The Chequit Hotel Shelter Island Heights Exterior photoThe Chequit Hotel Shelter Island Heights Exterior photoThe Chequit Hotel Shelter Island Heights Exterior photo
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From826US$ /night
Check-in
06Jul2026Select date
Check-out
07Jul2026Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

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

Rooms at The Chequit

The Chequit, inspired by the 1940s, provides guestrooms with premium bedding and free WiFi. The Terrace Suite features a roof terrace with a love seat, and a claw-foot bath in the bedroom. Six rooms are in the Summer House and are more affordable. Six rooms can be made into family rooms with the addition of a day bed for children. Rooms include a mini-bar, parquet floor, and free toiletries. Some rooms provide sea views. All rooms feature two rules: no smoking, and check-out is 11am.

Dining: Red Maple & More

The restaurant, Red Maple, has an expansive terrace for open-air dining. Red Maple serves small bites and traditional mains, including local Montauk fluke and root beer-glazed pork belly. A raw bar offers local oysters and clams. The White Hill Café sells picnic ingredients and hampers as well as coffees, juices and snacks. Red Maple transforms into Mr Crook's Pub, hosting trivia nights along with hearty food. Complimentary breakfast includes fruits, cereals and home-made muesli, muffins and pastries, fresh juices, tea and coffee, served in the lobby and on the terrace. Onsite restaurants include Red Maple.

Leisure on Shelter Island

The Chequit provides a sun terrace and views of the sea. A shared lounge and shops are at the property. A fleet of reconditioned vintage bikes is available to explore the island. The South Street Gallery is 2 km away. Beall & Bell is 2.5 km away. Havens House is 3 km away. East End Seaport Maritime Museum is 2.5 km away. The Village Blacksmith and VSOP Art + Design Projects are 2 km away. Fireboat Firefighter Museum is 2 km away. It is something of a secret compared with the more crowded and better-known holiday towns of the nearby Hamptons.

Location and Transportation

The Chequit is in Shelter Island Heights, nestling into the North Fork of Long Island. It is a 10-minute ferry journey from Greenport on the north side. Long Island MacArthur is 85 km away. The Long Island Rail Road also runs from New York's Penn Station. The seven-mile island has spacious beaches, picturesque coves and spectacular sunsets.

Services at The Chequit

The Chequit provides concierge services, gift shops/newsstands, and a fireplace in the lobby. The interiors feature chaise-longues and high-backed velvet armchairs in the lobby, and daybeds and oversized potted plants on the wraparound terrace, which faces the nearby harbour. Guests are asked to send information on dietary demands before their arrival.

“This lovingly restored Victorian building offers views of Long Island Sound; inside, it feels homey with a living room-style lobby and meticulous attention to detail in each of the 30-ish rooms. I'm particularly drawn to the property's British-style pub and the availability of vintage bikes for exploring the island. A charming retreat that blends historical charm with modern comforts.”
Hotel logo
Anna BlackEditor-in-Chief at Tohotel
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Select your room type

The Chequit Hotel 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
Shower
Heating
Double Room Sea View
2 persons
1 King-size bed
Sea view
Shower
Heating
Standard Single Room
2 persons
1 King-size bed
Deluxe Single Room
2 persons
1 King-size bed
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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
Explore Shelter Island Heights
Explore Shelter Island
Top Attractions
Activities
Dining
Entertainment
Dering Harbor Marina
11 minutes' walk
Dering Harbor Marina features scenic views and boating activities, perfect for water enthusiasts seeking a relaxing day on the water.
Shelter Island Country Club
Shelter Island Country Club
10 minutes' walk
Shelter Island Country Club offers golf and tennis courts, catering to sports lovers with beautiful landscapes and a serene atmosphere.
Mashomack Preserve
10 minutes' drive
Mashomack Preserve presents natural beauty with picturesque trails and wildlife, ideal for hiking and nature observations.
Greenport Antique Carousel
Greenport Antique Carousel
5 minutes' drive
The Greenport Antique Carousel charms all ages with hand-carved horses, providing a whimsical experience on a classic carousel.
Kayaking at Wades Beach
10 minutes' drive
Kayaking at Wades Beach offers adventure on the water, with rentals available nearby for both beginners and experienced paddlers.
Yoga Classes at the Pavilion
10 minutes' walk
Yoga classes at the Pavilion provide relaxation with tranquil views, perfect for guests seeking rejuvenation and mindfulness.
Red Maple
Red Maple
1 minute' walk
Red Maple showcases local cuisine with a cozy atmosphere, offering seasonal dishes and a revered selection of wines.
Dory
Dory
5 minutes' walk
Dory specializes in seafood with a casual flair, known for its fresh catches and vibrant outdoor seating near the bay.
The Gatehouse At Sylvester Manor
20 minutes' walk
The Gatehouse combines culture and history with live performances in a historic setting, regularly hosting engaging community events.
Sunset Beach
15 minutes' walk
Sunset Beach serves as a picturesque spot for evening gatherings and live music, providing a vibrant atmosphere for relaxation.
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 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 27 verified reviews
8.0/10
Great
67%
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
Pros
Harbor views
Delicious breakfast
Friendly staff
Clean rooms
Outdoor seating
Cons
Small rooms
Limited parking
Noisy neighbors
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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Rooms and Guests2 Guests, 1 Room