Find the top rated walking trails in Riley, 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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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.
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.
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.
Beautiful scenery and if you’re lucky you’ll see cows roaming the pastures! Nice trail with a good uphill climb in the middle. Ample parking at all trailheads along the route.
Ran this trail in January. The path is wide and welcoming. I have a feeling it is just breathtaking in the fall. Wish I lived closer so that I could run it more often. I felt safe. Highly recommend.
This trail was not a pleasant experience. I am not from Indiana, but was in town for the day and looking for a new trail to run. In the description it reads that the trail is concrete and asphalt. I looked through some of the pictures for this trail (hardly any that were actually of this trail) and noted that they were quite old, so I thought things may have been updated since then. I was very wrong. If anything, it has been downgraded. Granted, I did run the trail in the winter and there was snow melting, this trail was a big disappointment and basically just a mud pit with a little gravel mixed in. The ONLY part that is concrete is the section that is shared with the 2 other trails that intersect...that being Clear Creek and Limestone Greenway. After you get directly on Bloomington it is all gravel which, to me, wasn't even gravel...it was more like black cinder. There is also a portion of the trail that is through a yard and crosses the road o the rest of the trail. I am sure that this trail is most likely very pretty during the rest of the seasons as there is most likely a heavy tree canopy and the gorge itself was neat to see. The trail was flat. The tree canopy and the flatness was about the only thing going for this trail. I do have to say as an element of safety, being a woman and leaving honest reviews about feeling secure, I didn't feel safe on this trail even though it ran behind houses. There were tent's in the woods. There were homeless people walking the trail. There were bikes left in the middle of the trail...and it was January. I have ran over 50 trails in Ohio, Kentucky, Indiana and Florida, and I was honestly scared on this trail. I would only recommend this if the sun was shining and you were with a group or carried protection of your own.
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.
June 10, 2024 Starting @ Amo, Indiana is a nice trail head with water and clean bathrooms. Heading West in Hendricks County is a well maintained asphalt path. I do t remember any breaks or bad spots like other trails where tree roots have caused the asphalt to buckle. The ride west takes you out of Hendricks County and into Putnam County. The ride (about 4 miles) is tree lined and well protected. When you cross the county line the path switches to crushed rock, maybe limestone. Regardless, it is easy to navigate. I’ve ridden a lot of trails outside of Chicago and am used to this type of path. In 3.5 miles is Filmore and turned to head back. Great ride. Highly recommended.
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