The best running trails around Shelter Island
3.0
(1)
102
runners
27
runs
Running around Shelter Island is one of the best ways to explore more of this region. To help you discover the most beautiful places to run, we’ve reviewed our full collection of routes around Shelter Island—and are proud to present the best running trails. Click on any of the routes for more details and browse real tips and photos uploaded by other runners.
Last updated: November 5, 2025
4
runners
Intermediate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
Intermediate
3
runners
2. Spring Tree and Old Railroad loop — Sag Harbor
8.05km
00:57
20m
20m
Intermediate run. Good fitness required. Mostly accessible paths. Some sure footedness required.
Intermediate
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1
runners
3. Cedar Point Lighthouse Loop Trail — Cedar Point County Park
7.78km
00:52
30m
30m
Intermediate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
Intermediate
12
runners
4. Running loop from Shelter Island
12.5km
01:19
80m
80m
Intermediate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
Intermediate
11
runners
5. Running loop from Hay Beach
9.96km
01:02
60m
60m
Intermediate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
Intermediate
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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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