Best trails near Crestwood

16 trails · 16 ranked · updated 2026-06-28 · off-season

Explore the best trails near Crestwood, Illinois — 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 16 trails · best 15 shown on the map
T⛰
Tinley Creek Red Loop
#1 Tinley Creek Red Loop
2.4 mi away
Why 63: intrinsic quality
63Solid
T⛰
Tinley Creek Red Paved Loop
#2 Tinley Creek Red Paved Loop
2.5 mi away
Why 63: intrinsic quality
63Solid
M⛰
Midlothian Meadows Trail System
#3 Midlothian Meadows Trail System
1.6 mi away
Why 57: intrinsic quality
57Solid
M⛰
Midlothian Meadows Green Paved Loop
#4 Midlothian Meadows Green Paved Loop
1.9 mi away
Why 57: intrinsic quality
57Solid
O⛰
Oak Forest Heritage Preserve Trail System
#5 Oak Forest Heritage Preserve Trail System
2.5 mi away
Why 57: intrinsic quality
57Solid
T⛰
Tinley Creek Blue Paved Trail
#6 Tinley Creek Blue Paved Trail
2.5 mi away
Why 57: intrinsic quality
57Solid
T⛰
Tinley Creek Green Paved Trail
#7 Tinley Creek Green Paved Trail
2.9 mi away
Why 57: intrinsic quality
57Solid
T⛰
Tinley Creek Green Trail
#8 Tinley Creek Green Trail
2.9 mi away
Why 57: intrinsic quality
57Solid
T⛰
Tinley Creek Purple Paved Trail
#9 Tinley Creek Purple Paved Trail
3.0 mi away
Why 57: intrinsic quality
57Solid
M⛰
Midlothian Meadows Black Paved Spur
#10 Midlothian Meadows Black Paved Spur
1.4 mi away
Why 55: intrinsic quality
55Solid
M⛰
Midlothian Meadows Tan Paved Spur
#11 Midlothian Meadows Tan Paved Spur
1.6 mi away
Why 55: intrinsic quality
55Solid
O⛰
Oak Forest Heritage Preserve Brown Paved Loop
#12 Oak Forest Heritage Preserve Brown Paved Loop
2.6 mi away
Why 51: intrinsic quality
51Solid
O⛰
Oak Forest Heritage Preserve Yellow Unpaved Trail
#13 Oak Forest Heritage Preserve Yellow Unpaved Trail
2.4 mi away
Why 50: intrinsic quality
50Solid
O⛰
Oak Forest Heritage Preserve Red Unpaved Trail
#14 Oak Forest Heritage Preserve Red Unpaved Trail
2.5 mi away
Why 50: intrinsic quality
50Solid
T⛰
Tinley Creek Black Paved Spur
#15 Tinley Creek Black Paved Spur
2.5 mi away
Why 50: intrinsic quality
50Solid

Trails near Crestwood

The Crestwood area has 16 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 Crestwood

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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