Round Hill Hotel and Villas

Vogue’s Guide to the Best Tennis Hotels in the World | Vogue

"Up a rocky promontory dense with tropical foliage in Montego Bay, Round Hill Hotel and Villas is a historic Jamaican property that exudes timeless character, elegance, and a strong national identity. The storied estate famously hosted John F. Kennedy and Jackie Kennedy on their honeymoon, John Lennon, Prince Harry and Meghan Markle, and is also home to Ralph Lauren’s two private villas. While the aphorism “if these walls could talk” certainly applies to Round Hill, what if their rackets could talk? The resort enjoys three har-tru and two hard courts, all flanked by dreamy cliffside villas, swaying palm trees, and banana bunches hanging heavy over the courts’ perimeters. The Caribbean seabreeze, soft reggae, and symphony of synchronized frogs make for a glorious surround sound climate, where tennis lessons come with experienced pros and obliging ball boys. Round Hill also hosts an annual tennis tournament for more competitive players, offering guests the chance to play with tennis champions like Bianca Andreescu and Kevin Anderson. Post-game relaxation always follows during daily high tea held in the hotel’s cocktail bar, tastefully designed by Ralph Lauren." - Zachary Schwartz