The Best Hiking in New Milford
Looking for the best hiking in New Milford? We've got you covered with the top trails, trips, hiking, backpacking, camping and more around New Milford. The detailed guides, photos, and reviews are all submitted by the Outbound community.
Top hiking spots in and near New Milford
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New Milford, Connecticut
Hike New Milford Reservoir Loop
1.2 mi / 75 ft gainNew Milford Reservoir Loop is a 1.2 mile loop hike that takes you by a lake located near New Milford, Connecticut.Read more -
New Milford, Connecticut
Hike Waramaug Loop
1.2 mi / 180 ft gainWaramaug Loop is a 1.2 mile loop hike that takes you by a river located near New Milford, Connecticut.Read more -
New Milford, Connecticut
Hike Housatonic River Trail
10.1 mi / 413 ft gainHousatonic River Trail is a 10.1 mile out and back hike that takes you by a river located near New Milford, Connecticut.Read more -
New Milford, Connecticut
Hike River Road Pond Loop
2.7 mi / 183 ft gainSega Meadows Park Loop is a 2.6 mile loop hike that takes you by a river located near New Milford, Connecticut.Read more -
Roxbury, Connecticut
Hike Roxbury Mines
3.6 mi / 511 ft gainRoxbury Mines is a 3.6 mile loop hike where you may see beautiful wild flowers located near Roxbury, Connecticut.Read more -
Washington, Connecticut
Hike Pinney Loop Trail
3.7 mi / 341 ft gainPinney Loop Trail is a 3.7 mile loop hike that takes you by a river located near Washington Depot, Connecticut.Read more -
Washington, Connecticut
Hike Green Circle Trail
4.2 mi / 521 ft gainYellow Circle Blazes Loop is a 4.2 mile loop hike that takes you by a river located near Washington Depot, Connecticut.Read more -
New Fairfield, Connecticut
Hike Squantz Pond Trail
2.2 mi / 321 ft gainThe 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 reflec...Read more -
Bridgewater, Connecticut
Hike Iron Ore Hill Red And Blue Loop
2.5 mi / 459 ft gainIron Ore Hill Red and Blue Loop is a 2.5 mile loop hike that takes you by a lake located near Bridgewater, Connecticut.Read more -
Roxbury, Connecticut
Hike Shepaug River Trail
3.6 mi / 705 ft gainShepaug River Trail is a 3.6 mile out and back hike that takes you by a river located near Roxbury, Connecticut.Read more -
New Fairfield, Connecticut
Hike Pootatuck State Forest Loop
1.8 mi / 259 ft gainPootatuck State Forest Loop is a 2 mile loop hike that takes you by a lake located near New Fairfield, Connecticut.Read more -
New Fairfield, Connecticut
Hike Pine Hill Road Loop
1.9 mi / 291 ft gainPine Hill Road Loop is a 1.9 mile loop hike where you may see beautiful wild flowers located near New Fairfield, Connecticut.Read more -
Roxbury, Connecticut
Hike Brian E. Tierney Blue Trail
1.8 mi / 275 ft gainBrian E. Tierney Blue Trail is a 1.8 mile loop hike that takes you by a waterfall located nearr Roxbury, Connecticut.Read more -
Washington, Connecticut
Hike Van Sinderen Loop
3.4 mi / 469 ft gainVan Sinderen Loop is a 3.4 mile loop hike that takes you by a river located near Washington, Connecticut.Read more -
Sherman, Connecticut
Hike Appalachian Trail: Hoyt Road To Bull's Bridge
7.9 mi / 1 ft gainAppalachian 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.Read more -
Brookfield, Connecticut
Hike Williams Gurski Open Space Trails Via Williams Park
3 mi / 462 ft gainWilliams-Gurski Open Space Trails via Williams Park is a 3 mile loop hike that takes you past great forest setting located near Brookfield, Connecticut.Read more