Best trails near Chesterfield

16 trails · 16 ranked · updated 2026-06-28 · off-season

Explore the best trails near Chesterfield, 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 16 trails · best 15 shown on the map
H
Horseshoe Road
#1 Horseshoe Road
0.4 mi away
Why 56: intrinsic quality
56Solid
R
Reservoir Trail
#2 Reservoir Trail
1.5 mi away
Why 52: intrinsic quality
52Solid
F
Fullam Pond Trail
#3 Fullam Pond Trail
2.0 mi away
Why 52: intrinsic quality
52Solid
C
Chestnut Hill Trail
#4 Chestnut Hill Trail
2.9 mi away
Why 52: intrinsic quality
52Solid
O
Old Chesterfield Road
#5 Old Chesterfield Road
1.4 mi away
Why 51: intrinsic quality
51Solid
B
Baker Pond Trail
#6 Baker Pond Trail
1.6 mi away
Why 51: intrinsic quality
51Solid
L
Lily Pond Trail
#7 Lily Pond Trail
1.6 mi away
Why 51: intrinsic quality
51Solid
N
North Ponds Trail
#8 North Ponds Trail
2.0 mi away
Why 51: intrinsic quality
51Solid
D
Davis Hill Trail
#9 Davis Hill Trail
2.1 mi away
Why 51: intrinsic quality
51Solid
N
Nash trail
#10 Nash trail
2.2 mi away
Why 51: intrinsic quality
51Solid
B
Beals Road
#11 Beals Road
2.4 mi away
Why 51: intrinsic quality
51Solid
D
Daniels Mountain Trail
#12 Daniels Mountain Trail
2.8 mi away
Why 51: intrinsic quality
51Solid
B
Bear Mountain Trail
#13 Bear Mountain Trail
2.9 mi away
Why 51: intrinsic quality
51Solid
D
Davis Hill-Dort Shelter Connector
#14 Davis Hill-Dort Shelter Connector
1.4 mi away
Why 50: intrinsic quality
50Solid
O
Old Chesterfield Road
#15 Old Chesterfield Road
2.1 mi away
Why 50: intrinsic quality
50Solid

Trails near Chesterfield

The Chesterfield area has 16 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 Chesterfield

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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