Things to do in and near Ashland, Virginia in December

Gather, Celebrate, & Explore! Discover why we love Ashland, VA.
December in Ashland is filled with warmth, wonder, and moments meant to be shared.

A Christmas Carol
December 3rd – 7th
Marilyn Mattys’ beloved adaptation of A Christmas Carol returns to Randolph-Macon this holiday season. Directed by Professor Emeritus Joe Mattys, this retelling of Dickens’ classic has been a beloved tradition at the College for more than 25 years.

England Street Christmas Market
December 6th
The England Street Christmas Market, presented by Thrill of the Hunt, opened its courtyard gates in 2020. This seasonal market brings you curated handmade goods by local Crafters, Makers, and Artisans. Head down to England Street to explore and discover a casual quaint outdoor shopping experience, nestled at the entrance to Downtown Ashland.

Holiday Cheer Program at Scotchtown
December 6th
Patrick Henry’s Scotchtown annual family holiday program is back, and they are ready to get into the holiday spirit with holiday themed crafts, tours and much more!

Christmas at the Abbey
December 7th
Join Hanover Tavern for a magical journey back in time to the era of Downton Abbey at our exclusive Holiday Tavern Tea event. Immerse yourself in the aristocratic charm of the Granthams as you savor a decadent three-course menu featuring savory sandwiches, freshly baked scones, and delightful sweets, all paired with a selection of traditional English teas and a special themed tea flavor

Holiday House Tour
December 7th
The Ashland Museum will offer two homes to tour on S. Center St on Sunday, December 7. Both houses will be open with a reception to follow. 

Winter on the Green
December 13th
Celebrate the magic of the holidays at this heartwarming community tradition, Winter on the Green!

Caroling in Downtown Ashland
December 6th, 13th, & 20th
Step into a storybook Christmas in the Center of the Universe! Downtown Ashland’s Light Up the Tracks brings old-fashioned holiday charm to life every Saturday from 5–7 PM, with festive carolers, sing-alongs, and seasonal cheer that will warm your heart. 

Holiday Centerpiece Workshop
December 21st
Join us for our Holiday Centerpiece Making Workshop at James River Winery! All will be merry and bright as we create this floral design that includes a beautiful lined wooden box that can be reused in the future once you learn to create floral displays with it.

A Historic Holiday at The Henry Clay Inn
TBA
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.