The Chequit blends coastal charm with timeless sophistication. This historic boutique hotel, originally built in 1872, offers an inviting mix of vintage elegance and modern comfort. Guests can unwind in thoughtfully designed rooms, savor locally inspired cuisine, and enjoy the relaxed pace of island life. With its prime location just steps from the ferry and local shops, The Chequit provides a serene yet connected getaway in the Hamptons. Historic architecture lovingly restored with modern touches On-site boutique offering curated local goods and gifts Private event spaces ideal for intimate weddings and celebrations Proximity to nearby beaches and nature preserves
The Chequit offers Events allowed, Restaurant, Free WiFi, Bathrobes, Eco-friendly toiletries, Towels provided, Premium bedding, Air conditioning, Blackout drapes/curtains, In-room safe, Slippers, Mini-fridge, Cable TV service, Flat-panel TV, Bicycle rentals, Library, Outdoor furniture, Bar/lounge, Electric car charging station, Parking onsite, Wheelchair-accessible parking available, Accessible property, Fireplace, Garden, Terrace, Daily housekeeping, Wifi Available, Wheelchair accessible.
The Chequit is located at 23 Grand Ave, Shelter Island Heights.
The Chequit has an average rating of 4.1 out of 5 based on 187 guest reviews.
1 King Bed
Summer House Large
1 King Bed
Summer House Standard
1 King Bed
Main House Loft Suite
1 King Bed
Main House Master Suite
1 Queen Bed
Summer Cottage Suite
1 King Bed
Main House Washington Suite
1 King Bed
Main House Large
1 King Bed
Main House House Standard
1 Queen Bed
Summer Cottage Standard
1 King Bed
Summer House Suite




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The Chequit blends coastal charm with timeless sophistication. This historic boutique hotel, originally built in 1872, offers an inviting mix of vintage elegance and modern comfort. Guests can unwind in thoughtfully designed rooms, savor locally inspired cuisine, and enjoy the relaxed pace of island life. With its prime location just steps from the ferry and local shops, The Chequit provides a serene yet connected getaway in the Hamptons.
The Chequit offers a luxurious experience with high-quality dining and beautiful grounds, highlighted by the café and harbor views. However, recent reviews indicate significant issues with slow service and malfunctioning amenities. Despite positive comments regarding staff attentiveness and value, unresolved maintenance problems were a major concern for some guests.
The best value on Shelter Island for 5 star accommodation. Great food,incredible flavor. Locals are wonderful at the bar. The artwork is beautiful. The café is a nice place to relax. Sit outside and enjoy the beautiful harbor front across a wonderful park.
Why oh why does it take 45 minutes to get a drink EVERY TIME? When there are only four patrons and two bartenders. Oh, never mind, it's closed again.
Dining can be inconsistent, but they get it right mostly. Recent steak dinner was excellent. Convenient place for Americana cuisine.
A remarkable hotel and restaurant. Multiple restaurants on property. A luxury hotel. We didn't stay there, we had coffee at the cafe. Delicious, lavender, homemade iced coffee. Delicious. The grounds are gorgeous. Go see them. Tell em Barsnobs sent ya!
We had the best time- perfect hotel for a weekend getaway. The staff is incredibly kind and attentive. Shoutout Chris at the front desk.
We paid over 700 dollars for one night on a Saturday. Our tv was broken and would not work. We were told maintenance would come and fix it, but no one ever came. It was a rainy weekend so that was very unfortunate. Our AC also did not work so our room was stuck on 75. We called the front desk about this issue as well and nothing was done about it. Very upsetting for spending so much money and having the basic amenities being broken. All we got was a “sorry” upon checking out. Definitely recommend staying elsewhere.
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