Highland County Chamber of Commerce Calendar
Barn Quilt Painting Fall 2025 with Margie Boesch
10:00 AM - 2:00 PM
Participants will learn how to design and execute a 2x2’ barn quilt under the leadership of artist Margie Boesch. On Thursday morning, October 23rd, technique and design will be discussed and participants will then be given Friday to finalize patterns ...
Highland County Star Party
7:30 PM - 12:00 AM
Based on the forecast, the Star Party will be held on October 24 or 25 at 923 Sounding Knob Road at the Skip Jones property in Monterey, Virginia! Plan to gather around 7:30 pm. If the weather deteriorates, as sometimes happens, stay tuned for ...
Halloween Square Dance
6:30 PM - 9:00 PM
Join us for a community Square Dance - Halloween style! Free admission, featuring callers Ellen & Eugene Ratcliffe, live music by Juanita Fireball and the Continental Drifters, a costume contest, and food. Saturday, October 25, Highland ...
Trick or Treat Trail - Highland County Community Walking Trail
3:00 PM - 5:00 PM
Join your friends along the Highland County Community Walking Trail for Trick or Treating, Costume Contest, Campfire, S'mores and more! October 26, 2025, 3 PM to 5 PM 3 PM to 4 PM Trick or Treating 4 PM Costume Contest Registration 4:15 Costume ...
Trick or Treat - Highland Co. Public Library
5:00 PM - 8:00 PM
It's Halloween! Be sure and stop by the library for treats and a free book! Miss Jennifer will be here to greet you.
Trunk or Treat at Mill Gap Ruritan Club
6:00 PM - 7:30 PM
Trunk or Treat from 6PM to 7:30 PM at the Mill Gap Ruritan Club Grounds
Valley Aero Space Team - VAST November Sport Launch
11:00 AM - 5:00 PM
VAST will be holding a Rocket Launch, 1 November 2025, at the Jack Mountain Village site off of Route 220, 3 miles south of Monterey, Virginia. Everyone is invited to bring their rockets and fly them. The range will be open from 11:00am to 5:00pm but ...
Valley Aero Space Team - VAST November Research Launch
10:00 AM - 3:00 PM
VAST will be holding a Tripoli Research Launch, 2 November 2025, at the Jack Mountain Village site off of Route 220, 3 miles south of Monterey, Virginia. Range will be open from 10:00am to 3:00pm but is subject to participation and the weather. ...
Blue Grass Ruritan Club Consignment Auction
5:00 PM - 10:00 PM
It’s that time of the year again for the Blue Grass Ruritan Club Consignment Auction! Get your items in early and listed for maximum publicity. Dig items out of the garage and sheds and turn them into cash! Construction Equipment Farm Equipment ...
HOLIDAY OPEN HOUSE - Heart & Soul Massage
4:00 PM - 6:00 PM
Join us for our annual HOLIDAY OPEN HOUSE at Heart & Soul Massage! We will have specials on gift certificates for massage, head spa, and spa packages! There will be shopping, too! 🛍️ We have SO many gifts under $20!! - journals -jewelry -stickers ...
Christmas on Main Street
9:00 AM - 6:00 PM
Enjoy shopping at the Holiday Market in The Highland Center from 9 AM to 3 PM. Christmas on Main Street opens on the Court House Lawn at 4 PM. Christmas Parade begins on the East side of town at 5 PM.
Wintertide Festival @ The Barn - Monterey Inn
10:00 AM - 4:00 PM
Wintertide Festival @ The Barn - Monterey Inn more info: https://www.clairescakeco.com/events
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 ...