1. Napa, CA
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While not what you might traditionally think of when imagining cities, this is the de facto capital of California’s wine country. A getaway here is certainly centered around wine, with more than 400 wineries and 90 tasting rooms across the county. Some of our favorites include Markham Vineyards in St. Helena and the iconic Trefethen Winery in Napa proper. Where you stay is as important as the vineyards you choose to frequent. The most romantic retreats in Napa happen to be cottages. The Brannan Cottage Inn includes six cozy structures in the heart of Calistoga, perfect for those who love afternoon and evening strolls around town. Care to splurge? Carneros Resort & Spa balances luxury with character, boasting over 100 landscaped cottages with tiny backyards where you can sip your spoils. One of the best ways to make the most of a trip to Wine Country is to book a ticket on the historic Napa Valley Wine Train, which offers a variety of rides through vineyards and, on some, stop off at various wineries along the way.