Woodruff Trails and Maps

58 Reviews

Looking for the best trails around Woodruff?

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

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Activities
Length
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Type
20 Results
Activities
Length
Surfaces
Type

Bearskin State Trail

26.5 mi
State: WI
Crushed Stone

Bergland to Sidnaw Rail-Trail

43.5 mi
State: MI
Ballast, Dirt

Conover-Phelps Trail

2.7 mi
State: WI
Asphalt

Crystal Lake Trail

11 mi
State: WI
Asphalt

Hiawatha Trail (WI)

14 mi
State: WI
Crushed Stone

Houghton-to-Chassell Rail Trail

8.6 mi
State: MI
Crushed Stone, Dirt, Grass

Iron Horse Trail (WI)

19.5 mi
State: WI
Gravel

Keweenaw Trails

58 mi
State: MI
Ballast, Dirt, Grass, Gravel

Little Falls Trail

6.5 mi
State: MI
Ballast, Grass

Manitowish Waters Bike Trail

18.6 mi
State: WI
Asphalt

Nicolet State Trail

89 mi
State: WI
Cinder, Crushed Stone, Gravel

Pine Line Trail

26.2 mi
State: WI
Crushed Stone

St. Germain Bike & Hike Trail

12 mi
State: WI
Asphalt

State Line Trail

107.1 mi
State: MI
Ballast, Gravel

Three Eagle Trail

11.2 mi
State: WI
Crushed Stone

Tuscobia State Trail

74 mi
State: WI
Crushed Stone

Watersmeet to Land O'Lakes Trail

8.8 mi
State: MI
Ballast

Western Gateway Trail

6 mi
State: MI
Asphalt

Wolf River State Trail

33.4 mi
State: WI
Ballast, Crushed Stone
Trail Image Trail Name States Length Surface Rating
The Bearskin State Trail follows a route blazed into the heart of the great North Woods, first by pioneers and loggers, and then by passengers and outdoors enthusiasts on trains with such names as the...
WI 26.5 mi Crushed Stone
There’s no need to hold your breath along the Bergland to Sidnaw Rail-Trail while teetering across steep land bridges or crossing the impressive trestles that tower over streams and rivers because the...
MI 43.5 mi Ballast, Dirt
The Conover-Phelps Trail will connect its two namesake communities in northern Wisconsin along the former Chicago & North Western Railroad. Currently, nearly 3 miles of the rail-trail are paved from...
WI 2.7 mi Asphalt
The Crystal Lake Trail runs from the Crystal Lake Campground in northern Wisconsin north to downtown Boulder Junction, passing Trout Lake along the way. The fully-paved trail offers an ideal ride for...
WI 11 mi Asphalt
Shimmering lakes and Wisconsin's beautiful North Woods wilderness await you on the Hiawatha Trail. The trail provides a splendid journey along an old Milwaukee Road rail corridor that hauled white...
WI 14 mi Crushed Stone
The rail-trail between Chassell and Houghton roughly parallels US 41 on one side and the shore of Portage Lake on the other. This trail is open to snowmobiles in the winter and walkers/hikers and...
MI 8.6 mi Crushed Stone, Dirt, Grass
The Iron Horse Trail stretches across northern Wisconsin, offering ATV and snowmobile users beautiful wilderness to explore. While the trail is primarily maintained for motorized users, mountain...
WI 19.5 mi Gravel
The Beechwood to Gibbs City section of the Iron Range Trail system is primarily used by snowmobiles and ATVs. The trail follows an old railroad corridor through the bogs, lakes and forests of...
MI 48 mi Ballast
The Keweenaw Peninsula in Michigan has a vast network of trails for snowmobiling, cross-country skiing, hiking, mountain biking, horseback riding and ORV use. For more information and for detailed...
MI 58 mi Ballast, Dirt, Grass, Gravel
The Little Falls Trail is located on the southern end of Bond Falls Flowage in the Watersmeet Ranger District of the Ottawa National Forest. Contact the national forest for more information.
MI 6.5 mi Ballast, Grass
A good place to begin your journey on the paved Manitowish Waters Bike Trail is downtown Boulder Junction. From there, you’ll ride along Highway K west out of town with tall trees on either side of...
WI 18.6 mi Asphalt
The Nicolet State Trail runs for 89 miles through three counties, numerous small communities and Nicolet National Forest in northeastern Wisconsin. Following a former railroad route used by the timber...
WI 89 mi Cinder, Crushed Stone, Gravel
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
This 12 mile paved trail runs throughout St. Germain, connecting bicyclists, hikers and birdwatchers with the 50-mile Heart of Vilas County Bike Trail. The gentle terrain makes for leisurely walking...
WI 12 mi Asphalt
The rugged State Line Trail is Michigan's longest and reddest (iron in the soil) rail-trail. There are over 50 bridges on the trail, often with incredible vistas over rivers. Eagle and osprey...
MI 107.1 mi Ballast, Gravel
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
From Rice Lake to Park Falls, the Tuscobia State Trail travels 74 miles through the Flambeau State Forest and Chequamegon National Forest in northern Wisconsin. Enjoy the rugged wilderness of the Blue...
WI 74 mi Crushed Stone
The Watersmeet to Land O'Lakes Trail follows a former railroad corridor between the towns of Watersmeet, in the north, and Land O'Lakes, in the south. The trail is used by snowmobiles and ATVs, as...
MI 8.8 mi Ballast
The Western Gateway trail is part of the western portion of the greater Iron Belle Trail. It runs from the Ironwood, on the Michigan-Wisconsin border, eastward to Bessemer, Michigan. The multi-use...
MI 6 mi Asphalt
The Wolf River State Trail spans 33 miles along the former Wisconsin Central railroad corridor from Crandon in Forest County to the village of White Lake in Langlade County (not far from the Menominee...
WI 33.4 mi Ballast, Crushed Stone

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Trails by activity

Bearskin State Trail

WI - 26.5 miles

The Bearskin State Trail follows a route blazed into the heart of the great North Woods, first by pioneers and loggers, and then by passengers and outdoors enthusiasts on trains with such names as the...

St. Germain Bike & Hike Trail

WI - 12 miles

This 12 mile paved trail runs throughout St. Germain, connecting bicyclists, hikers and birdwatchers with the 50-mile Heart of Vilas County Bike Trail. The gentle terrain makes for leisurely walking...

Conover-Phelps Trail

WI - 2.7 miles

The Conover-Phelps Trail will connect its two namesake communities in northern Wisconsin along the former Chicago & North Western Railroad. Currently, nearly 3 miles of the rail-trail are paved from...

Manitowish Waters Bike Trail

WI - 18.6 miles

A good place to begin your journey on the paved Manitowish Waters Bike Trail is downtown Boulder Junction. From there, you’ll ride along Highway K west out of town with tall trees on either side of...

Accordion

Western Gateway Trail

MI - 6 miles

The Western Gateway trail is part of the western portion of the greater Iron Belle Trail. It runs from the Ironwood, on the Michigan-Wisconsin border, eastward to Bessemer, Michigan. The multi-use...

Houghton-to-Chassell Rail Trail

MI - 8.6 miles

The rail-trail between Chassell and Houghton roughly parallels US 41 on one side and the shore of Portage Lake on the other. This trail is open to snowmobiles in the winter and walkers/hikers and...

Crystal Lake Trail

WI - 11 miles

The Crystal Lake Trail runs from the Crystal Lake Campground in northern Wisconsin north to downtown Boulder Junction, passing Trout Lake along the way. The fully-paved trail offers an ideal ride for...

Pine Line Trail

WI - 26.2 miles

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...

Three Eagle Trail

WI - 11.2 miles

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....

Hiawatha Trail (WI)

WI - 14 miles

Shimmering lakes and Wisconsin's beautiful North Woods wilderness await you on the Hiawatha Trail. The trail provides a splendid journey along an old Milwaukee Road rail corridor that hauled white...

Keweenaw Trails

MI - 58 miles

The Keweenaw Peninsula in Michigan has a vast network of trails for snowmobiling, cross-country skiing, hiking, mountain biking, horseback riding and ORV use. For more information and for detailed...

Bearskin State Trail

WI - 26.5 miles

The Bearskin State Trail follows a route blazed into the heart of the great North Woods, first by pioneers and loggers, and then by passengers and outdoors enthusiasts on trains with such names as the...

Hiawatha Trail (WI)

WI - 14 miles

Shimmering lakes and Wisconsin's beautiful North Woods wilderness await you on the Hiawatha Trail. The trail provides a splendid journey along an old Milwaukee Road rail corridor that hauled white...

Bergland to Sidnaw Rail-Trail

MI - 43.5 miles

There’s no need to hold your breath along the Bergland to Sidnaw Rail-Trail while teetering across steep land bridges or crossing the impressive trestles that tower over streams and rivers because the...

Accordion

Houghton-to-Chassell Rail Trail

MI - 8.6 miles

The rail-trail between Chassell and Houghton roughly parallels US 41 on one side and the shore of Portage Lake on the other. This trail is open to snowmobiles in the winter and walkers/hikers and...

St. Germain Bike & Hike Trail

WI - 12 miles

This 12 mile paved trail runs throughout St. Germain, connecting bicyclists, hikers and birdwatchers with the 50-mile Heart of Vilas County Bike Trail. The gentle terrain makes for leisurely walking...

Watersmeet to Land O'Lakes Trail

MI - 8.8 miles

The Watersmeet to Land O'Lakes Trail follows a former railroad corridor between the towns of Watersmeet, in the north, and Land O'Lakes, in the south. The trail is used by snowmobiles and ATVs, as...

Pine Line Trail

WI - 26.2 miles

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...

Western Gateway Trail

MI - 6 miles

The Western Gateway trail is part of the western portion of the greater Iron Belle Trail. It runs from the Ironwood, on the Michigan-Wisconsin border, eastward to Bessemer, Michigan. The multi-use...

State Line Trail

MI - 107.1 miles

The rugged State Line Trail is Michigan's longest and reddest (iron in the soil) rail-trail. There are over 50 bridges on the trail, often with incredible vistas over rivers. Eagle and osprey...

Crystal Lake Trail

WI - 11 miles

The Crystal Lake Trail runs from the Crystal Lake Campground in northern Wisconsin north to downtown Boulder Junction, passing Trout Lake along the way. The fully-paved trail offers an ideal ride for...

Three Eagle Trail

WI - 11.2 miles

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....

Manitowish Waters Bike Trail

WI - 18.6 miles

A good place to begin your journey on the paved Manitowish Waters Bike Trail is downtown Boulder Junction. From there, you’ll ride along Highway K west out of town with tall trees on either side of...

Iron Horse Trail (WI)

WI - 19.5 miles

The Iron Horse Trail stretches across northern Wisconsin, offering ATV and snowmobile users beautiful wilderness to explore. While the trail is primarily maintained for motorized users, mountain...

Wolf River State Trail

WI - 33.4 miles

The Wolf River State Trail spans 33 miles along the former Wisconsin Central railroad corridor from Crandon in Forest County to the village of White Lake in Langlade County (not far from the Menominee...

Nicolet State Trail

WI - 89 miles

The Nicolet State Trail runs for 89 miles through three counties, numerous small communities and Nicolet National Forest in northeastern Wisconsin. Following a former railroad route used by the timber...

Conover-Phelps Trail

WI - 2.7 miles

The Conover-Phelps Trail will connect its two namesake communities in northern Wisconsin along the former Chicago & North Western Railroad. Currently, nearly 3 miles of the rail-trail are paved from...

Little Falls Trail

MI - 6.5 miles

The Little Falls Trail is located on the southern end of Bond Falls Flowage in the Watersmeet Ranger District of the Ottawa National Forest. Contact the national forest for more information.

Tuscobia State Trail

WI - 74 miles

From Rice Lake to Park Falls, the Tuscobia State Trail travels 74 miles through the Flambeau State Forest and Chequamegon National Forest in northern Wisconsin. Enjoy the rugged wilderness of the Blue...

Watersmeet to Land O'Lakes Trail

MI - 8.8 miles

The Watersmeet to Land O'Lakes Trail follows a former railroad corridor between the towns of Watersmeet, in the north, and Land O'Lakes, in the south. The trail is used by snowmobiles and ATVs, as...

Conover-Phelps Trail

WI - 2.7 miles

The Conover-Phelps Trail will connect its two namesake communities in northern Wisconsin along the former Chicago & North Western Railroad. Currently, nearly 3 miles of the rail-trail are paved from...

Manitowish Waters Bike Trail

WI - 18.6 miles

A good place to begin your journey on the paved Manitowish Waters Bike Trail is downtown Boulder Junction. From there, you’ll ride along Highway K west out of town with tall trees on either side of...

Crystal Lake Trail

WI - 11 miles

The Crystal Lake Trail runs from the Crystal Lake Campground in northern Wisconsin north to downtown Boulder Junction, passing Trout Lake along the way. The fully-paved trail offers an ideal ride for...

Accordion

Western Gateway Trail

MI - 6 miles

The Western Gateway trail is part of the western portion of the greater Iron Belle Trail. It runs from the Ironwood, on the Michigan-Wisconsin border, eastward to Bessemer, Michigan. The multi-use...

Iron Range Trails - Beechwood to Gibbs City

MI - 48 miles

The Beechwood to Gibbs City section of the Iron Range Trail system is primarily used by snowmobiles and ATVs. The trail follows an old railroad corridor through the bogs, lakes and forests of...

Little Falls Trail

MI - 6.5 miles

The Little Falls Trail is located on the southern end of Bond Falls Flowage in the Watersmeet Ranger District of the Ottawa National Forest. Contact the national forest for more information.

Wolf River State Trail

WI - 33.4 miles

The Wolf River State Trail spans 33 miles along the former Wisconsin Central railroad corridor from Crandon in Forest County to the village of White Lake in Langlade County (not far from the Menominee...

Keweenaw Trails

MI - 58 miles

The Keweenaw Peninsula in Michigan has a vast network of trails for snowmobiling, cross-country skiing, hiking, mountain biking, horseback riding and ORV use. For more information and for detailed...

Hiawatha Trail (WI)

WI - 14 miles

Shimmering lakes and Wisconsin's beautiful North Woods wilderness await you on the Hiawatha Trail. The trail provides a splendid journey along an old Milwaukee Road rail corridor that hauled white...

Bearskin State Trail

WI - 26.5 miles

The Bearskin State Trail follows a route blazed into the heart of the great North Woods, first by pioneers and loggers, and then by passengers and outdoors enthusiasts on trains with such names as the...

Nicolet State Trail

WI - 89 miles

The Nicolet State Trail runs for 89 miles through three counties, numerous small communities and Nicolet National Forest in northeastern Wisconsin. Following a former railroad route used by the timber...

Tuscobia State Trail

WI - 74 miles

From Rice Lake to Park Falls, the Tuscobia State Trail travels 74 miles through the Flambeau State Forest and Chequamegon National Forest in northern Wisconsin. Enjoy the rugged wilderness of the Blue...

State Line Trail

MI - 107.1 miles

The rugged State Line Trail is Michigan's longest and reddest (iron in the soil) rail-trail. There are over 50 bridges on the trail, often with incredible vistas over rivers. Eagle and osprey...

Bergland to Sidnaw Rail-Trail

MI - 43.5 miles

There’s no need to hold your breath along the Bergland to Sidnaw Rail-Trail while teetering across steep land bridges or crossing the impressive trestles that tower over streams and rivers because the...

Iron Horse Trail (WI)

WI - 19.5 miles

The Iron Horse Trail stretches across northern Wisconsin, offering ATV and snowmobile users beautiful wilderness to explore. While the trail is primarily maintained for motorized users, mountain...

Houghton-to-Chassell Rail Trail

MI - 8.6 miles

The rail-trail between Chassell and Houghton roughly parallels US 41 on one side and the shore of Portage Lake on the other. This trail is open to snowmobiles in the winter and walkers/hikers and...

Pine Line Trail

WI - 26.2 miles

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...

St. Germain Bike & Hike Trail

WI - 12 miles

This 12 mile paved trail runs throughout St. Germain, connecting bicyclists, hikers and birdwatchers with the 50-mile Heart of Vilas County Bike Trail. The gentle terrain makes for leisurely walking...

Three Eagle Trail

WI - 11.2 miles

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....

Recent Trail Reviews

Bearskin State Trail

beautiful trail

September, 2017 by reggypowe

Had a great time on this Trail. very nice

Three Eagle Trail

Super Trail

August, 2017 by walt3

I biked from eagle river to three lakes and back on the three eagles trail. Very well maintained trail. I especially enjoyed several longer board walk sections (all had railings)). Lots of beautiful trees and scenery. Trail is well marked. Bring water as there is no water on the trail. Use bug spray. Worth the trip

Western Gateway Trail

Beautiful

July, 2017 by tonya.coleman

Very beautiful trail with plenty of benches and an occasional picnic table along the way. Gorgeous bridges, scenic overlooks and railroad informational signs along the way. You won't be disappointed after biking or walking this trail.

Accordion

Nicolet State Trail

Not for biking

July, 2017 by kate.s.peyton

This trail is not for biking. At all. Full stop. We picked it as it was listed in a state-issued brochure on bike paths in Wisconsin. This is a shared used trail and, as such, it has basically become ATV only. Loose gravel for most of the trail - absolutely grueling. The trail was so torn up - and the ATVs so numerous and inconsiderate - in Gillett that we got on the trail in Wabeno and made it to Tippler but the trip was grueling. We turned around and came back on state HWYs (139, 8, 32) and even with the intense hills, we made it back in a third of the time. If you bike on this trail, it will be an unpleasant slog.

This may be a fun trail for ATVing, but it isn't that wide so you can't go that fast and it's very hot and dusty.

Pine Line Trail

This is a snowmobile trail masquerading as a bike trail

June, 2017 by dean.smith_tl

Started in Medford and rode North. The trail was great and as advertised (crushed limestone/granite) until Whittlesey. There were a couple of trees down (very recent) over the trail just out of Medford however I was able to carry my bike under and over them. The trail kind of deteriorates until Chelsea and then it is mostly not maintained with grass and weeds about 2' high and mud bogs (this has been an exceptionally wet year in WI from what I hear) for much of it. I was riding a mountain bike with knobby tires and was covered in mud by the time I got to Westboro. I don't think a smooth tired bike would make it. In a few places along the way people are cutting the grass and it is like you are riding across someone's lawn.

That said I had a great time. The trail to Westboro is away from Wisconsin HWY 13 and I saw no one except for deer, gold finches and one otter munching down a craw dad which was pretty cool as I had never seen an otter in the wild before.

So my wife drove to Westboro with the dog and the dog's trailer where we met up with the thought of riding to Prentice. I hooked the trailer to my bike and started riding. Very slow going and very low gears lots of muck. Keep to the center of the trail as there is poison ivy growing up to the very edges and you don't want to brush up against it.

We got to about mile 17.5+/- and there was about a foot of water over the trail. We threw in the towel and turned around. The section north of Westboro that we rode is adjacent to HWY 13 and was not at all peaceful with the logging trucks and other semi's blasting along next to the trail (kind of reminded me of the glacial drumlin trail between Dousman and Waukesha along HWY 18)

There are snowmobile clubs that advertising that they are maintaining the trail but probably not for bikes. All in all pretty cool from Medford to Westboro but pretty rustic from a rail-trail stand point. For what it is worth

Bearskin State Trail

Great ride

June, 2017 by uccjenlittle

Trail in great shape. Early june. From Harshaw to Minocqua and back. Fabulous!

Western Gateway Trail

A ride from home

May, 2017 by gjswitek

A wonderful trail to ride for exercise and a great route to get from home to downtown Ironwood or out to Walmart. Interesting railroad history on displays along the route to Bessemer and some nice scenery, wonderful old bridges and trestles, and varied landscape. There are few road crossings and little cross traffic, but the short stretch along U.S. 2 is a bit noisy.

Bearskin State Trail

Loved it

October, 2016 by trainman57

I rode this trail in Aug. of 2016. I started in Hazelhurst and rode to the northern trailhead in Minocqua. I then rode down to the southern trailhead at highway K and proceeded a few more miles south down the Hiawatha trail before turning back and riding back to Hazelhurst. I rode about 44 miles all together and loved every moment of the ride. There are plenty of rest stops along the way and there is a scenic overlook just north of pinewood golf course where I sat on the bench in the marsh and had an apple. It was a beautiful day and a beautiful ride. I wish I could do that ride every day. I loved it...

Tuscobia State Trail

September, 2016 by eiatros

Biked a portion of the trail near Rce Lake, WI. We found the the surface to be mostly mud and vegetation making for a difficult ride. The tree canopy and vegetation was nice. Rode a total of 20 miles.

Bearskin State Trail

Nice trail

September, 2016 by catslave

We road this in late July and I echo everything the last two reviewers mentioned. It's a nice trail, the parking lot on K is not well marked so you have to search, but it's a good ride. Unfortunately the bugs that time of year were FEROCIOUS and if you even paused for a minute you were swarmed. Much better to go in fall!

Crystal Lake Trail

Best Trail In Wisconsin

September, 2016 by deverson_tl

My wife and I rode this trail for the first time in 2011. We have come back every year since then. You can ride from Saint Germaine all the way to Manitowish Waters on a beautiful paved trail. The best part is that this trail goes up and down hills and around winding corners. It is not a straight, flat trail so it is not boring. We stay in Boulder Junction and break this trail into two days. There are also the Bearskin Trail in Nearby Minocqua and the Three Eagle Trail in Eagle River to ride if you don't get enough miles for one of your rides. One warning, if you want to ride at a faster pace go earlier in the morning before families get on it. The trail can be dangerous when meeting inexperienced riders around sharp curves and at the bottom of steep hills. We get out by 7:30 AM.

Conover-Phelps Trail

Northern Wisconsin in a nutshell...

September, 2016 by hurricanedij39

Though largely a straight line, this trail has the perfect northwoods mix of of prairie, woodland, and marshland. I wouldn't mind seeing it stay natural as the 2.9 miles as it is and not continue on to Phelps.

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