Looking for the best trails around Highland?

Explore the best rated trails in Highland, IN, whether you're looking for an easy walking trail or a bike trail like the Lafayette Linear Park and Montezuma B&O Walking Bridge . With more than 23 trails covering 116 miles you're bound to find a perfect trail for you. Click on any trail below to find trail descriptions, trail maps, photos, and reviews.

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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