Library Annual Public Meeting featuring Justin Rexrode, Park Manager of Hayfields State Park.

2:00 PM - 4:00 PM

Join us for the library's annual public meeting where we'll welcome Justin Rexrode, Park Manager at Hayfields State Park. We've invited Justin to tell us about Virginia's latest state park, located right here in Highland County. Michael Bedwell of the ...

Allegheny Mountain Institute ~ Garden Mastery Series: Pruning Trees & Shrubs

9:00 AM - 1:00 PM

Garden Mastery Series: Pruning Trees & Shrubs Feb 07, 2026, 9:00 AM – 1:00 PM 2599 Bear Mountain Rd, Monterey, VA 24465 Join us here at The Village as we host Master Gardener Emeritus Pamm McDowell for a series of educational workshops. It may be cold ...

Big Fish Wassail

5:00 PM - 9:00 PM

Big Fish Cider will be hosting its annual Wassail! event! Guests will follow the old English custom of walking to an orchard at night, scaring away any evil spirits, and waking the tree spirits with gifts and a blessing.

2026 Maple Festival Weekend #1 of 2

Get the full details at www.highlandcounty.org/maple-festival/! Take a step back in time to Highland County to enjoy Virginia's sweetest event of the year!

2026 Maple Festival Weekend #2 of 2

Get the full details at www.highlandcounty.org/maple-festival/! Take a step back in time to Highland County to enjoy Virginia's sweetest event of the year!

Artists' Weekend

The Highland County Arts Council invites you to join other artists for a weekend of plein-air painting that culminates in a Wet Paint Show and sale. The event occurs county wide on the weekend of June 18-21, 2026 Registration form will be added at a ...

4th of July Parade & Lawn Party

5:00 PM - 7:00 PM

Happy 4th of July! You are invited to celebrate Independence Day in Highland County, Virginia! The Blue Grass Ruritans will present their annual Parade and Lawn Party today at the Blue Grass Ruritan Building at 2724 Blue Grass Valley Road. Parade ...

Momentum in the Mountains 2026

Momentum in the Mountains 2026 is a one day health retreat in Highland County, Virginia from Positive Momentum, LLC that will take place this Saturday, July 25th . The goal is to empower you to take charge of your health through world-renowned speaker ...

26th Mountain Mama Road Bike Challenge

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, 9 mountains, 105 miles, and over 10,000 feet of climb. The ...

Taste of Highland

5:00 PM - 9:00 PM

The 2026 Taste of Highland fundraiser will take place on Saturday, August 15th. When you attend the Taste of Highland, you’re helping The Highland Center grow and flourish. This hallmark event supports the Highland Farmers' Market, Youth Employment ...

75th Annual Highland County Fair and Horse Show

12:00 AM

Horse show, August 29, 2026 Fair, September 2-5, 2026

18th Century Trades Fair

3:00 PM - 12:00 PM

On Labor Day weekend Fair Lawn Farm will be hosting it’s Eighteenth Century Tradesmen Fair. Come see and experience nationally recognized artisans plying their trade on the beautiful grounds of the family farm in beautiful Highland County Virginia. ...

Highland County September Star Party

7:30 PM - 11:59 PM

Plan to attend the September 2026 Highland County Star Party on Friday, September 11th. The “rain date” is Saturday, September 12th. The public is invited, at no charge, to celebrate Highland County’s unique dark sky resource. The event will be held ...

Hands & Harvest Festival

12:00 PM - 2:00 PM

Highland County, Virginia's Hands & Harvest Festival returns October 9 - 11, 2026! The Highland County Chamber of Commerce invites you as we welcome back our annual celebration of the beauty and bounty of fall in our rural mountain community!

Highland County October Star Party

7:30 PM - 11:59 PM

Plan to attend the October 2026 Highland County Star Party on Friday, October 9th. The “rain date” is Saturday, October 10th. The public is invited, at no charge, to celebrate Highland County’s unique dark sky resource. The event will be held at the ...

Wintertide

9:00 AM - 8:00 PM

Join Highland County, Virginia during the holiday season each year on the first Saturday in December. Slow your pace, and enjoy the sights, sounds, and tastes of this very special time!