10 Things to do in Bennington That You Shouldn't Miss

March 23, 2022 Major Galusha

Bennington is a town in Bennington County, Vermont, in the United States. It is one of two shire towns (county seats) of the county, the other being Manchester. The population is 15,431, as of 2014 US Census estimates. Bennington is the most populous town in southern Vermont, the third-largest town in Vermont (after Essex and Colchester) and the sixth-largest municipality in the state including the cities of Burlington, Rutland, and South Burlington in the count.
Restaurants in Bennington

1. Green Mountain Skydiving

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5.0 based on 13 reviews

Green Mountain Skydiving

At Green Mountain Skydiving we strive to consistently exceed customer expectations while setting an example for safety and professionalism in our industry. From our Bennington, Vermont location, we specialize in Tandem Skydiving to accommodate first time skydivers, allowing you to have a blast, in a safe and comfortable environment. It's your skydive so tell us what you want to do and we'll make it happen...

2. Green Mountain Oasis

469 Main St, Bennington, VT 05201-2159 +1 802-447-2900 [email protected] http://greenmountainoasis.com/
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5.0 based on 28 reviews

Green Mountain Oasis

A warm and cozy retreat located in the heart of Bennington featuring the areas only couples massage suite. Let our talented therapists relax, refresh and renew your body and spirit.We offer massage, facials, body treatments, manicures/pedicures, mineral makeup and waxing. Also home to Karma Cat Yoga Studio.

3. Oldcastle Theatre Company

331 Main St, Bennington, VT 05201-2112 +1 802-447-0564 [email protected] http://www.oldcastletheatre.org
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5.0 based on 33 reviews

Oldcastle Theatre Company

We are a professional theatre located in scenic Bennington, VT. Our Main Stage Season runs from June-October. From October through May, we host many events including music, comedy, improv, acting and vocal workshops and many other events. Follow us on Facebook and subscribe to our newsletter at oldcastletheatre.org to stay up with the latest news and special discounts.

Reviewed By Explorist65 - New York City, United States

A small and intimate theater, the Oldcastle Theatre Company draws viewers into the drama and holds them there. We try to travel to Bennington often to see an outstanding performance. Many of their productions deserve a Broadway-sized audience. Kudos to the actors, directors, playwrights, and support staff.

4. Bringing You Vermont

434 Main St, Bennington, VT 05201-2109 +1 802-753-7639 [email protected] http://BringingYouVermont.com
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5.0 based on 16 reviews

Bringing You Vermont

Bringing Vermont Made Products to people who want to experience the essence of Vermont.We commit to do this by offering an array of products that highlight the myriad ways Vermonters use their talents to produce quality goods within the Green mountain State. Soaps, Baby Products, Bath Accessories, Candles, Dips & Mixes, Jams, Maple Products, Jewelry, Games, Wooden Toys, and much more. In addition, we have a nut free cafe featuring many gluten-free, vegetarian and vegan dishes along with more typical fare.

5. Bennington Welcome Center

100 Route 279, Interchange of Routes 279 and 7, Bennington, VT 05201 +1 802-447-2456 [email protected] http://www.bennington.com/?page_id=657
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5.0 based on 30 reviews

Bennington Welcome Center

Reviewed By lisasN1951ZF - Auburn, United States

We were in town just for the evening, as we were passing through but wanted to stop halfway through. John was very friendly and welcoming and gave us a great list of things to do that fit into the 5 or so hours we had. It was all great! We enjoyed a covered bridge, the monument, we paid our respects to Robert Frost and perused a few shops on Main St. we ended a great little sightseeing tour with dinner at Publyk House and we were not disappointed. Great visit to Bennington!!!

6. Dollhouse and Toy Museum of Vermont

212 Union St Corner of Union and Valentine Streets, Bennington, VT 05201-2497 +1 802-681-3767 [email protected] http://www.dollhouseandtoymuseumofvermont.com
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5.0 based on 15 reviews

Dollhouse and Toy Museum of Vermont

An engaging museum both for children and for adults who want to feel like kids again. The permanent exhibit includes many fully furnished doll houses, as well as many dolls, fairy houses, puppet theaters and puppets and vintage toys for boys such as trains, planes, tin soldiers and circus wagons. The museum shop sells dollhouse kits and dollhouse furniture, as well as dolls. Hours are Saturdays and Sundays from 1 to 4 p.m., or by appointment. Admission $2 for children over three and $4 for adults.

Reviewed By cindemac - Brookings, United States

I was recently in Bennington visiting with my family. My sister-in-law (who is a Bennington native!) and I decided to go see this. It was a first time for both of us. I have been a fan of dolls and dollhouses all of my life so this was a thrill for me. I love the detail that is put into each dollhouse and also the exhibits based on different children's books! Next trip back, it will be on my weekend afternoon to-do list!!! I was fascinated by the workroom where everything is scaled down and created. I highly recommend this to anyone who values miniatures, antique toys and dolls and just wants a chance to be a kid again for an afternoon!

7. Kimberly Farms

1214 Cross Hill Rd, North Bennington, Bennington, VT 05257-9300 +1 802-442-5454 [email protected] http://kimberlyfarms.org
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5.0 based on 5 reviews

Kimberly Farms

Kimberly Farms is owner operated by seasoned local horse lovers for the past 25 years. All of our activities are fully insured and our instructors are certified. We have a beautiful 60-acre facility, where horses roam the pastures, wildlife flourishes and fun is had by all. We are proud that many of its current staff have come to us as students, moved up through the ranks and have become accompli

8. Bennett's Tree Farm

1088 Murphy Rd, North Bennington, Bennington, VT 05257-9654 +1 802-442-8557 http://www.bennettstreefarm.com/
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5.0 based on 4 reviews

Bennett's Tree Farm

9. Bennington Museum

75 Main St, Bennington, VT 05201-2885 +1 802-447-1571 [email protected] http://www.benningtonmuseum.org/
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4.5 based on 366 reviews

Bennington Museum

Bennington Museum - a Museum of Art, History, and Innovation. Home to the largest public collection of Grandma Moses paintings and 19th-century Bennington Pottery, it also presents Battle of Bennington memorabilia and weaponry, and Gilded Age Vermont, highlighting the industrial and cultural innovation of the late 1800s to the 1920s including the 1924 Wasp Touring Car, paintings by William Morris Hunt, and works by Lewis Comfort Tiffany. Bennington Modernism Gallery celebrates the art created from the early 1950s through the mid-1970s by a group of avant-garde artists working in and around Bennington who led the nation in artistic thought and innovation. Artists may include Pat Adams, Paul Feeley, Helen Frankenthaler, Patricia Johanson, Vincent Longo, Kenneth Noland, and Jules Olitski. Early Vermont Life Gallery presents life in Vermont from the time when the earliest European settlers arrived in 1761 to the early 1800s. 14 galleries. Changing exhibitions. Museum Store & more.

Reviewed By Ilanfreedman

This museum has a collection of paintings, furniture, and firearms, even an antique automobile. I liked the Grandma Moses exhibit on display. I also liked the painting of a sleigh.

10. Molly Stark Trail

Bennington, VT http://www.mollystarkbyway.org/
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4.5 based on 57 reviews

Molly Stark Trail

A 40-mile scenic drive between Bennington and Brattleboro.

Reviewed By TrainManDan10 - Keene, United States

My wife and I had a very pleasant ride along Route 9 west of Brattleboro and visited three stops that were well worth our time. First, east of Hogback Mt Scenic Overlook. we stopped at Matt's Maple Syrup outlet where we bought one half gallon of delicious syrup. Second, on the west side of Hogback Mt. Scenic Overlook, we stopped at the Molly Stark State Park where we walked along the trails with our Golden Retriever in quiet woodlands. Thirdly, we stopped at the Hogback Mt Scenic Overlook where one can see for miles and miles.

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