Explore the best rated trails in Highland, IN, whether you're looking for an easy walking trail or a bike trail like the Covington Circle Trail and Big 4 Trail (Veedersburg) . With more than 23 trails covering 121 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.
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.
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.
The segment east of Charleston is not paved. It's only a mile but if you are a trail completionist, be prepared for a rough ride for that mile or and back. Closer to a field road than a trail.Rest of the trail was perfect.
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.
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
The Lincoln Prairie Grass Trail pavement has been extended 6 blocks further west to the YMCA parking lot and a beautiful new park on 16th Street.
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.
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!
Noisy traffic but nice views from the boardwalk. Extend your walking buy going south through Fairbanks park on the east side of the Wabash bridge.
I’ve walked this multiple times, both alone and with grandkids. Parking is excellent and there are picnic table and benches at the site and on the Wabash bridge itself. The high sides of the first portion of the former railroad bridge obstructs views but it opens up to steel trestle for scenic river views. Beyond the bridge the trail is enjoyable with tributory on the left and woods/fields on the right. Unfortunately the trail ends at the active railroad tracks and a picnic table. Plans to extend are apparently underway. Train watching is fun at the terminus. Make it a real walk by walking through the nearby parks, downtown, and stopping at the Tasty Freeze for great ice cream.
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