Upcoming Events

Looking for things to do in and around Highland County, Virginia? Would you like to add more adventure or entertainment to your stay? Well, look no further! Here is a peek at some of Highland County’s upcoming events!

Wintertide Market (Photo Credit - Highland Chamber)


Dec. 5, 2020

Join Highland County during the holiday season each year on the first Saturday in December. Slow your pace and enjoy the sights, sounds and tastes of this special time. A typical Wintertide includes a visit from Santa, Winter Vendor Market with children’s activities at The Highland Center in Monterey, Highland Community Chorus performances, dazzling light contests, and tree lighting ceremony on the Monterey Courthouse Lawn.

For more information, visit www.HighlandCounty.org.

Maple Festival
Photo Credit CL Photoz

Maple Festival

March 13-14 & 20-12, 2021

Take a step back in time to Highland County, “Virginia’s Sweet Spot.” Travel scenic back roads and majestic mountain byways to the annual Highland County Maple Festival.  Since 1958, visitors have been drawn to Highland County to tour real maple sugar camps for a cultural and culinary adventure!

For more information, visit www.HighlandCounty.org.

Other Events of Interest…

HC Chamber logo

For more information on other Highland County events including the Highland Farmers’ Market, Upcoming Concerts, the annual Artists’ Weekend, the Highland County Fair, or Hands & Harvest, visit the

Highland County Chamber of Commerce website.