Eastman, WI Hike Trails and Maps

425 Reviews

Looking for the best Hike trails around Eastman?

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

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Activities
Length
Surfaces
Type
34 Results
Activities
Length
Surfaces
Type

Bee Branch Trail

1.56 mi
State: IA
Asphalt, Concrete

Bergfeld Recreation Trail

1.8 mi
State: IA
Asphalt

Dubuque Jaycees Trail

1.28 mi
State: IA
Asphalt

Elroy-Sparta State Trail

33.8 mi
State: WI
Crushed Stone

Heritage Trail (IA)

29.2 mi
State: IA
Asphalt, Crushed Stone

Jim Asfoor Trail

1.3 mi
State: WI
Asphalt

La Crosse River State Trail

21 mi
State: WI
Crushed Stone

Mississippi Riverwalk Trail

0.95 mi
State: IA
Concrete

Old Highway 131 Trail

5.7 mi
State: WI
Asphalt, Boardwalk, Crushed Stone

Pammel Creek Trail

2 mi
State: WI
Asphalt

Pony Hollow Trail

3.6 mi
State: IA
Crushed Stone, Dirt, Grass

Prairie Farmer Recreational Trail

20 mi
State: IA
Asphalt

Root River State Trail

42.1 mi
State: MN
Asphalt

Rountree Branch Trail

3 mi
State: WI
Asphalt, Concrete

Trout Run Trail

11 mi
State: IA
Asphalt, Concrete

Cheese Country Recreation Trail

46.4 mi
State: WI
Crushed Stone, Dirt, Gravel

Great River State Trail

27.6 mi
State: WI
Crushed Stone

Hillsboro State Trail

4.3 mi
State: WI
Crushed Stone, Gravel

Military Ridge State Trail

40 mi
State: WI
Asphalt, Crushed Stone

Northwest Arterial Trail

4.8 mi
State: IA
Asphalt
Accordion

Paint Creek Trail (IA)

2.5 mi
State: IA
Dirt

Pecatonica State Trail

10 mi
State: WI
Crushed Stone

Pine River Trail

14.3 mi
State: WI
Boardwalk, Crushed Stone, Dirt, Grass

Swift Creek Trail

1.9 mi
State: WI
Asphalt

Bud Hendrickson Nature Trail

1.2 mi
State: WI
Asphalt

Forest Hills Trail

1.5 mi
State: IA
Asphalt, Concrete

Grand Crossing Trail

1 mi
State: WI
Asphalt

Sanders Creek Trail

1.1 mi
State: WI
Concrete

Trolley Line Trail (IA)

0.57 mi
State: IA
Asphalt, Concrete

Vietnam Veterans Trail

0.9 mi
State: WI
Asphalt

Wagon Wheel Trail

0.8 mi
State: MN
Crushed Stone, Gravel

Willow Trail

0.6 mi
State: WI
Asphalt

Wisconsin River Trail

0.4 mi
State: WI
Concrete
Trail Image Trail Name States Length Surface Rating
The Bee Branch Trail system forms an important connection between the almost thirty-mile Heritage Trail (IA), the crown jewel of the area's trails, and the Mississippi River and Chaplain Schmitt...
IA 1.56 mi Asphalt, Concrete
Nestled amidst the suburban landscape on the western outskirts of Dubuque, the Bergfeld Recreation Area is a 30-acre park with playgrounds, fishing spots on the Bergfeld Pond, and the Bergfeld...
IA 1.8 mi Asphalt
The Dubuque Jaycees Trail runs for just over a mile from Pyatigorsk Park (named for a Russian sister city to Dubuque) up to the 8-acre A.Y. McDonald Park, a popular fishing and boat launch spot...
IA 1.28 mi Asphalt
Note: The three tunnels on the trail close from Nov. 1 to April 30 each year. Three hand-dug tunnels along the Elroy-Sparta State Trail make utter darkness as much a part of the scenery as rolling...
WI 33.8 mi Crushed Stone
The Heritage Trail rolls along like a dream for nearly 30 miles from the Mississippi River town of Dubuque to Dyersville, home of the movie set for Field of Dreams. Along the way, it passes through...
IA 29.2 mi Asphalt, Crushed Stone
The Jim Asfoor Trail is a paved hike-and-bike trail within La Crosse's marshlands. The trail is part of the Marsh Trail Network, cluster of paved and unpaved trails occupying the thousand-acre wetland...
WI 1.3 mi Asphalt
The La Crosse River valley provides level terrain through a rugged area of western Wisconsin for the La Crosse River State Trail. This screened-limestone rail-with-trail passes through farmland,...
WI 21 mi Crushed Stone
A spacious path easily identifiable by it's red-patterned concrete, the Mississippi Riverwalk Trail runs just under a mile along the river, connecting some of Dubuque's major tourist attractions and...
IA 0.95 mi Concrete
Situated in the heart of the Driftless Region, the Old Highway 131 trail holds both cultural, geological and historical significance. Even before the old highway was established, the Ho-Chunk nation...
WI 5.7 mi Asphalt, Boardwalk, Crushed Stone
The Pammel Creek Trail is a paved path in La Crosse. The trail mostly follows the alignment of the Pammel Creek channel. The trail travels through residential areas in the south part of La Crosse,...
WI 2 mi Asphalt
The Pony Hollow Trail in the northeastern Iowa city of Elkader offers a scenic route through woodlands and wetlands along the former Chicago, Milwaukee and St. Paul Railroad bed. The western half of...
IA 3.6 mi Crushed Stone, Dirt, Grass
The Prairie Farmer Recreational Trail follows part of the former Chicago, Milwaukee, St. Paul and Pacific Railroad corridor, which traces its origins as far back as 1866. Its history lives on in...
IA 20 mi Asphalt
Along much of its route, the Root River State Trail follows the winding course of its namesake river for 42 miles through the Minnesota towns of Fountain, Lanesboro, Whalan, Peterson, Rushford, and...
MN 42.1 mi Asphalt
The Rountree Branch Trail begins where Chestnut Street in Platteville crosses the Rountree Branch stream and continues 2.7 miles to Keystone Parkway. The trail connects trails on the UW-Platteville...
WI 3 mi Asphalt, Concrete
The Trout Run Trail provides an experience unique to any other in Iowa, with a hilly landscape that reminds trail users of the meteorite that struck the area long ago. The trail actually loops all the...
IA 11 mi Asphalt, Concrete
Most suited for ATVers, snowmobilers and motorized trail-bikers, the Cheese Country Recreation Trail, also knowns as the Tri-County Trail, spans 47-miles through Wisconsin’s rugged Driftless Area. On...
WI 46.4 mi Crushed Stone, Dirt, Gravel
Closure notice: As of 05/16/2025, the bridge over Tank Creek (approximately 3 miles east of Trempeauleau) on the Great River State Trail is closed until further notice due to damage from a fire on the...
WI 27.6 mi Crushed Stone
The 4.3-mile Hillsboro State Trail will make you feel instantly at home. Starting out easy with a crushed stone surface before turning to slightly more difficult loose gravel, this trail will take you...
WI 4.3 mi Crushed Stone, Gravel
NOTE: A State Trail Pass ($25 annually/$5 daily) is required for bicyclists and in-line skaters ages 16 and older. Snowmobilers must display either a Wisconsin registration or a snowmobile State Trail...
WI 40 mi Asphalt, Crushed Stone
Providing over four and a half miles of smooth asphalt trail, perfect for commuting or recreation, the Northwest Arterial Trail helps adds off-road connectivity to Dubuque's western suburbs and also...
IA 4.8 mi Asphalt
Accordion
Iowa's Yellow River State Forest contains a sprawling network of hiking, equestrian and bicycle trails. The Paint Creek Trail, which occupies a segment of an abandoned railroad corridor, is the only...
IA 2.5 mi Dirt
The Pecatonica State Trail is never far from water as it takes the easygoing Bonner Branch Valley through the rolling hills and rocky bluffs of southwest Wisconsin’s Driftless Area, a region that the...
WI 10 mi Crushed Stone
The Pine River Trail winds on an abandoned railroad corridor between Richland Center and Lone Rock in scenic Richland County. Trail users are treated to stunning views of river bluffs, marshland and...
WI 14.3 mi Boardwalk, Crushed Stone, Dirt, Grass
The Swift Creek Trail combines a trail segment running the length of Isle la Plume and a walking trail that was the initiative of staff of the Gundersen Health System in La Crosse. The trail begins in...
WI 1.9 mi Asphalt
This trail and bike-ped bridge are named for a La Crosse resident and trail lover, whose independent efforts to create a walking path in the 1950s would pave the way for this trail. The hard surface...
WI 1.2 mi Asphalt
The Forest Hills Trail is a nice multi-use recreation trail that forms a circuit around a subdivision in the city of Asbury, just west of Dubuque. Perfect for walking, jogging, and other forms of...
IA 1.5 mi Asphalt, Concrete
The Grand Crossing Trail is a north-south trail located in La Crosse's marshlands. The hard-surface trail begins on River Valley Drive and extends south to Myrick Park Drive. The trail offers an...
WI 1 mi Asphalt
In Winona County, the Mississippi River Regional Trail runs parallel to US 61/14 and the rail line for almost three miles. The trail becomes a bike lane at the southern endpoint on US 14/61. 
MN 2.9 mi Asphalt
The Sanders Creek Trail begins on the north end of Boscobel and winds southward through town along its namesake creek. The paved pathway offers a pleasant experience in a greenspace bordering quiet...
WI 1.1 mi Concrete
Built on the same route that a streetcar once used to carry passengers to the impressive overlooks of Eagle Point Park, the half-mile long Trolley Line Trail provides a convenient and scenic means of...
IA 0.57 mi Asphalt, Concrete
La Crosse's Marsh Trail Network is a collection of paved and unpaved trails occupying the 1000 acre wetland where the La Crosse River meets the Mississippi River. The marsh, which lies minutes from...
WI 0.9 mi Asphalt
The Wagon Wheel Trail runs for less than a mile through the Upper Mississippi National Wildlife and Fish Refuge. Blue Lake is just south of the trail, which has a crushed gravel surface suitable for...
MN 0.8 mi Crushed Stone, Gravel
La Crosse's marshlands sit on a thousand acres in the heart of the city. The wetlands occur where the La Crosse and Mississippi rivers meet. The Marsh Trail Network is a cluster of paved and unpaved...
WI 0.6 mi Asphalt
The Wisconsin River Trail is a developing pathway which will one day connect the communities of Boscobel, Woodman, and Wauzeka in southwestern Wisconsin. The loop trail will be built in four phases...
WI 0.4 mi Concrete

Recent Trail Reviews

Root River State Trail

Fabulous Trail, A+++

September, 2025 by julieganser

We rode from Lanesboro to Fountain and back. Trail was in great condition 95% of the time with lots of shade and numerous interesting views. We started down the Harmony-Preston spur but turned back after a couple miles. It had lovely scenery but the condition is not up to par with the rest of the trail. From Lanesboro to Rushford the trail was A+, but slipped down to a B+ around Rushford. Happily after that area the trail went back to A++. The incline between Rushford and Houston is a bit challenging but so much fun on the downslopes!

Elroy-Sparta State Trail

Second long trip for me and the first trip that was mostly rail trail one quarter of which was the Elroy Sparta. Beautiful trail and the safety of being away from most automobile traffic made the trip way less stressful

September, 2025 by warpony1929

Second long trip for me and the first trip that was mostly rail trail one quarter of which was the Elroy Sparta. Beautiful trail and the safety of being away from most automobile traffic made the trip way less stressful

Great River State Trail

Not to be missed!

September, 2025 by tedigreyowl

The Tank Creek Bridge is out due to a fire in May, 2025. We detoured onto Highway 35 (almost 5 miles) then to County XX (about 6 miles) to reach Midway and the trail. XX starts out paved then gravel and old asphalt until you near Midway. The trail is gorgeous! Might need to come during fall foliage.

Accordion

Elroy-Sparta State Trail

Nostalgia Trip

August, 2025 by malia.bergstrom

We rode Sparta to Norwalk, through tunnel 3. Two of our group had ridden the entire length in the early 70s, so it was a nostalgic day. They recalled seeing farmland and we saw a little of that, but trees have grown up and it’s mainly a nice, shaded, flat ride.

Root River State Trail

great trail

August, 2025 by eyhoerle

well maintained trail. scenic views of farmland, small towns, wildlife along the trail.

Elroy-Sparta State Trail

3.5 at best

August, 2025 by bonafire86

A 5 star is really stretching this. I get the history of this being the 1st rail to trail and the cool tunnels, but the very narrow gravel path is not much to desire. The landscape doesn’t change much and the overgrown weeds and trees prevent much scenery. Occasional stream is a welcome sight on this boring path. America’s bicycle capital is needing a little update to encourage us to return. Glad we had headlamps for the almost two mile long tunnel raining on us. Riding, rather than walking was our choice to speed it up but if you’re not steady - then walk.

Elroy-Sparta State Trail

good tunnels

July, 2025 by dominick.nocchi

The tunnels on the trail are nice, cool bluffs and overall very nice trail

Root River State Trail

Great Trail!

June, 2025 by rjbrown73

Rode round trip, including Rushford to Preston plus the spur to Fountain and back. Well maintained, beautiful trail with wonderful trail towns pleasantly spaced. I stayed in Lanesboro and would highly recommend it!

Old Highway 131 Trail

Pretty ride

June, 2025 by syq888wxgy

Quick ride and beautiful views.

Great River State Trail

Burned Bridge

May, 2025 by ggwbikemt

The Tank Creek bridge was burned on May 15, 2025. The bridge is closed and will need to be totally replaced. The bridge is at mile post 10 and is located halfway between Trempealeau and Lytle Road.

Prairie Farmer Recreational Trail

Definitely a few rough areas but overall a nice path. If you're coming from the Calmer side the path markings in Ridgeway are non existent (turn left, not right) so you might have some issues there. The markings are much better coming from Cresco

May, 2025 by jhicok_tl

Definitely a few rough areas but overall a nice path. If you're coming from the Calmer side the path markings in Ridgeway are non existent (turn left, not right) so you might have some issues there. The markings are much better coming from Cresco

Heritage Trail (IA)

Best trail I’ve seen this year

October, 2024 by brownlincolnt

Absolutely gorgeous ride with the trail in perfect condition. Unlike other trails, this one is serviced often with repairs being done with crushed gravel instead of sand. They have put multiple new bathroom facilities throughout the trail as well.

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