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Fall Fun in Orange County, VA!

Can you smell the pumpkin spice? Fall is in the air in Orange County, Virginia, and we couldn’t be more thrilled for the chill. From corn mazes to festivals, Orange County has plenty to offer when it comes to celebrating autumn.









Corn Maze at Liberty Mills Farm Visitors explore the maze at Liberty Mills!
The largest corn maze this side of the Mississippi, Liberty Mills Farm corn maze clocks in at a massive 33 acres. Lucky for the directionally challenged, Liberty Mills divides the maze into 4 separate trails so you can choose your own adventure. Will you test your wits with the trivia maze or test your determination with the hole punch maze? Maybe you’ll even dare to try the flashlight maze after dark!  Liberty Mills also offers hay rides, pumpkin picking, and a farm market, so if you prefer to do your mazes on paper you’re still in for a good time. The maze is open through November 11, so get your family, besties, or coworkers together for this “farmtastic” adventure.

Montpelier Wine Trail Fall FestivalScenic view of vineyard
If you enjoy the small, rustic, family owned wineries, the Montpelier Wine Trail is for you. Come discover all of the wine trail’s members during their Fall Festival, Saturday October 27th. Enjoy tastings from all seven of the wine trail members as well as amazing food, live music and craft vendors. 



Gordonsville Fall Festival at Fireman’s FairgroundsEnjoy the Gordonsville Fall Festival!
Family fun also comes in the form of the Gordonsville Fall Festival, held this year on October 6, at the Fireman’s Fairgrounds. A day full of vendors, crafters, food groups, and entertainment for all ages. The festival will have many locals cooking up their signature dishes, as well as crafters and artists showing off their handmade work.

Fall Fiber Festival and Montpelier Sheep Dog TrialsA sheep dog participates in the trials!
What’s better on a cool fall day than fleece and wool?  The 31st Annual Fall Fiber Festival features workshops, displays, animal exhibits, sheep dog trials, hands-on demonstrations, a fleece sale, fiber and crafts vendors, music and more!  This event is held on the grounds of James Madison’s Montpelier and begins October 6th on the same day as the Gordonsville Fall Festival, so why not enjoy both?  The fun continues Sunday, October 7th. Come on out and celebrate this Orange County tradition!

Chili & Brewfest at Orange County FairgroundsEnjoy beer tastings at the Chili & Brewfest!
If you’re looking for a little more “adult” in your fall activities, look no further than Orange County Chamber of Commerce’s Chili and Brewfest at the Orange County Fairgrounds on October 13th. Featuring live music by local band The Worx, beer tastings from local breweries, a chili cook-off, Street Rod Mafia Car Club, and a Cornhole Tournament; this fest will satisfy the manliest of fall cravings.  You can even help judge the chili cook-off! Best of all, your tasting ticket includes a miniature tasting mug that you can take home as a souvenir.  Though there will be beer tastings, this event is family friendly.

Montpelier Hunt Races at James Madison’s MontpelierEnjoy live horse racing and more at the Montpelier Hunt Races!
Rounding out the fall season, do not miss the 84th Annual Montpelier Hunt Races on Saturday, November 3rd. A tradition dating back to 1929, the horse races are a must for history buffs and equestrian enthusiasts alike. Start with the Jack Russell Terrier races and enjoy tailgating, a hat contest, catering, and wine all day. Dolley Madison would be proud to see all the hustle and bustle at Montpelier!

Orange County is simply stunning, especially in the fall. Come for the events, stay for the pick-your-own farms, walking trails, skydiving, or golf—there’s no shortage of ways to enjoy nature’s beauty during autumn in Orange County.  The events listed here are only the beginning, visit our events calendar pages for even more great fall activities!