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The Chequit

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

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Rating summary
  • Sleep Quality
    5 of 5 stars
  • Location
    4.5 of 5 stars
  • Rooms
    4.5 of 5 stars
  • Service
    5 of 5 stars
  • Value
    4 of 5 stars
  • Cleanliness
    5 of 5 stars
Traveler tips help you choose the right room.   Room tips (2)
Date | Rating
  • English first
  • Any
English first
  • All months
    (26)
  • Mar-May only
    (4)
  • Jun-Aug only
    (22)
  • Sep-Nov only
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1 review
5 of 5 stars Reviewed yesterday NEW

Our three-night stay at The Chequit exceeded our expectations. The service was fantastic; Karl and his team were warm and friendly. They provided us with everything we needed to know about the inn as well as the island, and they also gave us great recommendations on beaches and restaurants. Our room was clean, stylish and well appointed as was the... More 

Was this review helpful? Yes
2 reviews
5 of 5 stars Reviewed 4 days ago NEW

I stayed here for a 2-night weekend, and I felt that the rooms were redone nicely. Great products, clean yet well-appointed. The turkish towels were a nice touch. I also loved the homemade, buffet style breakfasts on the porch. The ambiance of the lobby was great at night.

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New York City, New York
Level Contributor
4 reviews
3 hotel reviews
common_n_hotel_reviews_1bd8 3 helpful votes
5 of 5 stars Reviewed 5 days ago NEW

My husband and 6 year old daughter spent two nights at the Chequit. The excitement started as we traveled across the water to Shelter Island and within moments we were warmly welcomed by the gracious and hospitable staff. They were informative and knowledgeable in both the history of the Inn as well as the island itself. Breakfast in the morning... More 

Was this review helpful? Yes
Guilford, Connecticut
1 review
2 of 5 stars Reviewed 5 days ago NEW

We arrived on July 3 with another couple to celebrate the 4th and my husbands birthday. Pro: - we arrived around noon and our rooms were ready. - decor is minimalist, casually chic, lovely. - front porch exudes a charm, it became our meeting place for pre dinner cocktails. - breakfast was wonderful. Con: - decor in rooms is minimalist... More 

Was this review helpful? Yes
New Haven, Connecticut
1 review
common_n_hotel_reviews_1bd8 2 helpful votes
2 of 5 stars Reviewed 2 weeks ago

We booked in April for the July 4th weekend. Our first day the hotel had no hot water. Despite the fact that the staff knew there was no hot water, they did not inform us upon our return from the beach. Poor judgment. The following day my husband and I returned from the beach to find a large bag of... More 

Was this review helpful? Yes 2
Karl L, General Manager at The Chequit, responded to this review

Dear TravelCT2015- Thank you for your review. I am so sorry to hear about your experience and sincerely apologize for any inconvenience during your stay with us. Our charming old building is over 100 years old so unfortunately issues will arise from time to time such as a brief lack of hot water. Thankfully we were able to correct the... More 

Level Contributor
10 reviews
common_n_hotel_reviews_1bd8 1 helpful vote
5 of 5 stars Reviewed 2 weeks ago

Check out the newly renovated Chequit! Beach chic with rustic charm. Rooms are clean. Staff is friendly and helpful. A breakfast of house-made granola and other seasonal faves is offered daily. White Hill Cafe brews Jack's Coffee and makes the best brownies on earth.

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

Dear Lindsay- Thank you for your review! We are so happy that enjoyed your stay with us. We'll be sure to have brownies waiting for you on your next visit! Very best, Karl More 

New York City, New York
Level Contributor
27 reviews
5 of 5 stars Reviewed 2 weeks ago

We ended up going here for our honeymoon and we couldn't have been happier. The staff was amazing with great suggestions of places to eat, things to do and even gave us a room upgrade. It was the perfect quiet getaway we were looking for. We will be going back.

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

Dear Sean- We are honored that you spent your honeymoon at The Chequit! It was was wonderful to meet you both. We look forward to welcoming you back soon! Very best, Karl More 

Greenwich, Connecticut
Level Contributor
6 reviews
common_n_hotel_reviews_1bd8 7 helpful votes
5 of 5 stars Reviewed 2 weeks ago

I really loved the new renovation, my friends and I were really impressed with the decor and charming details - it really felt like I was staying with a chic friend on the island! Breakfast was beautiful, I was up early and sat on the porch for hours. Parking was easy, service was very friendly and warm. A great experience... More 

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

Dear Sarah- It was such a pleasure to meet you! I'm happy The Chequit felt like a home away from home. Please do come back soon! Very best, Karl More 

russellSummitNj
Level Contributor
4 reviews
3 hotel reviews
common_n_hotel_reviews_1bd8 4 helpful votes
5 of 5 stars Reviewed 3 weeks ago

Post July 4th for 2 nights. Just reopened under new owner and management. Totally affordable, a great value.Staff very accommodating, rooms newly remodeled and a great !! breakfast included. Restaurant ( open for all meals ) and bar [nighttime music / place to be will open July 17, 2015 +/-. We will be back by mid-August for that!

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

Dear Russell- Thank you for your review! We are so happy that you enjoyed your stay. We look forward to your next visit in August. Red Maple is scheduled to open this month so you will be able to enjoy our menu on your next visit! Very best, Karl More 

New York City, New York
1 review
common_n_hotel_reviews_1bd8 1 helpful vote
5 of 5 stars Reviewed 4 weeks ago

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 1
Karl L, General Manager at The Chequit, responded to this review

Dear Maria- Thank you for your review. It was a pleasure meeting you both! I enjoyed chatting with you each day! Our granola and cinnamon rolls await your return :) Very best, Karl More 

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