The best cycling routes around Wainscott
4.3
(10)
112
riders
24
rides
Looking for the best cycling routes around Wainscott? On this page, we bring you the best bike rides around Wainscott so you can just get out and go. All you’ve got to do is choose your route!
Last updated: November 15, 2025
5.0
(1)
40
riders
1. Shelter Island Heights – Dickerson Creek loop from Montclair Colony
42.8km
02:37
260m
260m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
Moderate
5.0
(1)
13
riders
2. Hampton Beaches – Montauk Point loop from Bridgehampton
91.3km
05:18
400m
400m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
Hard
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8
riders
3. Hampton Beaches loop from East Hampton
49.4km
02:50
160m
160m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
Moderate
4.0
(1)
4
riders
4. Bike loop from Bridgehampton
23.5km
01:22
100m
100m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
Easy
3.0
(1)
4
riders
5. Town Pond – Foster Memorial Beach loop from East Hampton
39.9km
02:18
150m
150m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
Moderate
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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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