The best road cycling routes around Westerly
4.0
(4)
123
riders
29
rides
Last updated: October 8, 2025
11
riders
1. Weekapaug Overlook – Maschaug Pond loop from Westerly
67.5km
02:45
320m
320m
Intermediate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
10
riders
2. Hoxie Scenic Overlook – Mystic River Waterfront loop from Westerly
38.1km
01:47
270m
270m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
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12
riders
3. Fenway Beach – Weekapaug Overlook loop from Winnapaug
16.1km
00:41
40m
40m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
3.0
(1)
6
riders
4. Wilcox Park – South Shore Management Area loop from Westerly
84.3km
03:44
550m
550m
Intermediate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
8
riders
5. Wilcox Park – Weekapaug Overlook loop from Westerly
54.6km
02:22
370m
370m
Intermediate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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