Find hotels in Chalk Sound Drive from $198

"Beautiful Hotel (loved the clean look and modern beach color art, as well as our canal facing patio watching all the boats come and go), rooftop deck was a gorgeous place to lounge at sunset, staff was super friendly and welcoming to our family with young children, easy walk to nearby restaurants, shuttle available to the beach and a short drive (less than 10mins to Grace beach & all the restaurants/shops in that area). My only critique would be the pool was very cold (but we were visiting in December so maybe it warms up at other times of the year). We’d definitely visit again if we’re ever back in TCI!"

"Our stay at winding was amazing! Staff was superb. Garey and Ellie were awesome! Our massages were top notch and our room 5202 was so spacious we had all we wanted and more very clean and the views and snorkeling were awesome our next visit will be to Windsong for sure "

"I highly recommend this hotel! Not because the property stands out but because of the exceptional staff and service provided. I went to with my sister to celebrate my 40th birthday, no plans, no expectations. Once the team heard the reason for my trip they sprung into action making it a very memorable trip. Special thanks to the entire team but I have to call out Dianna, Iveno, Chef Ordel and Manager Lorne. These folks made me feel welcome and went above and beyond their normal duties. A huge thank you to the team! I enjoyed my stay and will return 😀. "

"The room was spotless. And the food amazing! The beach was out of this world! Love this boutique hotel. "

"There was a lack of things to do around the hotel. But overall it was excellent."

"All the staff were so friendly and accommodating. The room was spotless, the grounds, swimming pool, beach shuttle service was awesome. Enjoyed our stay 5***** "

"Beautiful property, pool and beach. Stunning. Great staff taking care of you all day. Excellent trip, will return."

"Everything about our stay at Wymara was perfect: the friendly and informative greeting from Alexandra when we arrived; the unexpected and much appreciated room upgrade; the room itself — large, immaculate, with a fabulous oceanfront view; the pool — attendants are so kind and thoughtful — and of course the gorgeous beach. No seaweed to speak of, soft sand, more attendants on hand to help with towels and drinks. The dining was 5* quality and our meal at Indigo (with a visit from Chef Andrew) was one of the best meals we’ve ever had. Truly an exceptional experience — the hotel itself is gorgeous but it was the warmth and kindness we experienced from every single staff member that made it truly memorable. (Special shout out to Timothy at breakfast!) We will certainly be back!"

"I stayed at Sands in 2018 and went back with my sister November 2025. Everything was exactly as I remembered it!!! The best thing about the Sands is the staff. Front desk and Hemingways are super, but a special shout-out to Jose and the guys on the beach! I lost my phone (with all of my son's wedding photos that I hadn't had a chance to back up) in the ocean in a waterproof cover. They jumped in with snorkel gear, and Jose came up with it.....I have never been so relieved! They turned what could have been a disaster of a vacation into a relaxing, enjoyable time. They didn't want any money, but were happy to help me. I will DEFINITELY go back (already planning for next November), perfect weather!"