The Chequit Hotel Shelter Island Heights Exterior photoThe Chequit Hotel Shelter Island Heights Exterior photoThe Chequit Hotel Shelter Island Heights Exterior photo

Book The Chequit - Premium Seaview Hotel in Shelter Island Heights

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From$826 /night
Check-in
14Jul
Check-out
15Jul
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

23 Grand Avenue, Shelter Island Heights, 11965
-
Near Crescent Beach
Perfect
9.0
8.6
/10
4.5
/5

Victorian hotel with coastal views over Long Island Sound

Accommodations

The Chequit offers air-conditioned rooms with premium bedding and private bathrooms. Family rooms include daybeds for children, and the thematic decor draws inspiration from the 1940s glamour. Each room has a private bathroom with free toiletries and a hair dryer.

Dining

The on-site restaurant, Red Maple, features seasonal food and a bar with local oysters and clams at the raw bar. A British-style pub atmosphere offers casual dining, and an expanded terrace allows open-air dining during summer. Complimentary breakfast includes fresh fruits, pastries, and homemade items.

Activities

A fleet of reconditioned vintage bikes is available for complimentary use to explore Shelter Island. Guests can access spacious beaches for relaxation and picturesque coves for family outings. Shops and a shared lounge are on the property for convenience.

Pet-Friendly Policies

The Chequit allows guests to bring their pets. The hotel is located near the North Ferry for easy access to the island. A concierge service assists with local information and activities.

Location

The hotel offers views over Long Island Sound from its restored Victorian architecture. It is a three-minute walk from the North Ferry terminal. Shelter Island's sunsets and coastal scenery are accessible from the property.

Highlights

Accommodations: Family rooms with daybeds, 1940s thematic decor

Dining: Red Maple seasonal restaurant, raw bar with local oysters and clams, British-style pub

Activities: Complimentary vintage bike fleet, shared lounge and shops

Pet-Friendly: Pets allowed, concierge service

Location: North Ferry within walking distance, Long Island Sound views

“This historic Victorian charmer on Shelter Island delivers a truly genuine getaway, with its beautifully redone rooms and the restaurant's balcony views over the harbor. The kitchen consistently turns out delicious food, from fresh seafood to well-executed American classics, and the staff, particularly those at the front desk, are genuinely kind and attentive. It strikes me as the best value for a luxurious stay, offering a cozy, quiet atmosphere right in the heart of the village.”
Hotel logo
James DavidEditor-in-Chief at Seaviewhotels

Select your room type

The Chequit 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
    Air conditioning
    Heating
  • Double Room Sea View
    2 persons
    1 King-size bed
    Air conditioning
    Heating
  • Standard Single Room
    2 persons
    1 King-size bed
Show all rooms

Price and Room Availability Calendar

Check availability and prices for your dates now!
July 2026 - July 2027
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Check-in/ Check-out

Facilities

The Chequit offers amenities for your comfortable stay and unforgettable experiences
Facilities: Perfect
10.0/10Review score

General

  • Non-smoking rooms
  • Wi-Fi
  • 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
Show more

The Chequit Location

23 Grand Avenue, Shelter Island Heights, 11965
Explore Shelter Island Heights
Activities Near The Chequit
  • Top Attractions
  • Activities
  • Dining
  • Entertainment
Shelter Island Country Club
10 minutes' walk
Home to scenic golf courses and social events, the club offers a beautiful setting for recreation and relaxation.
Dering Harbor Marina
11 minutes' walk
Quaint marina featuring stunning harbor views, perfect for leisurely strolls or boat rides along the water.
Mashomack Preserve
7 minutes' drive
Expansive nature preserve ideal for hiking and wildlife watching, showcasing Shelter Island's natural beauty.
Fireboat Firefighter Museum
5 minutes' drive
Unique museum dedicated to maritime history, featuring historic fireboats and engaging exhibits for all ages.
Discover the local attractions near The Chequit
Check out the notable landmarks near The Chequit that offer a mix of history and culture in Shelter Island Heights.
Ideal for history enthusiasts: Railroad Museum of Long Island
Great for art lovers: VSOP Art + Design Projects
Perfect for nostalgic fun: Greenport Antique Carousel
Suited for contemporary art appreciation: The South Street Gallery
Best for learning local history: Havens House
Well suited to cultural exploration: Congregation Tifereth Israel
Works well for scenic walks: Greenport
Kayaking
7 minutes' drive
Kayaking rentals available at nearby beaches, offering adventurous exploration of picturesque coastal waters.
Wellness Retreats
10 minutes' drive
Local wellness centers offer yoga classes and spa services, perfect for relaxation and rejuvenation.
Red Maple
1 minute' walk
Charming eatery known for farm-to-table dishes, featuring local ingredients and a cozy atmosphere.
Dory
5 minutes' walk
Casual seafood spot with fresh catches and a laid-back vibe, ideal for families and locals alike.
Discover dining options near The Chequit
Enjoy some of the best dining options near The Chequit that cater to various tastes and preferences.
Ideal for fresh local produce: Sweet Tomato's
Great for casual dining: Stars Cafe
Perfect for Italian cuisine: Isola
Best for quick snacks: Shelter Island Heights Pharmacy
Well suited for gourmet foods: Marie Eiffel Market
Sunset Beach
15 minutes' walk
Popular beach with vibrant nightlife and music events, offering a fun atmosphere for all ages.
East End Seaport Maritime Museum
5 minutes' drive
Local museum featuring maritime artifacts and exhibitions, perfect for families and history buffs.
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.
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
Historic Victorian architecture
Fresh seafood entrees
Attentive staff service
Cons
Inconsistent restaurant hours
Delayed maintenance response
Limited in-room coffee availability
Guest reviews
based on 1 reviews
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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