Round Hill Hotel and Villas
Hotel · Hanover ·
Timeless Caribbean glamour, Ralph Lauren design, private villas, and beach
.jpg "Round Hill Hotel and Villas by Courtesy Round Hill Hotel and Villas")
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John Pringle Drive, Montego Bay, Jamaica Get directions
Timeless Caribbean glamour, Ralph Lauren design, private villas, and beach
John Pringle Drive, Montego Bay, Jamaica Get directions
"The resort evokes a caught-in-time 1950s glamour—green-striped awnings, cream paneling, dark wood, and a tea-and-sandwich ritual served every afternoon—with Ralph Lauren’s recent design influence adding a playful preppy polish. Vast terraces, classic interiors, and framed photos of historic guests reinforce the timeless, leisurely vibe where ocean views and refined service feel effortlessly chic." - Lauren Burvill
"Steeped in a caught-in-time 1950s elegance, this resort’s green-striped awnings, cream-paneled interiors, vast terraces with killer ocean views, and daily tea-and-sandwich service evoke a timeless charm—one that attracted guests like John F. Kennedy and Oscar Hammerstein. Ralph Lauren’s recent design influence adds a playful preppiness throughout, from navy-and-white striped deep booth benches at the bar to walls filled with photos of bygone celebrity visitors, creating a polished yet nostalgic atmosphere." - Ruth C. White
"A Montego Bay institution since 1953 that retains timeless Caribbean glamour across 36 oceanfront rooms (designed by Ralph Lauren) and 28 private villas, many staffed by long-tenured personnel to create a home-away-from-home atmosphere. The property pairs refined service and classic design with sustainability initiatives including an on-site organic garden and reef-restoration partnerships, plus seasonal events like Michelin-chef collaborations and tennis camps." - Laura Begley Bloom
"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
"Located in Montego Bay, Jamaica, this hotel serves a traditional Jamaican breakfast of ackee and saltfish on the breakfast terrace or poolside in your villa, complemented by fresh-sliced fruit like mango, papaya, and pineapple."