Explore the best rated trails in Greensburg, IN, whether you're looking for an easy walking trail or a bike trail like the Shirley Heritage Trail and Pleasant Run Trail . With more than 36 trails covering 4076 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.
Way less traffic than the Monon trail, had a great time riding my ride here.
There is a very new section on the Wilbur Wright Trail open between N County Road 625E and N county Road 800 E going through Mooreland . There is another section that is in the process of being cleared to the west of CR 600 E.. Looking forward to the day when I can ride from New castle all the way to Losantville where the Wilbur Wright will connect with the Cardinal Greenway.
Road trip to Indy. Needed a quick run to stretch the legs. Just a few minutes off i70 and just a few minutes to run the 0.6 mile trail. Runs along a main road. Nice "trail". Wouldn't go out of my way for it... But it served it's purpose.
This is a beautiful trail, if you start at the YMCA that first 1.5 mile is deceiving, you hit a bigger than expected incline. Next 1.5 mile has good ups and downs and curves. I think you should start at the end and finish at the YMCA.
I thoroughly entire skating this trail. There are multiple sports to park and enter the trail. The trail has some uneven places, but is mostly an easy and relatively flat trail. I entered at mile marker 1, skated to the end, turned around and started to the other end, then back to my car. My total was 5.16 miles.
I ran this trail back in September 2023. I planned a trip to Indianapolis but knew I needed to fit in a short run along the way. This was easily accessible off I70 and was just long enough to get a quick mile or two in for the day. Nice pit stop after sitting in a car. The trail was decent, flat, and wide open. No shade, but honestly it's not long enough to really worry about being in the shade for a lengthy period of time. The trail runs along a main road and then circles around the city park. There are benches and plenty of parking. I am not sure of the amenities around town, but there was a gas station. Small town trail but another one marked off the list.
The trail isn’t smooth, and you have to cross multiple roads, but it’s nice having this trail in town along a little winding creek with a couple playgrounds along the way. It starts at Summerfield Park where there’s plenty of parking.
I’ve skated this trail a few times. It’s so beautiful for the eyes, but the texture of the path is terrible for skates. Even with the softest wheels on the market, the constant rough bumps are not fun. There’s never a break. It goes from bad to worse, then back again. We still skate it for the view, but it sure would be nice if it was smooth. We enjoy the river views, the canal, the swan boats, and the steam lock outside the museum.
This trail at Waverly Park is great fun on quad skates. There are lots of obstacles like sticks, rocks, seeds, acorns, lifted cracks, rough wooden bridge, bicyclists, and lots of walkers with dogs. Everyone on the trail outs really nice and considerate. There are tons of places to stop and see the gorgeous White River. There are picnic tables of you want to bring a picnic. My skate tracker app clocks the trail at a little over 4.25 miles if you go so the way foam and back to the parking lot.
Earlier this year, my parents stumbled upon part of this trail and were eager to introduce it to me when I was in town for the holiday. As a new professional in the railroading industry, I was excited to enjoy one of the Rails-to-Trails in person after hearing high praise from my colleagues. The area is very well maintained with clear signage, greenery, and historical markers. Since my parents (who are in their 70s) did not feel comfortable traversing the steep incline that leads to the Hospital, we instead opted for the Crooked Creek West Trail and Deer Path. These were much more accessible due to being mostly flatter terrain and led us to the abandoned Crooked Creek Phantom Bridge of Madison, Indiana. I would love to see more historical information on display to enrich the experience. It was very cool to see parts of the rail stamped with the original mill marks of Carnegie Steel from the 1905 installation!
Pro Tip: Start at the waterfront downtown for easy parking and a better, more scenic starting point that follows the waterway.
Wide paths, beautiful tree scenery. Worth the drive from Louisville!
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