The best road cycling routes around Randolph
4.5
(37)
918
riders
96
rides
Last updated: November 2, 2025
14
riders
1. Lake Massapoag loop – road cycling in MA
49.7km
02:05
400m
400m
Intermediate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
4.5
(2)
5
riders
2. From Blue Hills to Downtown
45.4km
01:35
290m
290m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
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5.0
(1)
14
riders
3. St. Moritz Pond loop from Readville
35.6km
01:33
280m
280m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
4.0
(5)
12
riders
4. Marina Bay – Nut Island loop from Quincy Adams
43.4km
01:48
220m
220m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
12
riders
5. St. Moritz Pond loop from East Milton
20.8km
00:57
250m
250m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
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