The best walks and hikes around Thomaston
4.9
(6)
57
hikers
12
hikes
Last updated: October 14, 2025
5.0
(2)
17
hikers
1. Leatherman Cave – Eagle Rock loop from Watertown
6.52km
01:53
160m
160m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
3
hikers
2. Black Rock Lookout loop from Watertown
6.69km
01:55
140m
140m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
Sign up for free
4.5
(2)
6
hikers
3. Tory's Den loop from East Plymouth Historic District
2.85km
00:48
60m
60m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
4
hikers
4. Leatherman Cave loop from Watertown
7.75km
02:12
170m
170m
Intermediate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
3
hikers
5. Black Rock Lookout loop from Thomaston
8.64km
02:25
170m
170m
Intermediate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
Get access to more routes and recommendations from other explorers.
Sign up for free
Already have an account?
Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.
Most popular routes around Thomaston
Get inspired with the komoot mobile app
Explore more
Browse the best Hikes in other regions.
Get ready to conquer new peaks
Sign up for Free