Best trails near Jamaica Plain

82 trails · 82 ranked · updated 2026-06-28 · off-season

Explore the best trails near Jamaica Plain, 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 82 trails · best 15 shown on the map
P
Pierre Lallement Bike Path
#1 Pierre Lallement Bike Path
1.4 mi away
Why 58: intrinsic quality
58Solid
W
Walking City Trail Section 1
#2 Walking City Trail Section 1
2.8 mi away
Why 57: intrinsic quality
57Solid
J
Jamaicaway Bikepath
#3 Jamaicaway Bikepath
0.9 mi away
Why 56: intrinsic quality
56Solid
M
Muddy River Bikepath
#4 Muddy River Bikepath
2.2 mi away
Why 56: intrinsic quality
56Solid
M
Melnea Cass Bike Path
#5 Melnea Cass Bike Path
2.4 mi away
Why 56: intrinsic quality
56Solid
M
Melnea Cass Boulevard
#6 Melnea Cass Boulevard
2.4 mi away
Why 56: intrinsic quality
56Solid
P
Pierre Lallement Bike Path
#7 Pierre Lallement Bike Path
0.3 mi away
Why 55: intrinsic quality
55Solid
A
Arborway
#8 Arborway
0.5 mi away
Why 55: intrinsic quality
55Solid
B
Blackwell Footpath
#9 Blackwell Footpath
0.8 mi away
Why 55: intrinsic quality
55Solid
G
Glen Lane
#10 Glen Lane
0.8 mi away
Why 55: intrinsic quality
55Solid
G
Glen Lane
#11 Glen Lane
0.8 mi away
Why 55: intrinsic quality
55Solid
R
Riverdale Parkway Path
#12 Riverdale Parkway Path
0.9 mi away
Why 55: intrinsic quality
55Solid
T
Tupelo Path
#13 Tupelo Path
0.9 mi away
Why 55: intrinsic quality
55Solid
S
Seaver Street
#14 Seaver Street
1.0 mi away
Why 55: intrinsic quality
55Solid
F
Franklin Park Service Road
#15 Franklin Park Service Road
1.1 mi away
Why 55: intrinsic quality
55Solid

Trails near Jamaica Plain

The Jamaica Plain area has 82 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 Jamaica Plain

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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