Explore the best rated trails in Hillsboro, 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 31 trails covering 170 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.
Covered bridge Gateway Trail in Rosedale, Indiana keep you updated
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.
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.
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
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.
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!
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.
TrailLink is a free service provided by Rails-to-Trails Conservancy (a non-profit) and we need your support!