Book on our site
Up to 10% cheaper
than Booking.com
Check rooms and rates
From826US$ /night
Check-in
09Dec2025Select date
Check-out
10Dec2025Select 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
4.6
/5

Accommodations

The Chequit offers 37 individually decorated guest rooms and cottages, each equipped with custom furnishings. Guests can select from a variety of accommodation options, which incorporate local charm and coastal aesthetics. The hotel emphasizes a serene atmosphere with many rooms featuring private porches and garden views.

Dining

Dining at The Chequit includes access to The Chequit Restaurant, serving a menu focused on seasonal and locally sourced ingredients. Guests can enjoy al fresco dining on the outdoor terrace or relax by the bar area with crafted cocktails. The hotel's culinary offerings cater to various tastes and preferences.

Location

Nestled in Shelter Island Heights, The Chequit is within proximity to both sandy beaches and scenic parks. The hotel is located only a short walk from the beach and nearby walking trails. The surrounding area offers opportunities for water sports, fishing, and exploration of local shops.

Outdoor Spaces

The Chequit boasts extensive outdoor areas that enhance the guest experience, including fire pits and a beautifully landscaped garden. Guests can unwind in comfortable seating arranged throughout the gardens, perfect for relaxation or social gatherings. These outdoor areas encourage interaction with the natural environment.

Wellness and Activities

The hotel provides a range of outdoor activities, allowing guests to explore the natural beauty of Shelter Island. Opportunities for yoga classes and nature walks are available on-site, promoting wellness amidst tranquil surroundings. Guests can also access nearby sailing, kayaking, and paddleboarding.

Highlights

Location: Nestled in Shelter Island Heights

Rooms: 37 individually decorated guest rooms

Dining: The Chequit Restaurant with seasonal menu

Outdoor: Fire pits and landscaped garden

Activities: Yoga classes and nature walks

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!
View all

Select your room type

The hotel 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
Shower
Heating
Double Room Sea View
2 persons
Sea view
Shower
Heating
Deluxe Double Room
2 persons
Large Double Room
2 persons
Click button to see more rooms
Show all rooms
Show all roomsLess

Price and Room Availability Calendar

Check availability and prices for your dates now!

Facilities

The hotel offers amenities for your comfortable stay and unforgettable experiences

General

  • Wi-Fi
  • Parking
  • Pets allowed

Room features

  • Mini-bar

Bathroom

  • Free toiletries

Room decor

  • Parquet floor
Show more

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
570 m
Restaurants
Red Maple
20 m
23 Grand Ave
Isola
140 m
15 Grand Ave
Dory
350 m
185 N Ferry Rd
The Flying Goat Restaurant
950 m
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  ·  100 m
Airports
Long Island MacArthur (ISP)124 min  ·  82.6 km
Republic (FRG)167 min  ·  111.1 km
Want to see Exclusive Early Booking Rate?
Get exlusive rates right now!
Check Rates
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:
33
Former name
Chequit Inn
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.
Does The Chequit allow pets?
Pets are allowed at no extra charge.
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.

Next best alternative

Consider them for your next trip.
Check-in
09Dec2025Select date
Check-out
10Dec2025Select date
Rooms and Guests2 Guests, 1 Room
Need more options?
Check Top hotels near The Chequit
House On Chase Creek Bed & Breakfast Shelter Island Heights Nature photo
Mobile-only price

House On Chase Creek Bed & Breakfast Shelter Island Heights

8.1
Great14 reviews
294m from property
USD 283USD 254
per night
Seven Resort Style Inn Near Beach Shelter Island Heights Exterior photo
Mobile-only price

Seven Resort Style Inn Near Beach Shelter Island Heights

9.9
Perfect76 reviews
1220m from property
USD 262USD 235
per night
Shelter Island House Hotel Shelter Island Heights Exterior photo
Mobile-only price

Shelter Island House Hotel Shelter Island Heights

8.6
Great7 reviews
1270m from property
USD 569USD 512
per night