“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.
Price and Room Availability Calendar
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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
Wi-Fi
Guest Parking
Private parking is possible on site for free.
Room features
Mini-bar
Bathroom
Free toiletries
Room decor
Parquet floor
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The Chequit Location
23 Grand Avenue, Shelter Island Heights, 11965,
Map view
City landmarks
Amusement Park
Greenport Antique Carousel
1.3 mi
Landmark
Dering Harbor Marina
3000 ft
Landmark
Shelter Island Country Club
2500 ft
Landmark
Fireboat Firefighter Museum
1.2 mi
Golf Course
Shelter Island Golf Course
2500 ft
Landmark
Congregation Tifereth Israel
1.3 mi
Landmark
Sylvester Manor
4100 ft
Landmark
East End Seaport Maritime Museum
1.5 mi
Gallery
Nova Constellatio Gallery
1.4 mi
Landmark
Camera Obscura
1.3 mi
Harbour
Greenport
1.4 mi
Landmark
Railroad Museum of Long Island
1.6 mi
Event hall
Sylvester Manor Educational Farm
1.6 mi
Landmark
Sunset Beach
4600 ft
Beach
Crescent Beach
1.2 mi
Landmark
Shelter Island Tennis
4800 ft
Landmark
Venture Out Shelter Island Paddle Board Rentals
4800 ft
Museum
East End Seaport Museum and Marine Foundation
1.6 mi
Landmark
Fire Fighter Ship New York
1.2 mi
Island
Shelter Island
1.4 mi
Market
The Gatehouse At Sylvester Manor
1.0 mi
Landmark
Greenport Theatre
1.3 mi
Farm
Lavender By the Bay
2.8 mi
Landmark
Beall & Bell
1.4 mi
Landmark
Long Island Train Museam
1.2 mi
Landmark
Virgin Star Sailing Adventures
1.2 mi
Landmark
Sail Deliverance
1.2 mi
Landmark
Peconic Cruise Line
1.2 mi
Landmark
Glory
1.2 mi
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 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.
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