Best trails near Carlisle

117 trails · 117 ranked · updated 2026-06-28 · off-season

Explore the best trails near Carlisle, Massachusetts — every spot ranked by our conditions-aware Snoflo score: live conditions first, then visitor reviews and logged trips. Click a pin on the map for the score and what's driving it.

Showing the top 15 of 117 trails · best 15 shown on the map
B
Bruce Freeman Rail Trail
#1 Bruce Freeman Rail Trail
2.2 mi away
Why 61: intrinsic quality
61Solid
A
Acorn Trail
#2 Acorn Trail
1.5 mi away
Why 57: intrinsic quality
57Solid
H
Heartbreak Ridge
#3 Heartbreak Ridge
1.0 mi away
Why 56: intrinsic quality
56Solid
T
Tophet West
#4 Tophet West
1.0 mi away
Why 56: intrinsic quality
56Solid
F
Fern Loop
#5 Fern Loop
1.1 mi away
Why 56: intrinsic quality
56Solid
T
Tophet East
#6 Tophet East
1.4 mi away
Why 56: intrinsic quality
56Solid
P
Pine Point Loop
#7 Pine Point Loop
1.5 mi away
Why 56: intrinsic quality
56Solid
L
Lantern Loop
#8 Lantern Loop
1.6 mi away
Why 56: intrinsic quality
56Solid
L
Litchfield Loop
#9 Litchfield Loop
1.7 mi away
Why 56: intrinsic quality
56Solid
W
Woodchuck Trail
#10 Woodchuck Trail
1.9 mi away
Why 56: intrinsic quality
56Solid
D
Deer Run
#11 Deer Run
2.0 mi away
Why 56: intrinsic quality
56Solid
S
Stone Row
#12 Stone Row
2.0 mi away
Why 56: intrinsic quality
56Solid
N
Nashua Acton & Boston Railroad Trail
#13 Nashua Acton & Boston Railroad Trail
3.0 mi away
Why 56: intrinsic quality
56Solid
A
Acorn South
#14 Acorn South
1.3 mi away
Why 55: intrinsic quality
55Solid
A
Acorn North
#15 Acorn North
1.6 mi away
Why 55: intrinsic quality
55Solid

Trails near Carlisle

The Carlisle area has 117 trails on Snoflo, ranked by live conditions, visitor reviews, and logged trips — so the best, closest options rise to the top.

How we rank the best trails near Carlisle

How are these trails ranked?

Each gets a daily Snoflo score blending live conditions, visitor review ratings, and logged trips. The order reflects what's best right now and re-ranks every day.

How often does it update?

Daily, as new conditions, reviews, and trips arrive — so "best right now" means right now.

What do the numbers on the map mean?

Each pin shows that spot's current Snoflo score; tap it for the breakdown and a link to the full report.

More trails in Massachusetts