Event Overview
Coming in late August 2026, The Vermont Overland is more than just a bike race; it is a celebration of the rugged, unpaved beauty of the Green Mountain State. Starting and ending in West Windsor, Vermont, this 59-mile gravel race is famous for its 'Class 4' roads—ancient, unmaintained town highways that resemble rock-strewn trails more than actual roads. The vibe is grassroots and gritty, with a 'work hard, play hard' mentality that culminates in a massive post-race festival. It has quickly become one of the most respected events on the US gravel calendar, attracting both WorldTour pros and local weekend warriors.
Course Details & Terrain
Don't let the 59-mile distance fool you; this course is incredibly demanding. It features approximately 7,000 feet of climbing, much of it occurring on steep, loose gradients. The terrain is a mix of smooth gravel, muddy double-track, and the infamous 'Overland Pavé'—sections of Class 4 road where tire choice and bike handling are paramount.
The climbs are short but viciously steep, often exceeding 15% gradients. The descents can be technical, with hidden ruts and loose 'baby head' rocks. If it rains, the Vermont mud (often called 'peanut butter mud') adds a layer of complexity that can wreak havoc on drivetrains. It is a true test of a cyclist's versatility, requiring the lungs of a climber and the skills of a mountain biker.
Who Should Enter? (Beginners vs. Experienced)
For Beginners: If you are new to gravel, the Overland is a steep learning curve. You should have some experience riding off-road and be comfortable with your bike moving underneath you. However, the 'Overlander' spirit is incredibly inclusive, and if you're willing to hike-a-bike the toughest sections, the sense of accomplishment is huge.
For Experienced Athletes: For the veterans, this race is about equipment optimization and power-to-weight ratio. The field is deep, and the racing at the front is full-gas from the whistle. It’s an ideal race for those who excel at 'punchy' efforts rather than long, steady mountain passes.
Coach Raye's Race-Day Pro Tips
- Tire Choice is Everything: Do not bring 'semi-slick' tires to the Overland. You need knobs for the Class 4 sections. A 40mm to 45mm tire with a aggressive side tread is the sweet spot. Run your pressure as low as you dare to maintain traction on the steep, loose climbs.
- Gear Low: With multiple 15%+ climbs, you want a 1:1 gear ratio or better. If you’re running a 1x system, consider a 38T or 40T front chainring with a 10-50 or 10-52 cassette. Saving your legs on the climbs is the only way to survive the final 10 miles.
- Master the 'Class 4' Eyesight: On the technical sections, look 15-20 feet ahead, not at your front wheel. Picking the 'clean' line through the rocks and mud is a skill that saves minutes and prevents punctures.
- Nutrition on the Go: The terrain is so bumpy that reaching for a traditional bottle can be dangerous. Consider a small hydration pack for the first two hours so you can drink while both hands are on the bars navigating the technical terrain.
How to Train for This Event
The Vermont Overland demands 'surge' capacity. You need to be able to put out 400+ watts to clear a technical rock garden and then immediately settle back into your threshold pace. Raye’s WhatsApp coaching plans focus on 'Gravel-Specific Intervals'—simulating the steep climbs and varied cadences you’ll face in West Windsor. By tracking your training stress and recovery, Raye ensures you have the 'snap' in your legs to conquer the Pavé. Join Raye today and get a personalized path to the most rewarding gravel finish line in New England.