s craft beer culture.

Madison Brewing Company: A cornerstone of Bennington’s brewing scene, Madison Brewing Company seamlessly blends craft beer excellence with a historic setting. Housed in a renovated textile mill, this brewery offers a unique and vibrant space for patrons to enjoy a diverse range of handcrafted beers. The brewery takes pride in its commitment to brewing innovation, with a lineup that spans from refreshing ales to robust porters. The inviting pub-style atmosphere, coupled with a menu featuring locally inspired cuisine, makes Madison Brewing Company a favorite not only for beer enthusiasts but also for those seeking a complete and satisfying dining experience in the heart of Bennington.

14. Enjoy some sweets and local produce at The Apple Barn

A visit to The Apple Barn and Country Bake Shop in Bennington, Vermont, is a delightful journey into the heart of the region’s agricultural richness. As you step into this charming establishment, you’re greeted by vibrant displays of Vermont-grown fruits and vegetables, showcasing the seasonal bounty. The farm-fresh produce sets the stage for an authentic Vermont experience. In addition to the colorful array of fruits and vegetables, the shop offers locally sourced honey, freshly baked breads, and a selection of regional cheeses. However, the true star of the show is the renowned cider donuts – a local favorite that beckons visitors with their irresistible aroma and delectable flavors. The Apple Barn provides a quintessential Vermont experience, allowing visitors to savor the best of the region’s culinary delights while supporting local farmers and producers.

Conclusion

Bennington, Vermont, maybe a hidden gem, but its allure shines bright for those who take the time to explore it. Whether you’re seeking history, art, outdoor adventures, or just a peaceful getaway, this charming town has it all. So pack your bags, embrace the New England spirit, and let Bennington weave its enchanting spell on you. Happy exploring!

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Tom Riley

Hi! I'm Tom. I am the creator of GoXplr. I started this website with a focus on helping people explore better and explore more. I am based in New England and obsessed with traveling. Here at GoXplr, you will find expert blog posts and also maps containing all of the best places to explore. These blogs and maps have taken thousands of hours to complete. I hope you enjoy this resource and it inspires you to get out and explore!

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