City Escape: Charlottesville, Virginia

City Escape: Charlottesville, Virginia
In Charlottesville, iconic destinations of American history combine with bucolic Shenandoah Valley landscapes and serpentine roads that summit the Blue Ridge Mountains.


Approximately 185 miles

Meet-up Spot

Starbucks, 2040 Abbey Rd, Charlottesville, VA

Lunch Stop

The Southern Inn offers a contemporary American menu and friendly service. Find it at 37 S Main St, Lexington, VA.

Scenery (4 out of 5)

Canopied country lanes, breathtaking overlooks from the Blue Ridge Parkway, and rolling farmland in the famous Shenandoah Valley make this ride one to savor.

Difficulty (4 out of 5)

Pass roads over the Blue Ridge Mountains have some hairpin curves, steep drop-offs, and other challenges for those inexperienced with mountain riding. Overall the route has a robust number and selection of curves, which will delight most riders.

Road Conditions (4 out of 5)

The roads are generally in very good condition. The only exceptions are a few secondary roads, which have no center line and pavement that is somewhat rough.

Points of Interest

Thomas Jefferson’s Monticello
This stunningly beautiful plantation, atop an 850-foot-high peak, was the primary residence of America’s third president. Jefferson designed the house, which incorporates several architectural design styles.

James Monroe’s Highland
America’s fifth president lived on this exquisite plantation when he wasn’t away managing affairs of state during his 50 years of public service. Monroe served in the Revolutionary War as a lieutenant and made the frigid Delaware River crossing with George Washington, preceding the raid on Trenton.

Lee Chapel and Museum, Washington and Lee University
George Washington’s ,000 endowment in 1796 helped this fledgling school survive. As its president, Robert E. Lee provided strategic leadership to the college from 1865 until his death in 1870. The museum and Lee family crypt are located on the lower level.