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 – Shelter Island Heights

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Check rooms and rates
From$826 /night
Check-in
12Aug
Check-out
13Aug
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

23 Grand Avenue, Shelter Island Heights, 11965
-
Near Crescent Beach
Perfect
10.0
8.6
/10
4.5
/5

4-star coastal retreat in Shelter Island Heights

Accommodation

The Chequit offers 37 individually designed rooms that reflect the charm of Shelter Island. Guests can choose from varied room options including queen and king accommodations. Each room is equipped with modern conveniences while maintaining a coastal aesthetic.

Dining

The Chequit presents a robust dining experience at the on-site restaurant, offering fresh seasonal ingredients and locally sourced seafood. The open-air dining space allows for meals with breathtaking views of the surroundings. Guests also enjoy a complimentary breakfast during their stay.

Location

Situated in Shelter Island Heights, The Chequit boasts proximity to local attractions like the picturesque Shelter Island Heights Beach. Guests can explore the scenic hiking trails and nearby parks, making it easy to embrace the natural beauty of the area. The hotel is also a short ferry ride away from the Hamptons.

Event Facilities

The Chequit offers unique event spaces to accommodate gatherings, from intimate weddings to corporate retreats. The outdoor patio is a versatile area, ideal for hosting events with a beautiful natural backdrop. Flexible seating arrangements can cater to various group sizes.

Wellness

The Chequit incorporates wellness options through its dedicated yoga classes held on-site. Guests can enjoy personalized wellness experiences surrounded by the beauty of the landscape. The tranquil gardens serve as a perfect spot for meditation and relaxation.

Highlights

Location: Proximity to Shelter Island Heights Beach

Rooms: 37 individually designed rooms

Dining: On-site restaurant with seasonal ingredients

Wellness: Dedicated yoga classes

Must-do experiences

  • Visit the Sentinel Historical Society for a glimpse into local history.
  • Stroll through the lush grounds of the Shelter Island State Park.
  • Enjoy fresh oysters at the local favorite, the Oyster Bar.
  • Kayak around the beautiful Dering Harbor at sunset for stunning views.
  • Explore the South Fork Natural History Museum for interactive exhibits.

Select your room type

Choose from doubles, suites, or family rooms, many with breakfast, flexible cancellation, and promotional rates
  • 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!
August 2026 - August 2027
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Check-in/ Check-out

Facilities

Boutique hotels design their amenities with your relaxation and unique travel experiences in mind
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

Location

23 Grand Avenue, Shelter Island Heights, 11965
Explore Shelter Island Heights
Local Experiences
  • Top Attractions
  • Activities
  • Dining
  • Entertainment
Dering Harbor Marina
11 minutes walking
A beautiful marina offering scenic views and opportunities for boating and fishing enthusiasts.
Shelter Island Country Club
Shelter Island Country Club
10 minutes walking
A charming golf course with well-maintained greens, perfect for golfers of all skill levels.
Greenport Antique Carousel
Greenport Antique Carousel
5 minutes driving
A historic carousel featuring hand-painted horses, ideal for families and a unique nostalgic experience.
Shelter Island Golf Course
10 minutes walking
An 18-hole course offering a fun challenge amid beautiful scenery, great for both practice and play.
Biking at Mashomack Preserve
10 minutes driving
Wildlife-rich trails await bikers at this scenic preserve, ideal for nature lovers and outdoor enthusiasts.
Kayaking at Wades Beach
10 minutes driving
Relaxation or thrill-seeking by the water, Wades Beach offers kayak rentals for exploring the waters.
Yoga Retreats
2 minutes walking
Wellness classes are available at nearby studios, perfect for relaxation and rejuvenation.
Fishing at Shell Beach
15 minutes walking
A tranquil beach spot for fishing, ideal for both beginners and seasoned anglers, providing a peaceful escape.
Red Maple
1 minute walking
A cozy spot known for farm-to-table dishes. Reservations recommended for dining amidst local charm.
Isola
2 minutes walking
Italian cuisine with a modern twist. Known for its warm atmosphere and delicious pasta dishes.
Dory
5 minutes walking
Casual seafood dining with fresh catches of the day and a relaxed vibe. Perfect for families.
The Flying Goat Restaurant
12 minutes walking
A family-friendly eatery with a varied menu focusing on local ingredients. Reservations suggested on weekends.
The Fireboat Firefighter Museum
5 minutes driving
A unique museum showcasing maritime history and firefighter memorabilia. Ideal for families and history buffs.
Sunset Beach
15 minutes walking
A vibrant nightlife spot with beach views, offering music and a lively atmosphere perfect for evenings out.
Sylvester Manor Educational Farm
Sylvester Manor Educational Farm
5 minutes driving
A family-friendly venue offering tours and educational activities focused on farming and sustainability.
Greenport Theater
5 minutes driving
A charming theater showcasing the latest films, providing a cozy entertainment option for all ages.
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
Looking for special rates when booking early?
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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

Real comments from travelers who have already stayed
Review score
Based on 29 verified reviews
8.3 /10
Great
72 %
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
Waterfront location
Delicious breakfast
Friendly staff
Comfortable beds
Clean rooms
Cons
Limited parking
Small rooms
Guest reviews
based on 1 reviews
10.0/10
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.
Open reviews
FAQs
About The Chequit
What are the check-in and check-out times at The Chequit?
Check-in is at 16:00 and check-out is by 11:00.
What amenities are available in the rooms at The Chequit?
Rooms feature air conditioning, premium bedding, Wi-Fi, and complimentary toiletries.
Is there an on-site restaurant at The Chequit?
The on-site restaurant, Red Maple, serves seasonal food and features a bar.
What is the distance from The Chequit to Crescent Beach?
Crescent Beach is located 0.5 km from the hotel.
Are there any nearby dining options to The Chequit?
Nearby restaurants include Sweet Tomato's (0.5 km), Isola (0.5 km), and Stars Cafe (0.5 km).
Does The Chequit offer parking facilities?
The hotel provides complimentary private parking on-site.
What leisure activities are available at The Chequit?
Guests have access to a fleet of complimentary vintage bikes for island exploration.
How far is The Chequit from Montauk?
The Chequit is approximately 34 km from Montauk.
Is Wi-Fi available at The Chequit?
Free Wi-Fi is available throughout the property.
Are there any historical attractions near The Chequit?
Nearby attractions include the picturesque coves and spacious beaches perfect for relaxation.

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