Shelter Island is a region situated between the North and South Forks of Long Island, New York. This island features diverse landscapes, including extensive preserved woodlands, a varied coastline, and protected wetlands, which contribute to its appeal for outdoor activities. Its predominantly flat terrain and network of quiet roads provide an ideal setting for several sports like hiking, jogging, touring cycling, and road cycling. The island's natural environment offers a tranquil backdrop for exploration.
50
Routes
4.7
(21)
Average rating
543
People visited

19
hikers
8.91km
02:18
50m
50m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

10
hikers
2.81km
00:44
10m
10m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

1
hikers
5.56km
01:26
30m
30m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

5.52km
01:25
30m
30m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
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5
runners
13.1km
01:36
60m
60m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

3
runners
8.05km
00:57
20m
20m
Moderate run. Good fitness required. Mostly accessible paths. Some sure footedness required.

7.78km
00:52
30m
30m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

4.0
(2)
20
runners
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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4.8
(4)
82
riders
47.5km
02:17
360m
360m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

5.0
(1)
53
riders
89.5km
03:30
360m
360m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

15
riders
164km
06:27
660m
660m
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.

5.0
(1)
16
riders
18.6km
00:48
130m
130m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
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5.0
(1)
39
riders
55.4km
03:26
330m
330m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

5.0
(1)
16
riders
32.0km
01:58
170m
170m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

5.0
(1)
12
riders
23.6km
01:26
130m
130m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

4.5
(2)
16
riders
22.2km
01:20
160m
160m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Shelter Island offers a range of outdoor activities including Hiking, Jogging, Touring cycling, and Road cycling. The island features diverse landscapes such as preserved woodlands, coastlines, and wetlands. More than 10 routes are available across these sports.
Shelter Island features extensive trails for hiking, notably within the Mashomack Preserve. This preserve offers a network of trails ranging from 1.5 to 11 miles (2.4 to 17.7 km). For more options, refer to the Hiking around Shelter Island guide.
Yes, Shelter Island provides options for easy hikes. The Mashomack Preserve has shorter trails suitable for less strenuous activity. The Easy hikes around Shelter Island guide provides specific recommendations.
Shelter Island offers various cycling routes for both touring and road cycling, benefiting from mostly flat terrain and scenic roads. A popular touring route is the Shelter Island Heights – Dickerson Creek loop, which is 26.4 miles (42.5 km). Cyclists can find more routes in the Cycling around Shelter Island and Road Cycling Routes around Shelter Island guides.
Shelter Island provides extensive trails suitable for jogging, particularly within the Mashomack Preserve. The island's quiet roads also offer scenic routes for joggers. Specific routes can be found in the Running Trails around Shelter Island guide.
Shelter Island is known for its diverse ecosystems, including the Mashomack Preserve, which features tidal creeks, oak woodlands, and freshwater marshes. The island also has over 17 miles (27 km) of coastline with beaches like Crescent Beach and Wades Beach, along with protected wetlands and dense woodlands.
The Mashomack Preserve covers over 2,000 acres (809 hectares), nearly a third of Shelter Island. It is considered a rich habitat in the Northeast, featuring interlacing tidal creeks, mature oak woodlands, fields, and freshwater marshes. The preserve offers a network of trails for exploration.
Yes, Shelter Island offers family-friendly options, particularly its beaches like Wades Beach, known for its shallow, gently sloping swimming area. Many trails within the Mashomack Preserve are also suitable for families, with varying lengths and difficulties.
Shelter Island routes are popular on komoot, with more than 1,000 visitors having shared their experiences. The routes have an average rating of 4.55 out of 5 stars, indicating a high level of satisfaction among users.
Komoot offers several guides for Shelter Island, including Hiking around Shelter Island, Easy hikes around Shelter Island, Running Trails around Shelter Island, Cycling around Shelter Island, and Road Cycling Routes around Shelter Island.
The official website for the Town of Shelter Island is www.shelterislandtown.gov. This site provides general information and resources for the area.
The general contact phone number for the Town of Shelter Island is (631) 749-0291. This number can be used for general inquiries.

