Best trails near Weston

32 trails · 32 ranked · updated 2026-06-28 · off-season

Explore the best trails near Weston, 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 32 trails · best 15 shown on the map
M
Mass Central Rail Trail -- Wayside
#1 Mass Central Rail Trail -- Wayside
1.1 mi away
Why 59: intrinsic quality
59Solid
W
Weston Aqueduct Path
#2 Weston Aqueduct Path
2.9 mi away
Why 58: intrinsic quality
58Solid
S
Sudbury Road Access
#3 Sudbury Road Access
2.2 mi away
Why 55: intrinsic quality
55Solid
F
Farm Trail
#4 Farm Trail
2.9 mi away
Why 55: intrinsic quality
55Solid
T
Two Bridges Trail
#5 Two Bridges Trail
2.9 mi away
Why 55: intrinsic quality
55Solid
R
Red
#6 Red
2.4 mi away
Why 53: intrinsic quality
53Solid
C
Cat Rock Loop
#7 Cat Rock Loop
2.3 mi away
Why 52: intrinsic quality
52Solid
U
Unmarked Trail
#8 Unmarked Trail
1.9 mi away
Why 51: intrinsic quality
51Solid
Y
yellow
#9 yellow
2.2 mi away
Why 51: intrinsic quality
51Solid
S
Sears-Pine Brook Trail
#10 Sears-Pine Brook Trail
2.4 mi away
Why 51: intrinsic quality
51Solid
B
Blue
#11 Blue
2.4 mi away
Why 51: intrinsic quality
51Solid
U
Unmarked Trail
#12 Unmarked Trail
2.6 mi away
Why 51: intrinsic quality
51Solid
G
Green Trail
#13 Green Trail
2.8 mi away
Why 51: intrinsic quality
51Solid
M
Marylynn Gentry Trail
#14 Marylynn Gentry Trail
2.8 mi away
Why 51: intrinsic quality
51Solid
R
Red Trail
#15 Red Trail
2.8 mi away
Why 51: intrinsic quality
51Solid

Trails near Weston

The Weston area has 32 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 Weston

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.

More trails in Massachusetts