Best trails near Brewster

10 trails · 10 ranked · updated 2026-06-28 · off-season

Explore the best trails near Brewster, New York — 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 10 of 10 trails · best 15 shown on the map
M⛰
Maybrook Trailway (Putnam Trailway - CT Border)
#1 Maybrook Trailway (Putnam Trailway - CT Border)
1.3 mi away
Why 60: intrinsic quality
60Solid
M⛰
Maybrook Trailway
#2 Maybrook Trailway
1.2 mi away
Why 55: intrinsic quality
55Solid
E⛰
Empire State Trail
#3 Empire State Trail
1.3 mi away
Why 55: intrinsic quality
55Solid
O⛰
Orange
#4 Orange
2.2 mi away
Why 51: intrinsic quality
51Solid
Y⛰
Yellow
#5 Yellow
2.4 mi away
Why 51: intrinsic quality
51Solid
D⛰
Diverting Reservoir Trail
#6 Diverting Reservoir Trail
2.6 mi away
Why 51: intrinsic quality
51Solid
M⛰
Morningthorpe Avenue
#7 Morningthorpe Avenue
1.8 mi away
Why 50: intrinsic quality
50Solid
O⛰
Old Nelson Boulevard
#8 Old Nelson Boulevard
2.1 mi away
Why 50: intrinsic quality
50Solid
N⛰
Nelson Boulevard
#9 Nelson Boulevard
2.6 mi away
Why 50: intrinsic quality
50Solid
B⛰
Barrett Road
#10 Barrett Road
3.0 mi away
Why 50: intrinsic quality
50Solid

Trails near Brewster

The Brewster area has 10 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 Brewster

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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