Best trails in Carlisle

719 Reviews
Looking for a great trail near Carlisle, Massachusetts? AllTrails has 9 great hiking trails, walking trails, kid friendly 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 Whitehall State Park or Great Brook Farm State Park, we've got you covered. You'll also find some great local park options, like Blue Hills Reservation or Watatic Mountain State Wildlife Area. Just looking to take a quick stroll? We've got 8 easy trails in Carlisle ranging from 0.9 to 2.7 miles and from 144 to 272 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 Carlisle
Top trails (9)
#1 - Great Brook Farm Woodchuck, Chicken, and Beaver Loop Trail
Great Brook Farm State Park
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(526)
Length: 4.7 mi • Est. 2 h 3 m
NOTE: Users have reported that a section of this trail is closed for construction as of June 2020. Please check with the park for more information. You can park at Farm's Ice Cream Stand for $3.Show more
#2 - Greenough Trail
Carlisle, Massachusetts
easyYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray Star(61)
Length: 2.1 mi • Est. 53 m
Greenough Trail is a 2.1 mile out and back trail located near Carlisle, Massachusetts. The trail is good for all skill levels and primarily used for hiking. Dogs are also able to use this trail but muShow more
#3 - Lantern and Corn Cob Loop Trail
Great Brook Farm State Park
easyYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(47)
Length: 2.2 mi • Est. 56 m
Lantern and Corn Cob Loop Trail is a 2.2 mile moderately trafficked loop trail located near Carlisle, Massachusetts that features a lake and is good for all skill levels. The trail is primarily used fShow more
#4 - Cranberry Bog Peninsula Trail
Cranberry Bog Reservoir
easyYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(26)
Length: 2.6 mi • Est. 1 h 5 m
Cranberry Bog Peninsula Trail is a 2.6 mile lightly trafficked out and back trail located near Carlisle, Massachusetts that features a lake and is good for all skill levels. The trail is primarily usShow more
#5 - Towle Inner and Outer Loop
Carlisle, Massachusetts
easyYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray Star(26)
Length: 2.2 mi • Est. 59 m
Great walk with the dog on leash or with voice control. Good clear paths with nice wildlife, foliage, and some wet lands. With the trail either beginning or ending with a huge field where're bird callShow more
#6 - Peninsula, Pipeline, West and East Bog Loop
Cranberry Bog Reservoir
easyYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow Star(13)
Length: 2.7 mi • Est. 1 h 8 m
Peninsula, Pipeline, West and East Bog Loop is a 2.7 mile lightly trafficked loop trail located near Carlisle, Massachusetts that features a lake and is good for all skill levels. The trail is primarShow more
#7 - East and West Bog Loop
Cranberry Bog Reservoir
easyYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray Star(12)
Length: 1 mi • Est. 25 m
East and West Bog Loop is a 1 mile lightly trafficked loop trail located near Carlisle, Massachusetts that features a lake and is good for all skill levels. The trail is primarily used for walking, nShow more
#8 - East and West Big Loop
Cranberry Bog Reservoir
easyYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(3)
Length: 1.3 mi • Est. 32 m
East and West Big Loop is a 1.3 mile lightly trafficked loop trail located near Carlisle, Massachusetts that features a lake and is good for all skill levels. The trail offers a number of activity opShow more
#9 - Towle Inner Loop
Carlisle, Massachusetts
easyYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray StarGray Star(6)
Length: 0.9 mi • Est. 24 m
Towle Inner Loop is a 0.9 mile moderately trafficked loop trail located near Carlisle, Massachusetts that features a great forest setting and is good for all skill levels. The trail is primarily used Show more