The Best Backpacking in Fairfield
Looking for the best backpacking in Fairfield? We've got you covered with the top trails, trips, hiking, backpacking, camping and more around Fairfield. The detailed guides, photos, and reviews are all submitted by the Outbound community.
Top backpacking spots in and near 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 -
Guilford, Connecticut
Hike New England Trail (Net)
207.3 mi / 31 ft gainNew England Trail (NET) is a 207.3 mile point-to-point hike that takes you by a lake located near Guilford, Connecticut.Read more -
Manorville, New York
Paumanok Path Trail
21.21 mi / 1168 ft gainPaumanok Path Trail is an out-and-back trail that takes you past scenic surroundings located near Riverhead, New York.Read more -
Pawling, New York
Corbin Hill and Pawling Nature Reserve via Appalachian Trail
12.11 mi / 1978 ft gainCorbin 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.Read more -
Pawling, New York
Appalachian Trail: Metro North to Manitou
42.19 mi / 6348 ft gainAppalachian Trail: Metro North to Manitou is a point-to-point trail that takes you by a lake located near Pawling, New York.Read more -
Hopewell Junction, New York
Three Lakes and Appalachian Trail Loop
7.64 mi / 827 ft gainThree Lakes and Appalachian Trail Loop is a loop trail that takes you by a lake located near Hopewell Junction, New York.Read more -
Cold Spring, New York
Appalachian Trail: Canopus Lake to Graymoor
11.76 mi / 1306 ft gainAppalachian Trail: Canopus Lake to Graymoor is a point-to-point trail where you may see beautiful wildflowers located near Putnam Valley, New York.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 -
Tomkins Cove, New York
Ramapo Dunderberg Trail: Jones Point to Tuxedo
21.45 mi / 3944 ft gainRamapo Dunderberg Trail: Jones Point to Tuxedo is a point-to-point trail that takes you by a waterfall located near Tomkins Cove, New York.Read more -
Kent, Connecticut
Hike Herrick Trail Preserve Via Appalachian Trail Loop
8.9 mi / 1 ft gainHerrick Trail Preserve via Appalachian Trail Loop is a 9 mile loop hike where you may see beautiful wild flowers located near Sherman, Connecticut.Read more -
Kent, Connecticut
Appalachian Trail: Bull's Bridge to Ten Mile Hill
4.55 mi / 1129 ft gainAppalachian Trail: Bull's Bridge to Ten Mile Hill is an out-and-back trail that takes you by a river located near Wingdale, New York.Read more -
Philipstown, New York
Appalachian Trail: Hudson River to Mount Washington State Forest
99.7 mi / 17582 ft gainAppalachian Trail: Hudson River to Mount Washington State Forest is a point-to-point trail where you may see local wildlife located near Peekskill, New York.Read more -
Kent, Connecticut
Schaghticoke Mountain via Appalachian Trail
2.97 mi / 984 ft gainSchaghticoke Mountain via Appalachian Trail is an out-and-back trail that takes you through a nice forest located near Wingdale, New York.Read more -
Stony Point, New York
Perkins Memorial Tower via Appalachian Trail
3.7 mi / 1230 ft gainPerkins Memorial Tower via Appalachian Trail is an out-and-back trail where you may see beautiful wildflowers located near Bear Mountain, New York.Read more -
Stony Point, New York
Suffern - Bear Mountain from Gate Hill Road
15.37 mi / 3652 ft gainSuffern - Bear Mountain from Gate Hill Road is an out-and-back trail that takes you by a lake located near Pomona, New York.Read more -
Pomona, New York
Torne Mount Ivy Trail
16.68 mi / 2736 ft gainTorne Mount Ivy Trail is an out-and-back trail that provides a good opportunity to view wildlife located near Pomona, New York.Read more