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The Chequit

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The Chequit
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80 Reviews from our TripAdvisor Community

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Showing 78: English reviews
Milford, Connecticut
2 reviews
common_n_hotel_reviews_1bd8 7 helpful votes
Reviewed 2 weeks ago

Had a wonderful weekend enjoying fall's last colors on Shelter Island last weekend. Kudos to the staff at The Chequit for their outstanding attention to detail, from having flowers delivered with note from a local florist to resolving a small glitch their attentiveness is above board. I would certainly recommend looking into to this place as a base for a... More 

1 Thank Michael J
Rachel M, House Manager at The Chequit, responded to this review

Hi Michael J, Thank you for your lovely review! Myself and the entire Chequit team are delighted to hear that you thoroughly enjoyed your experience during your stay. We strive to make every guest's stay unique and personal. Mashomack is a must see while on the island, and the perfect place to visit in the fall. Looking forward to welcoming... More 

Redding, Connecticut, USA
Level Contributor
446 reviews
96 hotel reviews
common_n_hotel_reviews_1bd8 138 helpful votes
Reviewed 22 October 2016

It looks a bit tired and in need of a paint job upon first glance. But don't let that turn you off. The Chequit is absolutely delightful. First and foremost, the staff are wonderfully friendly and they go out of their way to make you comfortable. We stayed in "the loft" and loved it. Huge room with an old fashioned... More 

2 Thank yecats59
Rachel M, House Manager at The Chequit, responded to this review

Hi yecats59, Thank you for taking the time to review The Chequit. We absolutely aim to provide a world-class experience in comfort and service here on beautiful Shelter Island and are honored that you felt as much. Our team works very hard to ensure each guest is accommodated. We would love to welcome you back for another stay here at... More 

New York City, New York
Level Contributor
121 reviews
41 hotel reviews
common_n_hotel_reviews_1bd8 79 helpful votes
Reviewed 5 October 2016 via mobile

I visited Shelter Island for a few days as part of my Eastern LI trip and had a wonderful stay at the Chequit. First of all, it was right after labor day and very quiet. Secondly, it was raining both days that I was there. So it could have turned into a bad trip, but the staff were beyond friendly... More 

1 Thank Island_Paradis
Rachel M, House Manager at The Chequit, responded to this review

Dear Island_Paradis, It was our pleasure to host your visit to Eastern Long Island! Thank you kindly for sharing your feedback – we're thrilled to hear that you loved everything in your corner king room. We strive to ensure each guest has a tailored experience and I'm so happy our team members were able to accommodate. We take great pride... More 

1 review
common_n_hotel_reviews_1bd8 1 helpful vote
Reviewed 28 September 2016

My now wife-to-be and I came to stay in the Chequit over Labor Day weekend with another couple. Prior to our trip I was speaking with their Director of Operations, Julie, who helped me with planning a proposal. She was amazingly helpful and provided lots of great ideas of things to do around the island and helped do up our... More 

1 Thank Alexander B
Rachel M, House Manager at The Chequit, responded to this review

Hi Alexander B, Thank you so much for your lovely review! I'm so glad Julie was able to make your special weekend spectacular. We pride ourselves on the level of service we give to each guest and I'm thrilled to hear you enjoyed your experience with us. Congratulations on your engagement! More 

1 review
Reviewed 15 September 2016

Having never been to Shelter Island, I found the Chequit through Goop.com, which I always trust for good recommendations. Although it has a very charming website and has been reviewed in well-respected travel websites, The Chequit was a massive disappointment: summer camp shabby chic, but with rude staff, filthy sheets and towels, and a lingering smell of cheap disinfectant everywhere... More 

Thank Mary D
Rachel M, House Manager at The Chequit, responded to this review

Dear Mary D Thank you for your review. I am so sorry to hear about your experience and sincerely apologize for the lack of comfort and hospitality you experienced during your stay at The Chequit. Our staff works incredibly hard to ensure every guest is looked after and I am disappointed to hear we missed the mark with you. I... More 

New York City, New York
2 reviews
common_n_hotel_reviews_1bd8 2 helpful votes
Reviewed 9 September 2016

Special place to get few days break from the city. Very charming hotel with a very welcoming atmosphere. Nice clean rooms, super comfortable bed and perfect breakfast to start the beach day. Staff are super nice , specially Marie.

Thank Yelena K
Rachel M, House Manager at The Chequit, responded to this review

Hi Yelena K, Thank you for your lovely review! We absolutely aim to provide a world-class experience in comfort and service here on beautiful Shelter Island and are honored that you felt as much. Salt Hotels has set out to redefine the traditional bed and breakfast since its inception – a fantastic bed for a great night's sleep followed by... More 

Indianapolis, Indiana
Level Contributor
133 reviews
15 hotel reviews
common_n_hotel_reviews_1bd8 30 helpful votes
Reviewed 1 September 2016 via mobile

Had to stop here and this place was the only place available. Quaint little place on the island with a friendly staff; clean, comfortable room with great charm and history. Pricey, but it would make a great romantic stay if your in the area. For those who have trouble walking stairs, with or without a suitcase, you might want to... More 

Thank Volpone
Rachel M, House Manager at The Chequit, responded to this review

Thank you for taking the time to review The Chequit. I'm so glad you enjoyed your stay on your quick visit to Shelter Island. Although our historic building has stairs, we do offer room types on the ground level as well. Looking forward to welcoming you back to the Chequit on your next visit to Shelter Island! More 

Brooklyn, New York
Level Contributor
6 reviews
4 hotel reviews
common_n_hotel_reviews_1bd8 12 helpful votes
Reviewed 24 August 2016

We just stayed at the Chequit for a few days for our mini-moon. We were looking to truly relax and unplug and the Chequit was the perfect spot to do that! The staff at the Chequit are really helpful and friendly. They left a handwritten note and prosecco in the room when we arrived to congratulate us. They were very... More 

Thank Hilary C
Rachel M, House Manager at The Chequit, responded to this review

Hi Hilary C, Thank you for taking the time to share your feedback on your stay here at The Chequit. I speak for the entire team here when I say it was a pleasure to have hosted your stay, and an honor to hear that you enjoyed your time here. We certainly enjoy our central location – close to to... More 

Level Contributor
79 reviews
27 hotel reviews
common_n_hotel_reviews_1bd8 41 helpful votes
Reviewed 23 August 2016

We stopped here on our way north from the south shore of Long Island for one night. The hotel is not without charm, with some very nice minimalist type decorating. We were given a room in the annex across the street, which has two stairways, one of which is very steep, and no elevators. the room was small, but cute,... More 

Thank almsafir
Rachel M, House Manager at The Chequit, responded to this review

Hi almsafir, I'm glad that you enjoyed your stay at The Chequit during your trip through Long Island. Our guest rooms are indeed unique - I'm so glad to hear you liked the newly renovated spaces. I am sorry to hear about your experience with our restaurant Red Maple. We appreciate your feedback and are happy that you had a... More 

Level Contributor
4 reviews
Reviewed 19 August 2016

We loved the charm of the place. The staff were kind and helpful. We looked forward to getting up in the morning and having their delicious breakfast on the verandah. The rooms have been simply renovated and are attractive. Throughout The Chequit old world charm is coupled with modern amenities. Great style'! Taking the ferry is easy and fun. Sag... More 

Thank Jill P
Rachel M, House Manager at The Chequit, responded to this review

Hi Jill P, Thank you for your lovely commendations! I am so thrilled you enjoyed your stay at The Chequit. The renovation was a labor of love to keep the historic charm of the building but also add some modern amenities and style! Looking forward to welcoming you back soon for another great stay! Very Best, Rachel More 

35 photos of this hotel

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Dining (4)
Room/Suite (1)
Pool/Beach Area (1)
Other (19)

Management photos: Courtesy of the property manager

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  • Free High Speed Internet ( WiFi )
  • Restaurant
  • Bar/Lounge
  • Free Parking
  • Free Breakfast
About the property
  • Non-Smoking Hotel
Things to do
  • Restaurant
  • Bar/Lounge
Room types
  • Non-Smoking Rooms
  • Suites
  • Family Rooms
In your room
  • Air Conditioning
  • Refrigerator in room
  • Free Internet
  • Free High Speed Internet ( WiFi )
  • Free Parking
  • Free Breakfast
Official Description (provided by the hotel)
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. ... more   less 

Additional Information about The Chequit

Address: 23 Grand Ave, Shelter Island Heights, Shelter Island, NY 11965-2000
Region: United States > New York > Long Island > Hamptons > Shelter Island
Price Range: $307 - $565 (Based on Average Rates for a Standard Room)
Hotel Class:4 star — The Chequit 4*
Number of rooms: 36
Reservation Options:
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Also Known As:
Chequit Hotel Shelter Island
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Questions & Answers

Here's what travellers have asked, with answers from The Chequit staff and other travellers.
1 question
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Montclair new Jersey
4 months ago

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Questions? Get answers from The Chequit staff and past guests.
Posting guidelines
Typical questions asked:
  • Can tickets for local attractions be purchased at the front desk?
  • Do you have to pay extra for a mini-fridge?
  • At what time does the pool open each day?

See which rooms travellers prefer

“We stayed in the summer house which was great.”
 of 5 bubbles alexanderbN3589AS, 28 Sep 2016 | Read review
“The main hotel has central air conditioning the other buildings have window units.”
 of 5 bubbles 483jillp, 19 Aug 2016 | Read review
“pay up for a room on the harbor side. the annex is for cheapskate travelers (like me).”
 of 5 bubbles CJAP60, 4 Aug 2016 | Read review
“Note: paper thin walls. Complimentary ear plus provided in every room.”
 of 5 bubbles Arneby, 27 Jul 2016 | Read review
“The rooms are all equally beautiful. All in different ways.”
 of 5 bubbles janetfrommass, 25 Jun 2016 | Read review
5 of 5
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