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Highland, VA — Upcoming Events

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About Highland
Highland County is Virginia's smallest and most rural county by population, located in the Allegheny Mountains of western Virginia with approximately 2,000 residents. The county seat is Monterey, a charming mountain town that serves as the hub for this scenic region. Highland County is known for its stunning natural beauty, outdoor recreation opportunities, and authentic Appalachian culture, making it an ideal destination for visitors seeking mountain landscapes, hiking, and a glimpse into traditional Virginia mountain life.
Events & Entertainment
Highland County's event scene reflects its rural, tight-knit mountain community character, featuring agricultural fairs, local festivals, and seasonal celebrations that showcase Appalachian heritage and outdoor recreation. The Highland County Fair is a signature annual event, and the community hosts various festivals throughout the year celebrating local music, crafts, and farming traditions. While the county lacks major commercial venues, community centers and local establishments host music events, dances, and gatherings that provide authentic cultural experiences for visitors interested in mountain traditions and local hospitality.
Best Times for Events
Summer and early fall are the best times to visit Highland County for events and outdoor activities, as the weather is ideal for festivals, fairs, and mountain recreation. The Highland County Fair typically occurs in summer, while late September through October offers stunning fall foliage and harvest-related celebrations. Spring also brings renewal to the mountain landscape with wildflowers and warming temperatures, though winter months are quieter for public events due to mountain weather conditions.
Popular Venues
Highland County Fairgrounds
Home to the annual Highland County Fair and various community events throughout the year. This venue hosts agricultural exhibitions, livestock competitions, and local celebrations that reflect the county's farming heritage and mountain traditions.
Monterey Community Center
The primary gathering space in the county seat, hosting local meetings, community events, and seasonal celebrations. This venue serves as the heart of Monterey's social and cultural activities for residents and visitors alike.
Frequently Asked Questions
What is Highland County known for?
Highland County is known for its pristine mountain scenery, outdoor recreation including hiking and fishing, and authentic Appalachian culture. The county is Virginia's smallest and most rural, offering visitors a genuine mountain experience with natural beauty and tight-knit community traditions.
When is the Highland County Fair held?
The Highland County Fair is typically held in summer and is the county's signature annual event, featuring agricultural exhibitions, livestock competitions, local crafts, and community celebrations that showcase mountain heritage.
What outdoor activities are available in Highland County?
Visitors can enjoy hiking, fishing, scenic drives through the Allegheny Mountains, and exploring natural landmarks. The county's mountain landscapes provide excellent opportunities for outdoor enthusiasts seeking solitude and natural beauty.
How do I get to Monterey, the county seat?
Monterey is located in the heart of Highland County in western Virginia's Allegheny Mountains. The town is accessible via scenic mountain routes, with the nearest larger cities being several hours away, making it ideal for visitors seeking a remote mountain retreat.