Located in the state of Vermont, the town of Bennington is a historic site and a popular weekend getaway for people who love history and art.
Bennington has a small population, but there’s a lot to see and do; this town is a must-visit for anyone who enjoys exploring places.
The city has several art galleries, historical museums, and outdoor recreational parks.
There are numerous things to do in Bennington, Vermont.
Whether you’re planning on visiting this area with your family or for a romantic getaway with your significant other, there are plenty of activities to keep everyone entertained.
The article covers the best Things To Do In Bennington (VT).
Where Is Bennington, Vermont?
Located in the state of Vermont, the town of Bennington is one of the two shire towns within the county.
According to the US Census, the population of this town was 15,333 in 2020.
It is one of the largest towns in southern Vermont and the third-largest municipality in the state.
Other major cities in this region include South Burlington and Rutland.
One of the tallest structures in the state is the Battle Monument, located in the town of Bennington.
This impressive structure was made using various materials. This area has a long history of manufacturing.
According to the US Census Bureau, the town of Bennington has a total area of approximately 42.5 square miles.
Of this, 42.2 square miles are land, while the remaining 0.27 square miles are water.
Things To Do In Bennington (VT)
As we posited earlier, Bennington is a fun place with many exciting activities.
There are a lot of activities to do in Bennington, Vermont, and we’ll show you some. These are some of the best things to do in Bennington, Vermont;
1. Oldcastle Theatre Company
One of the most famous performing arts venues in the town of Bennington is the Oldcastle Theatre Company.
This facility, which opened in 1972, has a variety of great performances and reasonably priced tickets.
If you’re planning on visiting this area and seeing more of the theatre, head to their website and check out their upcoming events.
The Oldcastle Theatre Company has featured in various states and countries, such as South Africa, Spain, and Canada.
In addition, many plays developed in this area have been showcased in other countries.
Address: The Oldcastle Theatre Company is at 331 Main St, Bennington, VT 05201, USA.
2. Bennington Museum
This is one of the most prominent museums in Bennington. This facility also has a wide variety of art and regional history.
It was opened in 1852 and had the world’s most extensive collection of paintings by Grandma Moses.
This museum also hosts various exhibitions. Suppose you’re interested in learning more about the multiple events in the area, head over to their website.
Address: This museum is at 75 Main St, Bennington, VT 05201, USA.
3. White Rocks
White Rocks is one of the most popular hiking areas in the town of Bennington.
This area has a 4-mile long trail that offers fantastic views of the mountain and the town of Bennington.
The White Rocks are located on the shoulder of Bald Mountain. The trail that you follow takes you through a small stream.
After walking for a while, you’ll eventually reach the top of the White Rocks.
This area is relatively easy to follow, and after walking up a few more steps, you’ll get to the top of the mountain.
Address: White Rocks is at 449 North Branch St, Bennington, VT 05201, USA.
4. Bennington Battle Monument
Another prominent landmark in Bennington is the Battle of the Monument, erected to commemorate the battle in 1777.
This impressive structure stands over 300 feet tall. If you’re interested in learning more about its history, you can look at its observation floor, or a tour guide can provide a brief history of the building.
Address: Bennington Battle Monument is at 15 Monument Cir, Bennington, VT 05201, USA.
5. Walloomsac Farmers’ Market
If you’re planning on visiting Bennington during your vacation and looking for something a bit different from the usual, head over to the Walloomsac Farmers’ Market.
The locals frequently visit this market. This place features various products and services, such as fresh flowers and seasonal produce.
Besides the regular products and services, this market also hosts live entertainment.
This is a must-visit for anyone in the area during the weekend.
Address: The Walloomsac Farmers’ Market is at Walloomsac Pathway, Bennington, VT 05201, USA.
6. The Mile-Around Woods
The Mile-around Woods is a private preserve dedicated to preserving the local flora.
This area is also open to the public for walking and hiking tours. This is a great way to spend time with family and friends while getting a taste of the outdoors.
This area is also dog-friendly, so that you can take your pet for a walk here. This is a great place to spend some time with family and friends.
It’s a beautiful place that’s ideal for people who are looking to surround themselves with nature.
Address: The Mile-Around Woods is at Woods Ln, North Bennington, VT 05257, USA.
7. Northshire Brewery
One of Bennington’s most popular local breweries is Northshire Brewery, known for its unique beers.
This place is also known for offering tours on Saturdays. This is a great way to get a taste of the different types of beer they produce.
Since 2010, Northshire Brewery has been dedicated to creating some of the best beers in the area.
Check out their blog if you’re interested in learning more about how they make their beer.
Address: The Northshire Brewery is at 108 County St, Bennington, VT 05201, USA.
8. Silk Road Covered Bridge
The Silk Road Covered Bridge was opened in 1840, a typical New England structure set in the country.
This bridge offers panoramic views all around, and it’s a must-visit if you’re planning on visiting the area.
This structure is one of the three bridges in the area that’s similar in appearance to the one you’ll see here.
Follow the signs and reach the right one. Besides this, taking photos of this historical structure is also a must.
Address: The Silk Road Covered Bridge is at Silk Rd, Bennington, VT 05201, USA.
9. Kevin’s Sports Pub and Restaurant
If you’re searching for a place filled with old-world charm and traditional American food, visit Kevin’s Sports Pub and Restaurant.
This establishment is in the heart of the town and is a must-visit for anyone in the area.
This restaurant features a fully equipped bar and a chilling outdoor area.
This establishment has a variety of menus that are customized to meet the needs of different customers.
It features different food types such as Mexican, Italian, and steak on certain nights.
This is a great place to enjoy a great meal while watching live entertainment.
Address: Kevin’s Sports Pub is at 27 Main St, North Bennington, VT 05257, USA.
10. Park-McCullough House
One of the most famous historical sites in the area is Park-McCullough House, which is a 35-room mansion that’s known for its unique Victorian architecture.
It’s also a great place to host events. This mansion can accommodate up to 35 people and is also available for private parties and weddings.
This is a must-visit if you’re planning on having a wedding or other special event in the area.
Address: The Park-McCullough House is at 1 Park St, North Bennington, VT 05257, USA.
11. Downtown Bennington Historic District
The downtown district of Bennington is known for its commercial establishments and historic buildings.
If you’re interested in learning more about architecture, look at the multiple styles of structures found here.
Some of these include neoclassical, Greek revival, and Italianate architecture.
Address: The Downtown Bennington Historic District is in Bennington, VT 05201, USA.
12. Fiddlehead at Four Corners
Fiddlehead at Four Corners is known for its fine art establishments. It is located at the city’s heart.
One is the Fiddlehead Gallery, which features contemporary and modern art.
This gallery has taken advantage of the former bank’s interior design, which features brass chandeliers and the original marble counter.
Besides art, this gallery also showcases various other crafts and contemporary art, such as pottery, wood, and metal.
Address: Fiddlehead at Four Corners is at 338 Main St, Bennington, VT 05201, USA.
13. Southern Vermont Colleges’ Laumeister Art Center
Another prominent art gallery in Bennington, Vermont, is the Laumeister Art Center, which features a wide range of Native American art.
Aside from displaying this type of art, the gallery also hosts various events and musical performances.
Visit their website to learn more about the upcoming exhibitions and other events at the gallery. The gallery is open on weekends only.
Address: Laumeister Art Center is at Southern Vermont College, VT 05201, USA.
14. Bennington Recreation Center
One of Bennington’s most popular places to go swimming is the Recreation Center.
This facility features a public swimming pool ideal for people looking for a warm, sunny afternoon.
It also has a gym that can be used for a quick workout. This indoor pool is equipped with stairs and an aquatic lift.
Address: The Bennington Recreation Center is at 655 Gage St, Bennington, VT 05201, USA.
15. The George Aiken Wildflower Trail
Another popular place to go hiking in the area is the George Aiken Trail, a multi-acre garden located inside the museum of the same name.
This garden is known for its various types of flowers. This walking trail is also gorgeous because it features multiple kinds of vegetation.
Address: The George Aiken Wildflower Trail is at 77 Main St, Bennington, VT 05201, USA.
16. Kimberly Farms
One of the most famous horse stables in the area is Kimberly Farms, which has been around for almost three decades.
This facility features various features such as barns, pastures, and horse riding tracks.
Address: Kimberly Farms is at 1214 Cross Hill Rd, North Bennington, VT 05257, USA.
17. Bennington Lanes
An exciting place to visit in the city of Bennington that’s also popular is the bowling alley known as the Bennington Lanes.
This facility has been open for almost 30 years and is run by a family. It’s a fun place to get a quick bowling game after a long day of sightseeing.
Address: The Bennington Lanes is at 219 Northside Dr, Bennington, VT 05201, USA.
18. Bennington Cinemas
After a long day, you want to take a break and go to the movies. One of the most famous movie houses in the area is the Bennington Cinemas.
Address: This attraction is located at 125 Phyllis Ln, Bennington, VT 05201, USA.
19. Green Mountain Oasis Day Spa
A good spa is one of the most important things to do in Bennington, Vermont, to get a break from their busy schedule.
If you’re planning on visiting the area for a relaxed weekend, consider the Green Mountain Oasis Day Spa.
Address: The Green Mountain Oasis Day Spa is at 469 Main St, Bennington, VT 05201, USA.
20. The Old First Church
While exploring the area, take a trip to the Old First Church, the oldest church in Vermont. This building was the first Protestant church in the state.
Address: The Old First Church is at 1 Monument Circle, Bennington, VT 05201.
21. Mt Anthony Country Club
The Mt. Anthony Country Club is located in the heart of Old Bennington and is the oldest public country club in Vermont.
This facility has several features and provides a great view of the Green Mountains.
Address: The Mt. Anthony Country Club is at 180 Country Club Drive, Bennington, VT 05201.
The Best Time To Visit Bennington, Vermont
According to the data collected by NOAA, the best time to visit the city of Bennington is from May to September.
This is because it’s the ideal period for experiencing the best weather.
How Much Does It Cost To Visit Bennington?
The average cost of a 7-day trip to the city of Bennington is around $1,820. For a couple, it’s approximately $3,089; for a family of four, it’s about $5,791.
In addition, there are various types of accommodations in the city, such as hotels which cost from $67 to $307.