Sherman
Top Spots
Hike Housatonic River Trail
New Milford, Connecticut
10.1 mi
/ 413 ft gain
Housatonic River Trail is a 10.1 mile out and back hike that takes you by a river located near New Milford, Connecticut.
Hike River Road Pond Loop
New Milford, Connecticut
2.7 mi
/ 183 ft gain
Sega Meadows Park Loop is a 2.6 mile loop hike that takes you by a river located near New Milford, Connecticut.
Pawling Nature Preserve Red Trail
Pawling, New York
5.69 mi
/ 351 ft gain
Pawling Nature Preserve Red Trail is an out-and-back trail that takes you by a lake located near Pawling, New York.
Hike Appalachian Trail: Hoyt Road To Bull's Bridge
Sherman, Connecticut
7.9 mi
/ 1 ft gain
Appalachian Trail: Hoyt Road to Bull's Bridge is a 8.5 mile out and back hike that takes you by a river located near Gaylordsville, Connecticut.
Hike Pine Hill Road Loop
New Fairfield, Connecticut
1.9 mi
/ 291 ft gain
Pine Hill Road Loop is a 1.9 mile loop hike where you may see beautiful wild flowers located near New Fairfield, Connecticut.
Hike Pootatuck State Forest Loop
New Fairfield, Connecticut
1.8 mi
/ 259 ft gain
Pootatuck State Forest Loop is a 2 mile loop hike that takes you by a lake located near New Fairfield, Connecticut.
Hike Squantz Pond Trail
New Fairfield, Connecticut
2.2 mi
/ 321 ft gain
The hike is rated as moderate and is accessible all year round. While it’s accessible during all seasons, the sights of the leaves changing colors in the autumn makes it an exceptionally beautiful time to do this hike. You’ll definitely want to snap some photos along the way of the foliage reflecting off the water’s surface.
Note that there are some steeper portions of this trail as well as so...
Corbin Hill and Pawling Nature Reserve via Appalachian Trail
Pawling, New York
12.11 mi
/ 1978 ft gain
Corbin Hill and Pawling Nature Reserve via Appalachian Trail is an out-and-back trail that takes you by a lake located near Pawling, New York.
Appalachian Trail: Metro North to Manitou
Pawling, New York
42.19 mi
/ 6348 ft gain
Appalachian Trail: Metro North to Manitou is a point-to-point trail that takes you by a lake located near Pawling, New York.
Places to stay
Thomaston, Connecticut
Northfield Brook Lake Group Shelters
Overview
Northfield Brook Lake Group Shelters are located along a small scenic lake in the Naugatuck Valley of west-central Connecticut.N...
Naugatuck, Connecticut
Hop Brook Lake Recreation Area
Overview
Hop Brook Lake Recreation Area is located within the towns of Middlebury, Naugatuck and Waterbury, Connecticut. Its 536 acres pr...
Tomkins Cove, New York
Bear Mountain Inn
This 63-room Inn handles Wedding and Corporate events up to 250 people. The Full Services Restaurant serve Breakfast, Lunch and Dinner an...
From $109 / night
Catskill, New York
Getaway Catskills West
A Handcrafted Hideaway
Enjoy your tiny spot in nature - our collection of cabins is spread across 57 acres. The cabins are scattered thr...
From $209 / night
Catskill, New York
Getaway Catskills East
A Handcrafted Hideaway
Enjoy your tiny spot in nature - our collection of cabins is spread across 57 acres. The cabins are scattered thr...
From $209 / night
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- The best hiking trails in Sherman
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