The region is named Virginia's Western Highlands and is part of the Shenandoah Valley region of Virginia. Monterey, the county seat, is located 45 miles west of the intersection of Interstates 81 and 64 in Staunton. The headwaters of the James and Potomac Rivers are located here. The contrast of our high, narrow ridges forested in hardwoods and our broad, open valleys is breathtaking.

The annual Highland Maple Festival draws upwards of 50,000 visitors and is designated a "Local Legacy" by the Library of Congress. Highland County is the site of The Battle of McDowell, the first victory of Stonewall Jackson's 1862 Valley Campaign.

The county is 416 square miles of spectacular mountain terrain. Home of the Mountain Mama Road Bike Challenge, where participants enjoy some of the most beautiful rural countryside east of the Mississippi River. Grueling ascents, thrilling descents, rolling valley roads and breathtaking views from high atop the mountains of the Allegheny Highlands guarantee a challenge for all cycling skill levels.