Self-Guided Tours
Southern Shenandoah Tour

If you are searching for a vacation package for cycling tours, consider our Southern Shenandoah Virginia Bicycle Tour. This picturesque tour begins in Staunton and first goes north to Bridgewater then to the eastern edge of the Valley then south to end in Lexington. Scenic country roads through rolling hills, farmlands, apple orchards and rural villages are just some of what you will experience each day on our tour through the Southern Shenandoah Valley. This self-guided cycling tour is rated moderate because of the length of the rides, some climbs, a few of which are steep and stretches of country roads over rolling terrain.

Day 1

Arrive in Staunton and settle in at your Bed & Breakfast with stunning decor and plush rooms. On your schedule, meet with your Virginia Bicycling Adventures representative for a tour orientation. After which you can relax and contemplate the week's rides or explore Staunton which has five distinct historical districts, many shops, galleries and museums. It is the oldest city in the Shenandoah Valley. You might also consider attending a play at the Shakespeare Blackfriars Playhouse, which is a recreation of Shakespeare's London winter theatre, or closing the evening with a relaxing dinner in one of the many restaurants in the city.

Day 2

After breakfast, you venture off on the day's ride. This ride leaves from your lodging and takes you through the center of the Shenandoah Valley along farmlands and over hills and ridges that provide spectacular views of the Shenandoah Valley and Allegheny mountains. Initially, there are some climbs, none very steep, but the terrain flattens out to very sparsely traveled country roads. An excellent detour of a few miles will take you into Natural Chimneys National Park. The chimneys are natural limestone towers reaching over 120 feet. Today's ride also offers the opportunity of a challenging 9 mile detour with 2.5 miles of climbing to Todd Lake in the George Washington National Forest. This is a moderate ride of 35, 55 miles or 64, depending on which option is taken.

Day 3

Today's ride takes you to the eastern reaches of the Shenandoah Valley as you bike over gently rolling roads to Waynesboro which is named after the Revolutionary War hero Mad Anthony Wayne. You leave Staunton on city streets to bike several miles on scenic country roads and then enter Waynesboro through neighborhood streets passing the P. Buckley Moss Art Museum. Waynesboro is a small, quaint city with numerous specialty shops. Your ride now returns to pleasant country roads running along Calf Mountain and Ramsey Mountain following a mountain stream down to the South River. Your will pass though several quaint villages along rural country roads with spectacular views of the Blue Ridge Mountains. Coming around Fishersville you will begin your return to Staunton. This is an easy ride of 47 miles on gently rolling country roads.

Day 4

After a drive from Staunton, you will arrive in Goshen. Today's ride takes you from Goshen into the central valley to historic Rockbridge Baths which was a popular resort in the 1800's often visited by General Robert E. Lee. As you pedal back to Goshen through the Goshen Pass that provides some of the best mountain scenery that Virginia has to offer as you follow the Maury River cut through the Allegheny Mountains. Your challenge today will not be climbs as the grades are gradual but to not be overwhelmed with all that there is to see. The river through the gorge is a fisherman's delight and provides a relaxing place to swim or wade on a warm summer's day as well as a perfect place for a picnic lunch or to just relax. In the fall, the Goshen Pass is one of the most heavily traveled roads on the weekend foliage tours. Today's ride is an 34 miles; if you choose to do just an in-and-back ride of the Goshen Pass along the river, the ride is 21 miles.

Day 5

The ride out of Lexington will take you over some of the most well-known bicycling roads in Rockbridge County. Leaving your B&B, your ride will take you past a large confederate cemetery, which is the final resting place of Stonewall Jackson as well as a number of Confederate notables. Leaving Lexington behind, you will glide down virtually empty roads through awesome scenic hills and rolling country; making your way up a gradual ascent you will be rewarded with an 11 mile gradual downhill run following a creek that is pure relaxation and among the best experiences the southern end of the Shenandoah Valley has to offer. You will finish your ride into Lexington surrounded by two towering mountains and a last climb that will set you up for a two mile decent into town. This ride is a moderate ride and covers 43 miles and will provide lasting memories of bicycling in the Shenandoah Valley.

Day 6

After a leisurely breakfast and a relaxing walk through historic Lexington or just sitting on the porch and contemplating the past week, you can leave on your own schedule.

  • The cost of the Southern Shenandoah Valley Tour as described is $1,066 per person/double occupancy; the single supplement is $500. A non-B&B tour can be arranged with a cost of $819 per person/double occupancy; the single supplement is $415.
  • This tour is rated moderate because of rolling country roads, some climbs, a few of which are steep and the length of the rides.
  • Your accommodations will be in excellent B&B's or equivalent hotels due to availability. After booking accommodations, we can furnish links. Your package includes five full breakfasts, a lunch and two dinners. You will have arrival orientation, comprehensive route instructions, supporting maps, and emergency support.
  • This tour can be booked to start the first Sunday in April and to end by the last Friday in October and is generally scheduled to start Sunday evening and end Friday morning; however other start and end days are workable as well, but at certain times of the seasons, particularly the fall foliage season and on most weekends, room accommodations can be difficult and can carry a premium. With adequate lead time, these can often be overcome.