Best trails near Simsbury

20 trails · 20 ranked · updated 2026-06-28 · off-season

Explore the best trails near Simsbury, 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 20 trails · best 15 shown on the map
E
Ethel Walker Woods 5K Loop
#1 Ethel Walker Woods 5K Loop
2.5 mi away
Why 58: intrinsic quality
58Solid
S
Simsbury Farms Family Fitness Trail
#2 Simsbury Farms Family Fitness Trail
2.0 mi away
Why 57: intrinsic quality
57Solid
O
Owens Brook Boulevard Sidepath
#3 Owens Brook Boulevard Sidepath
0.9 mi away
Why 56: intrinsic quality
56Solid
O
Old Canal - Latimer Neighborhood Connector Trail
#4 Old Canal - Latimer Neighborhood Connector Trail
2.8 mi away
Why 56: intrinsic quality
56Solid
D
Drake Hill Road Sidepath
#5 Drake Hill Road Sidepath
0.5 mi away
Why 55: intrinsic quality
55Solid
H
Helen's Way
#6 Helen's Way
0.6 mi away
Why 55: intrinsic quality
55Solid
I
Iron Horse Boulevard Sidepath
#7 Iron Horse Boulevard Sidepath
0.9 mi away
Why 55: intrinsic quality
55Solid
Y
yellow Trail
#8 yellow Trail
2.1 mi away
Why 52: intrinsic quality
52Solid
C
Chartreuse Trail
#9 Chartreuse Trail
2.0 mi away
Why 51: intrinsic quality
51Solid
R
Red Trail
#10 Red Trail
2.3 mi away
Why 51: intrinsic quality
51Solid
O
Orange Trail
#11 Orange Trail
1.9 mi away
Why 50: intrinsic quality
50Solid
R
Red Trail
#12 Red Trail
1.9 mi away
Why 50: intrinsic quality
50Solid
B
Blue Trail
#13 Blue Trail
2.0 mi away
Why 50: intrinsic quality
50Solid
P
Pink Trail
#14 Pink Trail
2.0 mi away
Why 50: intrinsic quality
50Solid
R
Red Trail
#15 Red Trail
2.0 mi away
Why 50: intrinsic quality
50Solid

Trails near Simsbury

The Simsbury area has 20 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 Simsbury

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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