Southern Oregon's Best Mountain Biking Trails for Winter: Ashland’s Top Trails.
Looking for an adrenaline-pumping outdoor adventure, even during the cooler months?
Ashland, Oregon, is more than just a hotspot for arts and culture—it's a premier destination for mountain biking enthusiasts, offering some of the best trails in Southern Oregon year-round, including winter! Whether you're a seasoned rider or just starting out, Ashland’s diverse trail network has something for everyone.
Named the fifth best bicycle town in the U.S. by Outside Magazine, Ashland continues to draw cyclists and outdoor adventurers from all over, cementing its place as a must-visit for mountain bikers.
Best Mountain Biking Trails Near Ashland for Dry Trail Winter Riding
When it comes to winter biking, choosing the right trails is key, especially when escaping wet rainy weather in the Pacific Northwest. Due to Ashland’s temperate and drier winter climate, the trails stay drier for longer, creating the best fall and winter mountain biking conditions.
Here are some of Ashlander’s favorite trails that are open and dry through most of the PNW winter.
1. Jabberwocky
Voted a favorite among most Ashland mountain bikers, the Jabberwocky trail, part of Ashland Watershed Trails, begins at Caterpillar Crossing and flows seamlessly into the Lizard Trail. This downhill-only, machine-built trail starts with some tight, steeply-bermed turns, which might intimidate beginner-intermediate riders. However, much of the trail is rideable for most skill levels, with just a few wider, steep turns to watch out for. Along the way, riders can enjoy table-top jumps, doubles, and short rock sections, making the trail both fun and fast. A brief flat section offers a chance to catch your breath—unless you're chasing Strava times and pushing through the pedal. Whether you ride up or take the shuttle to Mt. Ashland, Jabberwocky offers a thrilling, long descent that will leave you feeling both exhilarated and exhausted.
Good for more experienced riders and adrenaline junkies
Jumps, doubles and short rock sections
Fast downhill trail
2. White Rabbit Trailhead
Just above Ashland, the White Rabbit Trailhead offers some fantastic singletrack options. These trails are well-suited for winter riding because of their relatively dry conditions and varied terrain. Featuring smooth flowy descents mixed with some technical sections, White Rabbit has something for all skill levels.
Reliable conditions due to good drainage.
Wide-open vistas that look even more dramatic during winter.
Easy access from downtown Ashland and The Columbia Hotel.
3. Catwalk Trail
If you’re looking for a thrilling ride, the Catwalk Trail offers technical sections and sharp turns that will test even experienced riders. The higher elevation provides stunning winter vistas, making the adventure both challenging and rewarding.
Fewer crowds during the off-season mean you’ll have the trail to yourself.
Elevation offers panoramic views of the snow-capped peaks.
4. Mt. Ashland Trail
For those seeking a challenge, the Mt. Ashland Trail delivers a rewarding uphill climb followed by exhilarating descents. Even in winter, the trail remains rideable on many days, thanks to sunny breaks and moderate snowfall.
The trail is often clear of snow during sunny stretches.
Unmatched views from the top, especially in winter.
The Ashland Watershed Trails
The Ashland Watershed Trails are a winter favorite for mountain biking enthusiasts. The well-drained soils and maintained paths make them ideal for off-season riding. With over 50 miles of singletrack, you can enjoy scenic loops perfect for beginners, while more experienced riders can tackle challenging climbs. The crisp winter air and breathtaking views of the mountains and forests make it a truly special experience. With stunning views and clear winter skies, this 45,000 acres right on the doorstep of downtown Ashland is a great winter biking getaway.
Stay & Store your Bikes in our Secure Bike Room at The Columbia Hotel: Your Base for Winter Mountain Biking
After a day of winter mountain biking, relax at The Columbia Hotel. Our hotel caters to outdoor adventurers, with amenities like bike storage, laundry facilities, and cozy rooms to help you unwind. Plus, our central location means you're just minutes from Ashland’s top biking trails, restaurants, bars and entertainment.
Rooms at The Columbia Hotel include, King, Queen and even Bunk Rooms for groups and tours if you are looking for a weekend getaway with the crew.
Considered to be one of the most fun and hip places to stay in downtown Ashland, The Columbia Hotel’s latest renovation update has become the favorite stop for PCT Hikers and Mountain Bikers alike.
Bike Gear Up for Your Winter Rides in Ashland
Before you hit the trails, stop by one of Ashland’s local bike shops for rentals, gear, and expert advice on winter mountain biking. Many shops offer winter biking gear like fenders and studded tires, ensuring you’re ready for any conditions.
Our fav’s:
Shuttle Service Up to Mt. Ashland
Ashland Mountain Adventure also offers a convenient shuttle service to Mt. Ashland, making it easy for mountain bikers to access some of the best downhill trails in Southern Oregon. With multiple daily shuttles, riders can skip the climb and enjoy long, exhilarating descents like the renowned Jabberwocky and Lizard trails. The service runs 6 days a week and will consider the 7th day for larger group sizes.
Winter Biking Events & Rides You Don’t Want to Miss
Ashland Mountain Challenge (November): A fun race featuring multiple trail options, perfect for competitive and recreational bikers.
Rogue Valley Mountain Bike Association Events: Group rides and trail maintenance days, great for meeting fellow riders.
Mountain Bike Film Festival (October): Celebrate the biking community with films, rides, and discussions.
Ride and Rest with The Columbia Hotel!
Gear up for an epic winter ride and stay at The Columbia Hotel, your home base for easy access to Southern Oregon’s top mountain biking trails. After a day of shredding downhill runs, unwind in comfort with our range of rooms, from budget-friendly options to more luxurious stays. Our team is ready to help you plan your perfect adventure. Visit our website for the latest deals and special offers tailored for mountain bikers!
