Culpeper Downtown Celebrates the Season with the 2026 Christmas Parade!
What’s Happening in Culpeper this October: Festivals, Fall Fun & More
Fall has arrived in Culpeper, and October brings plenty of reasons to get out and explore.
From airshows and bluegrass to fall festivals, local flavors, history, and a few spooky experiences, the October calendar is packed with events that make the most of the season. Whether you’re planning a fall weekend in Culpeper or looking for something new to add to your calendar, here are some of the events you won’t want to miss this October.
Look to the Skies
October 10 | Culpeper Regional Airport
One of Culpeper’s signature October events returns for its 26th year! Culpeper Air Fest bring an exciting day to aviation to the Culpeper Regional Airport and has become a fall tradition for visitors and locals alike.
One Big Fall Weekend in Culpeper
Salubria Oktoberfest History Faire
October 17 | 10am-4pm | Historic Salubria
History meets fall festival at Salubria’s Oktoberfest History Faire. The scenic grounds of the historic property become the backdrop for a day celebrating Virginia’s past and present.
Hop N Hog Culpeper Block Party & BBQ Competition
October 17 | 12-5pm | Downtown Culpeper
Come hungry. Hop N Hog returns to Downtown Culpeper for an afternoon centered around barbecue, beer, and bourbon and a lively block-party atmosphere. It’s an easy excuse to gather your friends and spend a fall afternoon while enjoying some serious barbecue.
Fall Festival & Craft Fair at Mountain Run Winery
October 17 | 12-7pm | Mountain Run Winery
Celebrate harvest season in Virginia wine country at Mountain Run Winery’s annual Fall Festival and Craft Fair. More than 40 local craft vendors are expected to fill the winery with handmade goods ranging from woodworking, knitting, and much more.
Oktoberfest at Belmont Farm Distillery & Brewery
October 17 | 12-8pm | Belmont Farm Distillery & Brewery
Raise a glass to fall at one of Culpeper’s most distinctive craft beverage destinations. Belmont Farm is celebrating Oktoberfest with whiskey, beer, bratwurst, and a new cider planned for release this fall.
Add A Little Mystery to Your October
Whispers in the Wallpaper: Ghosts of the Graffiti House Tour
October 17 | 6-7:30pm | Graffiti House
More than 160 years ago, Civil War soldiers left their names and message on the walls of the Graffiti House in Brand Station. Discover some of the stories and mysteries surround this historic property during the tour.
October 23 | 5-9pm | Graffiti House
The Brandy Station Foundation welcomes Culpeper Paranormal Investigations for an evening featuring paranormal evidence gathered from various locations, equipment demonstrations and more.
Ride Into the Final Weekend of October
October 24-25 | Fulton Moto
Two wheels aren’t required to join the fun. Culpeper BikeFest bring two full days of food, drinks, entertainment, and more than 30 vendors together for a weekend celebrating motorcycles, community, and plenty of enthusiasm for the open road.
Happening Throughout October
Culpeper Downtown Farmers Market
The market runs Saturdays from 7:30am-noon. Browse locally grown produce, baked goods, and other finds before heading out to explore the rest of Culpeper.
Downtown Culpeper History Walking Tours
Downtown Walking Tours explore the people, places, and moments that shaped the community, from Native lands and early settlement through the Revolutionary and Civil Wars.
Make October a Culpeper Month
One weekend might bring airplanes overhead. Another could mean barbecue downtown, a glass of Virginia wine in the countryside or an evening spent uncovering stories of a historic property.
Pick an event and build your fall visit around it. Come for what’s happening on the calendar, the leave yourself enough time to discover the restaurants, shops, craft beverages, history, and countryside that make Culpeper worth exploring beyond the event itself.
Event dates, times, and details are subject to change.
Check individual event listings before your visit for the latest information.
