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
17Jun2026Select date
Check-out
18Jun2026Select 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

4-star coastal retreat with historical charm

Accommodations

The Chequit offers 37 individually decorated guest rooms, blending vintage charm with contemporary amenities. Each room showcases unique furnishings and accents, while some provide private porches with views of the gardens or the harbor. Notably, the hotel includes pet-friendly options, accommodating guests traveling with pets.

Dining

The hotel features an on-site restaurant, The Chequit Dining Room, which serves locally sourced ingredients and offers a seasonal menu. Guests can enjoy refreshing cocktails and regional wines at the bar, enhancing their dining experience. Outdoor seating is available, providing an opportunity to dine al fresco in the warmer months.

Location

The Chequit is located in Shelter Island Heights, just a short stroll from the beaches and parks of Shelter Island. Guests can explore nearby attractions such as Crescent Beach and the Shelter Island Historical Society. The hotel is conveniently situated within walking distance to local shops and cafés.

Outdoor Spaces

The hotel's expansive grounds include a beautifully landscaped garden, perfect for relaxation and outdoor activities. A fire pit is available for guest use, providing a cozy spot for evenings under the stars. Additionally, the hotel has bike rentals, allowing guests to explore the surrounding area at their own pace.

Wellness

Wellness options at The Chequit include yoga sessions held on the lawn during the summer months, fostering tranquility amidst nature. The hotel encourages a fit lifestyle with complimentary bike rentals for exploring the area's scenic routes. Additionally, guests have access to meditation spaces to enhance their relaxation experience.

Highlights

Location: Close to Crescent Beach and local shops

Dining: Seasonal menu at The Chequit Dining Room

Accommodations: 37 uniquely decorated guest rooms

Outdoor: Expansive garden and fire pit

Must-do experiences

  • Visit the historic Shelter Island Lighthouse for stunning views.
  • Try the fresh seafood at the Squid Row for a local favorite.
  • Kayak or paddleboard at Crescent Beach for a fun day out.
  • Explore the beautiful landscapes of Mashomack Preserve nature trails.
  • Check out the local art at the Shelter Island Historical Society.
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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

  • Wi-Fi

Room features

  • Mini-bar

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 Heights
Top Attractions
Activities
Dining
Entertainment
Dering Harbor Marina
11 minutes' walk
Scenic marina known for stunning views and boat access. Great for picturesque walks and enjoying the waterfront.
Shelter Island Country Club
Shelter Island Country Club
10 minutes' walk
A family-friendly golf course offering beautiful landscapes. Perfect for casual play or simply relaxing at the clubhouse.
Wades Beach
4 minutes' drive
A tranquil beach ideal for swimming, sunbathing, and picnics. Features calm waters and beach facilities.
Fireboat Firefighter Museum
Fireboat Firefighter Museum
5 minutes' drive
Unique maritime museum showcasing historic fireboats. Engaging exhibits and guided tours available.
Discover the local attractions near The Chequit Hotel
Seek out nearby attractions that enrich your stay near The Chequit with diverse experiences worth exploring.
Ideal for art enthusiasts looking to appreciate local creativity: The South Street Gallery
Great for those interested in sustainable farming and historical sites: Sylvester Manor Educational Farm
Perfect for enjoying waterfront views and charming shops: Greenport
Best for those curious about traditional craftsmanship and artisanal goods: The Village Blacksmith
Well suited for individuals interested in local history and culture: Congregation Tifereth Israel
Suited for visitors wanting to explore unique artistic expressions: Nova Constellatio Gallery
Works well for guests seeking innovative art exhibitions: VSOP Art + Design Projects
Hiking at Mashomack Preserve
10 minutes' drive
Nature trails in a beautiful preserve. Ideal for hiking enthusiasts and wildlife watchers.
Kayaking at bay
4 minutes' drive
Kayak rentals available nearby for thrilling water adventures. Perfect for solo travelers and groups.
Yoga Classes
5 minutes' drive
Local studios offer calming yoga sessions. Great for relaxation and rejuvenation.
Red Maple
Red Maple
1 minute' walk
Charming atmosphere with farm-to-table dishes. Popular for brunch and dinner, reservations recommended.
Isola
Isola
2 minutes' walk
Italian cuisine in an elegant setting. Signature pasta dishes and fine wine selection available.
Dory
Dory
5 minutes' walk
Casual seafood spot with fresh catches daily. Family-friendly menu and coastal vibes.
Discover dining options near The Chequit Hotel
Enjoy various dining options nearby The Chequit that cater to different tastes and preferences.
Ideal for fresh and healthy meals in a casual setting: Sweet Tomato's
Great for a cozy atmosphere and delightful brunch options: Stars Cafe
Perfect for enjoying exquisite Italian cuisine in a relaxed environment: Isola
Well suited for quick snack options and daily essentials: Shelter Island Heights Pharmacy
Best for gourmet food items and picnic supplies: Marie Eiffel Market
The Crabby Jerry's
10 minutes' drive
Lively bar with live music and local brews. Great for evening outings and socializing.
Shelter Island Film Festival
10 minutes' drive
Annual festival highlighting indie films. Family-friendly screenings and events throughout the summer.
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
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 from 16:00 and check-out is by 11:00.
How far is The Chequit from Long Island MacArthur Airport?
The Chequit is located 85 km from Long Island MacArthur Airport.
What amenities are included in the rooms at The Chequit?
All rooms feature air conditioning, premium bedding, and free toiletries.
Is breakfast included in a stay at The Chequit?
Complimentary breakfast includes freshly baked pastries, fruits, cereals, and homemade muesli.
What dining options are available on-site at The Chequit?
Red Maple serves a selection of small bites and traditional mains, and also functions as Mr Crook's Pub.
What are some nearby restaurants to The Chequit?
Nearby restaurants include Sweet Tomato's (0.5 km), Stars Cafe (0.5 km), and Isola (0.5 km).
What recreational facilities are available at The Chequit?
The hotel offers complimentary use of a fleet of vintage bikes for exploring the island.
Is there parking available at The Chequit?
The Chequit provides complimentary private parking on-site.
How far is The Chequit from Crescent Beach?
Crescent Beach is located 0.5 km away from The Chequit.
What unique architectural features does The Chequit have?
The Chequit is a lovingly restored Victorian hotel with views over Long Island Sound.
What is the distance from The Chequit to Montauk?
Montauk is located 34 km away from The Chequit.
Check-in
17Jun2026Select date
Check-out
18Jun2026Select date
Rooms and Guests2 Guests, 1 Room