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 Plum Lake Trail and Bearskin State Trail . 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

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.

Accordion

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.

Crystal Lake Trail

Lovely, forest and lake views

September, 2024 by coyote.naomi

Ignore warnings of it being too hard. Hills are very short and often loopy so you get momentum going down to go up. Lovely forest patches, quiet and pristine. Lake views have some picnic tables that are perfect. We started at Sayner

Plum Lake Trail

Lovely north wood biking

September, 2024 by coyote.naomi

We found the trail start a little confusing because you are along the highway for a very short time. Then you are on a bike trail with some fun loopy hills. Beautiful forest trails, lake views, perfect quality trails.

Wiouwash State Trail

great trail!

August, 2024 by joshberg67

One of the best trails I have risen around here so far. Great distance that takes you through all sorts of different scenery and is easy to ride!

Conover-Phelps Trail

Nice Northwoods trail

August, 2024 by tpacetti610

Started in Phelps right next to Candy/IceCream store! Nice place to relax and overlook the lake with clean bathrooms. Rode to Conover and had a great time at Club 45 (great burgers) which was 1.5 miles off the trail. Nicely paved riding out of Phelps with fun hills and curves. Trail flattens out a few miles out of Phelps. Pretty ride to Conover through the woods.

Heart of Vilas Bike Trail

Fantastic Trail

August, 2024 by ranjanbow

We rode from Boulder Junction to Sayner. We had ice cream, which was delicious, and rode back to Boulder Junction. It was absolutely one of the best paved bike trail ever!!! Most of the trail is in the woods and we passed several beautiful lakes. The trail was not very busy. We started at 1:45. The ladies in the visitor center in Boulder Junction were very, very helpful.

Three Eagle Trail

Loved It

August, 2024 by the_masseuse

Awesome trail! It was scenic, curvy, n hilly (small hills). Parked at Don Burnside park In Three Lakes, it’s right by the trail head. Make sure to bring money for Eagle River! The Osprey nest was cool to see and hear! I thought the three bridges were super cool too.

Bearskin State Trail

awesome trail

July, 2024 by jasonahyer

Great trail and had quite a bit of traffic.

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