Best trails near Windsor Mill

32 trails · 32 ranked · updated 2026-06-28 · off-season

Explore the best trails near Windsor Mill, Maryland — 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 32 trails · best 15 shown on the map
D
Daniels Laurel Trail
#1 Daniels Laurel Trail
2.1 mi away
Why 57: intrinsic quality
57Solid
D
Dogwood Trail
#2 Dogwood Trail
1.8 mi away
Why 56: intrinsic quality
56Solid
A
Alberton Road/Thru Trail (white)
#3 Alberton Road/Thru Trail (white)
2.0 mi away
Why 56: intrinsic quality
56Solid
P
Pickall Trail
#4 Pickall Trail
2.2 mi away
Why 56: intrinsic quality
56Solid
S
School's Out Loop
#5 School's Out Loop
2.2 mi away
Why 56: intrinsic quality
56Solid
B
Bestivus
#6 Bestivus
2.4 mi away
Why 56: intrinsic quality
56Solid
P
Pickall Trail
#7 Pickall Trail
2.2 mi away
Why 55: intrinsic quality
55Solid
F
Festivus
#8 Festivus
2.2 mi away
Why 55: intrinsic quality
55Solid
F
Festivus for the Rest of Us
#9 Festivus for the Rest of Us
2.5 mi away
Why 55: intrinsic quality
55Solid
P
Pickall Trail
#10 Pickall Trail
2.5 mi away
Why 55: intrinsic quality
55Solid
C
CSX Crossing bypass
#11 CSX Crossing bypass
2.7 mi away
Why 55: intrinsic quality
55Solid
D
Daniels Singletrack (Switchplate)
#12 Daniels Singletrack (Switchplate)
2.7 mi away
Why 55: intrinsic quality
55Solid
W
Wright of Way
#13 Wright of Way
2.7 mi away
Why 55: intrinsic quality
55Solid
P
Patapsco-Thru Trail
#14 Patapsco-Thru Trail
2.8 mi away
Why 55: intrinsic quality
55Solid
P
Peaceful Pond Trail
#15 Peaceful Pond Trail
2.8 mi away
Why 55: intrinsic quality
55Solid

Trails near Windsor Mill

The Windsor Mill area has 32 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 Windsor Mill

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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