What to do and see in Bennington, United States: The Best Places and Tips

October 31, 2017 Nobuko Falco

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. Old First Congregational Church

Bennington, VT +1 802-447-1223
Excellent
72%
Good
23%
Satisfactory
5%
Poor
0%
Terrible
0%
Overall Ratings

4.5 based on 199 reviews

Old First Congregational Church

This 1805 Bennington church is where poet Robert Frost is buried.

Reviewed By dave2840

A piece of early American history, many casualties from the Battle of Bennington lie buried in the adjacent cemetery which is really interesting to walk through, with informative signage to learn from. The church is in excellent help, and on many days their are guides who will provide you with information on the history of the structure. A must stop when in Southwestern, Vermont

2. Bennington Battle Monument

15 Monument Cir, Bennington, VT 05201-2134 +1 802-447-0550
Excellent
55%
Good
36%
Satisfactory
7%
Poor
1%
Terrible
1%
Overall Ratings

4.5 based on 582 reviews

Bennington Battle Monument

Monument to a key battle of the American Revolution. The monument stands over 300 feet tall.

Reviewed By Cindy G - San Antonio, Texas

This tourist attraction is well worth the visit providing lots of historical detail, beautiful grounds, an amazing monument and a lot of great information about some of the battles which took place in the area. The monument rises up out of nowhere and really makes a statement as you approach. It provides a great deal of detail about the area, the battles, the soldiers who participated and historical detail which is very informative.

3. Bennington Museum

75 Main St, Bennington, VT 05201-2885 +1 802-447-1571
Excellent
55%
Good
38%
Satisfactory
5%
Poor
1%
Terrible
1%
Overall Ratings

4.5 based on 286 reviews

Bennington Museum

Celebrating Vermont art, culture, and history with the largest collection of Grandma Moses paintings and 19th-century Bennington Pottery, Battle of Bennington memorabilia and weaponry, and more. New in 2013 - Gilded Age Vermont Gallery highlights the industrial and cultural innovation of the late 1800s to the 1920s through objects that were made or owned in Bennington and the surrounding region, or created by artists with connections to the area. The items on view, all from the Bennington Museum's collection,include the 1924 Wasp Touring Car, elaborate Renaissance Revival furnishings, a stylish parlor organ manufactured by the Estey Organ Company of Brattleboro, Vermont, Frederick MacMonnies' sumptuous portrait of May Suydam Palmer, and paintings by William Morris Hunt. Glass and metal works by Lewis Comfort Tiffany add to the gallery. The art found in the new Bennington Modernism Gallery celebrates the art created from the early 1950s through the mid-1970s, a group of avant-garde artists working in and around Bennington who led the nation in artistic thought and innovation. Among the artists of national and international stature with local ties were Pat Adams, Willard Boepple, Anthony Caro, Paul Feeley, Helen Frankenthaler, Patricia Johanson, Vincent Longo, Kenneth Noland, Jules Olitski, Dan Shapiro, David Smith and Tony Smith. Changing exhibits all year.

Reviewed By tektektek - Hopewell Junction, New York

Didn't know what to expect- what we found were three galleries dedicated to exhibits featuring the work (and life story) of Grandma Moses- and that isn't including the school she attended that was moved from NYS to be part of the museum.

While obviously the highlight of the museum, other exhibits were interesting as well- a room dedicated to the Battle of Bennington, businesses in the area, and more. Very good way to spend a few hours and a must-see if you like American art.

4. Silk Road Covered Bridge

Silk Road, Bennington, VT 05201
Excellent
49%
Good
34%
Satisfactory
16%
Poor
1%
Terrible
0%
Overall Ratings

4.5 based on 122 reviews

Silk Road Covered Bridge

Reviewed By Anonymous855 - Trabuco Canyon, California

Nothing particularly notable but it was easy to find once we drove back to the other side and we liked visiting as many bridges on our drive through Vermont as possible. It was not particularly close to other tourist sites though.

5. Bennington Centre Cemetery

Old First Congregational Church, Bennington, VT 05201
Excellent
64%
Good
34%
Satisfactory
2%
Poor
0%
Terrible
0%
Overall Ratings

4.5 based on 46 reviews

Bennington Centre Cemetery

Reviewed By swrtzmk - Birmingham, Michigan

Considering we were on our way to a Dartmouth reunion, we had to visit the grave of Robert Frost when we found out it was so near our B&B.

6. Burt Henry Covered Bridge

River Road, Bennington, VT
Excellent
54%
Good
33%
Satisfactory
13%
Poor
0%
Terrible
0%
Overall Ratings

4.5 based on 51 reviews

Burt Henry Covered Bridge

Reviewed By riceman68 - Atlanta, Georgia

There are 3 (that we found) covered bridges that are just part of the daily life of the locals, but are incredible to see in person! Fantastic pictures. Although it was an active road / bridge, there was very little traffic so we took amazing pictures. This bridge, the Burt Henry is the longest and most majestic.

7. The Bennington Center for the Arts

44 Gypsy Ln, Bennington, VT 05201-9692 +1 802-442-7158
Excellent
54%
Good
35%
Satisfactory
7%
Poor
3%
Terrible
1%
Overall Ratings

4.5 based on 56 reviews

The Bennington Center for the Arts

The Bennington Center for the Arts continually exhibits the work of many of the finest representational artists from around the country. In addition to the artwork in the Center's temporary exhibitions, all of which is for sale, The Bennington also has a very impressive permanent collection of Native American art (Navajo rugs, pots, katsinas, paintings of and by Native Americans) as well as bird carvings by Master Carver Floyd Scholz. The Bennington is also home to the Covered Bridge Museum. Visitors of all ages enjoy the exhibits and videos and use the information gathered to better enjoy their travels through these famous structures as they travel through Vermont.

Reviewed By Kay M - Augusta, GA

This is the proverbial diamond in the rough. We stopped on a lark and saw some of the most incredible animal carvings, paintings, sculpture and Native American art and artifacts that we have ever seen. The video at the Covered Bridge Museum was informative and interesting. The wildlife paintings are stunning.

8. Molly Stark Trail

Bennington, VT
Excellent
65%
Good
30%
Satisfactory
5%
Poor
0%
Terrible
0%
Overall Ratings

4.5 based on 36 reviews

Molly Stark Trail

A 40-mile scenic drive between Bennington and Brattleboro.

Reviewed By mouseHerts - Herts

This is a very pretty route with mountains and rivers on each side. If you stop at Hogback Mountain, you get incredible views.

9. Oldcastle Theatre Company

331 Main St, Bennington, VT 05201-2112 +1 802-447-0564
Excellent
81%
Good
19%
Satisfactory
0%
Poor
0%
Terrible
0%
Overall Ratings

5 based on 26 reviews

Oldcastle Theatre Company

We are a professional, equity theatre located in scenic Bennington, VT. Our 2014 Main Stage Season runs from May-October.

Reviewed By Jackie D - Wilton, New York

We have seen three plays at the Oldcastle Theatre this past summer: Big River A Musical, The City of Conversation and The Consul, the Tramp and America's Sweetheart. Every production has exceeded our expectations. The actors were highly professional. The sets were fantastic. We found the productions to be on par with Broadway. We couldn't be more pleased.

10. Park-McCullough Historic House

1 Park St, Bennington, VT 05257-9212 +1 802-442-5441
Excellent
61%
Good
22%
Satisfactory
11%
Poor
3%
Terrible
3%
Overall Ratings

4.5 based on 54 reviews

Park-McCullough Historic House

The Park-McCullough House is the crown jewel of North Bennington, Vermont. Representing 150 years of Vermont history Park-McCullough also serves as a contemporary prism through which citizens of North Bennington and surrounding towns gather to share myriad perspectives and pleasures. The grounds are open daily, and tours are available on weekends. Additionally public programming, theatre and a music series are provided seasonally. Arguably the finest intact Victorian mansion in New England, the house was built in 1864-65 by attorney and entrepreneur Trenor W. Park (1823-1882) who amassed his fortune overseeing the California mining interests of John C. Fremont. Four generations of the family have lived on the property, including two governors, Hiland Hall and John G. McCullough. The thirty-five room mansion stands an important example of American Second Empire Style set on 200 acres in Southern Vermont. The mansion is the perfect venue for unique and memorable weddings and celebrations. Guests may tour the mansion, stroll the grounds, play games on the expansive lawns or relax on the wrap-around veranda during cocktail hour. The Carriage Barn is the perfect venue for live music, receptions and dance.

Reviewed By nysue44 - Boston, Massachusetts

This is a beautiful mansion and gardens that give a glimpse of another age. Built in the 1860's it lacks the over the top glitz of the Newport Mansions but rather shows elegance. Good tour of the house, relaxing garden and yard to enjoy while sitting on the veranda.

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