Old Bennington, a region in Vermont, is situated between the Green Mountains and the Taconic Mountains, offering a diverse landscape for outdoor activities. The area features prominent natural elements like Mount Anthony and the convergence of the Valley of Vermont and the Walloomsac River valley. This varied terrain provides an ideal setting for several sports like hiking, road cycling, jogging, and touring cycling.
Old Bennington offers numerous routes for outdoor enthusiasts, catering to aβ¦
29
Routes
4.7
(7)
Average rating
129
People visited

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

3
hikers
2.56km
00:41
30m
30m
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.

3.52km
01:23
400m
0m
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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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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2
riders
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

1
riders
20.9km
01:16
200m
200m
Moderate bike ride. 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.

1
riders
34.4km
02:28
550m
550m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Old Bennington offers a variety of outdoor activities including hiking, road cycling, jogging, and touring cycling. The region's diverse landscape, situated between the Green Mountains and Taconic Mountains, provides varied terrain for these sports.
Popular hiking trails include the George Aiken Wildflower Trail, the Robert Frost Trail, and sections of the Appalachian and Long Trails. The Bennington Area Trail System (BATS) also offers over 12 miles (19 km) of interconnected trails. For more details, see the Hiking around Old Bennington guide.
Yes, Old Bennington has easy and family-friendly options. The George Aiken Wildflower Trail is a short, scenic walk, and the Mile-Around Woods offers a 1.3-mile (2.1 km) loop trail. The Easy hikes around Old Bennington guide provides additional routes.
The landscape around Old Bennington features challenging climbs, rolling roads, and extensive woodlands suitable for road and touring cycling. The Bennington Area Trail System (BATS) also includes trails like Hops & Vines for biking. Explore options in the Road Cycling Routes around Old Bennington and Cycling around Old Bennington guides.
Hikers can encounter prominent natural features like Mount Anthony, the Walloomsac River valley, and Lake Paran. Trails also pass through red pine trees and wildflower areas, particularly along the George Aiken Wildflower Trail.
Old Bennington is a National Historic District with sites like the Bennington Battle Monument and the Old First Church. The Robert Frost Trail passes by remnants of Frost's orchard and his gravesite is nearby, integrating history with outdoor pursuits.
Information regarding specific dog policies for all trails in Old Bennington is not universally available. It is advisable to check local signage or specific trail regulations before bringing dogs on trails.
The region offers vibrant foliage, especially in the fall, making it a popular time for outdoor activities. Late spring and early summer are also scenic, with wildflowers in bloom along trails like the George Aiken Wildflower Trail.
Old Bennington is a popular destination on komoot, with more than 200 visitors sharing their experiences. The outdoor offerings in the region have an average rating of 4.53 out of 5 stars.
Komoot offers several guides for Old Bennington, including Hiking around Old Bennington, Easy hikes around Old Bennington, Road Cycling Routes around Old Bennington, Running Trails around Old Bennington, and Cycling around Old Bennington.
The official website for the Village of Old Bennington is oldbennington.org. This site provides information about the village and its local resources.
Yes, for more challenging excursions, hikers can explore sections of the Appalachian and Long Trails. Popular options include the Bald Mountain Trail and Harmon Hill Trail, which offer impressive views.
Many of the trails suitable for hiking, such as the George Aiken Wildflower Trail, Robert Frost Trail, and the BATS network, are also ideal for jogging and running. The Running Trails around Old Bennington guide offers specific routes.

