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

About

#2 of 4 B&Bs / Inns in Shelter Island Heights
Location
4.6
Cleanliness
4.7
Service
4.6
Value
4.1
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
HOTEL STYLE
Quaint
Charming
Languages Spoken
English

Location

Full view
41Car recommended
Grade: 41 out of 100
12Restaurantswithin 0.75 miles
0Attractionswithin 0.75 miles
183Reviews6Q+A30Room tips
Traveler rating
  • 132
  • 28
  • 16
  • 5
  • 2
Time of year
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463raral wrote a review Aug 8
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.
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Yeuming Chou wrote a review Aug 7
New York City, New York89 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.
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Happytravelinfamily wrote a review Aug 6
New York City, New York392 contributions261 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
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
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Jill P wrote a review Aug 2
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
Rooms
Service
Sleep Quality
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
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alrutt wrote a review Jul 2022
new jersey140 contributions93 helpful votes
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.
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rdubsnyc wrote a review Oct 2019
Bloomfield, New Jersey5 contributions3 helpful votes
The website shows very vibrant pictures of the property and the charm and our love of Shelter Island is what led us to book our stay. Unfortunately, we were only able to stay one of the two nights due to an unavoidable conflict. The general manager, Jason, was nice and helpful upon our arrival and brought my wife some tea as she had a cold (which was very thoughtful). The standard king room was a bit on the smaller side. It did have a fridge, which was in the closet though as well as a stand-up shower in the bathroom. What shocked me a bit was that aside from beach hat a scarf there was no other character to the room (nothing on the walls) - one of our favorite aspects about B&B's or Boutique hotels is the character and charm. Breakfast was delicious, but the layout for seating was a bit more segregated than what i am used to at similar places. In order to eat comfortably we had to eat outside and were saddened that we could not engage in discussion with the other guests - perhaps this changes based on time of year and how booked they are at the time. We also noticed that the porch furniture and mats were a bit worn down - perhaps since it was towards end of season it will get some love in the new year, it looks quite nice in the website photos. Overall, the sterile feel of the room really felt more like a hotel with a breakfast rather than a Boutique B&B.
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Date of stay: October 2019
Value
Cleanliness
Service
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
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melhuk2us wrote a review Oct 2019
Nesconset, New York2 contributions
My room was perfect, the bed was so comfortable, and the people were incredibly kind. The breakfast tasted great and was plated beautifully. It is a very pretty and quaint island, we went in October. It was a fantastic experience
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Date of stay: October 2019
Value
Location
Service
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
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Response from Jason M, General Manager at The Chequit
Responded Oct 19, 2019
Hi Melanie! We are thrilled to hear you enjoyed your stay at The Chequit! October is one of our favorite months on SI! Looking forward to welcoming you back for another perfect stay. Very Best, Jason
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This response is the subjective opinion of the management representative and not of Tripadvisor LLC.
halfmoonguides wrote a review Sep 2019
Brooklyn, New York38 contributions13 helpful votes
We stayed here over our wedding weekend and were blown away by the beautifully renovated rooms and friendly service. The breakfast was also delicious - eggs, coffee, freshly baked muffins and chia pudding! (The restaurant had closed for the season - but breakfast is provided.) If you're staying on Shelter Island and want a special treat, definitely check it out.
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Date of stay: September 2019
Rooms
Cleanliness
Service
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
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MoveBubble wrote a review Sep 2019
Brisbane Region, Australia2 contributions
I stayed at The Chequit over the Labor Day weekend. I didn't have a car and had not visited Shelter Island before. The place was just perfect with chairs on the verandah to read, have a wine in the afternoon or to just wander up the street for a coffee or bite to eat. The rooms are nicely decorated and whilst the air conditioning can be loud, you wouldn't expect any different in a historic hotel so I saw it as part of the charm. I cannot thank Jason enough for his warm welcome, recommendations and friendliness every day. He made the stay very pleasant even though I'm sure he was run off his feet at times. I will definitely visit again and will be recommending this to anyone visiting.
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Date of stay: September 2019Trip type: Traveled solo
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
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finlaynyc wrote a review Aug 2019
Babylon, New York2 contributions
Great family weekend. Love the character and the Red Maple restaurant was off the charts. Chef Paul 10+ rating from me my wife and my daughter. We’ve eaten at a lot of restaurants and this could’ve been the best meal we’ve had. I recommend this restaurant highly
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Date of stay: August 2019Trip type: Traveled with family
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
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Response from Jason M, General Manager at The Chequit
Responded Oct 19, 2019
Thank you for the amazing feedback! We are thrilled to hear you enjoyed Red Maple. Looking forward to welcoming you back for another delicious meal!
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This response is the subjective opinion of the management representative and not of Tripadvisor LLC.
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PRICE RANGE
$354 - $635 (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
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Frequently Asked Questions about The Chequit
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 Marie Eiffel Market, Stars Cafe, and The Flying Goat Restaurant.
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.