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Stay at Round Hill Hotel And Villas, Montego Bay, Jamaica

Originally opened in 1953, Round Hill was conceived by well-connected, Jamaican-born entrepreneur John Pringle, whose mother was a social fixture and owned the former Sunset Lodge Hotel in Montego Bay. The 100-acre peninsula was part of Lord Monson's huge Round Hill Estate, which was first a sugar plantation and later grew coconuts, pimento, and allspice. The peninsular bluff...