Best trails near Middletown

12 trails · 12 ranked · updated 2026-06-28 · off-season

Explore the best trails near Middletown, 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 12 of 12 trails · best 15 shown on the map
H
Highland Lakes State Park
#1 Highland Lakes State Park
0.9 mi away
Why 67: intrinsic quality
67Top-rated
R
Red Trail
#2 Red Trail
1.5 mi away
Why 56: intrinsic quality
56Solid
H
Hanging Duck Trail
#3 Hanging Duck Trail
1.2 mi away
Why 55: intrinsic quality
55Solid
I
Ice Trail
#4 Ice Trail
1.5 mi away
Why 55: intrinsic quality
55Solid
O
Oak Road West
#5 Oak Road West
1.0 mi away
Why 52: intrinsic quality
52Solid
C
Camp Orange Road
#6 Camp Orange Road
0.2 mi away
Why 51: intrinsic quality
51Solid
R
Red Trail
#7 Red Trail
0.5 mi away
Why 51: intrinsic quality
51Solid
I
Inwood Road
#8 Inwood Road
0.7 mi away
Why 51: intrinsic quality
51Solid
C
Camp Orange Road
#9 Camp Orange Road
0.9 mi away
Why 51: intrinsic quality
51Solid
S
Spano Road
#10 Spano Road
1.0 mi away
Why 51: intrinsic quality
51Solid
G
Green Trail
#11 Green Trail
1.6 mi away
Why 51: intrinsic quality
51Solid
G
Green Trail
#12 Green Trail
1.9 mi away
Why 51: intrinsic quality
51Solid

Trails near Middletown

The Middletown area has 12 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 Middletown

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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