Cost: $50 to $100
The Hallowine Run is a wine harvest and Halloween-themed event founded in 2008. It attracts wine and running enthusiasts from all over the country to run, sip and explore the renowned appellations of Sonoma County. Starting and finishing at Orsi Family Vineyards near downtown Healdsburg, runners can choose from a scenic half marathon, 2-person relay or 5K course which take you past beautiful autumn-colored vineyards and dozens of wineries in the Dry Creek Valley. Founded in 2008, the event features a post-race Wine & Music Festival with local cuisine, beer garden, costume contest, awards ceremony, band and exhibitors.