This year’s Tour will take us on a ride through Civil and Revolutionary War history as we explore Virginia’s Piedmont and Coastal Plain. Starting near Virginia’s capital, Richmond, we’ll make our way through mellow forests and rolling farmland down to historic Charles City County and our final destination, Jamestown, the first permanent English settlement in the Americas.

We will celebrate the 12th year of the Tour with two fun overnight locations, beautiful biking routes, and great company. This year’s Tour is sure to provide us the Ride of a Lifetime!

DAY 1 | Sunday, September 23rd

66 miles, 2500'

Sunday's ride will kick off in Doswell, 25 miles north of Richmond, and take us on a loop ride to the east. Channel your inner Secretariat and trot through the quiet country roads, rolling farmland, and rivers of several Virginia counties named after British Royalty. Our loop will cover 66 miles of this peaceful rural region.

View route on Ride with GPS

DAY 2 | Monday, September 24th

75 miles, 2700' and 100 miles, 4100'

Monday’s ride takes us southeast as we make our way through the lovely shaded and historic countryside east of Richmond. Today’s ride is arguably the most scenic of the Tour and will end in historic Williamsburg, once the capital of the Colony and Commonwealth of Virginia. We have two options today as we travel from Doswell to Williamsburg: a 75 mile (metric century) option and a 100 mile (century) option.

View route on Ride with GPS (Metric Century)

View route on Ride with GPS (Century)

DAY 3 | Tuesday, September 25th

58 miles, 1800'

Tuesday’s ride is a lollipop ride from Williamsburg to the northwest and into Charles City County, home to multiple presidents and historic plantations. The route will leave and return on the Capital City bike trail, a car-free trail which snakes along the James River and provides a unique glimpse of early American history and Culture. The route will cover 58 miles.

View route on Ride with GPS

Overnight Locations

First Campsite:

The Meadow Event Park

We will kick off this year’s Tour at Meadow Event Park, just north of Richmond. Once a family farm, this 330-acre property is now on the National Register of Historic Places because it is the birthplace of the record-breaking Secretariat. Home to the state fair of Virginia, the park is an idyllic setting for the start of this year’s Ride of a Lifetime.

Second Campsite:

Jamestown Beach Event Park

This beautiful county park on the James River will provide us with a wonderful spot to spend the final two nights of the Tour. Located in the historic city of Williamsburg, the park is across the street from Jamestown, the first permanent English settlement in the new world, and America’s very first Tent City!