The Chequit Hotel Shelter Island Heights Exterior photoThe Chequit Hotel Shelter Island Heights Exterior photoThe Chequit Hotel Shelter Island Heights Exterior photo
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From826US$ /night
Check-in
19Jun2026Select date
Check-out
20Jun2026Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

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

3-star coastal retreat in Shelter Island Heights

Amenities

The Chequit offers an array of unique amenities including access to a historic outdoor pool surrounded by gardens, and a serene fire pit for evening gatherings. Guests can enjoy complimentary bicycles, providing a convenient way to explore the surroundings. The hotel also features landscaped grounds, perfect for leisurely walks or relaxing afternoons outdoors.

Rooms

The Chequit includes 37 distinctly appointed guest rooms, combining classic New England design with modern comforts. Each room offers comfortable bedding and various configurations to accommodate different group sizes. Additionally, some rooms provide private terraces with views, enhancing the overall stay experience.

Location

Positioned near the center of Shelter Island Heights, The Chequit is minutes from multiple beaches, providing opportunities for swimming and sunbathing. The hotel lies within a short distance of Vineyards and local shops, enriching the visitor experience. Public ferry services connect guests to nearby Long Island.

Dining

On-site dining at The Chequit includes the renowned Chequit Restaurant, which serves locally sourced seafood and seasonal ingredients. Guests can enjoy breakfast, lunch, and dinner with a changing menu, reflecting the freshest flavors of the region. Outdoor seating options allow for a dining experience amidst the natural surroundings.

Entertainment

The hotel hosts regular events, including art exhibitions and live music, allowing guests to immerse themselves in the local culture. An outdoor volleyball court provides additional recreational options, encouraging active participation. Nearby, guests can find walking trails and nature areas for further exploration or relaxation.

Highlights

Location: near the center of Shelter Island Heights

Rooms: 37 distinctly appointed guest rooms

Dining: Chequit Restaurant with locally sourced seafood

Amenities: historic outdoor pool

Must-do experiences

  • Stroll through the beautiful grounds of the Shelter Island Historical Society.
  • Enjoy fresh seafood at The Tavern, known for its clam chowder.
  • Visit the unique Mashomack Preserve for hiking and bird watching.
  • Explore the local art scene at the Shelter Island Arts & Crafts Fair.
  • Don't miss a sunset picnic at Crescent Beach; it's magical!
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Price and Room Availability Calendar

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Facilities

The Chequit Hotel offers amenities for your comfortable stay and unforgettable experiences
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
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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
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
Explore Shelter Island
Top Attractions
Activities
Dining
Entertainment
Dering Harbor Marina
11 minutes' walk
Dering Harbor Marina features beautiful views and is perfect for waterfront strolls or enjoying local boating activities.
Shelter Island Country Club
Shelter Island Country Club
10 minutes' walk
A picturesque golf course with stunning landscapes, ideal for golfers of all skill levels and a serene retreat for nature lovers.
Fireboat Firefighter Museum
Fireboat Firefighter Museum
5 minutes' drive
The museum showcases historic fireboats and maritime history. Family-friendly exhibits offer interactive experiences for all ages.
Sylvester Manor
Sylvester Manor
15 minutes' walk
A historic site featuring beautiful gardens and educational tours, highlighting the rich history of Shelter Island.
Beach Activities at Wades Beach
4 minutes' drive
Relaxing beach activities and sunbathing. Great for families and swimming during the warmer months.
Hiking at Mashomack Preserve
12 minutes' drive
Nature trails and diverse wildlife await in this beautiful preserve. Perfect for hiking enthusiasts of all ages.
Cycling Around the Island
5 minutes' drive
Rent bikes nearby and enjoy scenic coastal rides. Great for thrill-seekers looking for an active adventure.
Yoga at the Beach
4 minutes' drive
Outdoor yoga classes available at local beaches. Ideal for those seeking relaxation and wellness amidst nature.
Red Maple
Red Maple
1 minutes' walk
Charming atmosphere featuring farm-to-table dishes and seasonal ingredients. Reservations recommended for dinner.
Isola
Isola
2 minutes' walk
Vibrant Italian cuisine with a rustic vibe. Signature pizzas and fresh pasta. Vegetarian options available.
Dory
Dory
5 minutes' walk
Casual eatery offering local seafood dishes and a relaxed atmosphere. Great for a laid-back lunch or dinner.
The Flying Goat Restaurant
The Flying Goat Restaurant
12 minutes' walk
Upscale dining experience with gourmet dishes and an extensive wine list. Perfect for a romantic evening out.
East End Seaport Maritime Museum
East End Seaport Maritime Museum
5 minutes' drive
Engaging exhibits about local maritime history, ideal for families. Check for seasonal events and special programs.
Live Music at Sunset Beach
15 minutes' walk
Energetic vibe with live music events throughout the summer. Great venue for adults and families alike.
Crescent Beach
25 minutes' walk
Family-friendly beach with sunbathing and picnic spots. Often features community events during the summer.
The Gatehouse At Sylvester Manor
20 minutes' walk
Live performances and events in a historic setting. A great spot for cultural experiences throughout the year.
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
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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 Hotel from previous guests about their experience.
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
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.
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FAQs
About The Chequit
What is the check-in and check-out policy at The Chequit?
Check-in is at 16:00 and check-out is by 11:00.
How far is The Chequit from the nearest beach?
Crescent Beach is located 0.5 km from the hotel.
What dining options are available at The Chequit?
The hotel features the on-site restaurant, Red Maple, which transforms into Mr. Crook's Pub in the evenings.
Can I experience local seafood at The Chequit?
The hotel offers a raw bar featuring local oysters and clams.
What facilities does The Chequit provide for guests?
Facilities include free Wi-Fi, private parking, and a shared lounge.
Which nearby restaurants can I find when staying at The Chequit?
Notable nearby restaurants include Sweet Tomato's (0.5 km), Isola (0.5 km), and Stars Cafe (0.5 km).
What room amenities are available at The Chequit?
All guestrooms feature air conditioning, premium bedding, and private bathrooms with free toiletries.
How far is The Chequit from Montauk?
Montauk is located 34 km away from the hotel.
Does The Chequit offer any recreational activities?
The hotel provides complimentary use of a fleet of reconditioned vintage bikes for exploring the island.
What is the distance from The Chequit to Long Island MacArthur Airport?
The hotel is 85 km from Long Island MacArthur Airport.
Are there facilities for families at The Chequit?
The hotel provides family rooms accommodating additional daybeds for children.
What famous landmarks are located near The Chequit?
Landmarks such as Mashomack Preserve are within a 10-minute drive from the hotel.

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Check-in
19Jun2026Select date
Check-out
20Jun2026Select date
Rooms and Guests2 Guests, 1 Room