Best trails near Roxbury

171 trails · 171 ranked · updated 2026-06-28 · off-season

Explore the best trails near Roxbury, 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 171 trails · best 15 shown on the map
B
Boston HarborWalk
#1 Boston HarborWalk
2.3 mi away
Why 73: intrinsic quality
73Top-rated
P
Pierre Lallement Bike Path
#2 Pierre Lallement Bike Path
0.7 mi away
Why 58: intrinsic quality
58Solid
M
Melnea Cass Bike Path
#3 Melnea Cass Bike Path
0.3 mi away
Why 56: intrinsic quality
56Solid
M
Melnea Cass Boulevard
#4 Melnea Cass Boulevard
0.3 mi away
Why 56: intrinsic quality
56Solid
S
South Bay Harbor Trail
#5 South Bay Harbor Trail
1.1 mi away
Why 56: intrinsic quality
56Solid
M
Muddy River Bikepath
#6 Muddy River Bikepath
1.4 mi away
Why 56: intrinsic quality
56Solid
J
Jamaicaway Bikepath
#7 Jamaicaway Bikepath
1.8 mi away
Why 56: intrinsic quality
56Solid
S
Speare Place
#8 Speare Place
0.7 mi away
Why 55: intrinsic quality
55Solid
L
Lost Emerald Necklace
#9 Lost Emerald Necklace
0.9 mi away
Why 55: intrinsic quality
55Solid
L
Lost Emerald Necklace
#10 Lost Emerald Necklace
1.0 mi away
Why 55: intrinsic quality
55Solid
B
Boylston Street
#11 Boylston Street
1.1 mi away
Why 55: intrinsic quality
55Solid
P
Park Drive
#12 Park Drive
1.2 mi away
Why 55: intrinsic quality
55Solid
B
Brookline Avenue
#13 Brookline Avenue
1.3 mi away
Why 55: intrinsic quality
55Solid
R
Riverway
#14 Riverway
1.3 mi away
Why 55: intrinsic quality
55Solid
A
Aspinwall Avenue
#15 Aspinwall Avenue
1.4 mi away
Why 55: intrinsic quality
55Solid

Trails near Roxbury

The Roxbury area has 171 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 Roxbury

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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