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

Welcome to The Chequit - Your Luxury Hotel in Shelter Island Heights

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Check rooms and rates
From$826 /night
Check-in
15Jul
Check-out
16Jul
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

3-star Victorian retreat with Long Island Sound views on Shelter Island

Rooms

The Chequit offers air-conditioned rooms with premium bedding and private bathrooms. The thematic decor draws inspiration from the glamorous 1940s, and family rooms include daybeds for children. Each room in this restored Victorian property overlooks the Long Island Sound.

Dining

The on-site restaurant, Red Maple, features a bar and seasonal food with an expanded terrace for open-air dining during summer months. The raw bar offers local oysters and clams, and guests receive a complimentary breakfast with fresh fruits, pastries, and homemade items. A cozy British-style pub atmosphere provides casual dining experiences.

Activities

A fleet of reconditioned vintage bikes is available for complimentary use, allowing guests to explore the island. The hotel is close to the North Ferry for easy access and offers a shared lounge and shops on the property. The sun terrace provides views of the sea.

Pet-Friendly

The Chequit has pet-friendly policies that allow guests to bring their pets. Free parking is available on site, and the hotel's location near pristine beaches makes walks easy. The property's garden and outdoor furniture accommodate pets and owners alike.

History & Location

The Chequit has a unique history as a former Methodist retreat with extensive renovations. The hotel sits in Shelter Island Heights, close to spacious beaches and picturesque coves. Its low-key atmosphere differs from neighboring holiday towns, offering a quieter base for island exploration.

Highlights

Rooms: 1940s thematic decor with Long Island Sound views

Dining: Red Maple restaurant with seasonal food and raw bar

Activities: Complimentary vintage bikes for island exploration

Pet Policy: Pets allowed on property

History: Former Methodist retreat fully renovated

“My recent exploration revealed a genuinely charming Victorian inn, its recently redone rooms offering quiet comfort. The kitchen shows a real knack for Americana cuisine, with seafood and steak preparations consistently impressing. A helpful front desk presence further solidifies its appeal for a relaxing island stay.”
Hotel logo
James DavidEditor-in-Chief at Excelsiorhotels

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
Local Experience
  • Top Attractions
  • Activities
  • Dining
  • Entertainment
Shelter Island Country Club
10 minutes' walk
A picturesque golf course with scenic views, ideal for golf enthusiasts and walkers alike.
Dering Harbor Marina
11 minutes' walk
Offers stunning harbor views and a range of boating activities, perfect for marine lovers.
Sunset Beach
15 minutes' walk
A beautiful beach famous for its sunsets, equipped with a restaurant for beachside dining.
Sylvester Manor
15 minutes' walk
Historic estate featuring gardens and educational programs, showcasing local agricultural history.
Discover the local attractions near The Chequit
Venture through the nearby landmarks that offer a glimpse into the rich culture and history near The Chequit.
Great for art enthusiasts: The South Street Gallery
Ideal for history buffs: East End Seaport Maritime Museum
Perfect for unique photography: Camera Obscura
Well suited for rail history lovers: Railroad Museum of Long Island
Best for coastal exploration: Shelter Island
Suited for local craftsmanship: The Village Blacksmith
Ideal for contemporary art fans: Nova Constellatio Gallery
Kayaking at Mashomack Preserve
10 minutes' drive
Guided kayaking tours available through beautiful marshes; great for adventure seekers.
Yoga Classes at The Chequit
0 minutes' walk
Relaxing yoga sessions offered on-site, ideal for rejuvenation amid your travels.
Red Maple
1 minute' walk
Locally-sourced American cuisine in a cozy atmosphere; must-try is the seasonal vegetable platter.
Isola
2 minutes' walk
Delicious Italian menu with a charming setting; popular for its wood-fired pizzas.
Dory
5 minutes' walk
Offers fresh seafood and a vibrant atmosphere; known for its clam chowder.
Discover dining options near The Chequit
Uncover the best dining options available near The Chequit that cater to a variety of tastes.
Perfect for fresh salads: Sweet Tomato's
Great for casual dining: Stars Cafe
Best for Italian cuisine: Isola
Ideal for quick snacks: Shelter Island Heights Pharmacy
Well suited for gourmet groceries: Marie Eiffel Market
The Flying Goat Restaurant
12 minutes' walk
Casual dining with outdoor seating; live music events hosted regularly, great for evenings.
Fireboat Firefighter Museum
25 minutes' walk
Unique museum showcasing fireboats and maritime history, engaging 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 house
Delicious food
Friendly staff
Central location
Harbor views
Cons
Inconsistent restaurant hours
No in-room coffee
Maintenance issues
Slow drink service
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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