Welcome Home—

Nestled in Shelter island Heights overlooking Dering Harbor, The Chequit Hotel has a long standing history within the community as a year round destination and events venue. Explore the signature experience with fine dining, special events and casual sophistication.

Natives to the island are regulars here at the hotel’s local Tavern, so whether you’re joining us for a Hamptons experience or just checking out the café, our doors are open to welcome you inn.

Dine With Us —

Indulge in the experience of coastal fine dining or casual Americana cuisine. Formal seating offers a delicious selection from the Chef’s menu featuring a coastal influence of flavor to savor. For a more local vibe, head downstairs to the Tavern for burgers and truffle fries. Bring your friends and enjoy the relaxing vibes of The Chequit with harbor views.

Dining Menu

Bar Menu

Order Online

The Cafe —

Welcome to Shelter Island’s newest café nestled in The Chequit Hotel - a haven for coffee lovers and seekers of serenity alike.

It’s not just a café, it’s a destination.

Try the Chef’s fresh pastries or gourmet coffee from Brooklyn Roasting Co. Matcha is also served with milk alternatives. Explore the grounds, enjoy the views and take a moment to unwind.

CLOSED for the season

OPEN: November 30th for ‘Lighting the Chequit’ Holiday Event

Lighting the Chequit

Saturday, November 30th

Our annual holiday event returns as we welcome Santa and our open market in the cafe. Sip on some freshly made hot drinks and specialty cocktails while you shop for the season of giving

3pm - 6pm

Prix Fixe Menu

Friday Nights

Join us for a fantastic Friday night special! Enjoy our prix fixe menu featuring exquisite dishes, all while savoring half-off bottles of wine from Peconic Bay Vineyards. Treat yourself to a night of culinary delights and fine wine at an unbeatable price. Reserve your table now and make your Friday truly special!

5 - 10pm

Guest Rooms —

M A I N H O U S E R O O M S

  • Newly renovated with fine finishes throughout

  • King-size beds with fine Frette linens and towels

  • Luxe rain shower with Malin+Goetz bath amenities (suites offer claw-foot tubs)

  • Free, fast Wifi

  • Mini fridge & safe

  • Central AC & heat with remote

  • Sound-proofed windows with push-button blackout shades

  • TV for streaming

  • Walk to Dering Harbor Village, beach, tennis and North Ferry for easy, walkable access to Greenport.

  • eBike Rental

  • Dog Friendly

Private Event Space

Looking to host a private party or a special occasion? Our house is your house. Let’s plan a memorable event the guests are sure to celebrate years to come.

Follow our journey on instagram @thechequit

Stay connected to upcoming events and specials