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2023 Culpeper Cycling Century & Tour

Culpeper Sports Complex 16358 Competition Dr., Culpeper, VA, United States

Event Date: Saturday, October 7, 2023 ***Registration is Required ~ Spaces are Limited!!! Culpeper is a beautiful and unique town to visit any time, but, especially in the Fall. Come join us for the 16th Annual Culpeper Cycling Century & Tour on Saturday, October 7, 2023 and experience a fun and intimate ride on your... Read more »

$30.00 – $60.00

Fall Festival at Belmont Farm Distillery

Belmont Farm Distillery Commerce & Davis St., Culpeper, VA, United States

Come join us for our first annual Fall Festival. Live music by Steel Grey Band. Food for sale by The Knights of Columbus. We'll have Vendors and a Corn hole Competition. Tours, tastings, and a FREE Cocktail also available! Mark your calendars and come celebrate with us on the farm.

Broken String Bluegrass Festival

Death Ridge Brewery 5393 Higher Ground Trail, Jeffersonton, VA, United States

3rd Annual Broken String Bluegrass Festival! Doors open at 11am for a full day of the best in bluegrass, kicking off at 12pm! Music by Shannon Bielski and Moonlight Drive, Hammaville, Unspoken Tradition, Junior Sisk, and Lonesome River Band. Local food trucks Talk of the Mountain Crab Cakes & More and Graze to Griddle on... Read more »

$25 – $35

Culpeper Downtown Restaurant Week

Downtown District in Historic Culpeper 111 South Commerce St., Culpeper, VA, United States

It’s time to prepare your taste buds & appetites for Culpeper Downtown’s  Restaurant Week, the best way to try something new or enjoy an old favorite—while supporting our downtown restaurant... Read more »

Terrpr-arium Workshop

Botanical Dwellings 404 S. Main St., Culpeper, VA, United States

Spooooooookkyyyyyyyyy! Tis the season for creepy crawlys and terror galore. Join us at the start of the spooky season for this terror-ific workshop! MacKenzie will guide you through building the perfect terrarium for you & your space as well as teach you all about maintaining your new ecosystem once you get home. Registration per person... Read more »


6th Annual Crafts’ Meow Falliday Craft Show

Culpeper Baptist Church 318 S West St., Culpeper, VA, United States

Come join us for the 6th Annual Crafts' Meow Craft Show on Saturday, October 14, 2023 from 9 - 3 at the Culpeper Baptist Church, 318 S. West, in Culpeper. VA. Food, raffles, fun! Proceeds to benefit the kitties of Forgotten Felines of Culpeper. Forgotten Felines of Culpeper is a 501(c)(3) nonprofit rescue, voted Best... Read more »

Culpeper Air Fest 2023

Culpeper Regional Airport 125717 Beverly Ford Rd., Brandy Station, VA, United States

The goal is to honor the contributions of historic military aircraft, which helped to secure our nation’s freedom. The Air Fest is a celebration of our aviation heritage and is a fun, family-friendly, community-oriented event. The show is locally produced, free to the public and draws top performers from around the nation offering something for... Read more »


Graffiti House Paranormal Events Spirit Night

Graffiti House 19484 Brandy Rd., Brandy Station, VA, United States

Join us from 5pm-9pm for an open-house event with tours of the location, evidence review from various places that we have investigated, equipment displays and more. (See flyer below for more information). Free admission, kid friendly. We will also once again be hosting a raffle to win a private investigation at Graffiti House with our... Read more »

2023 Car, Truck, Tractor, and Motorcycle Show

Brandy Station Volunteer Fire Department 20057 Fleetwood Heights Rd., Brandy Station, VA, United States

Show will run from 10a-2p. Lots of prizes and trophies to be given away during the show. All proceeds of this car show go towards the Brandy Station Volunteer Fire Department!!! Free for spectators. Entry fees are $20. Breakfast and lunch will be available on site for purchase. Come out and see some awesome vehicles,... Read more »


Hop N’Hog Culpeper Block Party & BBQ Competition

Downtown Culpeper Commerce & Davis St., Culpeper, VA, United States

Hop N Hog – Culpeper Block Party & BBQ Competition! Brought to you by Culpeper Renaissance, Inc. (CRI), a 501c3 nonprofit Main Street Program! Enjoy $3 BBQ samples, unlimited beer tastings, bourbon samples, live music, food & artisan vendors, adult games, a kid’s area and more on Saturday, October 21, 2023, from 12pm to 5pm,... Read more »

$15.00 – $35.00

2023 Fall Festival and Craft Fair

Mountain Run Winery 10753 Mountain Run Lake Rd., Culpeper, VA, United States

Mountain Run Winery's Fall Festival and Craft Fair is set for Saturday, October 21, 2023 from 12:00-7pm! Come celebrate the harvest with us! The craft fair is going to be... Read more »

Doggy Costume Contest at Old Trade Brewery & Cidery

Old Trade Brewery & Cidery 13270 Alanthus Rd., Brandy Station, VA, United States

Join Old Trade and the K9 Caring Dog Angels for our first Doggy Costume Contest! We will have prizes for the 1st, 2nd and 3rd place costumes!