The Northwoods of Wisconsin is a road cyclist's dream — lightly traveled county roads, lakeside views, gentle rolling hills, and miles of forested backroads connecting charming small towns. Whether you're looking for a casual lakeside spin or a longer multi-day adventure, these scenic routes deliver some of the best road cycling in the Midwest. Rent a bike at Coontail and explore!
Length: ~22 miles | Surface: Paved roads
A lightly traveled route connecting Eagle River and Land O' Lakes along forested county roads with lakeside views and gentle hills. This is a classic Northwoods road ride — quiet, scenic, and perfect for cyclists of all abilities looking to explore the region at a relaxed pace.
Length: ~40 miles
A multi-state route around the Sylvania Wilderness area combining paved paths, gravel trails, and quiet backroads. This route takes riders through some of the most remote and pristine wilderness in the upper Midwest, with stunning lake views and dense forest throughout. A great option for adventurous cyclists looking for a longer, more immersive ride.
Length (planned): ~40 miles
A developing network of paved biking trails intended to connect Eagle River, Conover, Phelps, and Land O' Lakes, and link with existing trails like the Heart of Vilas County Trail and Three Eagle Trail. When complete, this system will create an incredible connected trail network across the region. Check the link below for the latest updates on trail development and current open sections.
Stop into Coontail before your ride for bike rentals, trail maps, and local knowledge. Our staff know these roads and trails and are happy to help you plan the perfect route for your skill level and the day's conditions.
Reserve a Bike — Arbor Vitae | Reserve a Bike — Boulder Junction
