Bennington, New Hampshire
Looking for the best hiking in Bennington? We've got you covered with the top trails, trips, hiking, backpacking, camping and more around Bennington. The detailed guides, photos, and reviews are all submitted by the Outbound community.
Top Hiking Spots in and near Bennington
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368 Weathersfield Trail, Vermont
Hike Mount Ascutney
3.05.2 mi / 2326 ft gainThis route to the top of Mount Ascutney is completed via the Weathersfield Trail. This trail goes past gorgeous Cascade Falls - often frozen in the winter months. There is a great spot to eat lunch at the top of Mount Ascutney to the side of the hang glider landing. While the summit itself does n...Read more -
Andover, Massachusetts
Deer Jump Reservation Loop
5.02.09 mi / 171 ft gainDeer Jump Reservation Loop is a loop trail that takes you by a river located near Andover, Massachusetts.Read more -
285 Salmon Hole Lane, Vermont
Hike Hamilton Falls
3.56.8 mi / 889 ft gainThe hike to Hamilton Falls is an enjoyable 6.8 miles roundtrip voyage through gorgeous forest scenery alongside a babbling brook. Be sure to visit the upper and lower falls! This trail is kid and dog friendly, so why not bring both?! If you are visiting the falls in the summer, bring a towel and ...Read more -
Andover, Massachusetts
Haggetts Rail Trail to Haggetts Pond
5.02.08 mi / 16 ft gainHaggetts Rail Trail to Haggetts Pond is an out-and-back trail that takes you through a nice forest located near Lawrence, Massachusetts.Read more -
Orange, New Hampshire
Hike Cardigan Mountain via the West Ridge Trail
4.73 mi / 1200 ft gainCardigan Mountain is located in Cardigan Mountain State forest just outside of Canaan, New Hampshire. Just make sure to go to The Cardigan Mountain state park parking lot, via Cardigan Mountain Road and not the AMC Cardigan Lodge. The trail begins right from the parking lot where there is a port...Read more -
Alexandria, New Hampshire
High Cabin
5.04 mi / 1275 ft gainHigh Cabin, located in Cardigan State Forest, is owned and operated by the Appalachian Mountian Club (AMC). It was originally built in 1931 and since renovated in 2004. Renovations included a new roof, siding, bunk beds, a wood stove, and a composting toilet. It comes supplied with wood, bunks(st...Read more -
Acton, Massachusetts
Hike the Pratt's Brook Conservation Area Loop
4.01.5 mi / 85 ft gainPark in the small parking area right before the trailhead. *Notice this parking area is small and only fits about 3-4 cars so prepare to find street parking on a busy day. You can punch in the coordinates to a GPS if you need help finding it: 42.4545482, -71.4358192. The loop is very diverse wit...Read more -
Gilford, New Hampshire
Hike the Lockes Hill Trail
4.01.8 mi / 419 ft gainThis trail, beginning at a parking lot adjacent to the lake, leads to one of the best views of Lake Winnipesaukee. Although not very high in elevation, it is one of the tallest crests in the area, providing some of the best views, and the actual hike is not challenging in most conditions. Due to ...Read more -
Concord, Massachusetts
Hike around Walden Pond
4.51.69 mi / 45 ft gainPark in the lot ($8 for MA residents) by Walden Pond to access the trail, and head out either direction on the loop around the pond. Trail is accessible from April-October.Read more -
Marlborough, Massachusetts
Hemingway Street Trail
1.73 mi / 197 ft gainHemingway Street Trail is an out-and-back trail that provides a good opportunity to view wildlife located near Marlborough, Massachusetts.Read more -
Hartford, Vermont
Camp at Quechee State Park
4.0Located on the Ottauquechee River, Quechee State Park offers camping options right beside one of Vermont's most famous gorges—Quechee Gorge. The steel bridge that passes over the 165 ft. gorge is just one of many spectacular views in this area. Quechee State Park is on Route 4 and easily accessi...Read more