In the daytime, Alentejo’s visitors tour a verdant countryside dotted with vineyards, cork trees and churches that look like they jumped out of a fairy tale. At night, many travelers sleep in a castle, in one of the Pousadas de Portugal where the rates don’t require a royal income.
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DRAMATIC MOUNTAINS. INTOXICATING VISTAS. Spring-like weather. And 5-star hotels. All this originally attracted an older, moneyed crowd to the Portuguese island of Madeira — located in the Atlantic, 700 miles from the Portuguese mainland. George Bernard Shaw learned to tango on the lawn of the iconic Reid’s Palace Hotel (now a Belmond). Sir Winston Churchill came here to paint the island’s staggeringly beautiful seascapes.