The Chequit – Shelter Island

Located along the serene Shelter Island belt, The Chequit has resurrected once more for the summer season in the vintage beach town. Brought back to life by hoteliers Kevin O’Shea and David Bowd – the visionaries behind the Salt House Inn and Eben House in Provincetown – The Chequit was first built in 1872 as a dining hall for Methodists on religious retreats. It then served as a getaway for exhausted New Yorkers in desperate need of respite during the summer of 1940.

Under the careful eyes of O’Shea and Bowd, The Chequit will now see its third reawakening. Restored to the height of her former glory, the shabby-chic summer property features light-filled guestrooms with handcrafted bed frames, crescent-shaped headboards, and vintage-inspired brass fixtures. Some of the properties 31 bedrooms (including the six extra bedrooms on the property’s Summer House) boast oceanfront views, and two bedrooms offer a rooftop terrace, clawfoot tub, and private decks.

Jetsetter describes the property as a “historic Shelter Island inn turned chic boutique beach break, featuring minimalist-luxe rooms and a soon to open restaurant and café.” As if you needed another reason to book immediately, children under 16 are not permitted.

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