The best road cycling routes around Winthrop
4.5
(218)
6,989
riders
134
rides
Last updated: November 9, 2025
5.0
(4)
27
riders
1. Boston to Deer Island Park via Deer Island Loop Trail
25.1km
01:03
80m
80m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
2
riders
2. Boston to Beverly loop via East Coast Greenway — Boston, Massachusetts
77.5km
03:08
310m
310m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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4.4
(5)
73
riders
3. Nahant Road views – Forty Steps Beach loop from Revere Beach
54.7km
02:24
220m
210m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
25
riders
4. Donovan's Beach – Revere Beach loop from Orient Heights
28.3km
01:14
100m
100m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
15
riders
5. Rumney Marsh Reservation – Saugus River Reservation loop from Winthrop
41.0km
01:43
120m
120m
Moderate road ride. Great for any fitness level. Some segments of this route may be unpaved and difficult to ride.
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Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.
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