The Northwoods of Wisconsin is a mountain biker's paradise. With thousands of acres of forest, rolling terrain, and a trail network built for every skill level, this region draws riders from across the Midwest and beyond. Whether you're a first-time trail rider or a seasoned singletrack shredder, the trails around Boulder Junction and Vilas County offer an unforgettable ride through some of the most beautiful landscapes in the state.
From flowy hardpack singletrack weaving through towering pines to technical rocky ridgelines with sweeping views, the Northwoods has it all. Stop into Coontail for trail maps, gear, bike rentals, and local knowledge before you head out — we're your home base for two-wheeled adventure.
Explore some of the best mountain biking trails the Northwoods has to offer. Each trail system offers a unique experience — from beginner-friendly loops to expert-level challenges.
Location: Winchester, WI | Difficulty: Beginner – Advanced
The WinMan Trails are a premier network of silent sport trails spanning 1,300 acres of private and public land in Winchester. Mountain bikers will find a diverse mix of singletrack that winds through hardwood forests, open meadows, and along scenic wetlands. The trail system is well-marked and maintained, making it a great destination for riders of all abilities.
Located 3.5 miles north of the North Lakeland Discovery Center on Hwy W. Trailhead and parking at the intersection of Hwy W and Hwy J. A trail pass is required.
Location: Boulder Junction area, WI | Difficulty: Intermediate – Advanced
Musky Mountain is a local favorite that delivers a true Northwoods mountain biking experience. The trail features punchy climbs, fast descents, and tight singletrack through dense pine and hardwood forest. Riders are rewarded with stunning views from the ridgeline and a satisfying mix of technical features and flowy sections.
This trail is best suited for intermediate to advanced riders who are comfortable with rooted terrain and variable trail conditions. Check in with Coontail for current trail conditions before heading out.
Location: 2 miles west of Sayner on Highway N | Difficulty: Beginner – Expert
Razorback Ridges offers a variety of trail loops for mountain bikers of all skill levels. The system features scenic terrain ranging from gentle beginner loops to more challenging expert routes. The trails are maintained by the Sayner/Star Lake Lions Club and are a beloved part of the local trail community.
Multiple loop options let you customize your ride's length and difficulty. A great spot for families and groups with mixed riding abilities.
Location: Northwoods, WI | Difficulty: Intermediate – Expert
The Raven Trail is one of the most talked-about rides in the Northwoods. Known for its dramatic terrain changes, the trail takes riders through deep forest corridors, over exposed rocky sections, and along ridgelines with breathtaking views of the surrounding lakes and forests. This trail has a wild, untamed character that keeps riders coming back.
Expect rooted singletrack, natural rock features, and a few surprises along the way. Best ridden on a full-suspension bike. Stop by Coontail to ask about current conditions and get the inside scoop from our staff.
Location: Northwoods, WI | Difficulty: Intermediate
Don't let the name fool you — the Zipline trail earns its name from the fast, flowing singletrack that has riders grinning from ear to ear. This trail is a blast for intermediate riders looking for speed and flow without the extreme technical demands of some of the other local trails. Smooth berms, quick rollers, and well-maintained tread make this a go-to for a fun afternoon ride.
The Zipline trail is a great option for riders stepping up from beginner trails who want to build confidence and speed on natural surface singletrack. Highly recommended as a warm-up or cool-down ride when combined with more technical trails in the area.
Stop into Coontail before your ride for trail maps, local beta, bike rentals, and all the gear you need to make the most of your time on the trails. Our staff are riders too — we know these trails, and we're happy to help you find the perfect route for your skill level and the day's conditions.
