Trails Near Bayfield, WI | Trailmonger

About trails near Bayfield, Wisconsin

40 named trails lie within about 25 miles of Bayfield, covering 71.8 miles in total. 28 of them are tagged for hiking and 10 for mountain biking.

The closest is Overlook Trail, about 0.1 miles away. 38 of them lie within 10 miles of town. The longest nearby is Hot Saw, at 9.8 miles. These trails fall in Bayfield County and Ashland County.

What the trails near Bayfield are like

By length, 17 are under a mile, 21 run 1 to 5 miles, and 2 are 5 miles or longer. 8 are loops, ending where they start; the longest is Tombolo Trail, at 3.5 miles.

Every one carries a difficulty rating: 35 easy and 5 moderate. Of the 40 with measured elevation, Trogdor climbs the most, about 1,272 ft.

All 40 trails, nearest first

Overlook TrailHikeBayfield County0.1 mi Bear Cub TrailHikeBayfield County0.1 mi Finn Loop TrailHikeBayfield County0.3 mi Brownstone TrailHikeBayfield County4.1 mi Salmo TrailHikeBayfield County0.4 mi Clayton Creek TrailHikeBayfield County0.2 mi Nucy Meech LoopHikeAshland County0.6 mi Casper TrailHikeAshland County1.1 mi Fisherman's LoopHikeAshland County1.2 mi Jolly LoopHikeBayfield County5.6 mi Dirt LipMTBBayfield County3.2 mi Easy PeasyMTBBayfield County1.2 mi Fat Tire BikeHikeBayfield County1.7 mi Jolly Meadow LoopHikeBayfield County0.3 mi Stick DownMTBBayfield County3.4 mi Stick UpMTBBayfield County2.8 mi Beginner's LoopBayfield County0.2 mi Diesel BearMTBBayfield County2.6 mi Telford LoopBayfield County0.3 mi Star Route ConnectorHikeBayfield County0.9 mi Magic CarpetMTBBayfield County0.7 mi Raven TrailMTBBayfield County1.3 mi Anchor LoopHikeBayfield County1.2 mi TrogdorMTBBayfield County4.6 mi Birch Hill TrailHikeBayfield County0.8 mi Hot SawMTBBayfield County9.8 mi Oppendahl's AlleyHikeBayfield County1.3 mi Lady SlipperBayfield County3.0 mi Lagoon Ridge TrailHikeAshland County4.4 mi Frog Bay RoadHikeMTBBayfield County0.4 mi Ravine TrailHikeBayfield County1.3 mi Woods TrailHikeAshland County2.0 mi Point Loop TrailHikeAshland County1.2 mi Cut-Across TrailHikeAshland County0.1 mi Point TrailHikeAshland County2.3 mi Bayview TrailHikeAshland County2.2 mi West LoopHikeAshland County0.9 mi Burroughs TrailHikeAshland County0.3 mi East LoopHikeAshland County0.4 mi Tombolo TrailHikeAshland County3.5 mi

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Bayfield County

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Trail geometry from OpenStreetMap contributors, licensed ODbL. Elevation from the USGS 3D Elevation Program. Compiled and published by Trailmonger · trail data last rebuilt October 25, 2026.