The end of spring and the beginning of summer are the two most pleasant times to visit Charlottesville. During the months of May, June, and July, when classes are not in session at the university, there will be less people there. The month of May is filled with wine festivals, but you octordle should try to schedule your trip around a weekend when school is not in session since most hotels will be booked (and pricier). The humid Virginia weather will be in full force by the time the month of July comes to a close, making the month of June a great time to explore the flowering gardens at Monticello.