Best trails near Orient Heights

37 trails · 37 ranked · updated 2026-06-28 · off-season

Explore the best trails near Orient Heights, 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 37 trails · best 15 shown on the map
E
East Boston Greenway
#1 East Boston Greenway
1.3 mi away
Why 57: intrinsic quality
57Solid
W
Winthrop Greenway
#2 Winthrop Greenway
1.0 mi away
Why 56: intrinsic quality
56Solid
C
Chelsea Greenway
#3 Chelsea Greenway
1.3 mi away
Why 56: intrinsic quality
56Solid
M
Mary Ellen Welch Greenway
#4 Mary Ellen Welch Greenway
1.8 mi away
Why 56: intrinsic quality
56Solid
H
Harborwalk Charlestown
#5 Harborwalk Charlestown
2.8 mi away
Why 56: intrinsic quality
56Solid
A
Anthony and Dee Dee Marmo Pedestrian Overpass
#6 Anthony and Dee Dee Marmo Pedestrian Overpass
0.4 mi away
Why 55: intrinsic quality
55Solid
C
Chelsea Greenway
#7 Chelsea Greenway
1.2 mi away
Why 55: intrinsic quality
55Solid
J
John Joseph Kilmartin Pathway
#8 John Joseph Kilmartin Pathway
1.2 mi away
Why 55: intrinsic quality
55Solid
M
Mary Ellen Welch Greenway
#9 Mary Ellen Welch Greenway
1.2 mi away
Why 55: intrinsic quality
55Solid
E
East Boston Greenway Connector
#10 East Boston Greenway Connector
1.3 mi away
Why 55: intrinsic quality
55Solid
M
Mary Ellen Welch Greenway
#11 Mary Ellen Welch Greenway
2.3 mi away
Why 55: intrinsic quality
55Solid
B
Boston HarborWalk
#12 Boston HarborWalk
2.6 mi away
Why 55: intrinsic quality
55Solid
P
Pier 6
#13 Pier 6
2.6 mi away
Why 55: intrinsic quality
55Solid
E
Elm Avenue
#14 Elm Avenue
2.7 mi away
Why 55: intrinsic quality
55Solid
P
Poplar Avenue
#15 Poplar Avenue
2.8 mi away
Why 55: intrinsic quality
55Solid

Trails near Orient Heights

The Orient Heights area has 37 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 Orient Heights

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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