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Sachem’s Woods is a 36-acre forest preserve featuring a mile-plus loop trail through a magnificent forest of oak and beech trees. A large white pine stands in the center clearing, serving as a natural landmark. The well-maintained trail is one of the most popular hiking routes on Shelter Island, suitable for all skill levels. Access from N. Midway Road or Read more...

Reel Point is an 8.5-acre fragile sand peninsula and important haven for migratory birds and butterflies. The point faces east to Gardiners Bay and west to Coecles Harbor, providing dramatic coastal views from both sides. This ecologically sensitive area is one of the best spots on Shelter Island for birding during spring and fall migration. Access is at the end Read more...

Old Nursery Woodlands Preserve offers 24 acres of former nursery land with multiple loop trails that wind through unique, abandoned plant stock. The unusual mix of cultivated specimens and wild forest regrowth creates a one-of-a-kind woodland experience. This is one of the most interesting walks on Shelter Island for plant enthusiasts. Access from Route 114 or St. Mary’s Road. Read more...

Old Lima Bean Fields is a 14.5-acre preserve with a three-quarter mile trail winding through former lima bean and nursery fields. An existing water pump remains as a reminder of the land’s agricultural past. The open fields and gentle terrain make this an easy, scenic walk with views across the island’s interior landscape. Access is at the corner of Cobbett’s Read more...

North Menantic Preserve is a 6-acre open space featuring paths through high grass meadows, shrubs, trees, and a ravine. The varied terrain provides habitat for grassland birds and butterflies. Located on North Menantic Road across from Bowditch Road, it offers a quick nature escape in the island’s interior. Read more...