Best trails near West Roxbury

35 trails · 35 ranked · updated 2026-06-28 · off-season

Explore the best trails near West 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 35 trails · best 15 shown on the map
B⛰
Blue Heron Trail
#1 Blue Heron Trail
2.1 mi away
Why 58: intrinsic quality
58Solid
W⛰
Walking City Trail Section 1
#2 Walking City Trail Section 1
2.3 mi away
Why 57: intrinsic quality
57Solid
B⛰
Blue Blazed Trail
#3 Blue Blazed Trail
2.4 mi away
Why 57: intrinsic quality
57Solid
B⛰
Blue Heron Trail
#4 Blue Heron Trail
1.3 mi away
Why 56: intrinsic quality
56Solid
B⛰
Blue Heron Trail
#5 Blue Heron Trail
3.0 mi away
Why 56: intrinsic quality
56Solid
T⛰
Tupelo Path
#6 Tupelo Path
2.4 mi away
Why 55: intrinsic quality
55Solid
B⛰
Blackwell Footpath
#7 Blackwell Footpath
2.6 mi away
Why 55: intrinsic quality
55Solid
A⛰
Arborway
#8 Arborway
2.9 mi away
Why 55: intrinsic quality
55Solid
W⛰
Walking City Trail Section 2
#9 Walking City Trail Section 2
2.9 mi away
Why 53: intrinsic quality
53Solid
K⛰
Keller Loop
#10 Keller Loop
1.8 mi away
Why 51: intrinsic quality
51Solid
P⛰
Proposed Dedham Heritage Rail Trail
#11 Proposed Dedham Heritage Rail Trail
2.6 mi away
Why 51: intrinsic quality
51Solid
M⛰
McCraw Street Footway
#12 McCraw Street Footway
1.0 mi away
Why 50: intrinsic quality
50Solid
A⛰
Ainsworth Street Footway
#13 Ainsworth Street Footway
1.2 mi away
Why 50: intrinsic quality
50Solid
B⛰
Boylston Lodge Memorial Park
#14 Boylston Lodge Memorial Park
1.2 mi away
Why 50: intrinsic quality
50Solid
I⛰
Independent Workmen's Circle Cemetery
#15 Independent Workmen's Circle Cemetery
1.2 mi away
Why 50: intrinsic quality
50Solid

Trails near West Roxbury

The West Roxbury area has 35 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 West 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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