Things to do in and near Ashland, Virginia in October
Golden Leaves, Gathered Friends! Discover why we love Ashland, VA.
From spooky festivities to 5k marathons, there’s plenty to enjoy this October!
Ashland Farmers Market
Every Saturday
The Ashland Farmers Market is a producers-only market with a focus on agriculture and food products. Vendors may only sell products that they have grown, baked, or made within a 30-mile radius of Ashland, Virginia.
Terror on the Farm
October 3rd-31st
Ashland Berry Farm unleashes a brand-new season of screams with four terrifying haunts for 2025! Just outside Richmond in Hanover, Virginia, our farm transforms after dark into the region’s most horrifying haunted destination.
Ashland Theater: Haunted House and Halloween Showing
October 9th
Something wicked this way comes… and it’s taking over the Ashland Theatre for one unforgettable night! Join us on Thursday, October 9 for the first-ever Ashland Theatre Haunted House — a spine-tingling experience blending the magic of movies with the thrill of the unknown.
Pumpkin Centerpiece Workshop
October 11th
Head down to the beautiful James River Cellars Winery to create your very own Harvest Pumpkin Centerpiece!
8th Annual Gourds, Goblets, and Ghouls Festival
October 11th-12th
Boney and Betty are back for another fun time down on the farm this fall!
With live music, tastings with local wine, cider and distilleries, 75+ vendors, hayrides, pumpkin picking, corn maze and lots of fun activities for the whole family!
Prepare to Dare When the Ghosts Walk at Night!
October 12th-14th
Those who dare will tour the Haunted Hanover Tavern, Historic Courthouse, and Old Stone Jail. Along the way, you’ll meet a ghastly cast of characters as they recount ghostly tales of actual events and recorded paranormal activity at these locations by Transcend Paranormal
Ashland Harvest 10k/5k Run/Walk
October 18th
Head down to Carter Park for a fun and scenic 10K or 5K through Ashland, VA!
9th Street Quartet Concert
October 20th
The 9th Street Quartet is the Quartet-in-Residence for 9th Street Chamber Music – a chamber music performance and education program based in Northern Virginia.
The Stuff of Nightmares – A Gothic Literature Experience
October 25th
Spend an evening at Scotchtown and experience the true terror of the early Gothic literary movement as you meet the authors of some of the most chilling and haunting stories and novels of the 18th and 19th centuries. Guest interpreters will be portraying authors including Edgar Allan Poe, Washington Irving, Mary Shelley, and many more!
Off the Rails Craft Beer Festival
October 25th
The Hanover Arts and Activities Center, Ashland’s home for creativity, learning and celebration, welcomes the community to join them again this year for the “Off the Rails Craft Beer Festival: Brews, Boos and BBQ.
Halloween Fest on RT1
October 28th
Bring the whole family out for a spook-tacular evening of Halloween fun at Tompkins Plaza! Enjoy a safe and festive night.
Ashland Trick-or-Treat + Scavenger Hunt
October 31st
Ready for a fang-tastic Halloween challenge? Grab your Snap & Scream Scavenger Hunt card and haunt your way through town! Visit spooky stops and claim your glow-in-the-dark prize—because you lit-erally earned it!
Halloween at The Henry Clay Inn
October 31st
Stay Tuned for More Information!
Convenient lodging for your adventures
With its central location, The Henry Clay Inn is the perfect home base for exploring all of Ashland and the Greater Richmond Region.
Book your stay at The Henry Clay Inn today, where charming guest rooms and a spacious porch welcome you for a relaxing, fun filled getaway in the heart of Ashland.
We look forward to seeing you!
Looking for more local fun this month?
See more of what makes Ashland shine—visit our calendar page for more things to do in and near Ashland, VA.
Share the love! Next time you come for a visit, take a photo and tag us @henryclayinn on Facebook or Instagram. We would love to see and hear about your experience with us.
