The best walks and hikes around Winthrop
4.7
(284)
3,745
hikers
191
hikes
Last updated: November 9, 2025
5.0
(1)
34
hikers
1. Deer Island loop — Boston
4.28km
01:05
10m
10m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
5.0
(1)
2
hikers
2. Bremen Street Park, Constitution Beach & Revere Beach — Boston
16.7km
04:15
40m
40m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
Sign up for free
5.0
(4)
80
hikers
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
5.0
(3)
23
hikers
4. Boston Common – Massachusetts State House loop from City Point
19.4km
04:57
70m
70m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
5.0
(1)
19
hikers
5. Boston Common – Old South Meeting House loop from City Point
12.8km
03:18
70m
60m
Moderate 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 Winthrop
Most popular attractions around Winthrop
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