The best cycling routes around Westbrook
4.5
(53)
722
riders
92
rides
Last updated: October 2, 2025
1
riders
Intermediate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
2. Mountain Division Trail to River Road loop — Westbrook-Windham
15.5km
00:57
130m
130m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
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39
riders
3. Casco Bay Bridge – Crescent Beach State Park loop from Portland
43.6km
02:37
240m
240m
Intermediate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5.0
(1)
34
riders
4. Portland Harbor – Eastern Promenade Trail loop from Portland
17.1km
01:01
100m
100m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
4.7
(3)
30
riders
5. Eastern Promenade Trail – Portland Harbor loop from Portland
39.0km
02:20
180m
180m
Intermediate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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