Explore the best rated trails in Winchester, IN, whether you're looking for an easy walking trail or a bike trail like the Great Miami River Trail and Whitewater Canal Trail . With more than 32 trails covering 4067 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.
I love the bike path being available in this small town
For many years, I lived in Richmond about half a mile from where the Cardinal Greenway and Gorge trail meet and have spent hundreds of hours riding a bike on the trail. It is by far the best greenway I have used in Indiana and might be my favorite trail of all time. I now live further away, but plan to make drive at least a few times this year to ride on it again.
Here are the highlights:
1. The trail is long. You can spend hours on the trail without having to loop. I'm looking forward to it becoming even longer too as it combines to form a segment of the Great American Rail Trail.
2. It's smooth. There are a few parts here and there that have worn, but overall, the organization does a superb job of keeping up with wear and damage. They also seem to have a robust crowd of volunteers who mow and keep the trail clean and tidy.
3. The trailheads are some of the best I've seen on trails. They are numerous and offer more amenities that many other greenways. Most have a decent amount of parking. Several have drinking fountains and bike tools. During the warm months, they also put out Porta Potties. Of course, there's also small towns along the way with various amenities.
4. The Indiana countryside is beautiful, especially on a sunny spring or summer day. I gained a new appreciation for rural Indiana. Beautiful small, but rolling hills with green pastures and grazing cattle. Small towns with rustic mom-and-pop shops. Amish wagons puttering along. Shaded, wooded areas with quiet rustling leaves. This trail has it all!
What are you waiting for? Get out there.
I started in Trenton and rode to Piqua, spent the night there and road back the next day.. my trip north.. it was good until I got to Dayton.. somehow I didn't quite get on the right trail, I run two apps on my phone so as I was confused, I used my GPS for help.. it took me through a neighbor hood I wouldn't travel in at night.. but after I while my GPS put me back on the trail.. sort of the same thing in Troy but not as bad.. the trails go be better marked.. I really started likeing the trail more once I got through Troy.. very beautiful are.. and it was a great ride.. 69.28 miles one way.. I was very tired and very sore at the end of my ride and slept very well that night LOL.. on the way back south.. I found the trail somewhat better marked and easier to follow especailly though Troy and Dayton..
got down to Franklin.. and seen 4 to 5 American Bald Eagals.. what an awesome sight.. sadly by the time I got my camera out, all but one had flown off.. I was disapointed.. I waited around, hoping they'd come back.. but the didn't.. not while I was there.. I had to leave, it would be getting dark on me sooner than I like..
All and all.. it was a great ride.. very tired and sore but it was worth it.. I will probably do this ride again maybe next year... but got a lot other trails to ride before coming back to this one.. :)
A few days ago we rode round trip from Richmond to Gaston, stopping for an overnight in Muncie. Overall it's a really nice trail. The only knock is that it starts to approach the "tunnel of trees"- pretty much that and farmland. Suggest taking a little detour to the Prairie Creek Reservoir area.
Pluses: a consistent, wide trail that is generally well maintained with a lot of rest stops, clean bathrooms, & shelters. Minuses: there are a few sections with cracked pavement, but they are well marked; created our own detour around the I-70 closure on-road.
A shout out to Dan at cycling and fitness Warehouse to letting us leave our car there overnight. It would be nice if the trail organizers came up with a safe spot at City Hall or something similar.
Note there is no closure at railroad bridge in Richmond. Only I-70.
Incredible find. Beautiful trail. We parked in Tipp City and started on mile 3 in the city park. Rode to Troy where trail splits but actually takes a left turn to historic downtown Troy (sign). Then in Troy trail splits again by river and to continue on to Pique you must stay on the right. Not under bridge but over it. There signs will show GMRT to continue on to Pique. (We follow trail going by Treasure Island. ). Trail ends at Lock 9 in Piqua. You are right downtown. Ate at Crooked Handle which is off trail.
This is a very well maintained trail. Piqua is a very nice trail town.
I rode this trail south from the Muncie Depot, on 9/18/25. 2 blocks south the trail was diverted onto side streets due to construction of a new overpass. No apparent detour signs going south, so I had a bit of a time finding my way. This trail is ok, but showing signs of ageing, with numerous bad cracks in the pavement that need some attention. I would advise riding north from the depot until construction is finished (maybe late 2026?). Depot has bathroom and a gift shop.
This is a nice trail, well maintained & good signage in both directions on the short road section.
Loved this section of the trail. It's such a lovely ride with beautiful views of the canal, many bridges, winding paths through the trees and along the canal... Just a gorgeous and fun ride. We ebike and pedal mostly the first trip... Thet shows the trail stopping at Renschler Park, but you can ride to Timberhill Park. Stopped at Hamilton via the Marcus Park exit & had a Salmon Egg, roll appetizer & drink at Tanos Bistro. Definitely recommend. Delicious. They're was a festival going on, but we didn't feel like walking. Very nice part of Hamilton. If you want to make a day,, this Park is always busy & had a stage for live bands
I would not suggest parking at the Trenton Trailhead. There are Cracks all the way across the trail for the first 8 miles or so, which means constant bumps. Also, no shade at all for those first 8 miles out of Trenton.
road the lower part of the trail.. I was disappointed that the whole trail isn't connected.. but you have a good 10 miles (20 round trip) of the trail.. nice paved out trail that runs along the river.. there's a park along the way which was nice.. the trail wasn't over crowed.. I enjoyed this trail very much.. there is a hill near the end of the trail but wasn't too bad.. I ride an e-bike so it handled it pretty good..
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