“The hotel is perfectly situated, making it easy to explore the charming surroundings of Shelter Island.”view full review
The Chequit, a 4-star Shelter Island Heights hotel with a 9.0/10 rating on Booking.com, is a lovingly restored Victorian beauty inspired by the glamorous 1940s. Notable amenities include a complimentary breakfast and a fleet of reconditioned vintage bikes for exploring the surrounding area.
Rooms & Amenities
Guestrooms at The Chequit feature premium bedding, free WiFi, and various layouts including the Terrace Suite, which offers a roof terrace with a claw-foot bath. The six rooms in the Summer House are simply furnished and more affordable, with options to create family rooms by adding daybeds.
Dining Options
The restaurant, Red Maple, presents a selection of small bites and traditional mains including local Montauk fluke and root beer-glazed pork belly. An expansive terrace allows for open-air dining in the summer, while Mr. Crook's Pub provides a cozy British-style atmosphere for trivia nights alongside hearty food.
Leisure & Local Area
Guests can take advantage of the shared lounge and shops available on-site. The Chequit promotes outdoor activity with complimentary vintage bikes, allowing exploration of the seven-mile island's beaches and picturesque coves.
Services & Transportation
Concierge services and gift shops are also offered for convenience. The hotel is accessible via a 10-minute ferry journey from Greenport or Sag Harbor, enhancing connectivity for visitors.
Select your room type
The Chequit offers a variety of rooms including double rooms, family rooms, and suites with breakfast, free cancelations, and special deals
Double Room Private Bathroom
2 persons
1 King-size bed
Air conditioning
Heating
room details
Double Room Sea View
2 persons
1 King-size bed
Sea view
Air conditioning
Heating
room details
Standard Single Room
2 persons
1 King-size bed
room details
Show all rooms
Price and Room Availability Calendar
Check availability and prices for your dates now!
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Check-in/ Check-out
Facilities
The Chequit offers amenities for your comfortable stay and unforgettable experiences
Stunning Interiors!
“The room was beautifully decorated, blending rustic charm with modern elegance. It made our stay feel extra special.” read full review
Delicious Breakfast!
“The breakfast experience was good, especially the chia pudding, which was a standout. It was served in a cozy atmosphere that made mornings enjoyable.” read full review
Comfortable Retreat!
“The bed in our room was incredibly comfortable, providing the perfect setting for a restful night's sleep during our quiet getaway.” read full review
Personalized Care!
“The attention we received was amazing. The suggestions and advice made our experience nice, feeling genuinely welcomed throughout our stay.” read full review
General
Non-smoking rooms
Wi-Fi
Parking
VIP check-in/ -out
Concierge desk
Pets allowed
Rooms/ Facilities for disabled
Luggage storage
Sports & Fitness
Golf course
Guest Parking
Private parking is possible on site for free.
Services
Housekeeping
Welcome drink
Dining
In-room breakfast
Bar/ Lounge area
Spa & Leisure
Sun terrace
Garden area
Room features
Air conditioning
Heating
Mini-bar
Terrace
Garden furniture
Bathroom
Free toiletries
Room decor
Parquet floor
Show more
The Chequit Location
23 Grand Avenue, Shelter Island Heights, 11965,
Getting around
City Centre
Shelter Island Heights 2 min · 400 ft
Airports
Long Island MacArthur (ISP) 124 min · 51.3 mi
Republic (FRG) 167 min · 69.0 mi
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Property information and rules
Check-in
from 16:00-21:00
Check-out
until 11 am
Guest Parking
Private parking is possible on site for free.
Internet
Wireless internet is available in the entire hotel for free.
Pets
Pets are allowed on request.
Number of rooms:
36
Former name
Chequit Inn
Reviews and Ratings
Feedback about The Chequit from previous guests about their experience.
Staff
10.0/10
Guest reviews
based on 2 reviews
8.0/10
No reviews yet on our siteUnfortunately, our guests have not yet left any reviews for this hotel, but you can read reviews from Booking.com.
Guest reviews