The Chequit, Shelter Island Heights ➤ Reviews, Rooms & Prices 2025

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About the Hotel

23 Grand Ave, Shelter Island Heights, New York, United States, 11965

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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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

Max:

2 persons

Shower

Heating

room details

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Double Room Sea View

Max:

2 persons

Shower

Heating

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Deluxe Double Room

Max:

2 persons

room details

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Getting around

A list of all available modes of transport

City Centre

Shelter Island Heights100 m

Airports

Long Island MacArthur (ISP) 82.6 km

Republic (FRG) 111.1 km

Facilities

The hotel offers amenities for your comfortable stay and unforgettable experiences

Wi-Fi

Parking

On-site car park

Luggage storage

24-hour services

General

Wi-Fi
Parking
Pets allowed

Room features

Mini-bar

Bathroom

Free toiletries

Room decor

Parquet floor

Location

23 Grand Ave, Shelter Island Heights, New York, United States, 11965

Map view

23 Grand Ave, 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

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