The hotel was absolutely beautiful, and the restaurant was a standout. Chef Rocco DiSpirito truly outdid himself, the presentation and quality of the food were exceptional, and every dish was perfectly executed. The service was impeccable from start to finish. An amazing experience all around!

Tried to dine at The Chequit with elderly parents with dietary restrictions. Only thing one could eat was the salad. We asked for a side of grilled chicken or salmon. Chef refused to modify the dish. We said it could be on a separate plate and we'd pay for the extra protein. Still refused. Place was 80% empty - there's a reason. Stay away.

What a great stay! The hotel is recently renovated and very well done, while still with historic charm. Pick this hotel to stay at, stop looking at the others! The restaurant and drinks were top notch as well! We came with young kids and it was very family friendly. The staff were all very nice. Peter Garcia, the General Manager, is an excellent host and runs The Chequit to top notch standards. There is also coffee and baked goods on site via the cafe. Don’t miss out!

Great to see the renovation and revamped service / menu. The island needs this place to work and it finally seems to be. Thanks to Yadihel, Daria and Edgardo for fun evening. Looking fwd to next visit.

Yady at the bar and Daria, the host at the restaurant, were amazing. Daria made sure we could order food when we arrived close to closing time and Yady was a lovely, helpful and gracious server. The food was delicious and we are so excited to support the new team. Fingers crossed.

We just stayed here for the very rainy Memorial Day weekend and were blown away. The hotel and restaurant have just opened with new owners, and the food was unbelievable. I enjoyed probably the best sea bass I've ever eaten and my wife adored her linguine with little neck clams. Since they've just opened, there are only a few delicious entrees to choose from - more in the weeks to come. But the starters absolutely blew us away. The meatball app was killer (I'm still dreaming about the sauce) and the humbly named "tomatoes on toast" is the Chequit's unique take on bruschetta that should NOT be missed. The cocktails were a delight and the wine list is expansive. Even though the rain spoiled it for us, there are gorgeous outdoor spaces all over the property with swinging chairs for coffee and a morning read or fire pits for evening cocktails, and bikes are available to explore the Island. Next door, the old drug store offers a really tasty diner-counter breakfast and a shop where sun-baked tourists can find anything they could possibly need on holiday. This place is an absolute gem. Book it now before the summer crowds get wind of it!

The restaurant delivers an exceptional fine dining experience that matches the luxury of the hotel itself. From the elegant setting to the attentive service (thank you Liz!) and carefully executed dishes, everything feels thoughtful, refined, and memorable. The menu shows real culinary skill, with well-balanced flavors, high quality ingredients, and presentation that feels worthy of a special occasion. What stands out most is how seamlessly the restaurant fits into the hotel experience, making it ideal for guests who want top tier dining without leaving the property. Thank you Chequit staff!

The best value on Shelter Island for 5 star accommodation. Great food,incredible flavor. Locals are wonderful at the bar. The artwork is beautiful. The café is a nice place to relax. Sit outside and enjoy the beautiful harbor front across a wonderful park.

Why oh why does it take 45 minutes to get a drink EVERY TIME? When there are only four patrons and two bartenders. Oh, never mind, it's closed again.

Dining can be inconsistent, but they get it right mostly. Recent steak dinner was excellent. Convenient place for Americana cuisine.