Best trails near Brookline

165 trails · 165 ranked · updated 2026-06-28 · off-season

Explore the best trails near Brookline, Massachusetts — 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 165 trails · best 15 shown on the map
D
Dr. Paul Dudley White Path
#1 Dr. Paul Dudley White Path
1.3 mi away
Why 69: intrinsic quality
69Top-rated
P
Pierre Lallement Bike Path
#2 Pierre Lallement Bike Path
1.9 mi away
Why 58: intrinsic quality
58Solid
W
Watertown-Cambridge Greenway
#3 Watertown-Cambridge Greenway
2.9 mi away
Why 57: intrinsic quality
57Solid
M
Muddy River Bikepath
#4 Muddy River Bikepath
0.8 mi away
Why 56: intrinsic quality
56Solid
J
Jamaicaway Bikepath
#5 Jamaicaway Bikepath
1.5 mi away
Why 56: intrinsic quality
56Solid
M
Melnea Cass Bike Path
#6 Melnea Cass Bike Path
2.3 mi away
Why 56: intrinsic quality
56Solid
M
Melnea Cass Boulevard
#7 Melnea Cass Boulevard
2.3 mi away
Why 56: intrinsic quality
56Solid
S
South Bay Harbor Trail
#8 South Bay Harbor Trail
3.0 mi away
Why 56: intrinsic quality
56Solid
C
Carlton Street
#9 Carlton Street
0.7 mi away
Why 55: intrinsic quality
55Solid
C
Carlton Street Footbridge
#10 Carlton Street Footbridge
0.7 mi away
Why 55: intrinsic quality
55Solid
N
Netherlands Road
#11 Netherlands Road
0.7 mi away
Why 55: intrinsic quality
55Solid
A
Aspinwall Avenue
#12 Aspinwall Avenue
0.8 mi away
Why 55: intrinsic quality
55Solid
B
Brookline Avenue
#13 Brookline Avenue
0.8 mi away
Why 55: intrinsic quality
55Solid
B
Brookline Avenue
#14 Brookline Avenue
0.8 mi away
Why 55: intrinsic quality
55Solid
E
Emerald Necklace Trail
#15 Emerald Necklace Trail
0.9 mi away
Why 55: intrinsic quality
55Solid

Trails near Brookline

The Brookline area has 165 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 Brookline

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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