Top 15 Unforgettable Cycling Trails to Explore in America's Great Outdoors
There’s a unique kind of freedom that comes from exploring the world on two wheels. It’s the quiet hum of tires on the trail, the rush of wind as you crest a hill, and the intimate connection you feel with the landscape unfolding around you. America, with its vast and varied terrain, is a cyclist’s paradise, offering everything from serene coastal paths to epic, high-altitude mountain adventures.
Here on the Goh Ling Yong blog, we believe that the best journeys create lasting memories. It’s not just about the distance covered or the elevation gained; it’s about the breathtaking views, the challenge of the climb, and the sheer joy of discovery. Whether you're a seasoned road warrior, a dedicated mountain biker, or a family looking for a scenic weekend ride, there’s a trail out there with your name on it.
We’ve curated a list of 15 of the most unforgettable cycling trails across the United States to fuel your wanderlust. These routes are more than just paths—they are experiences, each offering a unique story and a different kind of adventure. So, pump up your tires, grab your helmet, and let’s get ready to ride.
1. Going-to-the-Sun Road, Montana
Glacier National Park is the "Crown of the Continent," and the Going-to-the-Sun Road is its crown jewel. This 50-mile paved road is an engineering marvel, clinging to mountain cliffs as it winds its way up and over the Continental Divide at Logan Pass. For cyclists, it's a bucket-list climb that rewards every ounce of effort with absolutely staggering views of alpine meadows, glacial lakes, and snow-capped peaks.
The road is famous for its challenging ascent, gaining over 3,300 feet on the climb to the 6,646-foot summit. You’ll pedal past iconic sights like the Weeping Wall and Jackson Glacier Overlook. The descent is just as thrilling, with sweeping turns and vistas that demand you pull over to soak it all in.
Pro Tip: For a truly magical experience, ride in the late spring (typically May and June) before the road fully opens to cars. During this time, plowing operations clear the road for cyclists and hikers, giving you the entire epic landscape to yourself. Always check the NPS website for current road status and be prepared for rapidly changing mountain weather.
2. The Whole Enchilada, Utah
For mountain bikers seeking the ultimate descent, The Whole Enchilada in Moab is the holy grail. This legendary point-to-point trail system drops a staggering 7,000 vertical feet over 27 miles, taking you through an incredible variety of ecosystems. You start in the alpine forests of the La Sal Mountains and finish along the sun-baked banks of the Colorado River.
The ride is a compilation of several classic Moab trails, including Burro Pass, Hazard County, and the world-famous Porcupine Rim. It’s a technical and physically demanding adventure, with rocky drops, fast-flowing singletrack, and sections of relentless slickrock. This isn't a beginner's ride, but for experienced riders, it's an absolute masterpiece.
Pro Tip: A shuttle to the top is essential. Several companies in Moab offer this service. The trail is best ridden in the fall when the upper sections are free of snow and the desert heat is more manageable. Carry plenty of water (at least 3 liters), tools for repairs, and be prepared for a long, demanding day in the saddle.
3. Katy Trail, Missouri
Stretching for 240 miles across the state of Missouri, the Katy Trail is the longest continuous rail-trail in the United States. Following the former route of the Missouri-Kansas-Texas Railroad, this crushed limestone path offers a peaceful and mostly flat journey through the heart of America’s breadbasket.
The trail meanders alongside the Missouri River, passing through dense forests, open farmlands, and charming small towns. It’s a perfect route for a multi-day bike-packing trip, with plenty of B&Bs, wineries, and cafes located just off the path. It’s an accessible adventure for cyclists of all ages and abilities.
Pro Tip: Plan your trip around the towns you want to visit. Rocheport is known for its winery and tunnel, while Hermann offers a taste of German heritage. Since the trail is so long, you can easily tackle a small section for a day trip or plan a full cross-state tour.
4. Flume Trail, Nevada
Perched high above the shimmering turquoise waters of Lake Tahoe, the Flume Trail is as famous for its vertigo-inducing exposure as it is for its beauty. This iconic mountain bike ride follows the path of a 19th-century aqueduct (or "flume") that was built to carry water to silver mines. The result is a narrow trail etched into the mountainside with unparalleled views.
The main Flume section itself is relatively flat, but getting there requires a significant climb. The classic 14-mile route starts at Spooner Lake and involves about 1,000 feet of climbing before you reach the breathtaking ridgeline. The experience of pedaling along that narrow shelf with Lake Tahoe sprawling below is simply unforgettable.
Pro Tip: This ride is not recommended for those with a fear of heights. For the best experience, use a shuttle service that drops you at the start and picks you up at the end. The best direction to ride is north, from Spooner Lake to Tunnel Creek Cafe, where a cold drink and a meal await.
5. Shining Sea Bikeway, Massachusetts
Named after a line from the song "America the Beautiful," the Shining Sea Bikeway on Cape Cod is a picture-perfect coastal ride. This 10.7-mile paved path runs from North Falmouth to the charming fishing village of Woods Hole, offering idyllic views of cranberry bogs, salt marshes, and the sparkling waters of Vineyard Sound.
The trail is almost entirely flat, making it an excellent choice for families and casual riders. It passes by stunning beaches like Surf Drive Beach and offers a cool breeze even on the warmest summer days. The journey ends in Woods Hole, where you can watch the ferries depart for Martha's Vineyard and enjoy some fresh local seafood.
Pro Tip: Rent a bike in Falmouth and make a day of it. Pack a picnic to enjoy on the beach, or plan for lunch at one of the waterfront restaurants in Woods Hole. The trail can get busy on summer weekends, so consider an early start.
6. Virginia Creeper Trail, Virginia
Don’t let the name fool you; the Virginia Creeper Trail is one of the most fun and accessible downhill rides in the country. This 34-mile rail-trail runs from Whitetop Station down to Abingdon, Virginia, passing through lush national forests, open farmland, and over 47 historic wooden trestle bridges.
The most popular way to experience the trail is to take a shuttle to the top at Whitetop Station. From there, it's a gentle 17-mile coast downhill to the town of Damascus (known as "Trail Town, USA"). This section is almost all downhill or flat, requiring very little pedaling and allowing you to simply relax and enjoy the gorgeous Appalachian scenery.
Pro Tip: Numerous bike shops in Damascus and Abingdon offer bike rentals and shuttle services. The ride from Whitetop to Damascus is perfect for families and riders of all skill levels. For a longer day, you can continue on the flatter second half of the trail from Damascus to Abingdon.
7. Maah Daah Hey Trail, North Dakota
For the truly adventurous cyclist, the Maah Daah Hey Trail offers a rugged and remote 144-mile singletrack experience through the heart of the North Dakota Badlands. This is not a ride for the faint of heart. It’s a challenging trail with steep climbs, sharp descents, and a feeling of profound isolation that is both intimidating and awe-inspiring.
The trail connects the north and south units of Theodore Roosevelt National Park, traversing a landscape of painted canyons, grassy plains, and petrified forests. You'll likely see more bison and wild horses than other people. This is a true backcountry adventure that tests your self-sufficiency and rewards you with an unmatched sense of accomplishment.
Pro Tip: Water is extremely scarce. You must plan your water caches or carry a robust filtration system. The trail is best ridden in the late summer or early fall. Be prepared for extreme weather, and always let someone know your itinerary. This is a serious undertaking, but one of the most epic bike-packing routes in America.
8. Route of the Hiawatha, Idaho/Montana
Often called the "crown jewel" of rail-trails, the Route of the Hiawatha offers a unique cycling experience you won't find anywhere else. The 15-mile trail follows the path of the former Milwaukee Railroad, taking you over seven soaring steel trestles and through ten dark tunnels, including the 1.66-mile-long St. Paul Pass Tunnel.
The trail is all downhill with a gentle 2% grade, making it accessible to everyone, including young children. The surface is a fine gravel, suitable for mountain bikes or hybrids. The feeling of plunging into the cool darkness of a long tunnel and emerging back into the sunlight high above a forested valley is simply spectacular.
Pro Tip: You absolutely need a headlight for the tunnels. You can rent bikes, helmets, and lights at the trailhead. A shuttle bus runs from the bottom of the trail back to the top, so you don't have to worry about the return climb.
9. Downieville Downhill, California
A legend in the mountain biking community, the Downieville Downhill is a pure shot of adrenaline. This 15-mile, point-to-point route in the Sierra Nevada mountains drops over 4,000 vertical feet. It’s a classic shuttle run that combines fast, flowing singletrack with chunky, technical rock gardens that will test the skills of even seasoned riders.
The ride starts in the high country and descends through dense pine forests, eventually finishing in the historic Gold Rush town of Downieville. The final section, which includes the infamous "Waterfall," is a true test of nerve and bike handling. It's a raw, old-school trail that has remained a favorite for decades.
Pro Tip: A full-suspension trail or enduro bike is highly recommended. After your ride, take a celebratory leap into the refreshing waters of the Yuba River right in town. Local bike shops offer shuttles and can give you the latest trail conditions.
10. San Juan Skyway, Colorado
If you love high-altitude road cycling with jaw-dropping scenery, the San Juan Skyway in southwestern Colorado is your dream ride. This 236-mile scenic byway forms a loop through the heart of the San Juan Mountains, connecting historic mining towns like Durango, Silverton, and Telluride.
The most famous section is the "Million Dollar Highway" between Silverton and Ouray. This stretch of road is carved directly into the side of the mountains, with sheer drop-offs and no guardrails in places. It's a challenging ride with multiple high-mountain passes over 10,000 feet, but the views of the jagged, mineral-streaked peaks are simply unparalleled.
Pro Tip: Give yourself several days to acclimate to the high altitude before attempting the major climbs. The best time to ride is late summer (August and September) when the weather is most stable. Be prepared for afternoon thunderstorms, which are common in the Rockies.
11. McKenzie River Trail, Oregon
Riding the McKenzie River Trail (MRT) is like pedaling through a fairy tale. This 26-mile singletrack trail follows the impossibly clear, turquoise McKenzie River through a lush, old-growth forest in central Oregon. The trail is a sensory overload of vibrant green moss, towering Douglas firs, and the constant, soothing sound of the river.
The trail is technically challenging in sections, with lava rock fields, root webs, and log crossings that keep you on your toes. But it’s also filled with fast, flowing sections that feel like a dream. Highlights include passing by the surreal Blue Pool and the powerful Sahalie and Koosah Falls.
Pro Tip: The trail is most commonly ridden as a downhill shuttle, from north to south. While it's rated as an intermediate-to-advanced ride, less experienced riders can walk the more technical sections. The trail surface can be slick when wet, so use caution.
12. George S. Mickelson Trail, South Dakota
The Mickelson Trail is a 109-mile journey through the stunning landscapes of the Black Hills. This crushed stone and gravel rail-trail takes you from the historic town of Deadwood to Edgemont, passing through national forest land, over more than 100 converted railroad bridges, and through four rock tunnels.
The trail's gentle grades make it accessible for a wide range of cyclists. The scenery is diverse, ranging from deep pine forests to open meadows and dramatic granite formations. It’s a fantastic way to experience the quiet beauty of the Black Hills at a slower pace.
Pro Tip: The trail requires a pass, which can be purchased at trailheads or online. For a classic day ride, start in Hill City and ride to the Rochford trailhead and back. This section features beautiful scenery and the two longest tunnels.
13. Kingdom Trails, Vermont
Located in the sleepy Northeast Kingdom of Vermont, the Kingdom Trails is one of the premier mountain bike destinations on the East Coast. This massive, 100+ mile network of purpose-built trails offers something for every rider, from gentle, winding cruisers to expert-level jump lines and technical descents.
What makes "KT" so special is its flow. The trails are expertly designed to swoop and carve through the rolling hills and maple forests, creating a roller-coaster-like experience. The network is built on private land, a testament to the incredible partnership between the trail association and local landowners.
Pro Tip: Start your day on Darling Hill, which features iconic trails like "Troll Stroll" and "Sidewinder." A day pass is required to ride. Don't forget to stop at the "Chapel" at the top of Darling Hill for a 360-degree view of the surrounding mountains.
14. Legacy Trail, Florida
For a dose of sunshine and coastal wildlife, Florida's Legacy Trail is a perfect choice. This flat, 18.5-mile paved trail stretches from Sarasota to Venice, offering a safe and scenic corridor for cyclists, walkers, and joggers. It's an ideal route for a relaxed, leisurely ride.
The trail follows a former rail line, passing through classic Florida landscapes of palm trees, quiet suburbs, and nature preserves. A highlight is crossing the impressive trestles over Donna and Roberts Bays, where you can often spot dolphins, manatees, and a wide variety of coastal birds like ospreys and egrets.
Pro Tip: The trail is fully exposed to the sun, so ride early in the morning or late in the afternoon during the hot summer months. The Venice Train Depot at the southern end of the trail is a great place to start or finish your ride, with ample parking and facilities.
15. Denali Park Road, Alaska
Cycling the Denali Park Road is a truly once-in-a-lifetime adventure. This 92-mile gravel road is the only road into the heart of Denali National Park, and access for private vehicles is severely restricted. This creates a paradise for cyclists, offering a rare opportunity to pedal through six million acres of raw, untamed wilderness.
The experience is humbling. You’ll ride across vast tundra with the snow-covered peaks of the Alaska Range dominating the horizon. On a clear day, you might be treated to a view of Denali itself, the tallest peak in North America. Wildlife sightings of grizzly bears, caribou, moose, and Dall sheep are common, making this a ride you will never, ever forget.
Pro Tip: This is a serious backcountry undertaking. You must be completely self-sufficient and "bear aware," carrying bear spray and knowing how to use it. You can use the park's transit buses to go deeper into the park and start your ride from there. Check the Denali NPS website for all the rules and regulations for cycling in the park.
This list is just a starting point. The beauty of cycling is that adventure can be found anywhere, from a grand national park to the quiet backroads right outside your door. As Goh Ling Yong often says, the journey itself is the destination.
Now it's your turn. Get out there, explore, and create your own unforgettable memories on two wheels.
What are your favorite cycling trails in America? Did we miss a must-ride route on our list? Share your experiences and suggestions in the comments below!
About the Author
Goh Ling Yong is a content creator and digital strategist sharing insights across various topics. Connect and follow for more content:
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