Best trails near Walpole

13 trails · 13 ranked · updated 2026-06-28 · off-season

Explore the best trails near Walpole, 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 13 of 13 trails · best 15 shown on the map
O
Orange Trail
#1 Orange Trail
2.6 mi away
Why 56: intrinsic quality
56Solid
W
White Trail
#2 White Trail
2.7 mi away
Why 56: intrinsic quality
56Solid
B
Blue Trail
#3 Blue Trail
2.9 mi away
Why 56: intrinsic quality
56Solid
S
South Street Rail Trail
#4 South Street Rail Trail
1.2 mi away
Why 55: intrinsic quality
55Solid
O
Orange Trail
#5 Orange Trail
2.7 mi away
Why 55: intrinsic quality
55Solid
P
Pinnacle Trail
#6 Pinnacle Trail
2.9 mi away
Why 55: intrinsic quality
55Solid
H
Hiking Trail
#7 Hiking Trail
0.9 mi away
Why 51: intrinsic quality
51Solid
E
Endean Trail
#8 Endean Trail
2.5 mi away
Why 51: intrinsic quality
51Solid
P
Pinnacle Trail
#9 Pinnacle Trail
2.2 mi away
Why 50: intrinsic quality
50Solid
D
Dead End
#10 Dead End
2.3 mi away
Why 50: intrinsic quality
50Solid
R
Red Gate Farm Trail
#11 Red Gate Farm Trail
2.6 mi away
Why 50: intrinsic quality
50Solid
L
Long Leg Tr
#12 Long Leg Tr
2.8 mi away
Why 50: intrinsic quality
50Solid
O
Old Farm Tr
#13 Old Farm Tr
2.9 mi away
Why 50: intrinsic quality
50Solid

Trails near Walpole

The Walpole area has 13 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 Walpole

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