Best trails near Weston

33 trails · 33 ranked · updated 2026-06-28 · off-season

Explore the best trails near Weston, 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 33 trails · best 15 shown on the map
S
Saugatuck Trail
#1 Saugatuck Trail
2.9 mi away
Why 59: intrinsic quality
59Solid
O
Ordway Trail
#2 Ordway Trail
2.3 mi away
Why 52: intrinsic quality
52Solid
P
Perry Trail
#3 Perry Trail
1.6 mi away
Why 51: intrinsic quality
51Solid
T
Troop 7 Trail
#4 Troop 7 Trail
1.6 mi away
Why 51: intrinsic quality
51Solid
G
Godfrey Trail
#5 Godfrey Trail
1.9 mi away
Why 51: intrinsic quality
51Solid
H
Hiltebeitel Trail
#6 Hiltebeitel Trail
2.0 mi away
Why 51: intrinsic quality
51Solid
P
Pink Trail (Off Leash Loop)
#7 Pink Trail (Off Leash Loop)
2.0 mi away
Why 51: intrinsic quality
51Solid
S
Saugatuck Trail
#8 Saugatuck Trail
2.0 mi away
Why 51: intrinsic quality
51Solid
P
Pent Trail
#9 Pent Trail
2.1 mi away
Why 51: intrinsic quality
51Solid
A
Aspetuck Trail
#10 Aspetuck Trail
2.2 mi away
Why 51: intrinsic quality
51Solid
S
Sap Brook Trail
#11 Sap Brook Trail
2.2 mi away
Why 51: intrinsic quality
51Solid
A
Ambler Trail
#12 Ambler Trail
2.3 mi away
Why 51: intrinsic quality
51Solid
G
Godfrey Trail
#13 Godfrey Trail
2.5 mi away
Why 51: intrinsic quality
51Solid
B
Bedford Trail
#14 Bedford Trail
2.7 mi away
Why 51: intrinsic quality
51Solid
P
Pillars Trail
#15 Pillars Trail
2.7 mi away
Why 51: intrinsic quality
51Solid

Trails near Weston

The Weston area has 33 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 Weston

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 Connecticut