Upcoming Events

Looking for things to do in and around Highland County, Virginia? Well, look no further! We’ve got plenty of events for you to choose from! Here are just a few, but be sure to check out the Highland County Chamber of Commerce website for a full listing!


Highland Farmers' MarketHighland Farmers’ Market

Every Friday from May to early October, come on to The Highland Center pavilion in Monterey to purchase local produce, baked goods, and handcrafted items from local farmers and artisans. Check out their website for more details!



Taste of HighlandTaste of Highland

Saturday, July 23, 2022 ~ 6 pm
We will celebrate the tastes and products of Highland in a magical evening at the Highland Center Pavilion with live music, a silent auction full of wonderful Highland products and experiences, and local cider, beer, and food. $40 = single ticket including one alcoholic beverage, $220 = six tickets (one table). Click here for more info on ticket purchases.


basket-maker-g3ee68beb0_640Highland Arts Academy

Cultivate learning in a tranquil environment with creative workshops throughout the year.

Workshops taking place May through September

Visit their website for more details!



Mountain Mama Road Bike Challenge

August 6, 2022

The Mountain Mama Road Bike Challenge is scheduled to take place on the first Saturday in August in beautiful Highland County, Virginia.  The yearly event features 2 states, 3 counties, 5 courses of different ability levels, 9 mountains, 105 miles, and over 10,000 feet of climb. Visit their website for more details!



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.