Shelter Island Heights, a region in New York, offers diverse terrain and preserved natural landscapes suitable for outdoor activities. The area is bounded by water on three sides, providing numerous viewpoints of the sound and bays. Elevations in the Heights area rise to 150 feet above sea level, contributing to varied routes for several sports like hiking, jogging, touring cycling, and road cycling. A significant portion of Shelter Island is preserved land, with many properties converted into public walking trails.
…54
Routes
4.8
(22)
Average rating
621
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.

5.52km
01:25
30m
30m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

1
hikers
1.83km
00:28
10m
10m
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.

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

14
runners
9.96km
01:02
60m
60m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

13
runners
12.5km
01:19
90m
90m
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.

5.0
(1)
43
riders
Easy road ride. Great for any fitness level. 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.
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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.

4.0
(1)
21
riders
47.9km
02:43
120m
120m
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.
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Shelter Island Heights offers a variety of outdoor activities, including Hiking, Jogging, Touring cycling, and Road cycling. The region features 7 routes, with an average rating of 4.61 stars from more than 1,000 visitors.
Shelter Island Heights provides numerous hiking opportunities within its preserved lands. Notable areas include Mashomack Preserve, Sylvester Manor, and Mildred Flower Hird Preserve. More information on trails can be found in the guide Hiking around Shelter Island Heights.
Yes, Shelter Island Heights offers trails suitable for various skill levels, including easy hikes. These routes often traverse well-trimmed and clear pathways within the island's preserves. For specific easy routes, consult the guide Easy hikes around Shelter Island Heights.
Shelter Island Heights is well-suited for cycling, offering scenic routes for both touring and road cycling. The area features paved pathways and a popular 10-mile (16 km) bike route through the Heights. Guides like Cycling around Shelter Island Heights provide route details.
Road cyclists can explore the island's roads, which feature sweeping curves and picturesque views. The Shelter Island Heights Historic District itself is ideal for exploration by bike. Specific routes are detailed in the guide Road Cycling Routes around Shelter Island Heights.
Shelter Island Heights is bounded by water on three sides, offering views of the sound and bays. Key natural features include Mashomack Preserve with its 11 miles (18 km) of coastline, tidal creeks, and oak woodlands. Other preserves like West Neck Preserve and Old Nursery Woodlands Preserve also showcase diverse landscapes.
Several preserves offer extensive trail networks for outdoor activities. These include the vast Mashomack Preserve, Sylvester Manor Educational Farm, West Neck Preserve, Mildred Flower Hird Preserve, and Old Nursery Woodlands Preserve. These areas contribute to the island's rich biodiversity and public walking trails.
The Heights area gradually rises to an elevation of up to 150 feet (46 meters) above sea level. This provides varied terrain and elevated perspectives across the island. These moderate changes in elevation contribute to diverse routes for hiking and cycling.
Outdoor activities in Shelter Island Heights are popular on komoot, with more than 1,000 visitors having shared their experiences. The 7 available routes have an average rating of 4.61 out of 5 stars, indicating a high level of satisfaction among users.
Shelter Island Heights offers dedicated running trails, often found within its various preserves and along paved pathways. These trails provide opportunities for jogging amidst natural landscapes. For detailed running routes, refer to the guide Running Trails around Shelter Island Heights.
Shelter Island Heights is a designated Historic District known for its preserved natural landscapes and Victorian architecture. Its ferry-only access contributes to a peaceful atmosphere, often described as an 'oasis of calm.' Significant preservation efforts have converted much of the land into public walking trails.
The official website for the Shelter Island Heights Property Owners Corporation is shelterislandheights.org. This resource provides information specific to the Heights area.

