Hidden in plain sight
A tranquil harborside retreat a stone’s-throw away on idyllic Shelter Island
Individually appointed, fully furnished one- and two-bedroom suites and villas, each with private balcony or porch, ideal for weeklong to long-term stays
Access to gym and fitness studio, temperature-controlled outdoor swimming pool and lounge deck, and open-air hardcourt tennis courts
Minutes from the North Ferry, steps from Shelter Island Heights and downtown thoroughfare, and a short jog to all island attractions — all under three hours, by train, bus, or car, from New York City
Minutes from the North Ferry, steps from Shelter Island Heights and downtown thoroughfare, and a short jog to all island attractions — all under three hours, by train, bus, or car, from New York City
Fitness & Wellness
The Dering Harbor Inn clubhouse — a jewel of the property’s midcentury architectural heritage — is home to Shelter Island Yoga & Fitness and Moussa Drame Tennis. Open to islanders and guests of the inn alike, SIY&F offers regular yoga, pilates, spin, and STX classes with professional instructors; tennis clinics; full gym outfitted with free weights and machines; and fresh-juice and coffee bar.
Learn more about Shelter Island Yoga & Fitness and Moussa Drame Tennis
For runners, cyclists, hikers, and outdoor enthusiasts of all stripes, the inn is a threshold to the island’s miles of scenic rolling terrain, pristine beaches, and the cherished Mashomack Nature Preserve.
Site design by Studio Santiago
Header image by Jamey Gaston