The Best Hiking in New Fairfield
Looking for the best hiking in New Fairfield? We've got you covered with the top trails, trips, hiking, backpacking, camping and more around New Fairfield. The detailed guides, photos, and reviews are all submitted by the Outbound community.
Top hiking spots in and near New Fairfield
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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 -
New Fairfield, Connecticut
Hike Great Hollow And Lower Overlook Loop
4 mi / 800 ft gainGreat Hollow and Lower Overlook Loop is a 4 mile loop hike that takes you by a river located near New Fairfield, 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 -
New Fairfield, Connecticut
Hike Great Hollow Main Loop
2.4 mi / 288 ft gainGreat Hollow Main Loop is a 2.4 mile loop hike that takes you by a waterfall located near New Fairfield, Connecticut.Read more -
Danbury, Connecticut
Hike Boggs Pond Red Trail Loop
3.4 mi / 600 ft gainBoggs Pond Red Trail Loop is a 3.4 mile loop hike that takes you by a lake located near Danbury, Connecticut.Read more -
Brookfield, Connecticut
Hike Still River Greenway: Arthur Harris Linear Park
3.3 mi / 131 ft gainStill River Greenway: Arthur Harris Linear Park is a 3.3 mile loop hike that takes you by a river located near Brookfield, 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 -
Danbury, Connecticut
Hike Parks Pond Loop
1.3 mi / 137 ft gainParks Pond Loop is a 1.3 mile loop hike that takes you by a lake located near Danbury, Connecticut.Read more -
Danbury, Connecticut
Hike Tarrywile Park Trail
4.5 mi / 964 ft gainTarrywile Park Trail is a 4.5 mile out and back hike that takes you by a lake located near Danbury, Connecticut.Read more -
Danbury, Connecticut
Hike Blue And Parks Pond Loop
1.7 mi / 288 ft gainBlue and Parks Pond Loop is a 1.7 mile loop hike that takes you by a lake located near Danbury, Connecticut.Read more -
Danbury, Connecticut
Hike Terrywile Park Yellow Loop
3.6 mi / 967 ft gainTerrywile Park Yellow Loop is a 3.6 mile loop hike that takes you past great forest setting located near Danbury, Connecticut.Read more -
Danbury, Connecticut
Hike Middle Mountain To Thomas Mountain Loop
3.7 mi / 856 ft gainMiddle Mountain to Thomas Mountain Loop is a 3.7 mile loop hike that takes you past great forest setting located near Danbury, Connecticut.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 -
Ridgefield, Connecticut
Hike Shadow Lake Trail
0.7 mi / 26 ft gainShadow Lake Trail is a 0.7 mile loop hike that takes you by a river located near Ridgefield, 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
