The Pridwin Hotel

On a 10-acre property by Crescent Beach, this relaxed hotel dates to 1927. It's 2 miles from the Shelter Island North Ferry terminal and 4 miles from Gardiner's Bay Country Club.
Country–style rooms offer free Wi-Fi and TVs, and some have water views. Cottages add pull-out sofas and either kitchens or kitchenettes, while some feature separate living rooms, fireplaces and/or private decks....