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Best trails in Ashby

185 Reviews
Looking for a great trail near Ashby, Massachusetts? AllTrails has 6 great hiking 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. If you're looking for the best trails around Monadnock State Park or Great Brook Farm State Park, we've got you covered. You'll also find some great local park options, like Watatic Mountain State Wildlife Area or Mine Falls Park. Ready for some activity? There are 5 moderate trails in Ashby ranging from 1.6 to 9.2 miles and from 574 to 1,833 feet above sea level. Start checking them out and you'll be out on the trail in no time!
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Map of trails in Ashby
Top trails (6)
#1 - Willard Brook Trail
Willard Brook State Forest
easyYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(87)
Length: 2.2 mi • Est. 59 m
Willard Brook Trail is a 2.2 mile moderately trafficked out and back trail located near Ashby, Massachusetts that features a lake and is good for all skill levels. The trail is primarily used for hikiShow more
#2 - Willard Brook and Friends Loop
Willard Brook State Forest
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray Star(51)
Length: 3.2 mi • Est. 1 h 32 m
Willard Brook and Friends Loop is a 3.2 mile lightly trafficked loop trail located near Ashby, Massachusetts that features a river and is rated as moderate. The trail is primarily used for hiking, traShow more
#3 - Watatic Mountain via Watatic Mountain Road
Watatic Mountain State Wildlife Area
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(23)
Length: 3.2 mi • Est. 1 h 43 m
Note: As of May 2020, there’s no parking allowed at the gate so you have to walk down the road a bit for parking.Show more
#4 - Friends Loop Orange and Yellow Trail
Ashby, Massachusetts
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(11)
Length: 9.2 mi • Est. 3 h 41 m
Parking Fee: $8Show more
#5 - Blood Hill
Ashby, Massachusetts
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray Star(8)
Length: 1.6 mi • Est. 59 m
Blood Hill is a 1.6 mile lightly trafficked out and back trail located near Ashby, Massachusetts that features a great forest setting and is rated as moderate. The trail is primarily used for hiking,Show more
#6 - Rattlesnake, Butterscotch, and Friends Trail Loop
Ashby, Massachusetts
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray StarGray Star(5)
Length: 2.7 mi • Est. 1 h 6 m
Rattlesnake, Butterscotch, and Friends Trail Loop is a 2.7 mile lightly trafficked loop trail located near Ashby, Massachusetts that features a great forest setting and is rated as moderate. The trailShow more