Woodruff, WI Bike Trails and Maps

191 Reviews

Looking for the best Bike trails around Woodruff?

Find the top rated bike trails in Woodruff, whether you're looking for an easy short bike trail or a long bike trail, you'll find what you're looking for. Click on a bike trail below to find trail descriptions, trail maps, photos, and reviews.

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Activities
Length
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11 Results
Activities
Length
Surfaces
Type

Bearskin State Trail

26.9 mi
State: WI
Crushed Stone

Conover-Phelps Trail

10.6 mi
State: WI
Crushed Stone

Crystal Lake Trail

11 mi
State: WI
Asphalt

Manitowish Waters Bike Trail

18.6 mi
State: WI
Asphalt

Plum Lake Trail

5 mi
State: WI
Asphalt

River Bend Trail (WI)

2.3 mi
State: WI
Asphalt

St. Germain Bike & Hike Trail

12 mi
State: WI
Asphalt

Three Eagle Trail

11.2 mi
State: WI
Crushed Stone

Western Gateway Trail

9.7 mi
State: MI
Asphalt

Hiawatha Trail (WI)

14 mi
State: WI
Crushed Stone

Pine Line Trail

26.2 mi
State: WI
Crushed Stone
Trail Image Trail Name States Length Surface Rating
The Bearskin State Trail follows a route blazed into the heart of the great Northwoods, first by pioneers and loggers, and then by passengers and outdoors enthusiasts on trains with such names as the...
WI 26.9 mi Crushed Stone
The Conover-Phelps Trail connects its two namesake communities in northern Wisconsin along the former Chicago & North Western Railroad, providing views of woodlands and wetlands along the way. In...
WI 10.6 mi Crushed Stone
The Heart of Vilas Bike Trail, recognized as a National Recreation Trail, is a 52 mile bike trail that spans the width of Vilas County and some of Iron County Wisconsin. The trail spans the towns...
WI 11 mi Asphalt
The Heart of Vilas Bike Trail, recognized as a National Recreation Trail, is a 52 mile bike trail that spans the width of Vilas County and some of Iron County Wisconsin. The trail spans the towns...
WI 18.6 mi Asphalt
The Heart of Vilas Bike Trail, recognized as a National Recreation Trail, is a 52 mile bike trail that spans the width of Vilas County and some of Iron County Wisconsin. The trail spans the towns...
WI 5 mi Asphalt
On the banks of the Wisconsin River is Merrill, a city which got its start as a logging settlement called Jenny Bull Fall. The river and the railroad were the economic lifelines of the town whilst its...
WI 2.3 mi Asphalt
The Heart of Vilas Bike Trail, recognized as a National Recreation Trail, is a 52 mile bike trail that spans the width of Vilas County and some of Iron County Wisconsin. The trail spans the towns...
WI 12 mi Asphalt
The Three Eagle Trail is a rail-trail in northern Wisconsin that follows the former Chicago and North Western (CNW) Railway line between the City of Eagle River and the Town of Three Lakes....
WI 11.2 mi Crushed Stone
The Western Gateway trail is part of the western portion of the greater Iron Belle Trail. It runs from Ironwood, on the Michigan-Wisconsin border, eastward to Ramsay, in Bessemer Township, Michigan....
MI 9.7 mi Asphalt
Shimmering lakes and Wisconsin's beautiful North Woods wilderness await visitors to the Hiawatha Trail. The trail provides a splendid journey along an old Milwaukee Road rail corridor that hauled...
WI 14 mi Crushed Stone
The 26-mile Pine Line Trail calls to mind a time when trains loaded with timber chugged out of northern Wisconsin’s great white pine forests. The local economy still depends on lumber, as sawmills are...
WI 26.2 mi Crushed Stone

Recent Trail Reviews

Wolf River State Trail

Wolf River Trail

November, 2025 by mawebs54

This is an amazing biking and walking trail for all skill levels. I love walking this trail with my family and friends. My grandkids are all age ranges and even the littlest enjoys these walks. The flora and fauna are beautiful in all seasons and the gorgeous Wolf River runs next to it. I recently had a hip replacement and the trail is so well maintained I have no fear of hitting a snag and taking a tumble. The solitude of the forest, the bird songs and river sounds make this a treasure. I highly recommend all walkers and bikers to explore this treasure.

Wolf River State Trail

Beautiful and perfect for our walking club

November, 2025 by mjpeters53

Our walking club walks this trail frequently due to the scenery and easy walking to bridges that overlook Nine Mile Creek and the Wolf River. We have all ability levels ages 26 to 76. We’ve seen turtles, eagles, wild flowers and we can eat blackberries along the way. We love this trail and hope to keep it non motorized. It is a gem.

State Line Trail

I tried out the trail in Watersmeet. Even my 700c by 45mm gravel tirees were no match for the loamy rutted ATV trail that was full of wash board bumps. The trail is so rough, even the local ATVers use the road instead wherever they can.

October, 2025 by todd2wheeler

I tried out the trail in Watersmeet. Even my 700c by 45mm gravel tirees were no match for the loamy rutted ATV trail that was full of wash board bumps. The trail is so rough, even the local ATVers use the road instead wherever they can.

Accordion

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.

Watersmeet to Land O'Lakes Trail

Rough

September, 2025 by the_masseuse

Unless you have a fat tire and don’t mind ATVs have at it. I tried with my gravel bike and turned back after about 50 feet.

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.

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!

State Line Trail

not a bike trail.

August, 2025 by brownlincolnt

This is an ATV trail which is NOT part of your description. I only went 20 miles on it and, even with the widest gravel tires the “rugged” disclaimer doesn’t suit the trail. There are huge holes left by atv tires. Most of the roads to cross were high up and I had to walk my bike up and down the sides of the intersection. The only people I met were on motor vehicles and I was covered in red dust by the time I returned to my car. Huge disappointment. Please fix your description ASAP!

Tuscobia State Trail

great trail

July, 2025 by rwild1988

All around smooth for an atv trail.

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.

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