The best running trails around Fishers Island
5.0
(1)
202
runners
27
runs
Running around Fishers 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 Fishers 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 9, 2025
22
runners
1. Maschaug Pond – Weekapaug Overlook loop from Watch Hill
24.6km
02:34
60m
60m
Expert run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
Expert
20
runners
2. Groton Beach loop from Midway
11.8km
01:24
70m
70m
Intermediate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
Intermediate
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10
runners
3. Running loop from Groton Long Point
7.19km
00:45
20m
20m
Intermediate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
Intermediate
4
runners
4. Maschaug Pond loop from Watch Hill
9.30km
00:58
40m
40m
Intermediate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
Intermediate
3
runners
5. Running loop from Midway
6.04km
00:43
50m
50m
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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