Highland County Chamber of Commerce Calendar
Allegheny Mountain Institute ~ Garden Mastery Series: Soil Health
9:00 AM - 1:00 PM
Garden Mastery Series: Soil Health Oct 04, 2025, 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 throughout 2025 for a series of educational workshops. October ...
Hands & Harvest Festival
6:00 AM - 6:00 PM
Celebrate the beauty and bounty of fall with the annual Hands & Harvest Festival in Highland County, Virginia! Enjoy a fun family-friendly weekend in our rural mountain community!
Highland County Humane Society - Free-will Donation Yard Sale and Pet Food Drive
9:00 AM - 4:00 PM
Our last sale of the year! Name your price on Saturday, October 11, 2025, 9 AM to 4 PM at the Highland County Vol. Fire Dept. in Monterey. Lots of great stuff!! Furniture, kitchen items, antiques, pet supplies, and more! Cash, check or vemno.
5K Color Run
10:00 AM - 12:00 PM
The Highland County Recreation Commission invites you to run your best at the 5K Color Run on October 11, 2025, 10 AM to 12 PM. Meet at the Rec Center78 Highland Park Dr, Monterey, VA 24465, To register use this form: ...
Valley Aero Space Team VAST Hands & Harvest Festival Launch
11:00 AM - 5:00 PM
VAST will be holding a Rocket Launch,11 October 2025, at the Jack Mountain Village site off of Route 220, 3 miles south of Monterey, Virginia in celebration of Highland County's Hands & Harvest Festival. Everyone is invited to bring their rockets and ...
Oktoberfest @ The Barn - Monterey Inn
4:00 PM - 9:00 PM
Oktoberfest @ The Barn - Monterey Inn for more information: https://www.clairescakeco.com/events
Valley Aero Space Team VAST Hands & Harvest Festival Launch
10:00 AM - 3:00 PM
VAST will be holding a Rocket Launch, 12 October 2025, at the Jack Mountain Village site off of Route 220, 3 miles south of Monterey, Virginia in celebration of Highland County's Hands & Harvest Festival. Everyone is invited to bring their rockets and ...
Highland Landowners Easement Info
5:00 PM - 7:00 PM
Good opportunity to learn about conservation easements, and the flexibility they can offer. I have heard a lot of misconceptions about these easements. If you own a farm or mountain land, it’s worth your time to understand the truth. Drop in whenever ...
DMV Select
10:00 AM - 3:00 PM
🚐 DMV Connect is Coming to Highland! 📅 October 15, 2025 🕙 10:00 AM – 3:00 PM (Closed for lunch from 12:00 PM – 1:00 PM) 📍 Highland County Public Library in Monterey Skip the trip to the DMV office—DMV Connect brings essential services right to ...
Mom Prom - Furmama's Welcome - Highland Humane Society fundraiser
6:00 PM - 9:00 PM
Fur mamas, moms, meemaws, cool aunties, girlfriends, YOU are welcome! Ladies, throw on that old prom dress, bridesmaid gown, or your Sunday best and join us for a fun night of eats, drinks, and dancing. This ladies-only event promises to be a great ...
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 17 or 18 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 ...
Trick or Treat 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 ...
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. ...
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 ...