Shenandoah Valley Gravel Bike Tour

Discover an unpaved cycling paradise surrounding Harrisonburg, Virginia

Trip Style

Gravel

Tour Duration

5 Days / 4 Nights

Activity Level

Level 2, Level 3

Bikes

Trek Checkpoint SL 7 AXS Gen 3
Trek Electric-Assist Checkpoint+ SL 6 AXS

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Starting from

$2,199.00 per person

(+5.3% Sales tax)

See dates

Join us at our upcoming event to learn more!

Discover the beauty of Virginia’s landscapes and uncharted roads as you explore the unpaved side of the Shenandoah Valley.

On our Shenandoah Valley Gravel bike tour, you'll discover the beauty of Virginia's breathtaking landscapes and uncharted roads. It is a region known for its undulating terrain, historic towns, and farmlands that reach to the horizon. Journey along pristine unpaved roads nestled in the broad valley between the Blue Ridge and Allegheny Mountains. Wind your way through quaint Mennonite communities on the outskirts of historic Harrisonburg. Pedal beneath canopies of black walnut trees and towering oaks and admire sweeping views as you pass through centuries-old towns and communities that retain much of their original character. Enjoy an epic gravel adventure through the forest to the summit of Reddish Knob and enjoy the views. Refuel each day with meals from small cafes and welcoming restaurants serving up delicious fare. If you have been searching for friendly people, small-town vibes, a local food ethos, and an outstanding hub for outdoor recreation, look no further — your gravel adventure in Virginia’s Shenandoah Valley awaits. Learn more about Gravel trips and if they're right for you »

Trip Wows
  • Explore the Shenandoah Valley’s endless array of smooth, fast gravel roads that wind through undulating terrain

  • Unwind at a charming hotel, just a short walk from vibrant downtown Harrisonburg

  • Soak in the valley’s history with a ride through Shenandoah, a former iron town whose early industry shaped the region in the Civil War era

  • Savor wood-fired pizzas at Bella Luna and delicious farm-to-table fare at Rocktown Kitchen

  • Ride along the awe-inspiring Blue Ridge and Allegheny mountains, which define this stunning valley

Farmland with mountains in background

Autumn colors in Shenandoah Valley

Endless rolling farmland in Mennonite country

Savor broad vistas framed by the Blue Ridge and Allegheny Mountains as you pedal the peaceful roads of the Shenandoah Valley.


What Guests are Saying

The guides were outstanding, the routes were well designed and varied so that there was a great flow to the trip...this was a fabulous introduction for me to gravel riding!

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Robin, Trek Travel Guest

Three women cyclists standing at summit with Blue Ridge Mountains in the distance.

I loved the whole flow of the trip, and the way each day built off the previous day. I especially appreciated the mixture of pavement and gravel, the rolling hills, and the day of a long, more serious climb. Each day's trip was also well thought out with perfect rest stops in great locations for shedding clothing or getting refueled. I loved the bike, the shifting was terrific, and I especially loved the grippy tires.

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Brenda, Trek Travel Guest

Group of cyclists taking a break on gravel road in front of church

All around excellent trip. Well planned, well executed. Couldn’t have been happier with our two guides and all riding companions. A very fun group and future new friends. Thanks for a great time. Would certainly recommend to anyone who asks.

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Michael, Trek Travel Guest

We had high expectations from our previous Trek Travel trip a year ago and this one was just as great. For us, riding is half the experience but the guides make up the other half with their welcoming nature, hospitality and being so fun. We felt taken care of throughout the whole trip. They really knocked it out of the park.

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Erika, Trek Travel Guest


Great Ride

Staunton Loop

Cycle through farmland and into the forested hills where smooth gravel leads to gorgeous hilltop views of the Shenandoah Valley.


Dates & Pricing

Book early for the best price

  • Guaranteed

  • Join Waitlist

  • Private

  • Limited Availability


Itinerary
Activity Information

Hotels
Harrisonburg, Virginia
Hotel Madison
Comfort

Hotel Madison, just blocks from downtown Harrisonburg in the Shenandoah Valley, offers a warm, inviting stay. Guests can relax in the welcoming lobby, enjoy a drink at the full-service bar, or grab a coffee at the on-site café. The hotel also features a restaurant, an indoor saltwater pool, and a well-equipped fitness center. Your Deluxe Room features modern decor and amenities that include a Keurig coffee maker and mini fridge for added comfort.


Bikes & Gear
Ride the Best Bikes in the Industry
Gravel
Trek Checkpoint SL 7 AXS Gen 3

New in 2026! The Checkpoint SL 7 AXS Gen 3 is a carbon gravel bike built for epic rides. Its lightweight frame features Gravel Endurance geometry with IsoSpeed comfort tech, while 45 mm tires smooth out rough terrain. With a wireless SRAM Force XPLR AXS drivetrain featuring a wide 10–46T 13-speed 1X gearing, and powerful disc brakes—everything you need to go wherever the gravel leads.

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Electric Gravel
Trek Electric-Assist Checkpoint+ SL 6 AXS

New in 2026! Trek’s Checkpoint+ SL 6 AXS is a lightweight gravel bike built for miles of fun. The TQ HPR60 electric-assist motor adds a quiet boost up to 15 or 28 mph (region specific), making climbs and long days easier. Carbon wheels and frame keep it quick and responsive, while 45 mm tubeless tires and IsoSpeed tech smooth rough terrain. With SRAM’s 12-speed AXS wireless shifting and disc brakes, every move is in your control.
Upgrade to the Checkpoint+ SL 6 AXS for $399 (3-6 day trips) or $599 (7+ day trips). Available in limited quantities. See specific trip dates for available bike options.

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Two cyclist and one rider

Trek Travel Guides

The World’s Best

From the moment you meet our guides, you'll understand the difference. You'll feel the genuine care they take to make your vacation perfect. From their expert support to sharing their favorite hidden spots, they tailor every moment to you.

Certified Guides

Additional Gear
  • Choice of Trek Travel Santini cycling jersey or technical t-shirt to keep
  • Trek Travel water bottle to keep
  • Cinch sack day bag to keep
  • GPS device with pre-loaded routes providing turn by turn directions
  • Trek front and rear lights
  • A flat pack containing a tube, levers, and a CO2 cartridge with inflator and tubeless plugs
  • Shimano SPD dual sided mountain pedals
  • Trek helmet
  • Trek saddle
  • For the most comfortable ride, we recommend you bring your own saddle. If you prefer, you can bring your own pedals and helmet on the trip and our guides will install your gear on the first day during your bike fit.
2026-CY-Mens-Gravel_Flatlay

Trip Inclusions

Additional Details

Know Before You Go!

We want you to be fully prepared for your cycling vacation of a lifetime. This involves making sure that you choose the appropriate trip for you and that every aspect of your experience is flawless. Each Trek Travel trip is unique to ensure maximum enjoyment every time.

Your Trip Need to Knows:

  • Route changes: Gravel roads are dynamic by nature. Road surfaces change throughout the year depending on maintenance (grading, adding new gravel) and weather, particularly rain. Our guides constantly monitor road conditions and may change the routes as needed to provide the best possible riding experience.
  • Nature breaks: There may not be traditional restrooms available on some routes, but there will be plenty of trees.
  • Shuttles: On this trip, you will shuttle 30 to 40 minutes to and from the rides on Days 2 and 4. The shuttles will pass quickly and are necessary to get to the quiet and scenic roads we all crave.
  • Breakfast: Hotel Madison serves a simple buffet daily. They also have a coffee shop serving espresso drinks, pastries, and a rotating selection of other fare, like breakfast burritos. Both of these options are available to you daily.
  • Cell service: Cell service is limited on the routes on several days of this trip. Your guides will be equipped with a satellite communication device to enable them to contact emergency services if needed when cell service is lacking.

Before and After Your Trip

FAQs

Late summer in Harrisonburg is generally warm with some chance of rain, averaging 84ºF (29ºC) for the high temperature and 60ºF (16ºC) for the low. In September, there is still a chance of rain and it starts to cool down, particularly in mornings and evenings. Temperatures average 78ºF (26ºC) for the high and 54ºF (12ºC) for the low. October is cooler still with less rain and brilliant fall foliage at 66ºF (19ºC) for the average high and 42ºF (6ºC) for the low. Light layers and rain gear is always recommended. Don't forget a jacket for cool autumn evenings and mornings. View our Packing List

To reserve your space on a trip, you can either call us at 866-464-8735 to speak with an expert Trip Consultant or book online any time by clicking the “BOOK THIS TRIP” icon near the upper right of each destination’s overview page.* Once you have submitted your reservation online, a Trip Consultant will contact you within one business day to answer any questions you may have and to confirm space, bike, and room availability on your desired trip. Your booking will be finalized once your no-risk deposit is paid. If you make a reservation more than 90 days prior to the trip, a $750 no risk deposit is due at the time of booking.** If you reserve your trip less than 90 days prior to the departure, the full balance is due at the time of booking. Once your booking is complete you will receive an email confirmation with important information pertaining to your trip.

*Please note that select trips cannot be booked online at this time. For those trips, please call a trip consultant at 866-464-8735.

**Deposit amounts vary for all Race, Cross Country, Special Edition, Ride Camp, Self-Guided, and select tours. Please confirm deposit amounts for all trips with your Trip Consultant at time of booking.

When a trip is booked, a guest confirmation email is immediately sent out. One week prior to the trip start, you’ll receive an email containing your trip start meeting location reminder and any last-minute information that you’ll need to know. You will also receive instructions to download the Ride with GPS app before your trip to provide you the day to day plan and daily route guides.

With one person booked on a date, the trip becomes guaranteed.*

In the case where trips are at one or two guests, we will contact you prior to final payment to give you the following options:

Pay a small trip fee of $500 per person for two guests or $1000 for one guest, which ensures your preferred trip date will run. If there are three or more guests before departure date, the fee will be refunded in full.

or

Switch to a different trip or different departure date. Should there be any difference in trip price between your original trip and the new one, you will be expected to pay the difference, or we will refund you accordingly.

Offer only valid if Trek Travel contacts a guest to discuss these specific options. Trips with fewer than three guests may operate with only one guide. The guide will support all rides with a Trek Travel van. If you would like to discuss the option of having two guides, please speak with your trip consultant.

The small trip supplement for Ride Camps is as follows – for two guests an additional $250 or for one guest an additional $500.

*Cross Country, Race, and Special Edition trips as well as a small number of select departures have a minimum guest count to guarantee. Please check with your Trip Consultant for more information.

Unforeseen events may make it necessary to cancel or modify a trip. Our Guest Services team will update you with any changes. We reserve the right to cancel departures in cases of force majeure or the failure of third parties—such as hotels—to honor their reservations, in which case all payments received to date will be refunded, which constitutes full settlement. Trek Travel is not responsible for expenses incurred in preparation for any canceled trips, such as airline tickets, or for costs that are incurred due to travel delays, flight cancellations, or illness. We strongly encourage Travel Protection for complete coverage.

We understand things happen in life and sometimes you have to cancel or change your tour.

Read our Cancellation Policy

Our Trip Consultants are available to assist and can answer your questions. Please call us at 866-464-8735.

Trek Travel recommends that you purchase a travel protection plan to help safeguard you and your travel investment against the unexpected. We offer a travel protection plan through Arch RoamRight that provides coverage for unforeseen events that could affect your ability to travel with us. Learn more about our Travel Protection

We've collaborated with a specialized travel agency committed to delivering tailored vacation planning, ensuring your entire Trek Travel journey is nothing short of unforgettable. Learn more about our Travel Services

Sharing the joy that comes with wow moments

Trek Travel guides are dedicated to making moments that last a lifetime, and we invite you to thank them with a trip gratuity. These are customary and at your own discretion, to recognize service, hospitality, and the little extras that surprise and delight. For this Gravel trip, we recommend $200-$250 per guest and, of course, you may choose to give more if your guides made your trip an unforgettable experience.

Like everything else about your vacation, the Trek Travel team is here to make this experience easier for you. While local currency is preferred, you may also tip through the following options:

Via PayPal (please have this account set up in advance when possible) or with your guest services representative on the phone before or after the trip.

Gratuities will be divided among the guide team, so feel free to leave your gratuity with whomever you choose at the end of your trip.

You cannot put a price on a wow. But you can show your thanks for an exceptional experience.

Didn't find what you were looking for? Check out our General FAQs section. You will find answers to the most common questions that don't necessarily pertain to a specific trip. See Gravel FAQs

Want to learn more about our trips? Watch our recorded Guide-Led Virtual Events—just visit our Trek Travel Youtube Channel and search for your trip.


Guaranteed Trips

Our trips are guaranteed to run once we have one confirmed booking on the trip. Click here to view our full guarantee policy.

Trek Travel reserves the right to cancel trips with zero guests, therefore you must book with Trek Travel before making travel arrangements for the trip. We are not responsible for travel arrangements made prior to confirming your Trek Travel Trip. Select trips are not guaranteed.

Sold Out/Waitlist

This trip is currently sold out, but you may be added to the waitlist in the case of availability.

Limited Availability

If a date is marked with Limited Availability, there are few spots left to book. We will secure additional rooms from our hotels before confirming your reservation.

Looking to travel with a small group? Ask our trip consultants about private trips and learn more.

Private

If a date is marked as Private, it is reserved for a private group.

Don’t see exactly what you are looking for or looking for a custom date?
Call our trip consultants at 866-464-8735

Hotel Differences

Trek Travel offers three hotel levels to match your style. Luxury hotels provide elegant, thoughtful touches with exceptional hospitality. Explorer hotels blend modern amenities with local charm in unique settings. Comfort hotels are casual and conveniently located near Trek Travel activities.

Activity Levels

Level 1:

Road: 1-3 hours of riding. Up to 25 mi (40 km). Up to 1,000 ft (300 m).

Gravel: 1-3 hours of riding. Up to 20 mi (35 km). Up to 1,000 ft (300 m).

Hiking: 1-3 hours of hiking. Up to 5 mi (8 km). Up to 1,000 ft (300 m).

Level 2:

Road: 2-4 hours of riding. 20-35 mi (35-60 km). Up to 2,500 ft (750 m).

Gravel: 2-4 hours of riding. 15-30 mi (25-45 km). Up to 2,000 ft (300 m).

Hiking: 2-4 hours of hiking. 4-8 mi (6-12 km). Up to 1,500 ft (450 m).

Level 3:

Road: 3-5 hours of riding. 25-55 mi (40-85 km). Up to 4,500 ft (1,500 m).

Gravel: 3-5 hours of riding. 20-40 mi (35-60 km). Up to 3,000 ft (900 m).

Hiking: 3-5 hours of hiking. 6-10 mi (9-16 km). Up to 2,000 ft (600 m).

Level 4:

Road: 4+ hours of riding. 40-70 mi (60-110 km). Up to 8,000 ft (2,400 m).

Gravel: 4+ hours of riding. 30-50 mi (45-80 km). Up to 4,000 ft (1,200 m).

Hiking: 4+ hours of hiking. 7-15 mi (11-24 km). Up to 4,000 ft (1,200 m).

What are your trip styles?

Classic Bike:

Explore beautiful destinations with a curated blend of guided activities, local cuisine, handpicked accommodations, and itineraries to suit every traveler, from laid-back adventures to luxurious escapes.

Gravel:

Venture off the beaten path to unforgettable places, with fully-supported routes that combine gravel and paved roads in classic Trek Travel style.

Cross Country:

Tackle an epic adventure that takes you point-to-point across mountains, countryside, and more.

Pro Race:

See the pros in action at the biggest cycling events of the year.

Hiking & Walking:

Step into adventure with carefully designed routes, unparalleled hospitality, and deep-routed local connections.

Ride Camp:

Train like the pros in some of their favorite riding destinations.

Self-Guided:

Enjoy a bike tour on your schedule with just your chosen travel companions.

Single Occupancy

Sometimes it’s more convenient and comfortable to have your own room while on vacation. We understand and that’s why we offer a Single Occupancy option. The additional price guarantees a private room all to yourself