25 Best & Fun Things To Do In Bennington Vt

Bennington, Vermont, is a charming town filled with history and natural beauty. Located in the Green Mountains, it offers a mix of outdoor adventures and cultural experiences. Whether you love hiking, arts, or simply enjoying beautiful scenery, there’s something for everyone in this quaint town. From historic landmarks to stunning views, Bennington has a lot to offer visitors of all ages.

In this guide, we will be highlighting some of the best activities and attractions in Bennington. You will find suggestions for places to eat, fun outdoor spots, and interesting museums. Get ready for an exciting journey through this lovely town in Vermont!

Things To Do In Bennington Vt

1. Visit the Bennington Battle Monument

The Bennington Battle Monument is a stunning obelisk that stands tall and proud, celebrating the Battle of Bennington from 1777. Climbing to the top is an adventure. As you ascend, enjoy panoramic views of the surrounding hills and valleys. On clear days, you can see miles around!

This intriguing monument is not just about the views. It tells a tale of bravery and history during the American Revolution. The site includes informative plaques that share stories of the battle’s significance. Each story connects you to the heroes who fought for freedom.

Visitors often enjoy taking photographs against the majestic backdrop of the monument. It’s a popular spot for both tourists and locals. Whether you are alone or with family, it’s a destination that brings history to life.

The area surrounding the monument is well-kept and offers lovely walking paths. Ideal for a relaxing stroll after your climb. You can take in the natural beauty of Bennington while reflecting on the importance of this historic site.

Don’t miss the chance to visit and learn about this iconic landmark. It is a must-see for anyone traveling to Bennington.

Address: 15 Monument Circle, Bennington, VT 05201.

2. Explore the Bennington Museum

The Bennington Museum showcases a rich collection of art and artifacts. You’ll find works by noted artist Grandma Moses among many other local artists. The museum provides insight into the cultural heritage of the region.

Visitors enjoy wandering through the numerous exhibitions, which highlight Bennington’s history. You can see everything from Revolutionary War artifacts to antique toys. The museum’s layout makes it easy to spend hours exploring.

Special exhibits change periodically, ensuring there’s always something new to see. Check the museum’s calendar for upcoming events, workshops, and lectures. They often have activities that engage the local community.

The museum’s staff is friendly and knowledgeable. They are happy to share stories about the pieces on display. Don’t hesitate to ask questions or seek recommendations on what to see first.

Indulge in a relaxing day of art and history. The Bennington Museum is perfect for families, art lovers, and anyone looking to learn more about this vibrant area.

Address: 75 Main St, Bennington, VT 05201.

3. Tour the Old First Congregational Church

The Old First Congregational Church is a beautiful historic building located in Old Bennington. It’s famous for being the final resting place of poet Robert Frost. The church’s architecture is stunning, featuring an elegant meetinghouse style common in 1800s New England.

Visitors can take a peaceful moment to reflect in the churchyard. You’ll often find people sitting on benches, enjoying the tranquil atmosphere. The church is known for its welcoming community and often hosts events and services.

Guided tours are available, revealing fascinating stories about the church’s history. The guides offer insights into its significance in the community. You’ll also learn about Robert Frost’s connection to this serene location.

The interior of the church is as charming as the outside. Beautiful stained glass windows fill the space with soft light, enhancing its historic charm. It’s a fantastic spot for photography, or simply soaking in the beauty.

Make sure to drop by this iconic church during your visit to Bennington. It’s a peaceful oasis filled with history and inspiration.

Address: 1 Monument Circle, Bennington, VT 05201.

4. Drive the Molly Stark Trail

Driving the Molly Stark Trail is a breathtaking experience. This scenic route stretches about 40 miles, offering stunning views of lush landscapes and whimsical covered bridges. It’s perfect for a leisurely day filled with nature.

Along the trail, you’ll discover charming towns that invite you to explore local shops and eateries. Stop for a picnic or simply stretch your legs in one of the beautiful parks. Each turn reveals something new and picturesque, perfect for photography.

Your journey may also take you through the Green Mountain National Forest. Here, you can enjoy various outdoor activities like hiking and biking. The trail is especially vibrant in the fall when the foliage turns into a vibrant display of colors.

Pack your camera and a favorite playlist for the drive. The Molly Stark Trail is not just a trip; it’s an adventure waiting to be enjoyed. Embrace the freedom of the open road as you take in the stunning views.

Consider making this drive a part of your Bennington itinerary. You won’t regret experiencing the beauty and charm of Vermont along the way.

Address: 44 Main St, Bennington, VT 05201.

5. Walk through Park-McCullough Historic House

Park-McCullough Historic House is a Victorian gem in Bennington. Walking through its grand halls is like stepping back in time. The mansion showcases beautiful architecture and period furnishings, providing a glimpse into the 19th-century lifestyle.

Guided tours take you through the elegantly restored rooms. Knowledgeable guides share the stories behind each piece of furniture and décor. This insight brings the house’s history to life, making your visit even more enriching.

Outside, the expansive grounds offer lovely gardens and walking paths. It’s a peaceful spot for a leisurely stroll or a nice picnic. The estate’s serene atmosphere is perfect for enjoying nature.

The house also hosts various events throughout the year, from lectures to seasonal celebrations. It’s a wonderful opportunity to engage with the local community and learn more about Bennington’s culture.

Be sure to include Park-McCullough on your list of things to do. It’s a captivating way to connect with the past while enjoying beautiful surroundings.

Address: 1 Park St, Bennington, VT 05201.

6. Discover the Robert Frost Stone House Museum

The Robert Frost Stone House Museum is a delightful place to visit for poetry enthusiasts. This museum is located in the beautiful home where the famous poet lived for many years. Walking through these rooms is like experiencing a piece of literary history.

At the museum, you can see personal items and artifacts that belonged to Frost. Engaging displays showcase his life and work, offering insights into his creative process. Visitors often feel inspired by the serene setting that influenced many of his poems.

Outside, the surrounding landscape provides a peaceful atmosphere. Stroll through the gardens where Frost often found inspiration. It’s a lovely spot to reflect on his works.

The museum also hosts readings and events that celebrate poetry and literature. Don’t miss the chance to participate and connect with fellow poetry lovers during your visit.

Plan your trip to the Robert Frost Stone House Museum. It’s an enriching experience that celebrates one of America’s most beloved poets.

Address: 121 Route 7, Shaftsbury, VT 05262.

7. Dine at Blue Benn Diner

Dine at the Blue Benn Diner for a taste of authentic Americana. This family-owned diner is famous for its hearty comfort food served with a smile. The atmosphere is welcoming and vibrant, perfect for families and friends.

Indulge in classic dishes like pancakes, burgers, and homemade pies. Breakfast is available all day, so feel free to treat yourself any time! Many locals rave about the diner’s delicious milkshakes and fresh ingredients.

The decor is charmingly retro, reflecting the diner’s long history. It’s a great place to relax and enjoy a meal while soaking in the local culture. You can even sit at the counter to watch the chefs in action!

Don’t forget to check out the daily specials. They often feature seasonal items that showcase local flavors. Take a break and enjoy a delightful meal here during your Bennington adventure.

Experience the warmth and flavor of Blue Benn Diner. It’s truly a gem in the heart of Bennington.

Address: 324 Main St, Bennington, VT 05201.

8. Photograph Bennington’s Covered Bridges

Bennington is home to stunning covered bridges, perfect for photography enthusiasts. These iconic structures are not only beautiful but also steeped in history. Each bridge has its unique design and charm, inviting you to explore.

When visiting, take a leisurely stroll or drive to find the different bridges. You’ll love capturing their picturesque surroundings. The natural light and Vermont scenery create a stunning backdrop for your photos.

Several popular bridges are located near rivers, providing excellent vantage points. Early morning or late afternoon offers the best lighting for dramatic photos. Don’t forget to pack your camera!

These historical landmarks are also great to visit with family or friends. Sharing moments while exploring the bridges creates lasting memories. You can easily make a day of it by visiting several in one trip.

Immerse yourself in the beauty of Bennington’s covered bridges, and don’t miss the chance to snap some beautiful pictures.

Address: Various locations around Bennington, VT.

9. Shop at Power’s Market

Power’s Market is a delightful spot for shopping in North Bennington. This market is known for its selection of local foods and Vermont specialties. You’ll find everything from fresh produce to artisanal treats, making it a food lover’s paradise.

The friendly staff is always ready to help you find what you need. Don’t hesitate to ask for recommendations; they know their products well! You can also enjoy checking out locally crafted goods and gifts.

Try some Vermont cheese while you’re there. The market often features samples, allowing you to taste the delicious flavors before purchasing. Make sure to take some home!

Shopping at Power’s Market goes beyond just groceries. It’s an experience filled with warmth and local culture. Enjoy the lively atmosphere as you browse through the aisles.

Visit Power’s Market for a taste of local life in Bennington. It’s a perfect stop on your trip and supports local farmers and artisans.

Address: 250 Main St, North Bennington, VT 05257.

10. Enjoy the Green Mountain National Forest

Green Mountain National Forest is a fantastic destination for outdoor enthusiasts. This vast area offers endless opportunities for hiking, biking, and exploring nature. The trails cater to all skill levels, making it perfect for everyone.

The forest is filled with beautiful landscapes, including mountains, streams, and wildlife. With diverse ecosystems, you can often see deer, birds, and even the occasional moose. Bring your sense of adventure and keep your camera ready!

In the fall, the forest transforms into a vibrant display of colors. The foliage attracts many visitors seeking to enjoy the beautiful scenery. Pack a picnic and enjoy lunch surrounded by the stunning views.

Feel free to explore the developed campsites if you’re looking for a longer stay. It’s a great way to immerse yourself in nature and disconnect from everyday life.

Plan your visit to Green Mountain National Forest. Whether you hike a trail or simply relax, it’s a perfect spot to enjoy Vermont’s natural beauty.

Address: 671 VT-9, Wilmington, VT 05363.

11. Visit the Bennington Potters

The Bennington Potters shop is a treasured spot known for its unique handmade pottery. Although temporarily closed, this beloved local establishment has a long history of providing beautiful and functional pottery. Visitors often come seeking quality items that reflect Vermont’s artisanal spirit.

Even while closed, it’s worth appreciating the building and its quaint charm. People valued their craftsmanship, which symbolizes the area’s rich artistic tradition. They’ve created beautiful dishes, mugs, and decorative pieces over the years.

When it reopens, you can expect engaging demonstrations and workshops. This is a fantastic opportunity to learn about pottery and even try making your own! The knowledgeable staff is happy to share their passion for ceramics with visitors.

Keep an eye on their website for updates about reopening dates and special events. It’s a local gem worth visiting, allowing you to support local artisans while enhancing your home.

Explore the legacy of Bennington Potters when you can. It’s a unique experience that celebrates the art of pottery.

Address: 324 County Rd, Bennington, VT 05201.

12. Relax at the Bennington Riverwalk

The Bennington Riverwalk is a peaceful, scenic pathway that follows the Walloomsac River. It’s perfect for leisurely strolls or a quiet moment in nature. The path is well-maintained and accessible, making it suitable for all ages.

As you walk along the river, you’ll hear the soothing sounds of flowing water and see beautiful local wildlife. The area is a great spot for birdwatching or simply enjoying the scenery. Pack a picnic to enjoy by the water!

Bennington Riverwalk is also decorated with benches, so you can take a break and soak in the views. It’s an excellent place to read or catch up with friends. The ambience of the riverfront is calming, allowing you to unwind.

Consider visiting during different seasons to experience the changing landscape. Each season offers its unique beauty, making it a delightful place to revisit.

Take time to explore the Riverwalk during your visit to Bennington. It’s a lovely spot for connecting with nature and enjoying the outdoors.

Address: 14 River St, Bennington, VT 05201.

13. Attend a performance at the Bennington Center for the Arts

Experience the arts at the Bennington Center for the Arts, a hub for creativity and culture in the community. The center hosts various performances, from theater to music, making it a lively venue. Check the schedule for exciting upcoming events!

The atmosphere is warm and inviting, attracting both locals and visitors. Besides performances, you can explore art exhibitions featuring local and regional artists. It’s a great way to immerse yourself in Vermont’s artistic scene.

The center’s location is also beautiful, often surrounded by nature, enhancing your experience. Take time to stroll around the grounds before or after your performance.

Participating in community events at the center is a fantastic way to meet locals and connect with the culture. Many people appreciate the vibrant spirit of creativity that flourishes here.

Don’t miss the chance to enjoy a show at the Bennington Center for the Arts. It’s an enriching experience sure to entertain and inspire.

Address: 44 Main St, Bennington, VT 05201.

14. Spend a day at Lake Shaftsbury State Park

Lake Shaftsbury State Park is a perfect spot for a fun day outdoors. This scenic park features a lovely lake, ideal for swimming, fishing, and picnicking. The lush landscape makes it a serene place to unwind and connect with nature.

The park offers several trails for hiking and exploring the area. Families often enjoy walking the easy paths while observing local wildlife and beautiful views. The scenery is especially stunning in the fall, showcasing vibrant foliage.

Bring your picnic basket and indulge in a meal by the water. The picnic areas are well-equipped and provide a perfect setting to enjoy good food with friends and family.

Children will have fun playing in the designated play areas or swimming in the lake. It’s a safe and enjoyable environment for families spending the day together.

Take a break from your busy schedule and enjoy a day at Lake Shaftsbury State Park. It’s an excellent choice for relaxation and outdoor activities!

Address: 365 Lake Shaftsbury Rd, Shaftsbury, VT 05262.

15. Taste craft beers at Bennington Brewing Company

The Bennington Brewing Company is a fantastic stop for craft beer enthusiasts. This local brewery offers a variety of delicious beers made on-site. You can enjoy tasting unique flavors that reflect the character of Vermont.

The atmosphere inside the brewery is relaxed and friendly, making it a great place to unwind. Sit at the bar or grab a table to enjoy your drink with friends. The knowledgeable staff is happy to recommend their best brews to suit your taste.

Don’t miss their seasonal selections, often inspired by local ingredients. Each brew has its unique story, enhancing your tasting experience. The brewery also hosts events and live music nights that create a fun and lively ambiance.

If you’re hungry, try some local food options available on-site. Pairing great beer with delicious food makes for a delightful outing.

Plan a visit to Bennington Brewing Company during your travels. It’s a great way to experience local flavors and have a good time!

Address: 304 Main St, Bennington, VT 05201.

16. Visit the Bennington Historical Society Museum

The Bennington Historical Society Museum is a treasure trove of local history. Visitors can explore exhibits detailing the region’s past, from the founding days to modern times. The museum offers a unique glimpse into the story of Bennington and its residents.

Knowledgeable staff members guide you through various artifacts, documents, and photographs. They are passionate about sharing the history of the area. The personal stories connected to the exhibits make history come alive.

Special events and lectures happen frequently, providing additional learning opportunities for history buffs. Check their calendar for current programs and community events that might coincide with your visit.

The museum is a great way to connect with the local culture and heritage while exploring at your own pace. You can often spend hours engrossed in the fascinating displays.

Include the Bennington Historical Society Museum in your itinerary. It’s an enlightening experience that enhances your understanding of this charming community.

Address: 1 Monument Cir, Bennington, VT 05201.

17. Explore the 1779 Fort Bennington

1779 Fort Bennington is a unique historic site where you can journey back to the Revolutionary War era. Exploring the fort allows you to learn about its importance in the region’s history. Although not completely restored, it offers fascinating insight into the past.

Wander through the remains of the fort, imagining what it was like for soldiers stationed there. Informational plaques detail the fort’s role during the war and its community impact. Spend time appreciating the beautiful views of the surrounding landscape.

The site is also great for picnicking, allowing visitors to relax while soaking in the historical atmosphere. Many families enjoy spending a day at the fort, combining both history and outdoor fun.

If you’re lucky, you may find reenactments or special events occurring during your visit. Such events bring history to life and can enhance your experience.

Make sure to stop by Fort Bennington. It’s one more way to connect with the rich history of Bennington.

Address: 926-2, Bennington, VT 05201.

18. Hike Mount Anthony

Hiking Mount Anthony is a must for outdoor lovers visiting Bennington. The trail offers a moderate hike, rewarding you with breathtaking views from the summit. It’s ideal for families, friends, or solo adventurers looking for a day in nature.

The ascent is well-marked and includes some beautiful wooded areas and wildflowers along the path. The fresh air and scenery invigorate you, making it a pleasant experience. Capture photos along the way; the views are stunning at every turn.

At the top, enjoy breathtaking views of Bennington and the surrounding mountains. Bring a snack to enjoy at the summit while taking in the expansive landscape. It’s an excellent spot for relaxation and reflection.

Build your adventure around the hike. Afterward, consider exploring nearby attractions or grabbing a meal at a local eatery. It’s a wonderful way to spend a day.

Join fellow hikers on this rewarding trail and relish the beauty of Mount Anthony during your visit.

Address: Mount Anthony Trail, Bennington, VT 05201.

19. Check out the annual Bennington Quilt Fest

The annual Bennington Quilt Fest is a vibrant showcase of creativity and craftsmanship. If you’re visiting in autumn, be sure to check out this popular event filled with stunning quilts from local artists. Each quilt tells a unique story through its colors and patterns.

This festival offers workshops, demonstrations, and exhibits for all skill levels. You can learn techniques, tips, and tricks from experienced quilters. For those passionate about quilting, it’s a treasured opportunity to enhance skills while meeting fellow enthusiasts.

Wander among the booths to experience the local crafts and art for sale. Many vendors offer beautiful handmade items, so it’s a wonderful chance to find unique gifts or souvenirs to take home.

The lively atmosphere at the festival makes it a fun outing for families. There is often live music, food vendors, and activities for children to enjoy. Embrace the sense of community as you celebrate the art of quilting.

Don’t miss the Bennington Quilt Fest if your travels align. It’s an unforgettable experience filled with inspiration and creativity!

Address: 210 S Main St, Bennington, VT 05201.

20. Visit the Bennington Arts Museum

The Bennington Arts Museum is a fantastic place for art lovers to explore. This museum showcases a variety of works from local and regional artists. Each collection highlights the unique creativity found in the Bennington area.

Visitors will find paintings, sculptures, and mixed media installations throughout the museum. The rotating exhibitions keep the experience fresh, so there’s always something new to discover. Make sure to take your time to appreciate each artist’s perspective.

Participate in workshops or community events, as the museum is also committed to fostering local talent. These activities are excellent opportunities to engage with artists and learn more about their processes.

Relax in the museum’s welcoming atmosphere. The staff is friendly and eager to share stories about the artwork and the artists behind them. You can easily spend hours exploring the intriguing displays.

Include the Bennington Arts Museum on your itinerary. It’s an inspiring stop that celebrates local art and creativity.

Address: 44 Main St, Bennington, VT 05201.

21. Explore the local farmers’ markets

Visiting local farmers’ markets is a real treat during your stay in Bennington. These markets are vibrant places where you can find fresh produce and handmade goods. It’s a great way to experience local culture and connect with the community.

Walk through the colorful stalls as local vendors showcase their offerings. You’ll find everything from seasonal vegetables and fruits to homemade jams and baked goods. Sampling fresh produce is often encouraged, making your visit even tastier!

These markets are not just about shopping; they often feature live music, cooking demonstrations, and children’s activities. The lively atmosphere creates an enjoyable outing for everyone.

Many vendors take pride in practicing organic and sustainable farming. By supporting the farmers’ market, you are also supporting local agriculture and sustainability.

Check the market’s schedule as they may operate on specific days and seasons. Embrace the fresh flavors and community spirit, making your visit to the farmers’ market a memorable experience.

Address: Locations vary, check local listings for details.

22. Take a scenic drive to the Shires of Vermont

Embark on a scenic drive to the Shires of Vermont, a beautiful area filled with quaint towns and lush landscapes. This picturesque route offers breathtaking views, especially during fall when the leaves change color. It’s a photographer’s paradise!

You’ll pass charming villages, each with its unique character. Consider stopping at small shops, art galleries, or cafes along the way. Each stop adds to the experience, allowing you to discover the charm of Vermont.

As you drive, take time to appreciate the rolling hills and stunning vistas. The serenity of the Shires provides an excellent backdrop for a day of exploration. Bring your camera along to capture the moments!

There are also numerous hiking trails and parks along the way. If you have time, consider making additional stops for a little outdoor adventure. The combination of stunning country roads and outdoor exploration makes it a fantastic day trip.

Plan a relaxing and enjoyable drive to the Shires of Vermont. It’s a comforting journey through Vermont’s natural beauty and charm.

Address: Varies, begin in Manchester, VT.

23. Visit the Robert Frost Wayside Trail

The Robert Frost Wayside Trail is an easy and scenic hike dedicated to the beloved poet. This trail allows you to connect with Frost’s literary legacy while surrounded by nature. It is a pleasant walk that infuses natural beauty with poetic inspiration.

As you stroll along the path, you’ll find various markers featuring Frost’s poems. These passages enhance your experience and encourage reflection on his timeless words. The natural setting complements his themes beautifully.

The trail is well-maintained, making it accessible to all ages and skill levels. Families often bring children to educate them about both nature and literature. It’s a great way to instill a love of poetry early on!

Bring along a picnic to enjoy in the charming surroundings at the designated areas. Absorb the peaceful atmosphere and let nature inspire your thoughts.

Visiting the Robert Frost Wayside Trail is a delightful way to experience his connection with the Bennington area. Enjoy a memorable outing that combines exploration and appreciation of poetry.

Address: 3 North Road, Shaftsbury, VT 05262.

24. Attend the annual Bennington Battle Day Parade

Experience the excitement of the annual Bennington Battle Day Parade! This lively event takes place every August, celebrating the historic battle with a festive parade full of local flair. It’s a wonderful way to connect with the community and learn about the town’s history.

The parade features colorful floats, marching bands, and local organizations showcasing their pride. Expect an array of participants, including veterans, community groups, and more. It’s a family-friendly event that captures the spirit of Bennington.

Watching the parade is an excellent opportunity to immerse yourself in the local culture. Take the chance to meet residents, taste local foods, and enjoy the festive atmosphere. Children often find excitement in free goodies tossed from parade floats!

Be sure to arrive early to secure a good viewing spot. The community spirit is infectious, making it a delightful experience for everyone.

Attend the Bennington Battle Day Parade to celebrate history and enjoy the vibrant energy of this beloved annual event.

Address: Downtown Bennington, VT.

25. Explore nearby Wilmington

Wilmington is a charming neighboring town offering a unique mix of shops, dining, and outdoor activities. Just a short drive from Bennington, it’s an excellent day trip destination for those wanting to explore more of Vermont. The scenic routes to Wilmington are beautiful and worth the journey!

The town is known for its picturesque main street filled with quaint shops and galleries. You can find handmade crafts, clothing, and local artwork while supporting small businesses. It’s a delightful area to stroll and enjoy the local culture.

For outdoor lovers, Wilmington provides access to various recreational activities. Enjoy hiking and biking trails in the summer or fantastic skiing in the winter. The nearby Lake Whitingham is perfect for water sports, fishing, or simply relaxing by the shore.

Dining options include cozy cafes and restaurants serving up delicious meals made with local ingredients. Be sure to taste the flavors of Vermont in one of the eateries!

Explore Wilmington during your visit to the Bennington area. It’s a hidden gem that adds to your Vermont experience with its warm community and beautiful surroundings.

Address: Wilmington, VT.

Final Thoughts

Bennington, Vermont, is an enchanting destination full of history, culture, and outdoor experiences. From the impressive Bennington Battle Monument to scenic drives and charming local eateries, there’s so much to explore. Visitors of all interests will find something to enjoy.

Whether you immerse yourself in the arts, stroll through historical sites, or simply relax in nature, every experience enriches your understanding of this lovely region. The friendly community and scenic beauty make Bennington and its surroundings unforgettable.

If you’re looking for more places to visit in Vermont, you can check out this guide. For more ideas on weekend jaunts, explore weekend getaways in New England. Plan your visit and discover all that Bennington has to offer. Bring your family and friends to create lasting memories in this Vermont gem!