Shenandoah Valley 4-Day Bike Tour
Weekend in Virginia’s Wine Country + Culinary Cradle
Itinerary
Print Itinerary- Day 1
Welcome to Washington, Virginia
Meet your guides at The Westin Washington at Dulles Airport 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 with Colleen, who introduces us to the local plants and herbs she forages followed by a meal made from the ingredients we’ve gathered. Pedal back to our hotel and regroup for a cocktail before dinner at our favorite local restaurant.
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 - Day 2
Virginia is for Foodies
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 visit our good friend and local butcher, Amanda, for a meal to remember. 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 - Day 3
Skyline Drive
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. This evening, our friends Reem and Andrea host us for an intimate dinner focused on dishes that recall Andrea’s native Italy.
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 - Day 4
Farewell Farm Picnic
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
DuVine itineraries may be subject to slight route changes, hotel substitutions, and other modifications.
Arrival Details
Airport City: Washington, DC Pick-Up Location: The Westin Washington Dulles Airport or Glen Gordon Manor Pick-Up Time: 9:30 am at The Westin or 10:30 am at hotel
Departure Details
Airport City: Washington, DC Drop-Off Location: Dulles Airport or Glen Gordon Manor Drop-Off Time: 2:30 pm
Arrival and departure details for 2025 tours may be subject to change.
Dates + Availability
- DatesPriceSpecial Events
- Oct 15 – 18$3,995
Departing soon. To reserve call +1 888 396 5383
Confirm the hotels on your desired date by speaking with a Travel Specialist.
Single Supplement From: $700Inclusions + Details
Accommodations
- Thoughtfully selected accommodations that reveal the true character of the region
- Luggage transfers
Meals
- Daily breakfasts, all lunches, nutritious snacks, and après velo cocktails
- 2 gourmet dinners at our favorite local restaurants and renowned culinary establishments
- Carefully selected local wine, beer, or spirits with every meal
Activities
- Wine tastings and activities as outlined in the tour itinerary
- Entrance fees to historic sites, museums, parks, and all other exclusive events
- Gratuities for baggage, porters, and hotel service
Gear
- Top-of-the-line bicycle selection
- Bike helmet
- Complimentary DuVine gear including a custom cycling jersey, DuVine t-shirt, water bottle, and drawstring bag
- GPS in most destinations
Support
- Expert bilingual guides with extensive local knowledge
- Support vehicle that follows the day’s route, distributes refreshments, and offers lifts
- Pick-up and drop-off before and after your tour from predetermined meeting points
- Daily bike maintenance to ensure optimal performance