Hillsboro, IN Walking Trails and Maps

231 Reviews

Looking for the best Walking trails around Hillsboro?

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

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Activities
Length
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Type
30 Results
Activities
Length
Surfaces
Type

B&O Trail

14.8 mi
State: IN
Asphalt

Big 4 Trail (Lebanon to Colfax)

16.6 mi
State: IN
Asphalt, Crushed Stone

Big 4 Trail (Whitestown)

2.8 mi
State: IN
Asphalt

Big-4 Rail Trail (Zionsville)

5.4 mi
State: IN
Asphalt

Covington Circle Trail

6.6 mi
State: IN
Asphalt

Delphi Historic Trails

9.8 mi
State: IN
Boardwalk, Concrete, Crushed Stone

Hamrick Station Trail

3.1 mi
State: IN
Dirt, Grass

Kickapoo Rail Trail

9.7 mi
State: IL
Crushed Stone

Lafayette Linear Park

1.1 mi
State: IN
Asphalt

Monon Trail

28.9 mi
State: IN
Asphalt

Parke Community Rail Trail

0.6 mi
State: IN
Asphalt

Riley Spur Trail

1.61 mi
State: IN
Asphalt

Sugar Creek Trail (IN)

5.1 mi
State: IN
Asphalt, Crushed Stone

Trolley Line Trail (IN)

1.3 mi
State: IN
Asphalt

Vandalia Trail

19 mi
State: IN
Asphalt, Crushed Stone, Dirt, Grass, Gravel

Wabashiki Trail

7 mi
State: IN
Asphalt, Crushed Stone, Dirt

White Lick Creek Trail

3.5 mi
State: IN
Asphalt

White Lick Creek Trail (Avon)

2.3 mi
State: IN
Asphalt, Concrete

Bicentennial Trail

2 mi
State: IN
Asphalt
Accordion

Cattail Trail

4.7 mi
State: IN
Asphalt

Montezuma B&O Walking Bridge

0.2 mi
State: IN
Concrete

Ronald Reagan Parkway Trail

3.2 mi
State: IN
Asphalt, Concrete

Big 4 Trail (Veedersburg)

1.05 mi
State: IN
Asphalt

Brown Boulevard Trail

2.2 mi
State: IN
Asphalt

Collett Park Pathway

1.4 mi
State: IN
Concrete

Dobbs Trail

0.8 mi
State: IN
Asphalt

Fairbanks Park Trail

0.6 mi
State: IN
Concrete

Hulman Street Trail

3.7 mi
State: IN
Concrete

Indiana Veterans Memorial Mile

1 mi
State: IN
Asphalt
Trail Image Trail Name States Length Surface Rating
The B&O Trail follows a former Baltimore and Ohio Railroad corridor for 14.8 miles in Indiana. About the Route On the western outskirts of the capital, the paved pathway stretches 8.3 miles...
IN 14.8 mi Asphalt
The Big 4 Trail is a developing rail-trail route across Boone County that will one day span 50 miles. Currently, three disconnected segments of the rail-trail are open. The name is a reference to the...
IN 16.6 mi Asphalt, Crushed Stone
The Big 4 Trail will eventually connect all of Boone County, from the Marion County line to the south, to the Clinton County line to the north. A large portion of the rail-trail is already...
IN 2.8 mi Asphalt
The Big-4 Rail Trail will one day stretch 50-plus miles across Boone County, from the northern suburbs of Indianapolis to Lafayette. The Big 4 in the trail name refers to the old Cleveland,...
IN 5.4 mi Asphalt
Covington Circle Trail provides a  loop around Covington in northwestern Indiana, offering views of farmland, wetlands, and small wooded creeks. Some on-road sections in Covington allow users to make...
IN 6.6 mi Asphalt
Visitors to the Delphi Historic Trails network can tour the historical town of Delphi in north-central Indiana by foot or bicycle—or skis in the winter—on old canal towpaths and former railroad...
IN 9.8 mi Boardwalk, Concrete, Crushed Stone
The Hamrick Station Trail is a 3.1-mile rail trail in Putnam County, IN. It is a rural trail with a dirt and grass 10ft wide surface and only allows foot traffic. About the Route The Hamrick...
IN 3.1 mi Dirt, Grass
The first 6.7-mile section of the Kickapoo Rail Trail in eastern Illinois opened in August 2017. Paralleling U.S. 150, the Champaign County rail-trail runs from Urbana east to St. Joseph along the...
IL 9.7 mi Crushed Stone
The Lafayette Linear Park is a paved trail on the southern side of Lafayette, Indiana. The trail occupies a rail corridor once used by the Cleveland, Cincinnati, Chicago and St. Louis Railway...
IN 1.1 mi Asphalt
The 29-mile Monon Trail stretches across central Indiana between Indianapolis and Sheridan, to the north. About the Route The trail's northern endpoint is located in Sheridan, at the Hamilton...
IN 28.9 mi Asphalt
The Terre Haute segment of the National Road Heritage Trail runs for nearly 7 miles between the west end of Indiana State University campus downtown and Chamberlain Road behind Mewhinney Cemetery just...
IN 7 mi Asphalt
The Parke Community Rail Trail offers a paved, tree-lined route along the former Pennsylvania Railroad in the western Indiana community of Rosedale. There is a southern and northern section of trail...
IN 0.6 mi Asphalt
The Riley Spur Trail is a paved 1.61-mile rail-trail in Vigo County.  About the Route From its northwest end on Lama Street, the trail heads southeast through a wooded corridor to the town of...
IN 1.61 mi Asphalt
The Sugar Creek Trail meanders on the southwestern outskirts of Crawfordsville through suburban back yards, wooded parks and cultivated fields. It follows part of an old Cleveland, Cincinnati, Chicago...
IN 5.1 mi Asphalt, Crushed Stone
Indiana’s Trolley Line Trail runs through popular Happy Hollow Park in West Lafayette. In addition to the paved trail, the 81-acre park offers a softball field, open turf area, hiking trails,...
IN 1.3 mi Asphalt
The Vandalia Trail currently consists of two disconnected segments west of Indianapolis that total 19 miles. The first segment runs nearly 12 miles between Greencastle and Amo. The second segment runs...
IN 19 mi Asphalt, Crushed Stone, Dirt, Grass, Gravel
The Wabashiki Trail sits on the traces the perimeter of the  Wabashiki Fish and Wildlife Area, leaving travelers with the dual experience of nature and suburbia on either side. Great for wildlife...
IN 7 mi Asphalt, Crushed Stone, Dirt
White Lick Creek Trail is the north-south spine of the Plainfield trail system, connecting several parks and the Plainfield Recreation and Aquatics Center. On its northern end, the trail meets the...
IN 3.5 mi Asphalt
White Lick Creek Greenway is a paved hike-and-bike trail in the Town of Avon, Hendricks County. The trail makes an asset of the creek and its riparian woodlands, offering users a tranquil journey...
IN 2.3 mi Asphalt, Concrete
This linear recreational trail allows residents of Avon to connect to the B&O Trail in neighboring Brownsburg without having to drive to it. The trail starts on Country Road 100 and takes a straight...
IN 2 mi Asphalt
Accordion
Cattail Trail provides a pleasant route through West Lafayette, beginning in Pickett Memorial Park and winding north, making connections to the Purdue University campus. Along the way, you'll travel...
IN 4.7 mi Asphalt
The Montezuma B&O Walking Bridge crosses the Wabash River, connecting Vermillion county and Parke county. Previously an abandoned B&O railroad bridge, the structure underwent a revitalization that...
IN 0.2 mi Concrete
This trail travels 3.2 miles atop an asphalt path beside the Ronald Reagan Parkway in Avon, Indiana. Starting at County Road 300 N, the trail heads south connecting to the B&O Trail via an underpass....
IN 3.2 mi Asphalt, Concrete
The Big 4 trail in Veedersburg runs through the town of Veedersburg, just northwest of Indianapolis along an old railbed. Starting from the western endpoint, trail users should be warned that first...
IN 1.05 mi Asphalt
The Brown Boulevard Trail offers students from Terre Haute North Vigo High School a safe route to the Indiana State University Stadium to catch a game. The 2-mile trail also connects to the National...
IN 2.2 mi Asphalt
The Collett Park Pathway begins on the northern edge of the Indiana State University campus, where it connects to the National Road Heritage Trail, a proposed border-to-border route stretching between...
IN 1.4 mi Concrete
Although less than 1 mile long, the Dobbs Trail offers an important connection between two of Terre Haute's most popular parks, Deming and Dobbs. It follows Poplar Drive, a tree-lined residential...
IN 0.8 mi Asphalt
Although less than 1 mile long, there are plenty of reasons to hit the Fairbanks Park Trail in western Indiana's Terre Haute. The tree-lined pathway winds along the banks of the Wabash River through...
IN 0.6 mi Concrete
The Hulman Street Trail follows its namesake roadway through residential and commercial areas of Terre Haute, passing Farrington Grove Elementary School along the way. At its western end, the trail...
IN 3.7 mi Concrete
The unique Indiana Veterans Memorial Mile circles Indiana State University's football stadium in the shape of the state. Along the way, fitness stations add to your walking or biking routine. At...
IN 1 mi Asphalt

Recent Trail Reviews

White Lick Creek Trail

Great Trail!

November, 2025 by cmrogers_tl

Great trail with many variations to the route.

Vandalia Trail

Rural Route

November, 2025 by cmrogers_tl

Beautiful trail ride on 11/15/25! It runs along beside a horse trail. You will see lots of farms, cows, chickens and horses and cornfields, loved it, from Amo to Greencastle .Would have give it a 5 star if there would have been bathrooms at the end of the trail.

Big 4 Trail (Lebanon to Colfax)

Thorntown to the Sugar Creek Bridge

October, 2025 by tayers1

The Thorntown parks and recreation dept needs to step it up a notch on this section of the trail. The bumps are so significant it jars my teeth and nearly throws me off the bike. Most of the rest of the trail from Lebanon to Colfax is just fine.
There was some work done on the 1 1/2 mile section just out of Lebanon, which is now relatively smooth. Thorntown needs to fix that one or two sections. The one just after the street cross-over bridge coming into Thorntown and then the most horrible section from Thorntown to the bridge crossing over the river. That section is bone jarring.

Accordion

Parke Community Rail Trail

starting in Rosedale Indiana

October, 2025 by w972dps96t

Covered bridge Gateway Trail in Rosedale, Indiana keep you updated

B&O Trail

trail completion

September, 2025 by eileen.gasper

Grand opening 9/29 It was very well done

Riley Spur Trail

Newly Paved Trail

September, 2025 by neumann_tl

Had a wonderful bike ride with the family. It was a hot day, but the shaded trail made for a delightful time. We parked at S Llama St where there is a small gravel parking lot, unloaded the bikes and rode the 1.6 miles to the bridge just East of S Canal St. that crosses a creek. The scenery in summer was great and the newly updated bridge was well done. An added bonus was all the trail crossings over the streets were stamped concrete that resembled the rail crossings that used to be there.

Monon Trail

very nice trail

September, 2025 by ltlarrow

loved riding this trail (except for the crowds on the trail for Carmel Days). My only complaint was the poorly placed trail marker where the trail made a hard right turn north of Carmel near Rt 32. The bathroom facility at 96th Street was outstanding.

Big 4 Trail (Lebanon to Colfax)

trail is great in sections

September, 2025 by jtkoehler2

Colfax to Sugar Creek nice and smooth, from Suram Plant rd to Lebanon nice and smooth! The section maintained by Thorntown has trees over growing the trail and many many bumps . The trail needs a repaving. Thorntown section runs from Sugar Creek to Suram plant rd. I called the Thorntown,s clerks office (only open Tuesday) and reported the problem. They said trees removal will be next week Issue back by September

Monon Trail

We parked at the 69th Street Trailhead. We went north & it was a shady and a scenic ride. Carmel had restaurants next to the trail. Lots of walkers, cycles, & dogs. Very nice trail.

September, 2025 by sicnj2al

We parked at the 69th Street Trailhead. We went north & it was a shady and a scenic ride. Carmel had restaurants next to the trail. Lots of walkers, cycles, & dogs. Very nice trail.

Covington Circle Trail

update on length

September, 2025 by stonebraker1985

The final section of this trail along the wabash river on the west side was officially completed first week of August…the trail is now a complete “circle” and just under 7 miles in length.

Big 4 Trail (Lebanon to Colfax)

Enjoyable Ride

August, 2025 by goldfussjennifer

My husband and I rode this trail on 8-22-25. We thoroughly enjoyed ourselves and thought the trail was relatively well maintained. Some have complained about branches and rough surfaces but we did not find it bad at all. We are used to riding country roads in much worse conditions. We rode to Colfax and stopped to enjoy a meal at Pizza King. I highly recommend this stop! It had a small town friendliness and great service. We enjoyed a sub sandwich, salad, breadsticks, and milkshake. The breadsticks were outstanding as well as the handcrafted shakes- so many flavors from which to choose. We split the buckeye shake and it was delicious!

Monon Trail

LOVED IT!

August, 2025 by zap26

On my way from PA to WI I decided to stop in Indianapolis, IN. I decided to ride the Monon Trail to the Cultural Trail in downtown, to the Canal Walk and reverse. I absolutely loved the ride, enjoyed riding through the city, and really liked all the murals and art as I was riding. As I was riding south and getting closer to downtown Indianapolis, there were a lot of road crossings, however I will say this was one of the most courteous places to bike, almost every car stopped to let bikers cross. If I ever come back to Indianapolis I would definitely ride this trail again. It is in one of my top 5 trails. Definitely worth doing if you are in Indianapolis.

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