The Overland


Saturday, August 24, 2019:

  • Recon Rides with the Pros:  Sat 8/24 at 1 pm(ish).  Casual rides heading in different directions led by the pros.  They'll head out to different pavé sectors and back.  1-1.5 hours.  Note:  while casual for sure, these are NOT no-drop rides so have your nav working!    

  • Number pick-up and pre-race Party:  2-7 pm on Saturday 8/24 at 419 Bailey's Mills Road, Reading.   Come do the Ride with the pros and then stick around and grab some mouthwatering chow and local craft beer from the Trail Break Taps + Tacos Food Truck!  Please do support these guys on Saturday as they're making it possible for us to include the food in your entry on Sunday!

Sunday, August 25, 2019:

  • 7-8:45 am: Number pick-up and at the race venue under the tent in the Vendor/Food truck area near the start finish

  • 8:45-8:55 am: Rider staging, callups

  • 8:30 am: VO Course Prerunner depart

  • 8:55 am: Final instructions

  • 8:58 am: Police depart

  • 9:00 am: START (neutral for first mile)

  • 11:30 am (approx) to 3:00 pm: Riders finishing. Hang out for some great post-ride beer and buy some chow from the local food truck options!

  • Noon to 3:30 pm: After party with Trail Break Taps and Tacos with beer and food for purchase! Head to the Cannondale Spokeasy Trailer after the race and the first beer is on CANNONDALE!

  • 1:00 pm: Podium ceremony near the finish line

  • 3:30 pm: Timing shut down, clean up



  • The purpose of this race is to promote the wonderful world of overland adventure riding and to benefit the Reading/West Windsor Food Shelf, an integral organization in the event’s host town of Reading.  Experience what it’s like to ride your bike on roads that are not only incredibly beautiful but are, most importantly, largely free of hostile car traffic.   Throw in some ancient unmaintained roads for technical challenge and the real adventure begins!

  • The Overland is an open ride so anyone can enter. From the more aggressive riders gunning for the win to the local biker out for the challenge, everyone will start together. The riders will embark at 9 am sharp on the amazingly picturesque “ronde” course meandering through some of the most lovely Vermont countryside.

  • Pre-race camping. Absolutely! Just sign up on the bikereg page while spots last.

  • And this is where the Overland stands alone (at least here in the US): PAVÉ! The course features seven sectors of unmaintained public roads we lovingly refer to as “Vermont Pavé.” The pavé sectors vary in difficulty ranging from Category 4 all the way up to the Hors Categorie Oude Kwaremont, but all are rideable on a standard cyclocross or gravel racing bike with low gearing (and very rideable on a mountain bike). Ideal bike is, of course, the Cannondale SuperX available through Drummond Cycles:

  • Riders will be treated to two awesome sag stops, the first at 17.5 miles sponsored by Worthy Kitchen and Dark Horse Realty, and the second at 33 miles at the Food Shelf itself sponsored by Rasputitsa Spring Classic!

  • And to reward everyone, we’ll have a huge post-ride party with local food and beverage available (included in your entry!) from Trail Break Taps + Tacos. Not only will you experience the best gravel riding of your life, you’ll experience that best food and drink as well!



  • Where’s the start/finish, parking and registration? Everything is located at the race venue at 419 Bailey’s Mills Road, Reading, VT 05062. We’ll have a registration tent in the vendor/food truck area. There will be Team parking ($30 additional charge) right next to the start finish in the river pasture. Race starts promptly at 9 am. Neutral start for the 1st mile.

  • Will there be timing? Oh yes. We’ll have the gold standard of timing, 802 Timing, back in action with their live timing screen right at the finish! They’ll also break down results into ten-year age categories for both men and women.

  • Will there be camping near the venue? Absolutely! Just sign up on the bikereg page while spots last.

  • What kind of bike race is this? Road race? Cross race? Mountain bike race? It’s a little bit of all three. It’s an overland bike race.

  • What percentage of the course is dirt? About 98%. The pavement sections are purely transitional and no longer than a kilometer or two in each stretch.

  • SELF-NAV!!:  Vermont Overland strongly feels that the very roots of gravel grinding lie in self and group navigation. Directional signs have such a massive visual impact on the communities through which we ride and race. Further, sign sabotage is real and can ruin your day as a rider (and as a promoter). So download the course to your phone or gps or print out the cue sheet (or both) and have a blast navigating your way around the course with whatever group you end up with!

  • What type of bike is optimal for the Overland: As most have realized, the Cannondale SuperX and, for more comfort, the Cannondale Slate are the quintessential bikes for the Overland. A cross bike or gravel specific bike with at least 32c tires and low gearing (at least 1 to 1) will also do nicely. You may need a mountain bike rear derailleur to make it work. For those new to dirt road riding, a hard tail mountain bike is great. Road bikes on as big a tire as you can fit are okay but not optimal. [NB: For those just riding to finish and on the fence between a cross and mt bike, you may want to go with the latter.]

  • Is there a bike shop in town in case I need to have my bike tuned or pick up some a spare tube and CO2? Yes, Woodstock Sports, located at 30 Central Street, Woodstock will be open and ready for business on Fri and Saturday.


WORRY-FREE REGISTRATION!  As with all VO events, if you can’t make it, you may assign your registration to whomever you like.  Simply log back into your bikereg account and change the rider information to your replacement before registration closes prior to the event.  No need to even contact the promoter!


Ned Overend talks about the Overland with Outside Magazine:

Present your proof of registration for 10% off on food for your table at the restaurant from 8/22 thru 8/29!

Present your proof of registration for 10% off on food for your table at the restaurant from 8/22 thru 8/29!