Best trails near Charlestown

157 trails · 157 ranked · updated 2026-06-28 · off-season

Explore the best trails near Charlestown, 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 157 trails · best 15 shown on the map
B
Bay Circuit Trail
#1 Bay Circuit Trail
2.6 mi away
Why 100: intrinsic quality
100Elite
S
Somerville Community Path
#2 Somerville Community Path
1.6 mi away
Why 57: intrinsic quality
57Solid
E
East Boston Greenway
#3 East Boston Greenway
2.0 mi away
Why 57: intrinsic quality
57Solid
H
Harborwalk Charlestown
#4 Harborwalk Charlestown
0.6 mi away
Why 56: intrinsic quality
56Solid
M
Mary Ellen Welch Greenway
#5 Mary Ellen Welch Greenway
1.6 mi away
Why 56: intrinsic quality
56Solid
C
Chelsea Greenway
#6 Chelsea Greenway
1.9 mi away
Why 56: intrinsic quality
56Solid
E
Everett Riverwalk
#7 Everett Riverwalk
2.2 mi away
Why 56: intrinsic quality
56Solid
S
South Bay Harbor Trail
#8 South Bay Harbor Trail
2.8 mi away
Why 56: intrinsic quality
56Solid
S
Somerville Community Path
#9 Somerville Community Path
3.0 mi away
Why 56: intrinsic quality
56Solid
B
Boston HarborWalk
#10 Boston HarborWalk
0.4 mi away
Why 55: intrinsic quality
55Solid
S
Second Avenue
#11 Second Avenue
0.5 mi away
Why 55: intrinsic quality
55Solid
M
Miller's River Littoral Way
#12 Miller's River Littoral Way
0.6 mi away
Why 55: intrinsic quality
55Solid
N
North Washington Street
#13 North Washington Street
0.6 mi away
Why 55: intrinsic quality
55Solid
N
North Bank Bridge
#14 North Bank Bridge
0.7 mi away
Why 55: intrinsic quality
55Solid
P
Pier 6
#15 Pier 6
0.7 mi away
Why 55: intrinsic quality
55Solid

Trails near Charlestown

The Charlestown area has 157 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 Charlestown

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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