Why These Best Bike Races in the US Should Be On Your 2025 Bucket List

Picture this: 32,000 cyclists rolling through car-free New York City streets during the TD Five Boro Bike Tour, or grinding up 10,000+ feet of Colorado climbing in the legendary Triple Bypass. These aren't just bike races—they're the kind of adventures that stick with you long after your legs stop burning. 🚴‍♂️

Here's what I love about America's cycling scene: there's genuinely something for everyone. Feeling ambitious? The Trans Am Bike Race spans 4,200 miles across ten states—basically cycling from one coast to the other while questioning all your life choices. Prefer something a bit more reasonable? Events like El Tour de Tucson offer multiple distances, from a manageable 63-mile Metric Century to the full 102-mile Century challenge.

Want to ride higher than you've ever ridden? The Mount Evans Hill Climb takes you to 14,130 feet—literally the highest paved road race in the country. Your lungs will hate you, but the views? Chef's kiss.

So what's calling to you for 2025? Let's explore some bucket-list races that might just become your next obsession! 🏆

Gran Fondos That Deliver Epic Scenic Adventures

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Gran fondos—literally "big rides" in Italian—have become America's sweetest cycling secret. These events nail the perfect balance: challenging enough to make you work, scenic enough to make you forget you're suffering, and welcoming enough for riders who aren't trying to win anything except maybe some Instagram-worthy photos.

Here's the beauty of gran fondos: they combine the thrill of organized racing with the pure joy of exploring gorgeous landscapes. No pressure to sprint for finish lines—just you, your bike, and some of the most breathtaking roads in the country.

Gran Fondo New York City

Starting your cycling morning on the George Washington Bridge with Manhattan's skyline glowing in the sunrise? Yeah, that's a pretty special way to begin any ride. Gran Fondo New York City has mastered the art of creating unforgettable experiences, and since 2011, it's grown into the world's most international cycling marathon, attracting riders from nearly 100 countries [13].

What makes GFNY NYC genuinely incredible is getting the world's busiest bridge completely closed to traffic—just for cyclists [13]. Picture this: dawn breaks as thousands of riders gather in their starting corrals, with Manhattan's iconic skyline stretching south and the historic Hudson Valley rolling north [14].

The 100-mile journey itself feels like a cycling tour of the region's greatest hits. After crossing into New Jersey, you'll roll through the historic Palisades before heading north along tree-lined roads in New York State. Some sections hug the Hudson River so closely you could practically reach out and touch the water [13]. The real fun starts at Mott Farm Road, followed by the notable climbs at Gate Hill and Cheesecote—because what's a gran fondo without some proper suffering? [13]

With approximately 8,500 feet of elevation gain over the full route, you'll get professional-level support including police-monitored roads, fully stocked aid stations, and chip timing [15]. Not feeling the full century? The 50-mile Medio route with 3,500 feet of climbing offers a more manageable challenge [15]. Mark your calendar: May 2025.

RBC Gran Fondo Whistler

If you've ever dreamed of having an entire highway to yourself, RBC Gran Fondo Whistler makes it happen. Named the best Gran Fondo in North America for 2024 [15], this point-to-point journey along the spectacular Sea to Sky Highway between Vancouver and Whistler is pure cycling magic.

Here's what sets this apart: you get a dedicated traffic-free lane for the entire route—the only day of the year this happens [16]. The journey starts at Vancouver's Stanley Park and winds through the breathtaking Sea to Sky mountain corridor, with Howe Sound's turquoise waters providing the backdrop [16].

For 2025's 15th anniversary on Saturday, September 6, over 5,000 cyclists are expected to tackle one of three options: the classic 122 km Gran Fondo, the challenging 152 km Forte (which throws in an epic 876m Category 1 climb up Cypress Mountain), or the more accessible 55 km Medio [16] [16] [16].

But wait—it gets better. The finish line celebration in Whistler is legendary. We're talking complimentary drinks, varied food options, awards ceremonies, and a concert that keeps the party rolling all afternoon [16]. Many riders turn this into a full weekend getaway with special accommodation deals and Whistler activities.

Amy's Gran Fondo (Australia-style in the US)

Amy's Gran Fondo brings something special to American cycling—fully closed roads and a meaningful mission. Created in 2011 to honor Amy Gillett, an elite cyclist who tragically lost her life while training with the Australian Women's Cycling Team in Germany [16], this event combines challenging riding with an important cause.

The main Gran Fondo typically covers 120-122 km with significant elevation gain and categorized climbs that'll test even seasoned riders [1]. But here's what makes it truly special: every pedal stroke contributes to cycling safety, addressing the sobering reality that one in five people injured on roads are cyclists, with a cyclist fatality occurring approximately every 10 days [16].

Beyond the main event, you'll find options for various skill levels, including a shorter Medio Fondo and family-friendly rides [16]. The event weekend transforms into a full cycling festival with exhibitions, professional criterium races, and community activities.

These three gran fondos represent some of the finest cycling experiences America offers—each bringing its own flavor of challenge, scenery, and community spirit to the table.

Epic Endurance Races for the Bold

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Ready to find out what you're really made of?

These aren't your typical weekend century rides. We're talking about the kind of races that test every fiber of your being—physically, mentally, and maybe even spiritually. Think weeks in the saddle, self-supported suffering, and the kind of stories you'll tell for the rest of your life.

Fair warning: these races don't mess around. 🚨

Tour Divide

Let's start with the absolute monster of them all. The Tour Divide stretches 2,745 miles from Banff, Canada, to the Mexican border at Antelope Wells, New Mexico [6]. Yeah, you read that right—nearly 2,800 miles of pure, unfiltered adventure.

Here's the kicker: over 200,000 feet of elevation gain [7]. That's like climbing Mount Everest from sea level seven times. Your legs are tired just thinking about it, aren't they?

But wait, it gets better (or worse, depending on how you look at it). This race is completely self-supported. No support vehicles, no team mechanics, no friends handing you snacks at the roadside [6]. Everything you need has to come from commercial sources that everyone else can access too.

The Tour Divide kicks off on the second Friday of June with the "Grand Départ" [8]. Once that clock starts ticking, it doesn't stop until you cross the finish line. Most riders take between two and four weeks [7], though the current record holder, Justinas Leveika, blazed through in just 13 days, 2 hours, and 16 minutes in 2024 [6]. Absolute legend.

Trans Am Bike Race

If mountain biking isn't your thing, the Trans Am Bike Race (TABR) offers 4,200 miles of pavement-pounding punishment from Astoria, Oregon, to Yorktown, Virginia [9]. Born in 2014, this beast follows the historic TransAmerica Bicycle Trail from the 1976 Bikecentennial celebration [10].

Same brutal rules apply here: completely self-supported, no drafting, no help from anyone [11]. You're essentially time-trialing across the entire United States, making split-second decisions about when to ride, when to rest, and when to fuel up [9].

Abdullah Zeinab holds the current record at 16 days, 9 hours, and 56 minutes from 2019 [9]. That's averaging over 250 miles per day. Every. Single. Day.

The 2025 edition promises some route tweaks for safety while keeping the challenge intact [12]. Race director Nathan Jones typically starts things off in early June [13].

The Silver State 508

"The toughest 48 hours in sport"—that's not marketing hype, that's a promise [14].

The Silver State 508 crams all its suffering into 508 miles through Nevada's unforgiving landscape. You've got 48 hours to finish, which sounds generous until you factor in 22,574 feet of climbing and altitudes bouncing between 3,889 and 7,485 feet [16].

John Marino, the "godfather of ultracycling," created this beast in 1983 as a Race Across America qualifier [15]. After bouncing around different locations, it found its permanent home in Nevada in 2014 [15].

The current route starts and finishes in Reno, taking you through remote Nevada gems like Silver Springs, Fallon, Austin, and Eureka [16]. It's shorter than the other two races, but that compressed timeline creates its own special brand of misery.

At least you have options: solo, relay teams of two or four, even tandem divisions [16]. The next edition is scheduled for September 12-14, 2025 [16].

These three races represent the absolute pinnacle of what's possible on two wheels. They're not for everyone—and that's exactly the point. Ready to discover what lies beyond your limits?

Mountain Challenges That Test Your Climbing Skills

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Ready to find out what your legs are really made of? These mountain races don't mess around—they're pure vertical torture disguised as cycling events. We're talking about the kind of climbs that make you question every life decision that led you to this moment, then reward you with views so spectacular you immediately start planning your return. 🏔️

Triple Bypass

Colorado's Triple Bypass isn't just a race—it's a rite of passage. Born in 1988 when a few ambitious cyclists thought, "Hey, let's ride from Evergreen to Vail Valley in one day," this beast has been breaking spirits and creating legends ever since [1].

Here's what you're signing up for: 118 miles across three iconic Colorado passes—Juniper Pass (11,140 ft), Loveland Pass (11,990 ft), and Vail Pass (10,560 ft) [1]. But the real kicker? 10,000+ feet of elevation gain in a single day [1]. That's like climbing the Empire State Building... twice... on a bike.

🚨 Fair warning: Your quads will file a formal complaint around mile 60.

The good news? You get car-free mountain passes (a rare treat) and aid stations stocked better than most grocery stores [17]. Not feeling quite ready for the full suffer-fest? The Double Bypass covers 80 miles and still delivers a proper beatdown [17].

What makes this race special beyond the physical challenge is its heart—over 37 years, it's donated millions to charity [17]. So when you're gasping for air at 11,990 feet, remember: you're suffering for a good cause!

Death Ride – Tour of the California Alps

The name says it all, doesn't it? Since 1978, when five cyclists had the "brilliant" idea to tackle California's Alps in one day, the Death Ride has earned its intimidating reputation [18].

Brace yourself: 103 miles with over 14,000 feet of climbing across up to six HC (hors catégorie) climbs [3]. For the non-cycling nerds, HC means "beyond categorization"—aka, stupidly steep. You'll tackle both sides of Monitor Pass, both sides of Ebbetts Pass, and both sides of Pacific Grade [3].

Here's the beauty of the Death Ride—you can choose your own level of suffering. Tackle one climb and call it a day, or go full masochist and attempt all six [18]. Complete the whole route and earn serious bragging rights.

Mark your calendar: July 12, 2025, starting from Turtle Rock Park near Markleeville [3]. Your participation also supports local communities throughout the region [18]—because apparently making your legs scream while helping others is the ultimate cycling win-win.

Cycle to the Sun

Want to climb a volcano? Of course you do! Hawaii's Cycle to the Sun takes you 10,000 feet up in just 36 miles from sea level in Pa'ia to the summit of Haleakala Volcano [19].

Let's put this in perspective: the legendary Mont Ventoux in France climbs 5,336 feet over 13.6 miles [19]. Haleakala laughs at Mont Ventoux. This Hawaiian monster averages 5.5% grade, with sections hitting 18% [20]—basically wall climbing on two wheels.

The 2025 edition happens August 2 [21], and you'll be riding alongside international climbing specialists who regularly finish in under three hours [20]. Don't worry though—three aid stations are strategically placed to help you survive this vertical adventure [20].

Fair warning: your sea-level lungs are about to get a serious education in altitude. But hey, you'll be climbing a volcano in paradise—how often does that opportunity come around?

These three climbs represent cycling's ultimate vertical challenges. Pick one, train like your dignity depends on it, and prepare for an experience that'll forever change how you think about hills. Your future self will either thank you or plot revenge—probably both! 🚵‍♂️

Races So Weird You'll Question Your Life Choices (In the Best Way)

Some races just... break the mold. These aren't your typical "line up at the start, follow the course, cross the finish" affairs. They're the cycling equivalent of "Wait, people actually do this?"

Trust me, after hearing about these events, you'll either think cyclists are completely insane or you'll be frantically googling registration links. Probably both.

The Speed Project (LA to Vegas)

Remember when your mom told you not to break the rules? Well, The Speed Project didn't get that memo.

This underground, completely unsanctioned event sends teams racing from Santa Monica Pier to the "Welcome to Las Vegas" sign across 340 miles of desert with zero official support. No permits. No marked course. No rules except "get there first." Teams literally make up their own route through the Mojave Desert while dealing with scorching days and freezing nights.

The whole thing started as a running event but naturally attracted cyclists who thought, "Hold my energy drink and watch this." Now it's become this cult-like phenomenon where participants document their journey on social media while slowly losing their minds in the desert.

Late March timing? Perfect for questionable decision-making season.

Tour da Yoop, Eh?

"Tour da Yoop, Eh?" might be the most delightfully ridiculous name in cycling, and honestly, that's saying something in a sport where we have events called "Death Ride."

This 10-day, 1,200-mile adventure takes you around Michigan's entire Upper Peninsula—or "the Yoop" if you're local. But here's the thing: it's not really about racing. It's about experiencing Yooper culture, which includes eating pasties (the food, not the other thing), sampling thimbleberry jam, and collecting stamps in actual "Yooper Passports."

Daily segments range from 83 to 162 miles, and the whole vibe is more "cycling vacation with really friendly locals" than "suffer-fest." Founder James Studinger originally created this as a personal challenge, but now hundreds of riders show up every July to experience small-town UP hospitality.

Fair warning: you might leave speaking with a slight Yooper accent.

Texas Hell Week

The name says it all, doesn't it?

Texas Hell Week deliberately schedules itself during the Hill Country's most unpredictable spring weather. You know, that delightful time when you might experience scorching heat, freezing rain, and probably a tornado warning—all before lunch.

Unlike structured races, Hell Week gives you daily route options from 30 to 100+ miles, basically letting you choose your own adventure in suffering. But here's what makes it special: the community. Hundreds of cyclists converge on tiny Fredericksburg each March for daily rides, evening hangouts, and the legendary "Hell's Kitchen" food tent where everyone shares war stories over recovery meals.

The fact that people return year after year tells you everything you need to know about cyclists: we're all a little broken, and we like it that way.

Perfect First Races That Won't Scare You Away

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New to the racing scene? Take a deep breath — you don't need to jump straight into mountain-crushing epics or week-long sufferfests. America has some absolutely fantastic events designed with first-timers in mind, where you can get your feet wet without feeling completely out of your depth.

Five Boro Bike Tour

Want to experience the thrill of racing without the intimidation factor? NYC's TD Five Boro Bike Tour is basically a giant, friendly cycling party with 32,000 of your closest friends [4]. Picture this: 40 miles through all five boroughs on completely car-free streets — when else will you get Manhattan to yourself? [22]

What makes this perfect for beginners? It's so well-supported. Rest areas every few miles, free bike repair (because stuff happens), and SAG vehicles if you need a breather [5]. The event happens on the first Sunday in May, with staggered start times beginning at 7:30 AM so you're not fighting for space [23].

Yes, registration runs about $157, but that includes a tax-deductible donation to Bike New York's education programs [4]. You get rider support, snacks along the way, and a finisher medal to prove you did it! Kids 10-17 can even ride their own bikes with registered adults [4].

Red Rocks Century

Ready for something with a bit more bite? Colorado's Red Rocks Century offers stunning scenery with a respectable challenge — 96 miles and about 10,200 feet of climbing [24]. Sounds scary? It's actually perfect for ambitious beginners who want to test their limits.

The route starts at Bandimere Speedway near Morrison, rolls past Dinosaur Ridge and Red Rocks Park, then climbs to 11,140 feet at Squaw Pass [25]. Usually held in August, it's like getting the full Colorado experience in one epic day.

Storming of Thunder Ridge

Here's where things get really beginner-friendly. Virginia's Storming of Thunder Ridge offers five different distance options, from a gentle 27-mile family ride to a full 100-mile challenge with over 10,000 feet of climbing [26]. Choose your own adventure!

Scheduled for May 18, 2025, this YMCA fundraiser [27] treats you right with rest stops every 10-20 miles and full SAG support [26]. Three routes even include the scenic Blue Ridge Parkway and the option to tackle Thunder Ridge — a 12.6-mile climb gaining 3,600 feet [26].

The best part? After you finish, you can recover with food, drinks, and even hit the YMCA's showers, hot tub, and pool [28]. Because nothing says "I survived my first century" like a well-deserved soak!

What to Know Before You Sign Up

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Hold up—before you get swept up in all the excitement and click "register," let's talk strategy. The difference between crossing the finish line with a huge grin and crawling home with regret? Smart preparation and honest self-assessment.

Trust me, I've learned this the hard way! 😅

How to choose the right race for your level

Here's the thing about picking your first (or next) big cycling adventure: elevation gain per mile tells you almost everything you need to know about how much you'll suffer. Here's your reality check [2]:

• Easy ride: Less than 35 feet of climbing per mile
• Medium: 35–50 feet per mile
• Hard: 50–70 feet per mile
• Very hard: 70–100 feet per mile
• Hardcore: More than 100 feet per mile

But wait—there's more to consider! Road races tend to be more competitive (think elbows-out racing), while gran fondos welcome everyone from weekend warriors to elite athletes [29]. First-timer? Look for events with multiple distance options or those known for their supportive, encouraging atmosphere.

Training tips for long-distance events

Consistency beats heroic efforts every single time. I'd rather see you ride four times a week for 45 minutes than knock out one massive century ride followed by three days on the couch [30].

Here's a simple pattern that works: three days of building intensity, then one easier recovery day [30]. Rinse and repeat.

For those big endurance challenges, master "tempo" training—that sweet spot where you're riding "comfortably hard, not hardly comfortable" [30]. This builds your efficiency and raises your anaerobic threshold.

🚨 Don't forget to taper! Gradually reduce your training volume in the days leading up to the event [31]. Your legs will thank you at mile 80.

What gear and support you'll need

Your bike preparation matters just as much as your leg preparation. Schedule a complete tune-up at least three weeks before race day [30]—this gives new components time to properly "bed in" and eliminates any nasty surprises.

Essential gear checklist:

• Properly fitted bike with appropriate gearing for the terrain
• Weather-appropriate clothing (and backup options for changing conditions)
• Repair basics: spare tubes, tire levers, multi-tool, portable pump [32]
• Nutrition strategy: aim for 60-70g of carbs per hour during the event [30]

Bottom line? These incredible races across America offer wildly different experiences. Match the event to your current abilities, train smart, and bring the right gear for your specific challenge. Your future self will high-five you at the finish line! 🎉

Ready to Make 2025 Your Best Cycling Year Yet?

What a journey we've been on! From gran fondos that showcase America's most stunning landscapes to endurance tests that'll have you questioning your sanity (in the best way), we've covered some seriously amazing cycling adventures.

Here's the thing: there's genuinely no wrong choice here. New to organized cycling? The Five Boro Bike Tour gives you that wow, I can't believe I just did this feeling without breaking you. Ready to test your limits? The Trans Am Bike Race or Triple Bypass will show you what you're truly capable of—spoiler alert: it's probably more than you think.

What I love most about these races isn't just the physical challenge. Sure, grinding up 10,000+ feet of climbing will make your legs scream. But it's those other moments that stick with you—watching sunrise paint Manhattan's skyline from the George Washington Bridge, or sharing stories with fellow cyclists over post-ride beers in some tiny Colorado mountain town.

🚨 Reality check: Preparation matters. A lot. The difference between "that was incredible!" and "never again" often comes down to honest training, smart gear choices, and picking a race that matches your current abilities (with maybe a tiny stretch factor).

So here's my challenge for you: Pick one race from this list that makes your heart beat a little faster. Maybe it's slightly outside your comfort zone—good! That's where the magic happens. Whether you're drawn to scenic beauty, brutal climbs, or quirky adventures, there's something here calling your name.

The best part? These races don't just test your legs—they reveal what you're made of, connect you with incredible people, and show you America from the most amazing perspective possible: the saddle of your bike.

Which adventure will make it onto your 2025 calendar? 🚴‍♂️

FAQs

Q1. What are some of the most popular cycling events in the United States? Some of the most popular cycling events in the US include the Gran Fondo New York City, the Tour Divide, the Triple Bypass in Colorado, and the TD Five Boro Bike Tour in New York City. These events offer a range of challenges and experiences for cyclists of all levels.

Q2. How can I choose the right bike race for my skill level? To choose an appropriate race, consider factors like elevation gain per mile, race format (road race vs. gran fondo), and your comfort level. Beginners might prefer events with multiple distance options or those known for supportive atmospheres. Evaluate the difficulty rating and course details before signing up.

Q3. What kind of training is recommended for long-distance cycling events? For long-distance events, focus on consistent training with frequent, shorter rides rather than occasional long rides. Incorporate "tempo" training to improve efficiency and raise your anaerobic threshold. Gradually increase your mileage and include hill training if the event features significant climbing.

Q4. What essential gear do I need for a bike race? Essential gear includes a properly fitted bike with appropriate gearing, weather-appropriate clothing, basic repair items (spare tubes, tire levers, multi-tool, portable pump), and nutrition supplies. It's also important to have your bike serviced a few weeks before the event.

Q5. Are there any unique or quirky cycling events in the US? Yes, there are several unique cycling events in the US. For example, The Speed Project is an unsanctioned race from Los Angeles to Las Vegas, the Tour da Yoop, Eh? circumnavigates Michigan's Upper Peninsula, and Texas Hell Week deliberately schedules rides during unpredictable spring weather for an added challenge.

References

[1] - https://nyc.gfny.com/
[2] - https://nyc.gfny.com/course/
[3] - https://strambecco.com/event/gfny-new-york-city/
[4] - https://www.granfondoguide.com/Awards/Top10NorthAmericanGranFondos2024
[5] - https://www.rbcgranfondo.com/event-resources/whistler/distances
[6] - https://www.whistler.com/events/granfondo/
[7] - https://www.amysgranfondo.org.au/
[8] - https://www.granfondoguide.com/Contents/Index/1547/five-reasons-to-ride-in-wiggle-amys-gran-fondo
[9] - https://en.wikipedia.org/wiki/Tour_Divide
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[11] - https://bikepacking.com/event/tour-divide-2024/
[12] - https://en.wikipedia.org/wiki/Trans_Am_Bike_Race
[13] - https://stories.strava.com/articles/the-worlds-most-challenging-on-road-bikepacking-races
[14] - https://en.wikipedia.org/wiki/Race_Across_America
[15] - https://medium.com/@espiritu.fr/the-4-200-mile-trans-am-bike-race-has-several-new-options-this-year-4961ec7cec57
[16] - https://dotwatcher.cc/race/trans-am-bike-race-2024
[17] - https://kavhelmets.com/blogs/kav-journal/best-cycling-races-and-events-in-the-us?srsltid=AfmBOoo4eP8IX91nC497yDjUxt9IjXV5Cxe2kt9EnPV_UBliQltUa8hK
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[21] - https://www.triplebypass.org/
[22] - https://deathride.com/
[23] - https://deathride.enmotive.com/events/register/2025-death-ride
[24] - https://www.mauibike.org/blog/event/cycle-to-the-sun-2/
[25] - https://www.granfondoguide.com/Contents/Index/1361/top-10-timed-us-hill-climbs
[26] - https://cycletothesun.com/
[27] - https://www.bike.nyc/events/td-five-boro-bike-tour/
[28] - https://en.wikipedia.org/wiki/Five_Boro_Bike_Tour
[29] - https://efeducationtibcosvb.com/best-cycling-events-for-beginners/
[30] - https://www.cbsnews.com/newyork/news/5-boro-bike-tour-nyc-street-closures-route-map-2025/
[31] - https://thepeakmind.com/2014/08/25/red-rocks-century-2014/
[32] - https://www.outsideonline.com/adventure-travel/destinations/9-american-centuries-master/
[33] - https://www.lynchburgvirginia.org/everything-to-know-about-storming-of-thunder-ridge/
[34] - https://ymcacva.org/events/storming-of-thunder-ridge/
[35] - https://www.cyclingva.com/events/storming-thunder-ridge/
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