The Chequit Hotel Shelter Island Heights Exterior photoThe Chequit Hotel Shelter Island Heights Exterior photoThe Chequit Hotel Shelter Island Heights Exterior photo

The Chequit, Shelter Island Heights

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From826US$ /night
Check-in
22Jun2026Select date
Check-out
23Jun2026Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

23 Grand Avenue, Shelter Island Heights, New York, United States, 11965
Perfect
9.0
8.6
/10
4.4
/5

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.

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Facilities

The Chequit Hotel offers amenities for your comfortable stay and unforgettable experiences
Facilities: Perfect
10.0/10Review score

General

  • Non-smoking rooms
  • Wi-Fi
  • Free parking
  • VIP check-in/ -out
  • Concierge desk
  • Pets allowed
  • Rooms/ Facilities for disabled
  • Luggage storage

Sports & Fitness

  • Golf course

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
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The Chequit Hotel Location

23 Grand Avenue, Shelter Island Heights, New York, United States, 11965
Map view
23 Grand Avenue, Shelter Island Heights, New York, United States, 11965
Nearby
Church
Our Lady of the Isle Church
1900 ft
Restaurants
Red Maple
100 ft
23 Grand Ave
Isola
500 ft
15 Grand Ave
Dory
1200 ft
185 N Ferry Rd
The Flying Goat Restaurant
3200 ft
26 Sunnyside Drive Shelter Island Country Club
Getting around
City Centre
Shelter Island Heights2 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 Hotel from previous guests about their experience.
Review score
Based on 20 verified reviews
8.6/10
Great
82%
Recommend
Cleanliness
10.0/10
Comfort
10.0/10
Facilities
10.0/10
Location
10.0/10
Staff
10.0/10
Value for money
7.5/10
Guest reviews
based on 1 review
9.0/10
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.
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