The best cycling routes around Milton
4.6
(89)
1,892
riders
131
rides
Last updated: October 25, 2025
4.0
(1)
10
riders
1. Ponkapoag loop via Acton Path — Blue Hills Reservation
9.51km
00:50
60m
60m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
1
riders
2. Blue Hills Reservation loop — Boston, Massachusetts
32.3km
02:30
440m
440m
Intermediate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
Sign up for free
1
riders
3. Great Blue Hill via Breeze Hill loop — Blue Hills Reservation
14.0km
01:16
220m
220m
Intermediate bike ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
36
riders
4. Tenean Beach – Harvest River Bridge loop from Mattapan
17.2km
01:03
90m
90m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
41
riders
5. Harvest River Bridge loop from Ashmont
16.6km
00:59
70m
70m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. 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 attractions around Milton
Get inspired with the komoot mobile app
Explore more
Browse the best Cycling routes in other regions.
Get ready to conquer new peaks
Sign up for Free