Bennington, a region in Vermont, is defined by its diverse landscape, nestled between the Green Mountains and the Taconic Mountains. This geographical setting provides a varied terrain of rolling hills, dense woodlands, and picturesque river valleys. These natural features create an ideal environment for several sports like jogging, hiking, touring cycling, and road cycling. The area's composition supports a wide range of outdoor pursuits.
For those seeking things to do in Bennington, the region offers…
28
Routes
4.8
(32)
Average rating
277
People visited

5.0
(4)
23
hikers
4.89km
01:16
30m
30m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

5.0
(2)
7
hikers
8.56km
02:13
50m
50m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

1
hikers
4.51km
01:12
40m
40m
Moderate hike. Great for any fitness level. Mostly accessible paths. Sure-footedness required.

6
hikers
3.98km
01:02
20m
20m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
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19
runners
4.81km
00:30
20m
20m
Easy run. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

16
runners
8.54km
00:53
50m
40m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

3.79km
00:26
50m
40m
Easy run. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

27
runners
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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5
riders
12.9km
00:48
100m
100m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

1
riders
22.9km
01:22
160m
160m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

4.6
(21)
26
riders
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

9
riders
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
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30
riders
33.9km
01:41
160m
160m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

18
riders
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

13
riders
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

7
riders
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
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Bennington offers a variety of outdoor activities, including jogging, hiking, touring cycling, and road cycling. The region features diverse terrain from mountainous trails to river valleys and woodlands. Komoot users have explored these activities, with more than 300 visitors sharing their experiences.
Yes, komoot provides a dedicated guide for running enthusiasts. This guide details various routes suitable for jogging in the Bennington area. Explore options in the Running Trails around Bennington guide.
Bennington offers numerous hiking opportunities, from challenging mountain climbs to accessible woodland paths. Sections of the Appalachian and Long Trails are present, alongside local options like the Bennington Area Trail System. For more details, consult the Hiking around Bennington guide.
The Bennington region provides varied terrain for both touring and road cycling, including climbs, rolling roads, and routes along river valleys. Historic landmarks are often incorporated into these routes. Find detailed information in the Cycling around Bennington and Road Cycling Routes around Bennington guides.
Yes, Bennington features several accessible paths suitable for families and beginners. Examples include the Mile Around Woods, the George D. Aiken Wildflower Trail/Nature Walk, and the Woodford Trail around Adams Reservoir. The Easy hikes around Bennington guide offers specific recommendations.
The region is characterized by the Green and Taconic Mountains, offering panoramic views from peaks like Bald Mountain and Dorset Peak. River valleys, including the Walloomsac and Battenkill, and serene waters like Lake Paran are also prominent. The Bennington Battle Monument is a historic landmark often visible from certain routes.
The Bennington Area Trail System (BATS) is a network of over 12 miles (19 kilometers) of interconnected, multi-use singletrack trails. These trails are designed for hikers, mountain bikers, and trail runners. BATS provides dedicated resources for various outdoor activities within the region.
Many trails in the Bennington area, including those within the Green Mountain National Forest and local systems like the Mile Around Woods, are generally dog-friendly. Specific rules regarding leashes and waste disposal may apply. Visitors should check local signage or park regulations for detailed information.
Bennington's outdoor routes are well-regarded by the komoot community. With more than 300 visitors, the available routes have an average rating of 4.92 out of 5 stars based on 56 ratings. This indicates a high level of satisfaction among users.
For visitor information, the official tourism marketing site for Bennington is Vermont Begins Here. The Downtown Visitor Center can be reached at (802) 442-5758. The Bennington Welcome Center, accessible from Routes 7 and 279, can be contacted at (802) 447-2456.
Bennington's terrain is diverse, ranging from rugged mountainous paths with significant elevation gains to rolling hills and flat river valley routes. Extensive woodlands, including sections of the Green Mountain National Forest, are common features. Trails cater to various difficulty levels, from challenging climbs to accessible walks.
Yes, the Mile Around Woods in North Bennington includes a section known as the Robert Frost Trail. This area also features an orchard planted by Robert Frost, offering a blend of natural beauty and historical significance. It provides charming, accessible paths through forested areas.

