The Chequit

The Chequit

23 Grand Ave, Shelter Island Heights, Shelter Island, NY 11965-2000
View from the porch
Traveler (70)
Breakfast on the Porch
Dining (8)
A personalized note in our room upon our arrival that makes us always feel welcome and appreciated.
Room & Suite (6)

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$489
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$488
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$562
Prices are the average nightly price provided by our partners and may not include all taxes and fees. Taxes and fees that are shown are estimates only. Please see our partners for more details.

About

4.5
#2 of 2 inns in Shelter Island Heights
Location
4.7
Cleanliness
4.7
Service
4.6
Value
4.2
Following an extensive renovation this historic 36-room inn will redefine the concept of the traditional bed and breakfast with a fresh no rules approach. Guests can expect a new restaurant, grab and go cafe and local retail outlet. All rooms have been fully renovated with crisp, fresh amenities and new private bathrooms. Exclusive use of private terraces for all guests.
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Property amenities
Free parking
Free High Speed Internet (WiFi)
Wifi
Free breakfast
Baggage storage
Non-smoking hotel
Private check-in / check-out
Laundry service
Bar / lounge
Restaurant
Breakfast in the room
Wine / champagne
Outdoor furniture
Sun terrace
Room features
Air conditioning
Housekeeping
Bottled water
Refrigerator
Room types
Bridal suite
Non-smoking rooms
Suites
Family rooms
Good to know
HOTEL CLASS
Star ratings are intended to indicate the general level of features, amenities, and services to expect. This property is classified according to Giata.
4.0 of 5 stars
HOTEL STYLE
Historic Hotel
Trendy
Languages Spoken
English
189Reviews6Q+A31Room tips
Traveler rating
  • 136
  • 30
  • 16
  • 5
  • 2
Time of year
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Detailed Reviews
alrutt wrote a review Jul 2022
new jersey185 contributions96 helpful votes
5.0 of 5 bubbles
This is a review of the restaurant, not the hotel. The entire dining area has been completely revamped and it looks awesome. Indoor and outdoor seating were comfortable and great looking. The sushi heavy menu has a great selection and it was hard to narrow it down for ordering. Ultimately we got the martini rock shrimp tempura and a selection of rolls including spicy tuna and shrimp tempura rolls among other things. Everything was amazingly delicious. The tuna tacos and a cheeseburger were also consumed and enjoyed. Our waiter, Nima, was excellent and super friendly. Can’t wait to go back!
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Date of stay: July 2022Trip type: Traveled with family
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Alex B wrote a review Jun 2023
1 contribution
5.0 of 5 bubbles
This is not just a hotel but a true boutique experience. The hotel was built in a grand old house, and with a living room “lobby” and just 30 some rooms, this place feels truly homey. Every detail has been accounted for in the room, with some nice touches and lovely amenities. Soft robes, luxury bath products, rainfall glass shower, comfy king size bed, and more make every room feel like a suite. Shelter Island itself is a quaint beach town and The Chequit is a gem within it. The restaurant patio is also a beautiful spot for lunch on a breezy day! Couldn't recommend this place more.
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Date of stay: June 2023
5.0 of 5 bubblesValue
5.0 of 5 bubblesLocation
5.0 of 5 bubblesService
Trip type: Traveled solo
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Jill P wrote a review Aug 2022
4 contributions
5.0 of 5 bubbles
My husband and I wanted to get away and relax for the long weekend. It was our first time at The Chequit and Shelter Island. We loved it! The Chequit had just finished a renovation and we found our room to be charming, clean, and comfortable. The rain shower was lovely, the bed linens top of the line, and the bed quite comfortable. What attracted us was our ability to bring our 7-year-old Maltese, who due to autoimmune disease cannot be boarded with other dogs. The hotel was very welcoming to her as well and she loved getting a treat when we passed the front desk. The staff were all wonderful and could not have been more accommodating. We ate for two nights in the restaurant as it was so delicious, we decided to stay on the property and relax. The island offers a low-key vibe to recharge your battery . We will be back!
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Date of stay: July 2022
5.0 of 5 bubblesRooms
5.0 of 5 bubblesService
5.0 of 5 bubblesSleep Quality
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
463raral wrote a review Aug 2022
1 contribution
2.0 of 5 bubbles
The hotel booked us a room on the ground level next to a restaurant that is open until 11pm, public bathroom and main entry doorway 3 feet away from the room. It felt like they didn't use ANY soundproofing -- Terrible noise quality where my partner and I couldn't sleep at all! They gave us a nice room the next day but we were extremely disappointed that they booked us the grand floor room without letting us know about its low qualities or offered any discount when each night was around $700. The windows also faced the back where construction workers are around so felt like there was no privacy. If you are a sensitive person like me, I would check in with them about the details.
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Date of stay: August 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Chris D wrote a review Feb 2023
7 contributions8 helpful votes
5.0 of 5 bubbles
Very clean and well appointed rooms, beds very high quality and showers best i have ever seen. The lobby and common areas are very top class, and the tavern has great food and really fun atmosphere. The bar has a full selection of all options and the pool table was a great option for competition.
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Date of stay: February 2023
5.0 of 5 bubblesValue
5.0 of 5 bubblesService
5.0 of 5 bubblesSleep Quality
Trip type: Traveled on business
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Yeuming Chou wrote a review Aug 2022
New York City, New York80 contributions2 helpful votes
+1
5.0 of 5 bubbles
Love the big comfortable room and service. Very convenience location. Highly recommended for a gateway weekend ❤️
Large walking 3 people shower space for whole family
Plenty outdoor and indoor space to sit
No need to stay in hotel rooms
I will be back soon
Fast service if need staffs
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Date of stay: August 2022Trip type: Traveled solo
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Happytravelinfamily wrote a review Aug 2022
New York City, New York416 contributions271 helpful votes
4.0 of 5 bubbles
My husband and I spent one night in Shelter Island at this hotel and had a very nice time. Rooms are clean and in good shape - very minimalist so there really are not many tables or places to put your stuff. Bed was a bit noisy and it took a very long time to get hot water but it did work eventually. The restaurant was excellent and I would definitely stay here again.
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Date of stay: August 2022Trip type: Traveled as a couple
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
AlwaysOnTheGo53 wrote a review Dec 2022
San Francisco, California195 contributions103 helpful votes
4.0 of 5 bubbles
I stayed here while on Shelter Island for a wedding. The hotel is stylish, modern, and very well manicured. And the rooms are quite nice, albeit small. The location is wonderful and the staff were very friendly and helpful. That said, it did feel a little overpriced for what you get, likely the result of the island pricing.
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Date of stay: September 2022
5.0 of 5 bubblesLocation
5.0 of 5 bubblesService
4.0 of 5 bubblesSleep Quality
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Andrew M wrote a review May 2023
Alpharetta, Georgia2 contributions
5.0 of 5 bubbles
Cute, accommodating,hospitable and fun. From front desk to bar staff they are hospitable as all get out you should stay here if you want to stay on Shekter Island. There’s also good food and stuff. But this is the place to stay. Ask for Nell the bartender in the basement.
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Date of stay: May 2023Trip type: Traveled as a couple
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Camper57769473132 wrote a review Nov 2022
1 contribution
5.0 of 5 bubbles
I came for a weekend getaway from NYC and the hotel was wonderful and exceeded my expectations. I was fortunate enough to come over the weekend of their 3rd annual Christmas tree lighting and it was such a wonderful festive event. Amazing service and great accommodations. Highly recommend for anyone staying on shelter island!! Will definitely return, I can’t wait!! Don’t miss the tavern restaurant!
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Date of stay: November 2022
5.0 of 5 bubblesValue
5.0 of 5 bubblesLocation
5.0 of 5 bubblesService
Trip type: Traveled solo
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Answer from Mike G
New York City, New York3 contributions
631-749-0045
Answer from 727jun727
Mattituck, New York30 contributions10 helpful votes
The wineries (there must be about 48 at present) are all on the North Fork (NoFo) "mainland" -- take an easy 10 minute walk from the Chequit to the ferry and then about a 15 minute scenic ferry ride to Greenport. There you can catch a tour vehicle. Google "North Fork Winery Tours" to find a company (there are many) that suits your needs and arrange to meet them at the Greenport ferry dock. There are more great dining possibilities in Greenport than on Shelter Island, so you might want to have a meal there before returning to the Chequit. Enjoy your time on NoFo -- it's an amazing place!
ElizabethM2013 asked a question Jul 2017
New York City, New York27 contributions42 helpful votes
How close are you to the beach? Do you provide chairs or beach towels?
Answer from Jason M
Shelter Island, New York
Good Morning! There are several lovely beaches on Shelter Island; Crescent Beach is the closest...a 5 minute car ride or 20 minute walk. You are welcome to borrow the turkish towel provided in your guest room. The hotel does not provide beach chairs. Please let us know what additional questions we can answer! -The Chequit Team
christymerchant asked a question Jul 2017
New York City, New York5 contributions
Hi! Which of your rooms have a bathtub? Thank you for your help!
Answer from Jason M
Shelter Island, New York
Good Morning! Thanks so much for reaching out! Our Loft Suite, Terrace Suite, Washington Suite and Garden Suite offer clawfoot tubs. Please let us know if we can answer any additional questions or further assist! Warmest regards, Jason & The Chequit Team
PeachesandIzzy asked a question May 2017
Birmingham, Alabama5 contributions
How close are you to the ocean/bay?
Happy Holiday N wrote a tip Aug 2023
New York City, New York115 contributions125 helpful votes
4.0 of 5 bubbles
"Bring snacks and drinks. You have to go to the bar to get a glass of water. It’s not convenient. Get a high floor. It’s a party bar."
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Melissa P wrote a tip Jul 2019
Lawrence, Kansas75 contributions88 helpful votes
4.0 of 5 bubbles
"If you have mobility issues, ask for a ground level room as stairs are steep - again this a remodeled Victorian era property."
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Robin M wrote a tip Mar 2019
Babylon, New York21 contributions5 helpful votes
5.0 of 5 bubbles
"Each room is elegant and charming! You can't go wrong."
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Roland wrote a tip Feb 2019
New York City, New York16 contributions35 helpful votes
5.0 of 5 bubbles
"Wooden floors throughout to I would chose the top floor if you sleep lightly and worry about footsteps above you at night."
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edugirl wrote a tip Oct 2018
new york city2 contributions
5.0 of 5 bubbles
"If someone is sensitive to sounds (I'm not), a top floor room eliminates sounds from above above"
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Not the right property for you?
There are more places to choose from in the Shelter Island Heights area.
PRICE RANGE
$464 - $731 (Based on Average Rates for a Standard Room)
ALSO KNOWN AS
chequit hotel shelter island
LOCATION
United StatesNew YorkLong IslandHamptonsShelter IslandShelter Island Heights
NUMBER OF ROOMS
36
Prices are the average nightly price provided by our partners and may not include all taxes and fees. Taxes and fees that are shown are estimates only. Please see our partners for more details.
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THE CHEQUIT

Frequently Asked Questions about The Chequit
Which popular attractions are close to The Chequit?
Nearby attractions include Antique Carousel (1.3 miles), Mashomack Preserve (2.5 miles), and Lavender By The Bay (2.8 miles).
What are some of the property amenities at The Chequit?
Some of the more popular amenities offered include free wifi, free breakfast, and an on-site restaurant.
What food & drink options are available at The Chequit?
Guests can enjoy free breakfast, an on-site restaurant, and a lounge during their stay.
Is parking available at The Chequit?
Yes, free parking is available to guests.
What are some restaurants close to The Chequit?
Conveniently located restaurants include Southold Fish Market, Sterlington Deli, and Lucharito's.
Are there any historical sites close to The Chequit?
Many travelers enjoy visiting Oysterponds Historical Society (4.6 miles), Shelter Island Historical Society (1.9 miles), and The Village Blacksmith (1.3 miles).
Does The Chequit have any great views?
Yes, guests often enjoy the harbor view available here.
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