Bennington, a region in southwestern Vermont, is situated between the Green Mountains and the Taconic Mountains, offering a diverse landscape for outdoor activities. This geographical setting provides a variety of terrain, from mountain trails to scenic river valleys and lakes. The area is known for its natural features, including sections of the Appalachian and Long Trails, and provides opportunities for several sports like hiking, road cycling, jogging, and touring cycling.
Bennington offers more than 10β¦
32
Routes
4.4
(9)
Average rating
141
People visited

8
hikers
13.6km
04:17
630m
260m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

4
hikers
2.56km
00:41
30m
30m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

5.0
(1)
1
hikers
4.22km
01:07
40m
40m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

3.50km
01:17
320m
10m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
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11
riders
53.3km
02:28
580m
580m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

9
riders
82.2km
03:53
1,100m
1,100m
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.

4
riders
72.5km
03:10
580m
580m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

4
riders
72.4km
03:30
1,010m
1,010m
Hard road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride.
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4
riders
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

2
riders
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

3
riders
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

1
riders
18.7km
01:07
140m
140m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
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5
runners
7.43km
00:47
80m
80m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

5
runners
8.70km
00:55
80m
80m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

3
runners
9.47km
01:00
110m
110m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

3
runners
8.38km
00:53
100m
100m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Bennington, Vermont, offers a range of outdoor activities including hiking, road cycling, jogging, and touring cycling. The region is situated between the Green Mountains and Taconic Mountains, providing diverse terrain for these sports. More than 10 routes are available, with an average rating of 4.33 stars from over 200 visitors.
Hiking trails in Bennington can be found throughout the region, including sections of the Appalachian and Long Trails. The Bennington Area Trail System (BATS) on Mount Anthony offers over 12 miles (19 km) of multi-use trails. For more information, consult the Hiking around Bennington guide.
Yes, Bennington offers easy hiking trails suitable for beginners and families. The Mile-Around Woods and the Robert Frost Trail provide scenic and accessible routes. The Easy hikes around Bennington guide provides specific recommendations.
Bennington features several road cycling routes that explore the scenic landscape and historic covered bridges. These routes often connect parts of the natural landscape with local history. Details on specific routes are available in the Road Cycling Routes around Bennington guide.
Bennington provides various trails suitable for jogging and running. The Bennington Area Trail System (BATS) offers multi-use trails on Mount Anthony. For detailed options, refer to the Running Trails around Bennington guide.
Yes, touring cyclists can find routes in Bennington that often pass by historic covered bridges like the Burt Henry, Silk Road, and Paper Mill bridges. These routes offer a blend of natural scenery and historical points of interest. The Cycling around Bennington guide can assist in planning.
Bennington's trails offer views of the Green and Taconic Mountains, including Mount Anthony. Hikers can access sections of the Appalachian and Long Trails, with Harmon Hill providing views of Bennington and into New York State. Woodford State Park and Lake Shaftsbury State Park also offer scenic natural settings.
Bennington's outdoor routes are well-regarded on komoot, with more than 200 visitors having shared their experiences. The available routes have an average rating of 4.33 out of 5 stars. There are 13 total routes recorded for the region.
Yes, organizations like the Green Mountain Club Bennington Section actively maintain sections of the Appalachian and Long Trails. The Bennington Area Trail System (BATS) also works to maintain and expand the multi-use trails on Mount Anthony.
Bennington offers opportunities for winter sports such as cross-country skiing and snowshoeing at locations like Prospect Mountain. The region also provides access to the V.A.S.T. snowmobile trail network for winter recreation.
For tourism-specific inquiries, the Bennington Welcome Center can be reached at (802) 447-2456. The Southwestern Vermont Chamber of Commerce also serves as a tourism information resource and can be contacted at 802-447-3311.

