Best trails in Windham-Blackhead Range Wilderness

1251 Reviews
Looking for a great trail in Windham-Blackhead Range Wilderness, New York? AllTrails has 23 great hiking trails, trail running trails, forest trails and more, with hand-curated trail maps and driving directions as well as detailed reviews and photos from hikers, campers, and nature lovers like you. Gearing up for a challenge? There are 13 hard trails in Windham-Blackhead Range Wilderness ranging from 4.7 to 21.9 miles and from 912 to 3,982 feet above sea level. Start checking them out and you'll be out on the trail in no time!
Show more
Map of trails in Windham-Blackhead Range Wilderness
Park information
Helpful links
Top trails (23)
#1 - Blackhead Mountain Loop Trail
Windham-Blackhead Range Wilderness
hardYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(143)
Length: 4.7 mi • Est. 3 h 4 m
Blackhead Mountain Loop Trail is a 4.7 mile heavily trafficked loop trail located near Purling, New York that features beautiful wild flowers and is rated as difficult. The trail is primarily used forShow more
#2 - Black Dome and Thomas Cole Mountain via Batavia Kill and Black Dome Range Trails Loop
Windham-Blackhead Range Wilderness
hardYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(65)
Length: 8.1 mi • Est. 5 h 4 m
Black Dome and Thomas Cole Mountain via Batavia Kill and Black Dome Range Trails Loop is a 8.1 mile moderately trafficked loop trail located near Maplecrest, New York that features beautiful wild flowShow more
#3 - Black Dome and Blackhead Mountain
Windham-Blackhead Range Wilderness
hardYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(119)
Length: 5.8 mi • Est. 3 h 51 m
Black Dome and Blackhead Mountain is a 5.8 mile moderately trafficked loop trail located near Maplecrest, New York that features a waterfall and is rated as difficult. The trail is primarily used for Show more
#4 - North Point
Windham-Blackhead Range Wilderness
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(97)
Length: 3 mi • Est. 1 h 45 m
Please see the park's website for up to date information: https://www.dec.ny.gov/lands/96068.htmlShow more
#5 - Windham High Peak via Elm Ridge Trail
Windham-Blackhead Range Wilderness
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(140)
Length: 5.9 mi • Est. 3 h 23 m
Windham High Peak via Elm Ridge Trail is a 5.9 mile moderately trafficked out and back trail located near Windham, New York that offers the chance to see wildlife and is rated as moderate. The trail iShow more
#6 - Blackhead, Black Dome and Thomas Cole Loop Trail
Windham-Blackhead Range Wilderness
hardYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(113)
Length: 12.5 mi • Est. 8 h 11 m
This trail covers three Catskill peaks (part of the Catskills 3500) along a beautiful mountain range and offers fantastic views. To do this as a one-way hike, visitors can shuttle cars or drop a bike Show more
#7 - Escarpment Trail to Burnt Knob
Windham-Blackhead Range Wilderness
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(50)
Length: 10.6 mi • Est. 6 h 6 m
Escarpment Trail to Burnt Knob is a 10.6 mile moderately trafficked out and back trail located near Maplecrest, New York that features beautiful wild flowers and is rated as moderate. The trail offersShow more
#8 - Blackhead Mountain
Windham-Blackhead Range Wilderness
hardYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(79)
Length: 5.5 mi • Est. 3 h 25 m
Blackhead Mountain is a 5.5 mile moderately trafficked out and back trail located near Maplecrest, New York that features a great forest setting and is rated as difficult. The trail is primarily used Show more
#9 - Acra Point via Black Dome Range and Escarpment Trails
Windham-Blackhead Range Wilderness
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(67)
Length: 3.5 mi • Est. 2 h 3 m
Acra Point via Black Dome Range and Escarpment Trails is a 3.5 mile moderately trafficked out and back trail located near Maplecrest, New York that offers the chance to see wildlife and is rated as moShow more
#10 - Rip's Rock from Winter Clove Inn
Windham-Blackhead Range Wilderness
hardYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(45)
Length: 4.9 mi • Est. 2 h 41 m
This round trip trail takes you to Rip's Rock, a stunning lookout of the Hudson Valley and the site where legend Rip Van Winkle slept for 20 years. Along the way the trail passes the Bareback Brook, DShow more
Showing results 1 - 10 of 23