Green Mountain Century Vermont Hardest 100 Miles

Introduction: Conquering Vermont’s Ultimate Century Challenge

The first time I crested Lincoln Gap on my bike, legs screaming and lungs burning at a 24% grade, I understood why Vermont cyclists speak of the Green Mountain Century in hushed, reverent tones. This isn’t just another hundred-mile ride—it’s a transformative journey through some of the most challenging and breathtakingly beautiful terrain in the northeastern United States.

I’ve ridden centuries across the country, from the rolling hills of the Midwest to the coastal routes of California, but nothing quite prepared me for what Vermont’s Green Mountains had in store. After completing this route three times over the past five years—once in summer heat, once in perfect fall conditions, and once in an unexpected early October snowstorm—I can tell you that this ride will test everything you have as a cyclist while rewarding you with memories that last a lifetime.

Whether you’re a seasoned century rider looking for your next big challenge or an ambitious cyclist ready to level up, this comprehensive guide will prepare you for every twist, turn, and gut-busting climb of the Green Mountain Century.

Route Overview: 100 Miles of Vermont’s Finest Suffering

The Green Mountain Century traverses approximately 100 miles through the heart of central Vermont, taking riders through the spine of the Green Mountains via some of the region’s most notorious gap roads. This is not a route for the faint of heart or the under-prepared.

Key Statistics

• Total Distance: 100 miles (160 km)
• Total Elevation Gain: 8,000-10,000 feet (2,400-3,000 meters)
• Difficulty Rating: Challenging to Expert
• Average Completion Time: 7-10 hours for experienced cyclists
• Maximum Elevation: Approximately 2,424 feet at Lincoln Gap
• Road Surface: Primarily paved, some sections of rough chip seal

The route traditionally starts and finishes in the Rochester area, creating a loop that incorporates multiple gap crossings. The climbing is relentless but varied—you’ll encounter everything from gradual false flats that sap your energy to short, explosive pitches that exceed 20% gradient.

Best Time to Ride: Timing Your Vermont Adventure

The Green Mountain Century riding season extends from early June through mid-October, with each period offering distinct advantages and challenges.

Summer (June-August)

Summer riding offers the longest daylight hours and generally predictable weather patterns. June can still see lingering mud and wet conditions on some back roads, while July and August provide the driest pavement. However, summer also brings increased tourist traffic, particularly on weekends, and temperatures can climb into the humid 80s and 90s in the valleys.

Fall Foliage Peak (Late September-Early October)

Without question, the most spectacular time to ride the Green Mountain Century is during peak fall foliage, typically occurring in the last week of September through the first two weeks of October. The visual experience is simply unparalleled—hillsides explode in brilliant oranges, reds, and yellows, creating a cycling experience that feels almost surreal.

During my most memorable ride in late September, I stopped no fewer than fifteen times just to photograph the scenery. The trade-offs include cooler temperatures (often starting in the 40s), shorter days, and the potential for early-season weather surprises. I always recommend carrying a lightweight rain jacket and arm warmers for fall attempts.

Weather Considerations

Vermont mountain weather is notoriously fickle. I’ve experienced temperature swings of 30 degrees between valley floors and gap summits on the same ride. Always check forecasts from multiple sources before setting out, and be prepared for conditions to change rapidly, especially at elevation.

Detailed Segment Breakdown: Know What You’re Getting Into

Miles 0-25: The Rochester Warm-Up

Starting from the Rochester area, the first segment provides a deceptively gentle introduction. You’ll roll through pastoral farmland and small villages, with only moderate climbing to loosen the legs. Don’t be fooled by this early kindness—the route is saving its challenges for later.

Key landmarks include the historic Rochester downtown area, several working dairy farms, and your first glimpses of the gap roads rising in the distance. Use this section to find your rhythm, fuel early, and mentally prepare for what’s ahead.

Miles 25-50: Appalachian Gap Assault

The Appalachian Gap (Route 17) represents the first major climbing test. At approximately 2,365 feet elevation with grades reaching 18%, this climb separates recreational riders from serious century cyclists.

The eastern approach from Waitsfield climbs steadily for about 5 miles, with the final 2 miles featuring the steepest pitches. My strategy here is to settle into a sustainable rhythm early—if you’re going anaerobic before the final mile, you’ve started too hard.

The descent into the Mad River Valley offers a brief respite, but stay alert: the road features several tight switchbacks and rough pavement sections that demand full attention despite tired legs.

Miles 50-75: Lincoln Gap—The Beast

Lincoln Gap is the crown jewel of Vermont gap roads and the defining challenge of the Green Mountain Century. With sustained grades exceeding 20% and a maximum pitch of 24%, this is one of the steepest paved roads in the entire United States.

From the Lincoln side, the final 1.5 miles are simply brutal. I’ve seen strong cyclists reduced to walking, and there’s no shame in it. My advice: gear down before you think you need to, stay seated as long as possible to maintain traction, and focus on one pedal stroke at a time.

The summit marker at 2,424 feet provides a perfect photo opportunity and a moment to catch your breath before the technical descent toward Warren. This descent demands caution—excessive speed on tired legs with cold-stiffened hands is a recipe for disaster.

Miles 75-100: The Final Push

After Lincoln Gap, the route presents one more significant climb before the finish. While objectively easier than what came before, the cumulative fatigue makes every remaining hill feel steeper than it actually is.

The final 15 miles back to Rochester feature rolling terrain that can feel endless when you’re depleted. This is where nutrition and pacing strategy pay dividends—riders who’ve managed their energy wisely will pass those who went out too hard.

Vermont Charm: More Than Just Suffering

The Green Mountain Century isn’t just about the climbs—it’s an immersion in quintessential Vermont culture and beauty that makes the suffering worthwhile.

Covered Bridges

Vermont boasts over 100 historic covered bridges, and you’ll encounter several along the route. These wooden structures, some dating to the mid-1800s, provide perfect rest stops and photo opportunities. The Warren Covered Bridge, built in 1880, is a particular favorite among cyclists.

General Stores

Vermont’s village general stores are legendary among touring cyclists. The Warren Store and Rochester Cafe offer excellent refueling opportunities with homemade baked goods, local cheeses, and the kind of genuine small-town hospitality that’s increasingly rare. Don’t pass up a chance to try authentic Vermont cheddar—you’ve earned the calories.

Maple Farms

Central Vermont is prime maple country, and you’ll pass numerous sugar houses along the route. During spring sugar season (March-April, outside the typical riding window), these operations are in full swing. During summer and fall rides, many farms offer maple products in their shops—maple syrup in your water bottle is an unconventional but surprisingly effective fuel source.

Accommodation Options: Where to Rest Your Weary Legs

Country Inns and B&Bs

Vermont excels at charming accommodations perfect for cyclists. The historic inns in Rochester, Warren, and Waitsfield cater to adventurous travelers and often provide secure bike storage, early breakfast options, and packed lunches for the road. Book well in advance during fall foliage season—these properties fill months ahead.

Budget Options

For budget-conscious cyclists, several campgrounds operate in the area during summer months. Green Mountain National Forest offers primitive camping options, though facilities are limited. Hostels in nearby Stowe and Waterbury provide affordable alternatives with more amenities.

Pre-Ride Logistics

I recommend arriving at least one day early to acclimate, check your bike after travel, and pre-ride any sections that concern you. Starting fresh after a good night’s sleep and a proper meal makes an enormous difference on a ride this demanding.

Safety Tips: Respect the Mountain

Descent Safety

The gaps feature technical descents with tight switchbacks, rough pavement, and occasional gravel. Brake early and often, feather your brakes to avoid overheating rims (especially critical for rim-brake users), and never descend faster than your ability to stop. I’ve witnessed several crashes on these descents—almost always caused by excessive speed on tired legs.

Traffic Awareness

Vermont back roads are narrow, often without shoulders. Tourist traffic increases substantially during foliage season, and drivers unfamiliar with the roads may be distracted by scenery. Use rear-facing lights even in daylight, wear bright colors, and ride predictably.

Weather Preparedness

Mountain weather changes rapidly. Carry a lightweight rain jacket, arm warmers, and a vest regardless of the forecast. Hypothermia is a real risk on long descents in cool, wet conditions. I always carry emergency contact information and a small first-aid kit.

Self-Sufficiency

Cell service is spotty to nonexistent in much of rural Vermont. Carry sufficient tools to handle basic mechanical issues, know how to use them, and carry enough food and water to get through remote stretches. The gap summits are not places where you want to be stranded.

Gear Recommendations: What You Need to Succeed

Gearing—This Is Non-Negotiable

Compact gearing is absolutely essential for the Green Mountain Century. With sustained grades exceeding 20%, a standard 53/39 crankset is simply inadequate for all but the strongest climbers. I recommend a compact (50/34) or sub-compact (48/32) crankset paired with a wide-range cassette (11-32 or 11-34 minimum).

If your current setup doesn’t allow for these ratios, invest in changes before attempting this route. Pride means nothing at 24% gradient when you’re grinding at 40 RPM and destroying your knees.

Tire Selection

Road conditions vary from excellent to rough chip seal with occasional debris. I recommend 28mm or wider tires if your frame allows—the added comfort and traction are worth any minimal aerodynamic penalty. Consider slightly lower pressures than your usual setup for improved grip on variable surfaces.

Nutrition and Hydration

Plan to consume 60-90 grams of carbohydrates per hour for a ride of this intensity. Carry a minimum of two bottles and know where to refill—the general stores mentioned earlier are your best options. Pack more food than you think you’ll need; bonking on Lincoln Gap is an experience I hope you never have.

Related Century Challenges

If the Green Mountain Century appeals to your sense of adventure, you might also consider the Blue Ridge Parkway cycling routes, which offer similarly spectacular scenery with challenging Appalachian climbing. For those seeking other legendary century rides, our comprehensive guide to the most challenging century rides in America provides additional options to test your limits.

Final Thoughts: Why This Ride Matters

The Green Mountain Century isn’t just a ride—it’s a rite of passage for serious cyclists in the northeastern United States. The combination of relentless climbing, technical descending, stunning natural beauty, and authentic Vermont culture creates an experience that transcends ordinary cycling.

After crossing the finish line back in Rochester, depleted but euphoric, you’ll understand why riders return year after year. This route teaches you something about yourself—about what you’re capable of when the road gets impossibly steep and every instinct screams to stop.

Train appropriately, respect the mountains, pack your patience along with your compact gearing, and you’ll join the ranks of cyclists who have conquered one of America’s most challenging and rewarding century routes.

Have you ridden the Green Mountain Century? Share your experience in the comments below—we’d love to hear your stories and tips for fellow cyclists preparing for this epic Vermont adventure.