Food & Drink

The Chequit Restaurant on Shelter Island Heights

offers warm, approachable Italian dining

in one of the island’s most iconic settings.

The Chequit Restaurant

Dinner reservations are available

Thursday through Saturday, beginning at 5 PM.

Our bar opens at 4 PM for cocktails, wine, and relaxed island evenings.

Dine with us year-round in our warm, inviting atmosphere, or enjoy outdoor seating on our expanded patio when the weather allows.

For a more intimate experience, reserve one of our fire pit corner lounges.

Celebrate Thanksgiving at the Chequit!

Join us this Thanksgiving for a special three-course prix fixe dinner, featuring seasonal favorites and traditional holiday dishes in our warm, inviting atmosphere.

Prefer to celebrate at home? Let us take care of cooking! Our Thanksgiving Dinner To-Go Package offers a delicious holiday feast, ready to reheat and ready to serve. Thanksgiving To-Go Preorders must be placed by 6pm November 22nd, with pickup available between 12pm and 3.30pm on November 25th, 2026. Explore our Thanksgiving menus below to make your reservations or place your preorder?

Book a Table | Dinner Menu | Order Online |

Thanksgiving 2026 Pre Fixe Menu | Thanksgiving Dinner To-Go Package

Private Event Space

Elevate your private events with the sophisticated charm of The Chequit’s upscale indoor dining room. Nestled in the heart of our historic inn, this elegant space offers an intimate and refined setting for gatherings, whether you’re hosting a celebratory dinner, a corporate event, or a special family occasion. Enjoy beautifully designed interiors, exquisite cuisine, and personalized service from our dedicated event coordinators. The versatile layout and state-of-the-art amenities ensure a seamless and memorable experience for you and your guests.