Looking for the best trails around Tomahawk?

Explore the best rated trails in Tomahawk, WI, whether you're looking for an easy walking trail or a bike trail like the Bearskin State Trail and River Bend Trail (WI) . With more than 18 trails covering 445 miles you're bound to find a perfect trail for you. Click on any trail below to find trail descriptions, trail maps, photos, and reviews.

Recent Trail Reviews

Conover-Phelps Trail

Lovely

September, 2025 by the_masseuse

Pretty and peaceful. It’s paved in Phelps but turns to gravel not longer after. Shaded mostly. I’m sure the tamaracks are really pretty in Fall. The ice cream store in Phelps is open till mid Sept, awesome place to get ice cream n baked goods after your ride.

Manitowish Waters Bike Trail

One of THE Best Trails!

September, 2025 by tedijw

Rode this trail on a perfect “biking weather” day! Trail is paved and well maintained. Parts are winding but fairly flat. Many shaded portions. Went across bridges. Stopped in Manitowish Waters at Dixie’s coffee shop - great place with excellent service. This trail is hard to beat!

Heart of Vilas Bike Trail

The best trail in Wisconsin. Manitowish Waters to just outside Boulder Junction

August, 2025 by julieganser

Smooth asphalt, perfect amount of hills and curves, beautiful forests and lakes. Pure bliss.

Accordion

Mercer Hike and Bike Trail

This would be 5 stars except…

August, 2025 by julieganser

A good deal of this stretch is on old county roads, and some are bumpy. Otherwise it’s beautiful and smooth like the rest of the Heart of Vilas trail.

Heart of Vilas Bike Trail

great trail

August, 2025 by mvandehey7

Great trail!

Wiouwash State Trail

North End

July, 2025 by jesuckow

Trail from Wittenberg to Birnamwood is grass covered crushed limestone. They do cut the grass, but not particularly bike friendly.

Tuscobia State Trail

great trail

July, 2025 by rwild1988

All around smooth for an atv trail.

Wiouwash State Trail

The Wiouwash Trail is a pretty cool ride

April, 2025 by martinaxe

I did the Wiouwash Trail between downtown Oshkosh and Hortonville over two days while visiting family in the Oshkosh area, and the conditions were pretty great. Prior to this past weekend, I had only ridden the southern half of this segment. If you enjoy a nice (mostly) gravel trail that is very flat, you should have a great time on this one. The trail only had one small sketchy area of about 100 yards just south of County Road II near the gravel yard. Other than that, it's a really smooth trail.

I road a Salsa Fargo on this visit with 29x2.2" tires, but have also done it on an All-City gravel bike with 700x38 tires. Both work just great, and I'm guessing you could easily get by with tires down to 32-ish mm.

There is a nice mix of fields and forested areas along with a few wetland locations. I happened to see quite a few deer, turkey Canada geese, two trumpeter swans and even a couple of Cooper's hawks hunting along the trail, one successfully.

It is probably also worth mentioning that I rode this trail on a Saturday and Sunday in good weather conditions and saw ZERO other bikers, which was more than a little surprising, but there were plenty of people walking dogs at various points along the trail.

Big thumbs up for this trail. Consider getting out to enjoy it if/when you are able.

Pine Line Trail

Beautiful!

October, 2024 by the_masseuse

So yes, the gravel isn’t the greatest, the bigger the tire the better. It’s a bit chunky and loose..gets chunkier in Price county, seems to be kept up though? It’s so worth the extra effort come Fall. I had very little issues with my gravel bike. It’s super peaceful. No ATVs allowed, but horses are ¿. Seen quite a few grouse and there’s all new bridges throughout! It’s quite the beautiful trail and worth enduring the subpar gravel.

Heart of Vilas Bike Trail

Scenic Bike path

September, 2024 by dorac2830

We rode this trail in a couple of segments over 2 days. The first stint was from the trailhead just east of St. Germaine, parked on the street, 40 miles r/t. 2nd day started from the Trailhead at M & N, headed towards west, another 40 Mile day. The trail was very scenic and passed through Sayner and Boulder Junction. We got a bit turned around at Boulder Junction and headed north for 2.5 miles but doubled back and kept headed west. Well maintained trail and amenities. Highly recommended.

Heart of Vilas Bike Trail

Great Bike Path

September, 2024 by bobgraham65

So we stayed in Boulder Junction at the Big Bear Hideaway which I would highly recommend. What a wonderful place and in the middle of the bike path depending on how much of it you want to ride. We rode to Mercer day 1 which was about 25 miles one way and a wonderful ride, and the St. Germain on day 2 which is about the same distance one way. If you want to see beautiful country, wonderfully manicured trails and lots of places to stop and take a minute to take it all in or get a snack or just check out a body of water, this a great trail to do that. First time on this bike path and it will not be the last. Can’t wait to come again just for the beautiful scenery that is along the path.

Three Eagle Trail

Rode the trail today and was totally impressed ! Truly a northern wilderness feel . Great crushed stone surface that is well maintained. I would highly recommend this trail. Can be riden with a road bike.

September, 2024 by johnschloegl

Rode the trail today and was totally impressed ! Truly a northern wilderness feel . Great crushed stone surface that is well maintained. I would highly recommend this trail. Can be riden with a road bike.

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