Hotels
United States
Shelter Island Heights
The Chequit
Owners access | Hotel information and booking website unofficial
logo
Select currency
  • AUD
    Australian dollar
  • BRL
    Brazilian real
  • BGN
    Bulgarian lev
  • CAD
    Canadian dollar
  • CNY
    Chinese yuan
  • CZK
    Czech koruna
  • DKK
    Danish krone
  • EUR
    Euro
  • HKD
    Hong Kong dollar
  • ILS
    Israeli new sheqel
  • JPY
    Japanese yen
  • MYR
    Malaysian ringgit
  • NZD
    New Zealand dollar
  • NOK
    Norwegian krone
  • PLN
    Polish zloty
  • GBP
    Pound sterling
  • RON
    Romanian leu
  • RUB
    Russian ruble
  • SAR
    Saudi riyal
  • SGD
    Singapore dollar
  • ZAR
    South African rand
  • KRW
    South Korean won
  • SEK
    Swedish krona
  • CHF
    Swiss franc
  • THB
    Thai baht
  • TRY
    Turkish lira
  • USD
    U.S. dollar
  • UAH
    Ukrainian hryvnia
My bookings
Contact us
Read our FAQs
58 photos

The Chequit, Shelter Island Heights

Book on our site
Up to 10% cheaper
than Booking.com
Check rooms and rates
From826US$ /night
Check-in
14Dec2025Select date
Check-out
15Dec2025Select 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
4.6
/5
“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.

View all

Select your room type

The hotel offers a variety of rooms including double rooms, family rooms, and suites with breakfast, free cancelations, and special deals
Double Room Private Bathroom
Double Room Private Bathroom
2 persons
Shower
Heating
room details
Double Room Sea View
Double Room Sea View
2 persons
Shower
Heating
room details
Deluxe Double Room
Deluxe Double Room
2 persons
Large Double Room
Large Double Room
2 persons
Click button to see more rooms
Show all rooms
Show all roomsLess

Price and Room Availability Calendar

Check availability and prices for your dates now!

Facilities

The hotel 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.” view 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.” view 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.” view full review
Personalized Care!
“The attention we received was amazing. The suggestions and advice made our experience nice, feeling genuinely welcomed throughout our stay.” view full review

General

  • Wi-Fi
  • Parking
  • Pets allowed

Room features

  • Mini-bar

Bathroom

  • Free toiletries

Room decor

  • Parquet floor
Show more

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
City landmarks
Landmark
Dering Harbor Marina
900 m
Amusement Park
Greenport Antique Carousel
2.1 km
Landmark
Shelter Island Country Club
760 m
Landmark
Fireboat Firefighter Museum
2.0 km
Golf Course
Shelter Island Golf Course
760 m
Landmark
Congregation Tifereth Israel
2.1 km
Landmark
Sylvester Manor
1.2 km
Gallery
Nova Constellatio Gallery
2.3 km
Landmark
Camera Obscura
2.1 km
Landmark
East End Seaport Maritime Museum
2.4 km
Harbour
Greenport
2.2 km
Landmark
Railroad Museum of Long Island
2.5 km
Event hall
Sylvester Manor Educational Farm
2.6 km
Landmark
Sunset Beach
1.4 km
Beach
Crescent Beach
1.9 km
Landmark
Fire Fighter Ship New York
1.9 km
Island
Shelter Island
2.2 km
Museum
East End Seaport Museum and Marine Foundation
2.5 km
Market
The Gatehouse At Sylvester Manor
1.7 km
Landmark
Greenport Theatre
2.1 km
Landmark
Long Island Train Museam
1.9 km
Landmark
Beall & Bell
2.3 km
Museum
The Village Blacksmith
2.1 km
Gallery
VSOP Art + Design Projects
2.1 km
Landmark
watchtower
2.1 km
Landmark
Greenport Fire
2.1 km
Landmark
Shelter Island Whale's Tail
2.1 km
Landmark
Saint Agnes Roman Catholic Church
2.1 km
Gallery
The South Street Gallery
2.3 km
Nearby
Church
Our Lady of the Isle Church
570 m
Restaurants
Red Maple
20 m
23 Grand Ave
Isola
140 m
15 Grand Ave
Dory
350 m
185 N Ferry Rd
The Flying Goat Restaurant
950 m
26 Sunnyside Drive Shelter Island Country Club
Getting around
City Centre
Shelter Island Heights2 min  ·  100 m
Airports
Long Island MacArthur Airport (ISP)124 min  ·  82.6 km
Republic Airport (FRG)167 min  ·  111.1 km
Want to see Exclusive Early Booking Rate?
Get exlusive rates right now!
Check Rates
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:
33
Former name
Chequit Inn

Next best alternative

Consider them for your next trip.
Hyatt Place New York ChelseaHyatt Place New York Chelsea
New York, United States
8.1
421 USD/night
The Harbor Front InnThe Harbor Front Inn
Greenport, United States
8.3
329 USD/night
American Beech HotelAmerican Beech Hotel
Greenport, United States
9.1
550 USD/night
Driftwood Resort On The OceanDriftwood Resort On The Ocean
Montauk, United States
8.8
156 USD/night
Holiday Inn & Suites Raleigh Cary By IhgHoliday Inn & Suites Raleigh Cary By Ihg
Cary, United States
8.3
159 USD/night
Daddy O HotelDaddy O Hotel
Brant Beach, United States
8.3
515 USD/night
Doubletree By Hilton ColumbusDoubletree By Hilton Columbus
Columbus, United States
8.3
124 USD/night
Holiday Inn Express & Suites Nashville-I-40 & I-24Holiday Inn Express & Suites Nashville-I-40 & I-24
Nashville, United States
5.9
85 USD/night
Best Western Plus College Park HotelBest Western Plus College Park Hotel
College Park, United States
8.3
122 USD/night
Americinn By Wyndham Eau ClaireAmericinn By Wyndham Eau Claire
Eau Claire, United States
7.4
108 USD/night
Four Points BentonvilleFour Points Bentonville
Bentonville, United States
7.8
179 USD/night
Marriott Marquis Washington, DcMarriott Marquis Washington, Dc
Washington, United States
8.4
134 USD/night
Check-in
14Dec2025Select date
Check-out
15Dec2025Select date
Rooms and Guests2 Guests, 1 Room
  • Overview
  • Rooms
  • Price calendar
  • Facilities
  • Location

Want to save 15%?

Unlock mobile deal now
Book your stay with special mobile rate on and save up to 15%.
The Chequit Hotel Shelter Island Heights Exterior photo

The Chequit

9.0
Perfect1 review
100 m from center
743 US$
826 US$
per night
Mobile-only price
rungohotel.com uses cookies that are strictly necessary for its functioning. We do not collect analytical and marketing cookies.
OK