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.
Unfortunately, there are no rooms available at this hotel at the moment. Please see hotels situated nearby.
Price and Room Availability Calendar
Check availability and prices for your dates now!
Facilities
The Chequit 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
Facilities:
Perfect
10.0/10Review score
Show more
The Chequit Hotel Location
23 Grand Avenue,
Shelter Island Heights,
New York,
United States,
11965,
New York State
23 Grand Avenue,
Shelter Island Heights,
New York,
United States,
11965,
New York State
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
East End Seaport Maritime Museum
1.5
mi
Gallery
Nova Constellatio Gallery
1.4
mi
Landmark
Railroad Museum of Long Island
1.6
mi
Event hall
Sylvester Manor Educational Farm
1.6
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
Market
The Gatehouse At Sylvester Manor
1.0
mi
Farm
Lavender By the Bay
2.8
mi
Landmark
Long Island Train Museam
1.2
mi
Landmark
Virgin Star Sailing Adventures
1.2
mi
Landmark
Peconic Cruise Line
1.2
mi
Nearby
Church
Our Lady of the Isle Church
1900 ft
Restaurants
The Flying Goat Restaurant
3200 ft
26 Sunnyside Drive Shelter Island Country Club
Getting around
Shelter Island Heights2 min
·
400 ft
Long Island MacArthur (ISP)124 min
·
51.3
mi
Republic (FRG)167 min
·
69.0
mi
Want to see Exclusive Early Booking Rate?
Get exlusive rates right now!
Check Rates
Reviews and Ratings
Feedback about The Chequit Hotel from previous guests about their experience.
Review score
Based on 28 verified reviews
Guest reviews
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.
Open reviews