Londonderry, Vermont
Looking for the best hiking in Londonderry? We've got you covered with the top trails, trips, hiking, backpacking, camping and more around Londonderry. The detailed guides, photos, and reviews are all submitted by the Outbound community.
Top Hiking Spots in and near Londonderry
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Bennington, Vermont
Hayfield & Ursa Way Loop
1.55 mi / 473.1 ft gainThe Hayfield & Ursa Way Loop is a short, family-friendly hike in Bennington, Vermont — at just under 1.6 miles with about 475 feet of elevation gain, it packs a meaningful bit of climbing and a lake view into a route that most hikers can finish in under an hour. It's the kind of trail that lo...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 -
Castleton, Vermont
Hike around Taconic Mountains Ramble State Park
Taconic Mountains Ramble State Park is a unique collection of hiking trails and walking paths that meander more than 204 acres of fields, forests, gorges, cliffs, and gardens. The best way to explore these enchanting trails is to pack a picnic and lace up your hiking boots for a full-day ramble. ...Read more -
Newbury, New Hampshire
Hike to Lake Solitude, NH
4.04.8 mi / 2510 ft gainThe two most popular routes to Lake Solitude are the Newbury Trail and Andrew Brook Trail. The round-trip distance of the hikes are 4.8 miles and 3.8 miles. Both could be described as moderate in terms of difficulty. The Newbury trail is accessed from Lakeview Ave and Andrew Brook Trail can be a...Read more -
North Adams, Massachusetts
The Cascades Trail
4.31.97 mi / 315 ft gainThe Cascades Trail is an out-and-back trail that takes you by a waterfall located near North Adams, Massachusetts.Read more -
Savoy, Massachusetts
Tannery Falls Loop
0.54 mi / 135 ft gainThe hike to Tannery Falls may be a little confusing, I'll clear it up for you before you even go there! To get to The falls you will travel down a dirt road that isn't very well maintained during the winter. As you keep driving down the dirt road you will notice a pond , which means you are almos...Read more -
Jaffrey, New Hampshire
Summit Mt. Monadnock via Marlboro Trail
5.04 mi / 2300 ft gainStart at the Marlboro Trailhead (you can enter this in Google maps) off Shaker Road. There's parking and porta-potty bathrooms. The trail is well-marked with white dashes/M marks all the way up. Once on trail, the initial 800 ft climb is through forested terrain with a few brooks and streams alon...Read more -
Clemons, New York
Black Mountain Loop
6.79 mi / 1319 ft gainBlack Mountain is located on the Eastern side of Lake George and is the tallest mountain above Lake George. The trailhead is located on Pike Brook Road (off from Hulett's Rd, Route 6) in Clemons, NY. The parking area is about one mile up Pike Brook Road, on the right. This hike to Black Mountain...Read more -
Cropseyville, New York
Hike Dickinson Hill Fire Tower
4.53 mi / 200 ft gainOnce you drive onto N. Long Pond Road you will follow it appproximately 1.5 miles to the end. From the parking you can take the short walk back on the road to the start of the trail. The trail is actually a rough Fire Tower Road. You will follow this for about 1.3 miles. Here you will see a se...Read more -
Fort Ann, New York
Sleeping Beauty and Bumps & Fishbrook Ponds
6.16 mi / 1138 ft gainParking is available at the end of Dacy Clearing Rd. There are great primitive campsites throughout the area. In winter and mud season you will have to park at the start of Dacy Clearing Rd which adds 1.6 miles each way. From the parking clearing, turn right passing through a gate. Soon you r...Read more -
Fort Ann, New York
Buck Mountain via Shelving Rock Road
4.44 mi / 1145 ft gainThere are a few options for this mountain. The route described is the easiest approach and therefore the nicest for a sunset hike. Starting at the trailhead on Shelving Rock Road the sign will read 2.5 miles to the summit. The trail is easy to follow and marked with blue discs. Gentle grade for ...Read more -
Jaffrey, New Hampshire
Hike MT Monadnock via White Arrow Trail
4.3 mi / 1485 ft gainArriving at the Old Toll Road/Halfway House Trail head you will have $5 entrance fee. Starting on the Old Toll road you'll find yourself walking on a gradual incline into the beautiful New Hampshire wilderness. Everything you see and smell is fresh and vibrant. Following the road for 1.1 miles yo...Read more -
Williamstown, Massachusetts
Mount Greylock via Money Brook Trail
9.57 mi / 2849.96 ft gainPark in the parking lot on Hopper Rd. Walk to the end of the road where you will find the Hopper Trailhead. Take the right fork. The Money Brook trail will take you to a waterfall, the Mt. Greylock summit, and back to the end of Hopper Rd. The trail is long but worth the hike, exploring parts of ...Read more -
Jaffrey, New Hampshire
Mount Monadnock via White Dot Trail
4.53.46 mi / 1699 ft gainMonadnock State Park is located in and around the 3,165-ft. Mount Monadnock. Mount Monadnock is crisscrossed by many miles of well-maintained hiking trails. The popular White Dot Trail (2.2 miles) is the shortest but steepest ascent to the summit, accessible from the Monadnock State Park headquar...Read more -
Jaffrey, New Hampshire
Mount Monadnock via White Dot & White Cross Loop
4.53.7 mi / 1686 ft gainThe White Dot Trail is the shortest, steepest ascent to the summit, while White Cross has a slightly easier grade down with very little difference in distance. Therefore, per the park's rangers, the best way to conquer this loop is White Dot up, White Cross down.The White Dot Trail begins at Mon...Read more -
Williamstown, Massachusetts
Hike the March Cataract Falls Trail
4.02.2 mi / 511 ft gainPark at the Junction of Sperry Rd and Rockwell Rd. To get to the trailhead, hike along Sperry Road for about 30 minutes. (Not to the end of the road, see map below.) Then hike along the March Cataract Trail, an out-and-back. You can bring dogs on leash. The trail is short but steep in some parts ...Read more