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Virginia has four distinct seasons, each with its own character and elements. On the average, Summer in Virginia is hot and humid, with rainstorms a common event, from short spurts to full-out thunderstorms. Winter in Virginia is generally winter is cold and dry, but either season can fool you. Because of this, it pays to be prepared. In 2002, Virginia experienced a record-breaking drought and in the following year, record-breaking rainfall, with flooding that, in some cases, caught certain tourists off-guard and left them high (on top of their cars) and wet until they were rescued.
The climate of Virginia is categorized as temperate, with a sub-categorization of humid-subtropical. Yeah, it's the humidity that gets you, (as much as 90% in August). For this reason, the best time to travel to Staunton and Virginia is likely late spring/early summer and fall/early winter, particularly if you're traveling with small children and/or the elderly. The coldest days come in late January, when it can become quite nippy.
Year-round activities abound in the Staunton area, however, and again, with its distinct seasons, there's a good reason to travel there any time of year. In the spring, for example, the countryside can't be beat for its blooming wildflowers, and Wildflower Weekend in Shenandoah National Park is not to be missed. On the flipside, winter is a wonderland, especially during the Christmas season, when events such as Staunton's Christmas House Tours take place, with decorations, lights, and a return to the grandeur of simpler times.