The best cycling routes around Shelter Island
4.5
(6)
148
riders
25
rides
Looking for the best cycling routes around Shelter Island? On this page, we bring you the best bike rides around Shelter Island so you can just get out and go. All you’ve got to do is choose your route!
Last updated: November 11, 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. Shelter Island Heights loop from Hay Beach
23.7km
01:27
130m
130m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
Easy
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4
riders
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
Easy
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
2
riders
5. Shelter Island Heights loop from Shelter Island
18.2km
01:05
80m
80m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
Easy
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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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