United States
Shelter Island Heights
The Chequit
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Welcome to The Chequit – Shelter Island Heights

Save money—book now
up to 10%
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Check rooms and rates
From826US$ /night
Check-in
10Dec2025Select date
Check-out
11Dec2025Select 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
4.6
/5
Loved by guests
  • Charming rooms
  • Welcoming staff
  • Delicious meals
  • Luxury amenities

Amenities

The Chequit offers a range of convenient amenities, including bicycle rentals for exploring the local area. Guests can enjoy outdoor games like bocce and cornhole in the grassy areas. An on-site library provides access to a selection of books for leisure reading.

Rooms

The hotel features 37 rooms, each uniquely designed with a coastal aesthetic. Accommodations include options with private balconies, allowing guests to enjoy views of Shelter Island's nature. Select rooms have fireplaces for added comfort during cooler evenings.

Location

The Chequit is situated within walking distance of Crescent Beach and the Shelter Island Ferry. This central location allows easy access to nearby attractions, such as local shops and restaurants. Guests can explore the scenic trails and parks that surround the hotel.

Dining

On-site dining is available at The Chequit, offering seasonal menus that highlight local ingredients. The hotel features a bar area for casual drinks and socializing. Breakfast is provided to guests each morning, ensuring a smooth start to the day.

Wellness

Guests can unwind on the outdoor patio or lounge by the seasonal outdoor pool. The hotel offers yoga classes during select weekends, focusing on relaxation and mindfulness. Nature walks are also encouraged, providing both physical activity and scenic experiences.

Highlights

Location: Walking distance to Crescent Beach

Rooms: 37 uniquely designed accommodations

Dining: Seasonal menus featuring local ingredients

Wellness: Outdoor patio and seasonal pool

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

Select your room type

Choose from doubles, suites, or family rooms, many with breakfast, flexible cancellation, and promotional rates
Double Room Private Bathroom
Double Room Private Bathroom
2 persons
Shower
Heating
room details
Double Room Sea View
Double Room Sea View
2 persons
Shower
Heating
room details
Deluxe Double Room
Deluxe Double Room
2 persons
Large Double Room
Large Double Room
2 persons
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Price and Room Availability Calendar

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Facilities

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

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
City landmarks
Landmark
Dering Harbor Marina
900 m
Amusement Park
Greenport Antique Carousel
2.1 km
Landmark
Shelter Island Country Club
760 m
Landmark
Fireboat Firefighter Museum
2.0 km
Golf Course
Shelter Island Golf Course
760 m
Landmark
Congregation Tifereth Israel
2.1 km
Landmark
Sylvester Manor
1.2 km
Gallery
Nova Constellatio Gallery
2.3 km
Landmark
Camera Obscura
2.1 km
Landmark
East End Seaport Maritime Museum
2.4 km
Harbour
Greenport
2.2 km
Landmark
Railroad Museum of Long Island
2.5 km
Event hall
Sylvester Manor Educational Farm
2.6 km
Landmark
Sunset Beach
1.4 km
Beach
Crescent Beach
1.9 km
Landmark
Fire Fighter Ship New York
1.9 km
Island
Shelter Island
2.2 km
Museum
East End Seaport Museum and Marine Foundation
2.5 km
Market
The Gatehouse At Sylvester Manor
1.7 km
Landmark
Greenport Theatre
2.1 km
Landmark
Long Island Train Museam
1.9 km
Landmark
Beall & Bell
2.3 km
Museum
The Village Blacksmith
2.1 km
Gallery
VSOP Art + Design Projects
2.1 km
Landmark
watchtower
2.1 km
Landmark
Greenport Fire
2.1 km
Landmark
Shelter Island Whale's Tail
2.1 km
Landmark
Saint Agnes Roman Catholic Church
2.1 km
Gallery
The South Street Gallery
2.3 km
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
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  ·  100 m
Airports
Long Island MacArthur (ISP)124 min  ·  82.6 km
Republic (FRG)167 min  ·  111.1 km
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:
33
Former name
Chequit Inn
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.
Does The Chequit have a pet policy?
The hotel allows pets with no extra charges.
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
10Dec2025Select date
Check-out
11Dec2025Select date
Rooms and Guests2 Guests, 1 Room
  • Overview
  • Rooms
  • Price calendar
  • Facilities
  • Location

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The Chequit Hotel Shelter Island Heights Exterior photo

The Chequit

9.0
Perfect1 review
100 m from center
743 US$
826 US$
per night
Mobile-only price
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