Find hotels in Upperville, VA from £56

The most popular time to visit Upperville is in May, when the countryside bursts into bloom and the weather is pleasantly warm. With average temperatures hovering around 20°C, it's an excellent period for enjoying the scenic landscapes and participating in outdoor activities such as hiking, horseback riding, and visiting local wineries.During the peak season, which spans from April to June, Upperville attracts numerous visitors eager to experience its charming atmosphere and vibrant events. This thriving time of year is superb for those who appreciate quality experiences, as you can immerse yourself in the local culture with various festivals and community gatherings. The delightful climate complements outdoor adventures, allowing you to explore the picturesque trails and enjoy the breathtaking views that this region has to offer.If you're seeking a more tranquil experience, consider visiting in October. This month tends to be less crowded, offering a peaceful ambience while still allowing you to appreciate the stunning fall foliage and partake in seasonal activities like apple picking and vineyard tours.