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The Chequit

23 Grand Avenue, Shelter Island Heights, Shelter Island, NY 11965
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17 Reviews from our TripAdvisor Community

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Traveler rating
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Rating summary
  • Location
    5 of 5 stars
  • Sleep Quality
    5 of 5 stars
  • Rooms
    4.5 of 5 stars
  • Service
    5 of 5 stars
  • Value
    4.5 of 5 stars
  • Cleanliness
    5 of 5 stars
Traveler tips help you choose the right room.   Room Tips
Date | Rating
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    (17)
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    (4)
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    (13)
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New York City, New York
5 of 5 stars Reviewed 5 days ago NEW

We were so lucky to find this at the last minute! We took the Jitney from midtown and it was an easy ferry-ride from Greenport. The walk from the ferry to the hotel was pleasant and very manageable. Also walking distance to the Marie Eiffel market and Sunset Beach. We were in Room 11 - it was just right for... More 

Was this review helpful? Yes
Old Greenwich, Connecticut
1 review
5 of 5 stars Reviewed 1 week ago

Words cannot express how thankful I am to not only come back to the Island but to The Chequit!!! My weekend at the Chequit was wonderful…the hospitality was by far the best!!! I felt so at home and especially at Peace!! The accommodations were perfect!! The bed was so comfy and cozy...and the room was so clean! I love the... More 

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Weston, Connecticut
Level Contributor
17 reviews
10 hotel reviews
common_n_hotel_reviews_1bd8 8 helpful votes
5 of 5 stars Reviewed 1 week ago via mobile

My husband and I stayed for a weekend in June. We frequent Shelter Isl to visit family and are so happy there is now a great fun and oh so comfortable place to stay! The new owners have kept the charm and original feel but improved upon the decor, amenities and breakfast. The king bed and yummy sheets were most... More 

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San francisco, California, USA
Level Contributor
6 reviews
5 hotel reviews
common_n_hotel_reviews_1bd8 3 helpful votes
5 of 5 stars Reviewed 1 week ago

This inn wildly exceeded my expectations. The staff was wonderful and gave great insider tips. The location is quiet, quaint and clean! The decor of all the rooms was very clean and the rooms were well appointed. I would go back in a heartbeat.

Was this review helpful? Yes
Karl L, General Manager at The Chequit, responded to this review

Dear traveldude225- Thank you for taking the time to write such a wonderful review! We thank you for staying with us and hope you can come back very soon. Very best, Karl More 

Windermere, Florida, USA
Level Contributor
2 reviews
5 of 5 stars Reviewed 3 weeks ago

Discovered this charming B&B just searching through Trip Advisor and driving through Shelter Island on our tour of the North and South Fork of Long Island. Our room was cozy and very comfortable with a great view of the water. The porch was a comfy place to sip a glass of wine and watch people go by. Breakfast was delicious... More 

Was this review helpful? Yes
Karl L, General Manager at The Chequit, responded to this review

Dear Anne N- Thank you for your review and recommendations. We are so happy that you enjoyed your stay. No need to pack lightly on your next visit as our staff is always happy to help carry your luggage upstairs no matter how heavy! We also provide tablets downloaded with Netflix for guest use if you would like to watch... More 

Florida
Level Contributor
6 reviews
common_n_hotel_reviews_1bd8 1 helpful vote
3 of 5 stars Reviewed 3 weeks ago

We stayed here since we liked the idea of being "in town". The location is great. The staff is top notch. The breakfast buffet is beautifully presented and very tasty. However, I think the rooms could be improved. In our room there were no drawers. Not one! I like to unpack (and not live out of a suitcase), and that... More 

Was this review helpful? Yes 1
Karl L, General Manager at The Chequit, responded to this review

Dear TPW1111- Thank you for taking the time to share your review and feedback. We are thrilled that you found our staff "top notch" and enjoyed our breakfast! Many of our guests do travel light and don't have as much need for additional storage, but our team can always assist in finding ways to help you feel more at home... More 

New York City, New York
1 review
common_n_hotel_reviews_1bd8 1 helpful vote
5 of 5 stars Reviewed 3 weeks ago

My partner and I turned up at The Chequit at the start of the season, having never been to the island. Everyone there was so friendly! They had tons of ideas and tips--great advice about where to eat when we wanted a treat and where to just nab a bite when we didn't want to break the bank. We sat... More 

Was this review helpful? Yes 1
Karl L, General Manager at The Chequit, responded to this review

Dear Jessi- Thank you for taking the time to write such a lovely review. It was a pleasure meeting you and getting to know you both. You must return soon! Very best, Karl More 

New York City, New York
1 review
common_n_hotel_reviews_1bd8 3 helpful votes
5 of 5 stars Reviewed 3 weeks ago

Under new management, the Chequit has been completely refurbished and it's wonderful. Our room was cosy with a very comfortable bed. The public spaces are beautifully decorated. The sun porch has rocking chairs and a day bed making it the perfect place to sit and sip wine or read a book. Breakfasts are plentiful and delicious. But the highlight is... More 

Was this review helpful? Yes 3
Karl L, General Manager at The Chequit, responded to this review

Dear Jill- Thank you for your kind review! So lovely to meet you both.The two of you felt like family in our home and we hope that we become your home-away-from-home. Please come back very soon. Very best, Karl More 

Woodbridge, New Jersey
Level Contributor
14 reviews
6 hotel reviews
common_n_hotel_reviews_1bd8 8 helpful votes
5 of 5 stars Reviewed 4 weeks ago

We loved our stay at the Chequit! The hotel is beautiful, our room was immaculate and exceptionally clean. The staff was friendly, warm, and welcoming. The breakfast was filled with fresh and delicious choices. I can't say enough about this beautiful hotel and its accommodating staff. We highly recommend staying here and will return as often as possible, I wish... More 

Was this review helpful? Yes 1
Karl L, General Manager at The Chequit, responded to this review

Dear Marc R- Thank you for taking the time to share your review! We are so happy that you enjoyed your time at The Chequit and can't wait to have you with us again. Our welcoming staff and delicious breakfast will be here when you return! Very best, Karl More 

1 review
5 of 5 stars Reviewed 4 weeks ago via mobile

It's so cute!!! My boyfriend and I planned a last minute little getaway, this was the perfect destination. Very friendly and reliable staff, and so clean. Would definitely rexcomend staying here. Can't wait to go back when the restaurant opens! Did I mention it's super cute?!?!

Was this review helpful? Yes
Karl L, General Manager at The Chequit, responded to this review

Dear Armina- Thank you for taking the time to share this review! It was so lovely to meet you both. We can't wait to host your next visit to Shelter Island which will surely be even cuter! ;) Very best, Karl More 

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