44. Madrid, Spain
Why you should go: Madrid is the highest capital city in Europe, which matters because it means the winter weather is crisp and typically accompanied by clear blue skies. Despite that, December through March is Madrid’s low season, which means you can enjoy the city’s best sights with significantly less crowds.
Why it’s a steal: Score airfare to Madrid for a median price of $622 between December and March. Hotels are six percent cheaper during that time than in the fall, with an average nightly rate of $138.
Where to stay: At the Only YOU Boutique Hotel Madrid, you’ll be smack in the middle of the hopping Chueca district. The hotel itself is a 19th century mansion that’s held on to its period details (arched windows, balconies) while adding modern amenities like big-screen TVs, fancy sound systems, and rain showers. Rooms start at $175.
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