Best trails near Windham

11 trails · 11 ranked · updated 2026-06-28 · off-season

Explore the best trails near Windham, Maine — 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 11 of 11 trails · best 15 shown on the map
P⛰
purple
#1 purple
2.5 mi away
Why 58: intrinsic quality
58Solid
D⛰
Diamond
#2 Diamond
0.3 mi away
Why 56: intrinsic quality
56Solid
B⛰
blue
#3 blue
2.5 mi away
Why 56: intrinsic quality
56Solid
R⛰
red
#4 red
2.7 mi away
Why 56: intrinsic quality
56Solid
2⛰
2
#5 2
2.7 mi away
Why 56: intrinsic quality
56Solid
9⛰
9
#6 9
2.8 mi away
Why 56: intrinsic quality
56Solid
D⛰
Deer
#7 Deer
Why 55: intrinsic quality
55Solid
O⛰
orange
#8 orange
2.4 mi away
Why 55: intrinsic quality
55Solid
Y⛰
yellow
#9 yellow
2.4 mi away
Why 55: intrinsic quality
55Solid
S⛰
Sappi Portage Trail
#10 Sappi Portage Trail
2.6 mi away
Why 55: intrinsic quality
55Solid
8⛰
8
#11 8
2.8 mi away
Why 55: intrinsic quality
55Solid

Trails near Windham

The Windham area has 11 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.

More trails in Maine

All Maine trails →