United States
Shelter Island Heights
The Chequit
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53 photos
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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up to 10%
lower than Booking.com
Check rooms and rates
From826US$ /night
Check-in
22Jun2026Select date
Check-out
23Jun2026Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

23 Grand Avenue, Shelter Island Heights, New York, United States, 11965
-
Near Crescent Beach
Perfect
9.0
8.6
/10
4.4
/5

Loved by The Chequit Hotel guests

  • Charming rooms
  • Cute staff
  • Delicious meals
  • Luxury amenities
"The rain shower was lovely, the bed linens top of the line, and the bed quite comfortable."
Jill P from United States
read full review
"The entire dining area has been completely revamped and it looks awesome."
alrutt
read full review
"Every detail has been accounted for in the room, with some nice touches and lovely amenities."
Alex B
read full review

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.
View all

Price and Room Availability Calendar

Check availability and prices for your dates now!

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
  • Free 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 Hotel Location

23 Grand Avenue, Shelter Island Heights, New York, United States, 11965
Map view
23 Grand Avenue, Shelter Island Heights, New York, United States, 11965
City landmarks
Landmark
Dering Harbor Marina
3000 ft
Amusement Park
Greenport Antique Carousel
1.3 mi
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
Sylvester Manor
4100 ft
Gallery
Nova Constellatio Gallery
1.4 mi
Landmark
Camera Obscura
1.3 mi
Landmark
East End Seaport Maritime Museum
1.5 mi
Harbour
Greenport
1.4 mi
Landmark
Railroad Museum of Long Island
1.6 mi
Event hall
Sylvester Manor Educational Farm
1.6 mi
Landmark
Sunset Beach
4600 ft
Beach
Crescent Beach
1.2 mi
Landmark
Fire Fighter Ship New York
1.2 mi
Island
Shelter Island
1.4 mi
Museum
East End Seaport Museum and Marine Foundation
1.6 mi
Market
The Gatehouse At Sylvester Manor
1.0 mi
Landmark
Greenport Theatre
1.3 mi
Landmark
Long Island Train Museam
1.2 mi
Landmark
Beall & Bell
1.4 mi
Museum
The Village Blacksmith
1.3 mi
Gallery
VSOP Art + Design Projects
1.3 mi
Landmark
watchtower
1.3 mi
Landmark
Greenport Fire
1.3 mi
Landmark
Shelter Island Whale's Tail
1.3 mi
Landmark
Saint Agnes Roman Catholic Church
1.3 mi
Gallery
The South Street Gallery
1.4 mi
Nearby
Church
Our Lady of the Isle Church
1900 ft
Restaurants
Red Maple
100 ft
23 Grand Ave
Isola
500 ft
15 Grand Ave
Dory
1200 ft
185 N Ferry Rd
The Flying Goat Restaurant
3200 ft
26 Sunnyside Drive Shelter Island Country Club
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
Red Maple
1 minute walking
A cozy spot known for farm-to-table dishes. Reservations recommended for dining amidst local charm.
Isola
Isola
2 minutes walking
Italian cuisine with a modern twist. Known for its warm atmosphere and delicious pasta dishes.
Dory
Dory
5 minutes walking
Casual seafood dining with fresh catches of the day and a relaxed vibe. Perfect for families.
The Flying Goat Restaurant
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 Heights2 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?
Explore them with us!
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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 20 verified reviews
8.6/10
Great
82%
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 review
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.
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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Check-in
22Jun2026Select date
Check-out
23Jun2026Select date
Rooms and Guests2 Guests, 1 Room
  • Overview
  • Price calendar
  • Facilities
  • Location
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