Barre Wackadoo

and the

Trek Ride Club Vermont All The Things Route Challenge

Presented by Trek Ride Club and Vermont Bicycle Club

Trek has been quietly offering free, fun challenges through the Trek Ride Club App for some time now. The app is 100% free and so is everything in the app. Riders of all levels can participate, track their own progress, and earn unique medals and prizes for completing personal and community challenges. You do not need to own a Trek bike or be an avid cyclist to use the Trek app, all are welcome.

The app also provides a ton of free tools (features other apps lock behind subscriptions and paywalls) including: route creation, turn-by-turn directions, how-to videos, and (amazingly) live real-person phone support for anything bicycle-related. I love when something like this comes along in the bike industry and smashes financial barriers and expands the equity of cycling. That’s why I’m super excited to announce our first collab with Trek Ride Club.

We are excited to present the Vermont All The Things Route Challenge.
A 70-mile, 7,500-foot gravel route challenge that includes just about every Vermont experience possible:

  • Covered bridges
  • Generations-old general stores
  • Barns built over the road
  • Highland cattle
  • Hidden state park bike pathways
  • Ancient and unmaintained roads
  • Creek crossings
  • And plenty of other truly Vermont Bicycle Club hijinks

Challenge Duration: The challenge will be made public in the app starting May 31, 2026 and is expected to run for the season.
Route Distance: 70 miles, 7,500 feet of elevation gain
Reward: Unique medal and Trek Ride Club and Vermont Bicycle Shop swag for those who complete the route.

NOTE:

Trek Ride Club Medals will only be awarded to folks for completing the 70 mile loop using the Trek Ride Club app. Medals will be provided at a later date by Trek Bicycles. Medals will only be available for local pick up in store.

Barre Wackadoo Grand Depart Ride

Sunday, May 31, Rider meeting happens in the parking lot of Vermont Bicycle Shop at 8:15am. Wheels roll at 8:30am.

Register at BikeReg.com: https://www.bikereg.com/barrewackadoo – Registration will be avilable after Sunday, May 10, BikeReg may list registration as closed until that date.

To celebrate the launch of the Vermont All The Things Challenge, Vermont Bicycle Club is hosting the first inaugural Barre Wackadoo Ride, a single-day group ride designed to present the unique blend of gravel cycling in Vermont and from Vermont Bicycle Club.

A couple of important notes about our ride:

  • These rides will not have course markings, there will not be any kind of sag or technical support. All riders are expected to be self sufficient with both surprise repair needs and navigation.
  • Riders must have either a map with the route marked, a gps, some other kind of route guidance on paper, or route guidance on some other device. The Trek Ride Club App provides turn by turn directions for free.
  • There is a list of requirements at the bottom of the page below the route maps.

Riders will gather at Vermont Bicycle Shop in the morning, there is a rider meeting in the parking lot of Vermont Bicycle Shop at 8:15 and wheels will roll at 8:30 AM. (The shop will be closed for the event, so plan accordingly!)

Riders can choose from three route options:

18 miles, 1,500 feet of elevation gain (map below)

  • There will be a ride leader to help guide folks on the route and keep folks organized with Pride Rides Ambassador Harlow Carpenter
  • Ideal for newer riders who can manage a few hills
  • Bike: At least 35mm tires, ready for gravel, dirt, and some pavement
  • Terrain: Gravel, dirt, and pavement

35 miles, 3,000 feet of elevation gain (map below)

  • There will be a ride leader to help guide folks on the route and keep folks organized with Vermont Bicycle Shop’s Darren Ohl
  • Intermediate skill level recommended
  • Bike: At least 40mm tires
  • Terrain: Dirt, grass, gravel, mud, rocks, roots, some wet trails conditions, and pavement
  • Riders should expect some significant hills and rough terrain

70 miles, 7,500 feet of elevation gain (map below)

  • This is the Vermont All The Things Challenge route
  • Advanced riders only, fully self-sufficient
  • Terrain: Dirt, grass, gravel, rocks, wet areas, and possible hike-a-bike
  • Riders are expected to know what they need to carry to complete the route safely
  • All riders are expected to be self sufficient with both surprise repair needs and navigation.
  • All riders need to have their own safety plan in place in case of indecent or the need to abandoned the ride.

Important Notes for All Riders

  • Ride safely and obey all traffic rules
  • This is a self-supported ride; bring snacks, water, and repair supplies
  • 35-mile riders will regroup at major intersections; 70-mile riders will ride at their own pace and through their own guidance.
  • There is no on-course support; general stores along the way are available to purchase food and water resupply.
  • All participants must complete the 2026 Rider Waiver here.

Think of this as your favorite organized ride, but completely free. Come explore Vermont’s hidden gems, enjoy a fun group ride, and kick off a season-long challenge.

Route Maps:

The 18 Mile Route:

Trek Ride Club Route Link – Provides free route guidance

The 35 Mile Loop

Trek Ride Club Route Link – Provides free route guidance

The 70 Mile Loop

Trek Ride Club Route Link will be provided at a later date.

This map is for reference only! Do not save this or use this as guidance to complete the challenge as the route may change slightly. The only way to log the completion of the challenge is to use the Trek Ride Club app or a device or service that is linked to the Trek Ride Cub app.

Full Requirements List:

  • https://www.bikereg.com/barrewackadoo – Registration will be available after Sunday, May 10. BikeReg may list registration as closed until that date.
  • All participants must complete the 2026 Rider Waiver here.
  • Everyone must wear a helmet at all times.
  • Carry an emergency contact card or paper with you on your bike.
    https://www.redcross.org/content/dam/redcross/National/m4240194_ECCard.pdf
  • Everyone must follow safe riding guidelines and the laws of the road for bicycles. (If you aren’t sure you can always ask).
  • Do not ever cross the center line of the road, if you do so, you may be asked to stop riding with the group.
  • Everyone must be able to self sustain the safe working order of their bicycle. We’re friendly and glad to help with many things. We may not have the right tube if you get a flat, we also don’t want to hold the group up and spend an hour in the parking lot fidgeting with some part either.
  • A flashing rear light is required for the duration of this ride. If you aren’t sure of the battery life of your light, bring a back up. When we all have working flashing lights, we are all much safer than when only a few of us have flashing lights.
  • Study the route and have good knowledge of the terrain before joining the group for a ride. Feel free to ask questions to any of the ride leaders or other community members if you are unsure. We want to make sure you’ll have fun, and we’re ready to help.
  • If you need to leave the ride early, or want to turn around and head back we ask that you be able to contact us and a significant other or friend, we like you to do this both when you turn to head back and when you get back to your vehicle/home/the ride start safely.
  • A cautious respect for riding with motorized traffic. We love to find routes with no cars whenever possible, we also love to exercise an abundance of caution when sharing the road with cars. We also love to act out of an abundance of respect for those sharing the road with us, even though they most likely are unable to share in that respect, we still ask that all riders behave with dignity and congeniality. Interacting with motorized vehicle users in any way other than very friendly and positive is strictly prohibited. Obstructing any other users of the road in anyway is strictly prohibited.
  • Leave no trace plus. Take anything you brought with you home with you, and bring at least one piece of trash you found on the ride home with you, snack wrappers and old tubes and more should all come home with you.
  • Snacks!
  • Some kind of simple fix it tools. There is usually an experienced cyclist or bicycle mechanic on the ride, if your bike needs any kind of special tool to adjust things like the seat post, or the brakes or take a wheel off, be sure you have it with you.
  • A flat kit, and it should include these things even if your bike is set up tubeless:
    • A spare tube
    • At least two tire levers
    • A frame pump or electric inflator or aCO2 pump and cartridges
    • A patch kit.
    • A trail tool or tools to make simple adjustments and remove wheels
    • Any specialty tools in the instance that your bicycle has proprietary methods of adjusting or removing things. (You can always swing by the shop over the next couple of weeks and ask)
  • General kindness to others.