Hotels
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
Book on our site
up to 10% cheaper
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Check rooms and rates
From826US$ /night
Check-in
20Jun2026Select date
Check-out
21Jun2026Select 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

3-star boutique hotel in Shelter Island Heights

Location

The Chequit is situated on Shelter Island Heights, just moments from Crescent Beach. This historic hotel offers easy access to the beautiful beaches and outdoor activities that the area is known for. Guests can explore the lush landscape and scenic surroundings on foot or bike.

Rooms

Accommodations at The Chequit include various room types ranging from standard rooms to spacious suites. Each room offers private bathrooms and select rooms feature stunning views of the gardens or the nearby waters. The hotel's classic design aligns with its storied history, inviting guests into a cozy environment.

Dining

On-site dining at The Chequit is available at the hotel's dedicated restaurant, which emphasizes fresh, locally sourced ingredients. Guests can enjoy seasonal menus that highlight the flavors of the region. Breakfast, lunch, and dinner options cater to a range of preferences.

Wellness

Wellness options at The Chequit include outdoor yoga classes set amidst the natural beauty of Shelter Island. The hotel promotes mindfulness and relaxation through various wellness-focused experiences. Spa treatments are available nearby for those seeking a rejuvenating escape.

Pets

The Chequit welcomes pets, providing a convenient and friendly environment for guests traveling with furry companions. Specific pet policies ensure a comfortable stay for both guests and their pets. Visitors can enjoy walks in the scenic surroundings together.

Highlights

Location: Close to Crescent Beach

Rooms: Various room types, from standard to spacious suites

Dining: Restaurant with seasonal menus

Wellness: Outdoor yoga classes available

Must-do experiences

  • Stroll through Mashomack Preserve for stunning nature trails.
  • Savor fresh oysters at The Oyster Company for a true local taste.
  • Visit the historic Shelter Island Lighthouse at sunset for great views.
  • Explore the unique art at the Shelter Island Historical Society.
  • Don't miss the Farmer's Market for local produce and handmade goods.
View all

Price and Room Availability Calendar

Check availability and prices for your dates now!

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
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
Explore Shelter Island
Top Attractions
Activities
Dining
Entertainment
Shelter Island Country Club
Shelter Island Country Club
10 minutes' walk
A serene golf course offering stunning views and a challenging 18-hole experience, ideal for both beginners and experts.
Dering Harbor Marina
11 minutes' walk
A picturesque marina catering to boating and fishing enthusiasts, perfect for a relaxing day by the water.
Wades Beach
15-minute drive
A family-friendly beach with calm waters, ideal for swimming and picnicking, equipped with facilities for a full day of fun.
Sylvester Manor
Sylvester Manor
15 minutes' walk
A historic estate offering farm tours and educational programs, showcasing local agricultural heritage and sustainability.
Kayaking at Dering Harbor
11 minutes' walk
Kayaking adventures available for all skill levels. Rentals are near the harbor, offering guided tours during peak season.
Yoga Classes on the Beach
15-minute drive
Relaxing beach yoga sessions offered during summer months, perfect for rejuvenation with ocean views and soothing sounds.
Biking the Shelter Island Loop
10 minutes' drive
A scenic bicycle route around the island, showcasing picturesque views and local charm. Rentals available nearby.
Horseback Riding at Shelter Island Stables
10-minute drive
Guided trail rides for all ages at a nearby stable, perfect for those seeking an exciting outdoor adventure.
Red Maple
Red Maple
1 minute' walk
Casual vibe with farm-to-table dishes. Known for fresh seafood and artisanal pizzas, ideal for a quick bite or dinner.
Isola
Isola
2 minutes' walk
Italian restaurant with a cozy atmosphere. Signature dishes include homemade pasta and delightful desserts, with vegetarian options.
Dory
Dory
5 minutes' walk
A waterfront eatery featuring seafood and American classics. The outdoor seating offers beautiful views, reservations recommended.
The Flying Goat Restaurant
The Flying Goat Restaurant
12 minutes' walk
A lively atmosphere with creative dishes highlighting local ingredients. Known for its craft cocktails and weekend brunch.
Sunset Beach
15 minutes' walk
A beautiful beachfront bar offering live music events. A perfect spot for sunset cocktails and evening gatherings.
The Shelter Island Historical Society
25 minutes' walk
Local history exhibits and events, ideal for families and culture enthusiasts. Offers guided tours focusing on island heritage.
Local Art Galleries
25 minutes' walk
A collection of galleries showcasing local artists. Frequently hosts openings and events, family-friendly atmosphere.
Live Music at The Chequit
1 minute' walk
Regular events featuring local bands and musicians, providing a fun and friendly atmosphere right at the hotel.
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.
Open reviews

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Check-in
20Jun2026Select date
Check-out
21Jun2026Select date
Rooms and Guests2 Guests, 1 Room
  • Overview
  • Price calendar
  • Facilities
  • Location
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