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Once a maritime and colonial powerhouse, Portugal's history is etched into its walls and courses through its streets. Lisbon, its alleys and escadinhas stretched over three steep hills and watched over by the Castello, features countless museums, religious sites, and the famous Alfama district, where visitors can chat with old ladies hanging laundry by day and sample the trendiest restaurant or lounge by night.Just south of the country's capital lies Sintra, a dreamlike cluster of castles and mansions, from the Castle of the Moors and Pena Palace to the fairytale grounds of Monserrate Palace and the mysterious Quinta de la Regaleira.Farther north along the coast, Porto features gorgeous bridges and the famous Ribeira district, with its cobbled streets and still evident medieval origins.If you follow the latest fashions, you may wish to stay at the Palacio Belmonte in Lisbon, French designer Christian Louboutin's favorite hotel in the city. For something more affordable, Porto features many new boutique B&Bs such as Casa dos Lóios near Flores Village, and Porto Vintage Guest House in trendy Almada. There is no bad time to visit Portugal, though the country's arid interior can get uncomfortably hot in the summer, while winters can be rainy.