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.…
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
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.
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.
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