Best trails near Sherman

30 trails · 30 ranked · updated 2026-06-28 · off-season

Explore the best trails near Sherman, Connecticut — 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 30 trails · best 15 shown on the map
H
Housatonic Range Trail
#1 Housatonic Range Trail
2.1 mi away
Why 52: intrinsic quality
52Solid
S
Sega Meadows Foot Path
#2 Sega Meadows Foot Path
2.6 mi away
Why 52: intrinsic quality
52Solid
C
Cathedral Trail
#3 Cathedral Trail
2.5 mi away
Why 51: intrinsic quality
51Solid
A
Agneil Trail
#4 Agneil Trail
2.6 mi away
Why 51: intrinsic quality
51Solid
B
Big Bear Trail
#5 Big Bear Trail
2.8 mi away
Why 51: intrinsic quality
51Solid
F
Flat Top Mountain Trail
#6 Flat Top Mountain Trail
2.8 mi away
Why 51: intrinsic quality
51Solid
C
Carolyn's Trail
#7 Carolyn's Trail
3.0 mi away
Why 51: intrinsic quality
51Solid
S
Silo Trail
#8 Silo Trail
0.8 mi away
Why 50: intrinsic quality
50Solid
K
Kelley Slide Trail
#9 Kelley Slide Trail
2.1 mi away
Why 50: intrinsic quality
50Solid
K
Kelly Slide Trail
#10 Kelly Slide Trail
2.1 mi away
Why 50: intrinsic quality
50Solid
D
Dealy Trail
#11 Dealy Trail
2.2 mi away
Why 50: intrinsic quality
50Solid
L
Lady Bird Trail
#12 Lady Bird Trail
2.3 mi away
Why 50: intrinsic quality
50Solid
Q
Quail Trail
#13 Quail Trail
2.3 mi away
Why 50: intrinsic quality
50Solid
B
Bilberry Trail
#14 Bilberry Trail
2.4 mi away
Why 50: intrinsic quality
50Solid
H
Highlands Trail
#15 Highlands Trail
2.4 mi away
Why 50: intrinsic quality
50Solid

Trails near Sherman

The Sherman area has 30 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 Sherman

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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