The Windsor Run event takes participants through a scenic course starting and ending at the Windsor Town Green, with paths winding by picturesque vineyards in the Russian River Valley. Participants can aim for personal bests on flat and fast tracks. The region hosts numerous wineries and tasting rooms, where visitors can enjoy cheese, chocolates, breads, and regional delights. The area is also a craft brewery hub, with Windsor as the location for the renowned Russian River Brewery. A post-race festival celebrates this vibrant wine and beer culture, offering a memorable experience amid the beauty of Sonoma County.