Nestled in the rugged Appalachian Mountains, Wise County blends natural splendor with vibrant culture and genuine Southern charm. History buffs can stay in luxury at the Inn at Wise—a 1910 Colonial Revival that served as a courthouse, prohibition hideaway, and rumored coal baron sanctuary. Or, book an Airbnb in this epically scenic part of the state, where adventure, music, history, and hospitality converge. In addition to exploring the Crooked Road’s 300-plus miles, through 19 counties, 4 cities, and 54 towns, check out this spring’s notable events:
- Gathering in the Gap (May 24): Celebrate Appalachian musical heritage with competitions and performances in Big Stone Gap.
- Clinch River Days (May 29–31): Experience nature walks, caving, canoeing, art exhibitions, and local craft beverages in St. Paul.
- Trail of the Lonesome Pine (June–August): Virginia’s longest-running outdoor drama, held at the Barbara Polly Theater in Big Stone Gap, depicts coal’s discovery and its impact on mountain communities.
- Va-Ky District Fair & Horse Show (June 10–14): A century-old tradition featuring rodeo events, competitions, and family fun at Wise Fairgrounds.
Trail of the Lonesome Pine players.
This article originally appeared in the Best of Virginia 2025 issue.
