The best road cycling routes around Gloucester
3.8
(27)
388
riders
29
rides
Last updated: October 16, 2025
3.9
(7)
109
riders
1. Cape Gloucester loop from Washington & Colburn Street
34.3km
01:34
250m
250m
Intermediate road ride. Great for any fitness level. Some segments of this route may be unpaved and difficult to ride.
10
riders
2. Beaches and forests
70.0km
02:55
420m
420m
Intermediate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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24
riders
3. View of Pavilion Beach – Historic Downtown Ipswich loop from Essex
40.9km
01:39
210m
210m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
4.1
(16)
17
riders
4. Endicott College – Mingo Beach loop from Essex
37.2km
01:30
210m
210m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
19
riders
5. Rockport Harbor – Bearskin Neck, Rockport loop from Rockport
31.0km
01:22
290m
290m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
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