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
Lunch 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.
REOPENS Friday May 23rd
7am - 3pm
Weekend Brunch
Saturdays and Sundays
Ease into the weekend with a delicious brunch at The Chequit, served every Saturday and Sunday from 12–3PM. Sip, savor, and soak up the Shelter Island charm with chef-inspired dishes, refreshing cocktails, and the perfect laid-back vibe. Whether you’re fueling up for an afternoon adventure or lingering over mimosas with friends, brunch at The Chequit is always a good idea.
See you at the table!
12 - 3pm
Daily Happy Hour
Wednesday - Sunday
Raise a glass to golden hour. Join us for Happy Hour at The Chequit, every Wednesday through Sunday from 4–6pm. Sip signature cocktails, local wines, and refreshing spritzes while enjoying light bites and laid-back island vibes. Whether you're unwinding after the beach or gathering with friends, it's the perfect start to your evening on Shelter Island.
4 -6pm
Live Music
Saturdays
Celebrate the spirit of Shelter Island with live music every Saturday at The Chequit, featuring talented local musicians from across the East End. From laid-back acoustic sets to vibrant performances, each week brings a new sound to our charming historic setting.
Grab a cocktail, settle in, and let the music carry you into a perfect Saturday evening where community, creativity, and connection take center stage.
9 - 11pm
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
