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The Chequit

23 Grand Ave, Shelter Island Heights, Shelter Island, NY 11965-2000
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Traveler (70)
Dining (8)
Room & Suite (6)

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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

#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
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Room features
Air conditioning
Housekeeping
Bottled water
Refrigerator
Room types
Bridal suite
Non-smoking rooms
Suites
Family rooms
Good to know
HOTEL CLASS
4.0 of 5 stars
HOTEL STYLE
Historic Hotel
Charming
Languages Spoken
English
189Reviews6Q+A31Room tips
Traveler rating
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Happy Holiday N wrote a review Aug 2023
New York City, New York108 contributions124 helpful votes
This is a stunning and most recently renovated hotel. Amenities are needing assistance. Otherwise a great place. We would have stayed another day had their been some hotel room guest amenities. This is a newly appointed hotel. I think by summer 2024 they will be on top of the experience.
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Date of stay: August 2023Trip type: Traveled with family
Room Tip: Bring snacks and drinks. You have to go to the bar to get a glass of water. It’s not convenient....
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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.
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Alex B wrote a review Jun 2023
1 contribution
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
Value
Location
Service
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.
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Andrew M wrote a review May 2023
Alpharetta, Georgia2 contributions
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.
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Chris D wrote a review Feb 2023
7 contributions7 helpful votes
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
Value
Service
Sleep 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.
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AlwaysOnTheGo53 wrote a review Dec 2022
San Francisco, California205 contributions103 helpful votes
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
Location
Service
Sleep Quality
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Camper57769473132 wrote a review Nov 2022
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
Value
Location
Service
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.
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463raral wrote a review Aug 2022
1 contribution
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.
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Yeuming Chou wrote a review Aug 2022
New York City, New York91 contributions2 helpful votes
+1
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.
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Happytravelinfamily wrote a review Aug 2022
New York City, New York433 contributions271 helpful votes
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
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Jill P wrote a review Aug 2022
3 contributions
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
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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.
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There are more places to choose from in the Shelter Island Heights area.
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 - Prices & Inn Reviews (Shelter Island Heights, NY)

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.