Best trails near Windham

15 trails · 15 ranked · updated 2026-06-28 · off-season

Explore the best trails near Windham, New Hampshire — 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 15 trails · best 15 shown on the map
W⛰
Windham Rail Trail
#1 Windham Rail Trail
1.8 mi away
Why 59: intrinsic quality
59Solid
D⛰
Derry Rail Trail
#2 Derry Rail Trail
2.3 mi away
Why 55: intrinsic quality
55Solid
C⛰
Clyde Pond Singletrack Loop
#3 Clyde Pond Singletrack Loop
1.2 mi away
Why 52: intrinsic quality
52Solid
W⛰
Windham Greenway
#4 Windham Greenway
1.5 mi away
Why 52: intrinsic quality
52Solid
W⛰
Windham HS XC Trail
#5 Windham HS XC Trail
1.5 mi away
Why 52: intrinsic quality
52Solid
B⛰
Blue Loop
#6 Blue Loop
1.1 mi away
Why 51: intrinsic quality
51Solid
H⛰
Highclere Trail
#7 Highclere Trail
1.2 mi away
Why 51: intrinsic quality
51Solid
W⛰
Windham HS XC Trail
#8 Windham HS XC Trail
1.3 mi away
Why 51: intrinsic quality
51Solid
F⛰
Foster's Pond Loop Trail
#9 Foster's Pond Loop Trail
1.7 mi away
Why 51: intrinsic quality
51Solid
S⛰
Sheep's Paddock
#10 Sheep's Paddock
1.8 mi away
Why 51: intrinsic quality
51Solid
G⛰
Gregg Preserve Trail
#11 Gregg Preserve Trail
2.1 mi away
Why 51: intrinsic quality
51Solid
S⛰
Spear Hill Road (Abandoned)
#12 Spear Hill Road (Abandoned)
2.3 mi away
Why 51: intrinsic quality
51Solid
W⛰
Wayne Morris Trail
#13 Wayne Morris Trail
1.0 mi away
Why 50: intrinsic quality
50Solid
R⛰
RP Morrison Trail
#14 RP Morrison Trail
1.1 mi away
Why 50: intrinsic quality
50Solid
D⛰
Discovery Trail
#15 Discovery Trail
2.5 mi away
Why 50: intrinsic quality
50Solid

Trails near Windham

The Windham area has 15 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 Windham

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.

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