Shenandoah Valley 4-Day Bike Tour

Meet your guides at the Dulles Airport or in Washington DC for a transfer to our hotel, an impeccable country manor at the base of the Blue Ridge Mountains. We’ll kick things off with a bike fitting and safety briefing in preparation for our first ride through the country: cycle past farmlands lined with sweetgum trees and horses roaming rolling pastures until we reach the village of Washington. Don’t let the tiny town square deceive you—Washington is incubating a major farm-to-table movement and has become the booming culinary capital of the Shenandoah Valley. Ride on to our first taste of gourmet Virginia during lunch in Sperryville at a chef-driven country inn, then pedal back to our hotel. This evening, our friends Reem and Andrea host us for an intimate dinner focused on dishes that recall Andrea’s native Italy.

Meals: Lunch / Dinner
Destinations: Huntly, Washington, Massanova
Accomplished: 14 miles / 23 km, elevation gain: 1,102 feet / 336 meters
Longer Option: 33 miles / 54 km, elevation gain: 2,545 feet / 776 meters
Accommodations: Glen Gordon Manor

Today we ride east through a landscape that looks just like the 19th-century painter Sanford Gifford depicted it: wooden fences, wide-open sky, and the Blue Ridge Mountains bathed in golden light. You can almost see the fox hunts on Gilded Age estates and imagine horses galloping wildly through the rural idylls. Instead, we’re taking our steeds to an award-winning, hearth-inspired restaurant that occupies an elegant country home. After lunch, round out the gourmet day with an exclusive visit to Virginia’s top winery and sample Bordeaux-style blends that give French wines a run for their money. Tonight, we’re happy to help you choose the perfect charming restaurant for dinner on your own.

Meals: Breakfast / Lunch
Destinations: Marshall, Delaplane, Markham
Accomplished: 30 miles / 48 km, elevation gain: 1,637 feet / 499 meters
Longer Option: 51 miles / 83 km, elevation gain: 3,064 feet / 934 meters
Accommodations: Glen Gordon Manor

This morning’s ride begins from Thornton Gap on Skyline Drive, a road that spans the entirety of Shenandoah National Park. Built by the Civilian Conservation Corps in the 1930s, Skyline Drive traverses the spine of the Blue Ridge Mountains and makes for some pretty hearty climbs—and just as many beautiful vantage points. Once we reach the heights of Hogback Overlook, each subsequent climb is a bit lower on a rollercoaster descent into Front Royal at the northern end of the park. Front Royal was the site of Stonewall Jackson’s surprise attack that kicked off the Shenandoah Campaign and witnessed the passage of Lee’s army to and from Gettysburg. Celebrate a full day of riding with a great spread at a hip foodie restaurant in town. Tonight’s dinner is prepared especially for us by the hotel’s chef.

Meals: Breakfast / Lunch / Dinner
Destinations: Thornton Gap, Skyline Drive, Front Royal
Accomplished: 34 miles / 55 km, elevation gain: 2,723 feet / 830 meters
Longer Option: 51 miles / 82 km, elevation gain: 4,031 feet / 1,229 meters
Accommodations: Glen Gordon Manor

Fit in one final ride after breakfast. Our route is centered around the local farms that are pioneering a sustainability movement and bringing organic farming to the Valley—which in turn has nurtured a boom in innovative restaurants. For our last meal together, we’ll share a home-cooked lunch at our friend’s farm that celebrates the bounty of ingredients grown in the area. We’ll send you on your way with a full heart and full stomach.

Meals: Breakfast / Lunch
Destinations: Hume, Huntly
Accomplished: 24 miles / 38 km, elevation gain: 1,273 feet / 388 meters