Highland, IN Bike Trails and Maps

151 Reviews

Looking for the best Bike trails around Highland?

Find the top rated bike trails in Highland, 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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Type
22 Results
Activities
Length
Surfaces
Type

B&O Trail

11.7 mi
State: IN
Asphalt

Big 4 Trail (Lebanon to Colfax)

16.6 mi
State: IN
Asphalt, Crushed Stone

Covington Circle Trail

5.2 mi
State: IN
Asphalt

Harold E. Ruppel Bike Path

1.8 mi
State: IL
Asphalt

Kickapoo Rail Trail

9.7 mi
State: IL
Crushed Stone

Lafayette Linear Park

1.1 mi
State: IN
Asphalt

Lincoln Prairie Grass Trail

12.9 mi
State: IL
Asphalt

Parke Community Rail Trail

0.6 mi
State: IN
Asphalt

Putnam Nature Trail

3.5 mi
State: IN
Crushed Stone

Sugar Creek Trail (IN)

5.1 mi
State: IN
Asphalt, Crushed Stone

Vandalia Trail

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

Wabashiki Trail

7 mi
State: IN
Asphalt, Crushed Stone, Dirt

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
Accordion

Montezuma B&O Walking Bridge

0.2 mi
State: IN
Concrete

Riley Spur Trail

1.61 mi
State: IN
Asphalt
Trail Image Trail Name States Length Surface Rating
Overview The B&O Trail follows a former Baltimore and Ohio Railroad corridor for 11.7 miles in Indiana, in two distinct segments.  About the Route On the western outskirts of the capital, the...
IN 11.7 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
Covington Circle Trail provides a partial loop around Covington in northwestern Indiana, offering views of farmland, wetlands, and small wooded creeks. Future plans call for completing the circle...
IN 5.2 mi Asphalt
The Harold E. Ruppel sits in a perfect location to provide opportunities for outdoor recreation and non-motorized transportation for residents of Savoy Village, in the Champaign-Urbana metro area. It...
IL 1.8 mi Asphalt
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 Lincoln Prairie Grass Trail runs 12 miles, much of the way along an old railroad right-of-way between County Highway 2 east of Charleston and the ball fields at 10th Street in Mattoon; an...
IL 12.9 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 Rosedale South Trail offers a paved, tree-lined route along the former Pennsylvania Railroad in the western Indiana community of Rosedale. It begins on the Central Street and travels southwest for...
IN 0.6 mi Asphalt
The Putnam Nature Trail begins in Greencastle, the home of DePauw University. The trail is part of the National Road Heritage Trail (NRHT), a proposed 150-mile trail across Indiana along the former...
IN 3.5 mi Crushed Stone
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
Overview 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...
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
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
Accordion
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
Overview 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...
IN 1.61 mi Asphalt

Recent Trail Reviews

Big 4 Trail (Lebanon to Colfax)

Good Trail but where the upkeep?

June, 2025 by stonebraker1985

Road this today from trailhead in Colfax to Lebanon and most of the trail is enjoyable, but there’s parts where they really need to trim some of the branches and MOW along the sides of the trail!

B&O Trail

trail report.

May, 2025 by hadley6609

We rode the whole length of the B&O today and we were glad to see that the two sections of the B&O are nearly connected. The trail is totally impassable at Country Club Road, and a couple of blocks in either direction of that intersection still need to be blacktopped, but otherwise the trail is pretty much done. For those unfamiliar with the B&O, it is a rail trail that varies from the very urban at the eastern terminus to very rural by the time you reach the western end. The trail runs right through the town of Speedway where you can find a couple of good breweries, a few other restaurants, ...and one enormous racetrack. The trail is in great shape, and connects to the rest of Indy's trail network.

Covington Circle Trail

home trail

May, 2025 by stonebraker1985

Really love this trail, hometown trail and ride it 3-4 times a week. Only thing I wish is they would improve some of the paved trail that needs fixing (cracks/etc)

Accordion

Big 4 Trail (Lebanon to Colfax)

Great Trail-Maintenance needed

May, 2025 by aringtonjw64

This is one of the best trails in the central Indiana region but is in need of significant maintenance where pavement is buckling. For at least 2 miles from the trailhead in Lebanon toward Thorntown, the bumps are severe. Also, either side of Thorntown for about a mile each direction is just as bad. At the very least, the areas should be highlighted with paint. It has been this way for a couple of years now...does Boone County not care about the upkeep of this trail?

B&O Trail

We rode 17 miles total, and stopped for a picnic at the nature park. Trail is in great condition and is very scenic. We witnessed the expansion going eastwards as the crew was laying asphalt. What a wonderful asset to the community.

April, 2025 by ldewyse1

We rode 17 miles total, and stopped for a picnic at the nature park. Trail is in great condition and is very scenic. We witnessed the expansion going eastwards as the crew was laying asphalt. What a wonderful asset to the community.

Kickapoo Rail Trail

My first trail ride from near the Vermilion County Fairground to the west edge of Oakwood. Very nice ride. Nice scenery along the route. I only wish it was completed so I could go all the way to Urbana.

October, 2024 by pilotgreg

My first trail ride from near the Vermilion County Fairground to the west edge of Oakwood. Very nice ride. Nice scenery along the route. I only wish it was completed so I could go all the way to Urbana.

Sugar Creek Trail (IN)

Excellent Venue

October, 2024 by jwelch4

On a business trip I was able to ride two evenings. Beautiful early fall foliage along the way. Asphalt pavement is smooth and a short gravel run along the old railway. Beautiful crossing of Sugar creek on a wooden bridge structure is a sure place to stop and enjoy the view. Well maintained. Multiple sightings of deer, squirrels, and geese. I will definitely return and bring a road bike or mountain bike.

Big 4 Trail (Lebanon to Colfax)

Colfax to Lebanon

October, 2024 by q4prh9v7k7

What a great trail. Mostly wooded. All hard surface. Extremely enjoyable!

B&O Trail

Michigan St. End

September, 2024 by currykimberly395

I rode the shorter portion and found it very different from the west end. The maintenance was absent with bushes growing onto the trail. Trash was also on, and right next to trail. It was a bit disappointing to see the difference in how each section is cared for.

Big 4 Trail (Lebanon to Colfax)

June 30 - Thorntown to Colfax

July, 2024 by kevin.gruneisen

Rode the Big 4, parking at Thorntown, riding to Colfax and back. The ride was roughly 6 miles one way with limited elevation. The asphalt path is good, a little bumpy out of Thorntown but smooths out for a nice ride. The path was cluttered with vegetation following the storms the day before. This part of the path is well covered providing good shade and wind block. Be sure to notice the birdhouses tucked into the trees as you near Colfax. Enjoy.

Big 4 Trail (Lebanon to Colfax)

Nice Solitary Ride!

June, 2024 by gregmclochlin

I’m an EBiker, and LOVE the solitude! Smooth, paved trail with very short paths invaded by fairly low tree roots. I stopped for lunch at STOOKLEYS which I HIGHLY recommend! Yum! I started in Colfax, at the trail end, and went almost to Lebanon, then turned back, (out and back.) BEAUTIFUL DAY!!

B&O Trail

B&O Trail

June, 2024 by kevin.gruneisen

2024 - we live 1 mile from the trail and can get to it pretty easy. The ride is great. All asphalt and in great shape. Several main roads have to be crossed but all have signal lights to help. Tilden is no longer the end of the trail. There is another ~ 3 miles of new asphalt west of Tilden. A new parking lot was added at 300/900. Enjoy. It’s or go to for weekly rides.

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