Downtown Staunton Events

Holiday Happenings

SDDA is working with the City of Staunton, downtown stakeholders, businesses and community partners to offer festive holiday themed events and happenings. Continue to check back and follow us on social media as events/details may shift throughout the month. Here is a list of what we have planned thus far…

Small Business Saturday (Nov. 27th)

The SDDA will be kicking off the holiday season with a little cheer… as we celebrate our wonderful businesses and organizations during Small Business Saturday. Make plans to venture downtown and support your old favorites while also discovering new businesses that you’re sure to love! Make sure to follow us on social media or sign up for our community e-blast for additional posts and happenings leading up to this special day. For a complete listing of downtown businesses and organizations, check out our virtual shopping & dining guide.

Staunton Christmas Parade - (Nov. 29th)

The SDDA presents the Staunton Christmas Parade, sponsored by Columbia Gas of Virginia. This has been a beloved Staunton event for decades, marshaled by the Staunton Kiwanis Club. Though we stepped back from gathering in 2020, it remains our hope that family and friends will be able to safely join us for “A Welcome Home Christmas” beginning Monday, November 29, 2021 at 7:00PM. Be there when Santa arrives in his newly refurbished sleigh, painted by Shiflett’s Auto Repair & Body Shop, styled by ShenanArts and sponsored by McKee Foods.

Saturdays in December – (Dec. 4, 11, 18th)

Multiple opportunities to safely shop, stay and play downtown this holiday season! DISCOVER delicious foods, fabulous retail, services, attractions and galleries! ENJOY strolling holiday characters, musicians, performers, and activities, 10AM-2PM, Saturdays during December. Downtown Staunton is home—for the holidays!  

  • December 4Santa’s Sleigh & Reindeer will be in Candy Cane Courtyard @ City National Bank (38 N Central Ave, Staunton), sponsored by City National Bank
  • December 11Santa’s Cottage, located in Gingerbread Gardens @ Woodrow Wilson Presidential Library & Museum, (18 N. Coalter Street) Fun activities, music and photo opportunities sponsored by KK Homes
  • December 18Santa’s Downtown Workshop will be at 18 S. New Street, next to Toyland Row. Stop by, take a look inside and capture a selfie with Santa, Mrs. Claus and friends, sponsored by Banker’s Insurance.

Santa’s Mailbox (Dec. 4, 11, 18)

Parents and children, don’t forget to bring your letters for Santa when you visit downtown during Saturdays in December. Santa’s mailbox will be at all three Santa Sites, sponsored by Derek Flory of Mountain Valley Homes. No postage necessary!

Winter Market – (Dec. 4, 11, 18)

The Staunton Farmers Market will once again offer an outdoor winter’s market in Staunton’s historic Wharf district, 9AM-1PM. Shop Local this holiday season!

Other Holiday Notes

Holiday Parking

  • Two-hour free parking in the Johnson Street parking garage and the Wharf parking lot, beginning Friday, November 26, and continuing through Tuesday, December 21.
  • Free parking in all city parking facilities—garages, lots and on-street (though on-street parking remains subject to time limitations)—on Wednesday, December 22, Thursday, December 23, and Friday, December 24.
  • Two-hour free parking in the Johnson Street parking garage and the Wharf parking lot, on Monday, December 27, 2021.

Holiday Street Performance

Interested in sharing your talents and helping to add to the fall and holiday cheer in downtown? Considering reaching out to inquire about street performance and/or busking opportunities in downtown Staunton. Additional details: or click here.

Calendar of Events

Businesses & Organizations! Do you have an event to add to our calendar? Please use the button below to submit your Downtown Staunton events. If you have any questions, please email