Find the top rated horseback riding trails in Kentucky, whether you're looking for an easy short horseback riding trail or a long horseback riding trail, you'll find what you're looking for. Click on a horseback riding trail below to find trail descriptions, trail maps, photos, and reviews.
Great trail... I started at Jenny's Creek trailhead, I didn't see another biker on the whole way up to Tippy Top Tunnel.. (it said no trespassing, but I just had to check it out).. it was 25 miles to the tunnel.. I just wished that it went all the way through the tunnel, but was told later by someone that the tunnel had a cave in, so I don't suppose it will ever be a complete connection (sad) that would have been fun to ride through there.. but I started on my way back down and finally ran into another biker, he's the one who told me the history of the tunnel and how he use to ride horses through there.. ran into a group of riders, about 30 of them on the way back down.. I say down because i coasted a lot of the distance in a lot of places.. so it's a steady climb to tippy top, but nothing major..
My only bad experience of the trial.. there's a home a few miles into the ride that has dogs.. and those dogs was on my heals.. they wasn't there on my way back... that was my only bad experience.. maybe I should carry some kind of pepper spray or something to get ride of threats like that..??.. I rode all the way back down to the very end of the trail.. and started heading back to my car.. my other bad experience (my fault) I ride an e-bike and my battery ran out of juice.. that was ok... I was almost to the car anyway.. but it was an awesome ride.. took me 3 hrs to get there.. I live in Ohio.. I spent the night in Paintsville, I visited Jenny Willey Start Park which is that area.. nice park..
May head back down there next year..
We started the trail at the horse park, and rode south from there. The scenery was gorgeous, although there is not a lot of shade. Luckily, there was a break in the weather when we were there from the oppressive heat we’ve been having.
I live in Kentucky and was excited to try this trail. I’ve ridden 33,000 miles on 278 trails and I can easily say I’ll never go back I had two large Dobermans chase me, nipping at my heels and jumping up on to my legs. They caused me to lose my balance and crash on my ebike. I wound up needing two shoulder replacements. I’ll never go back
My husband and I rode the trail this morning. We are staying at the RV Park/Kentucky Horse Park so getting on the trail was very easy from our site. No loading up the bike and trike on the truck and driving to a starting point. The trail is nice with well maintained asphalt. The grass along the trail edges had been freshly mowed. You have to cross some streets but it wasn't a problem. Only complaint was it could have used more shade trees. Definitely a worth while ride.
Couldn’t have asked for a more beautiful day and temperature. The trail was really nice. We parked at the spot near the horse park and road toward the end point near the horse park. The horses were still grazing in the morning prior to the opening of the park. We road to Newtown Pike and had lunch at the Jimmy John’s. We decided not to continue into town along the trail. Instead we headed back to the end point near the horse park again. All together we rode 19.8 miles and were blessed with a nice breeze. So glad we made the drive from Louisville. A nice change and beautiful landscapes.
Paved, Gravel, Rocks, Sharp corners, lots of trees down, we had e-bikes which where trek bikes, I wouldn’t recommend trikes to not enough room for them to get over in the woods. We couldn’t get around a big fallen tree on the first part of the trail so we back tracked and went back to the truck and went to the end and started. We did get in 25 miles total.
I absolutely loved this trail. But the Southern trailhead actually starts north of the where trail link has it on the map — it’s on US 62 by the covered bridge. Hopefully this will get corrected soon. Otherwise a really fabulous trail.
Really enjoyed. I learned that the local public library will check out bikes for a dollar to its patrons. I just love that.
We rode the Riverwalk section and the Big Four Bridge. The bridge was great, the Riverwalk was not. It is true they had major flooding about 3 weeks ago and, understandably, this was not yet fully remediated. But even in unaffected areas the majority of the trail goes through dilapidated inner city and industrial sections with only minimal and unmaintained landscaping, hardscaping, or other park amenities. If you want a much better southern Riverwalk trail experience, go to Chattanooga TN or Columbus GA.
We crossed the Big Four Bridge while riding the River Walk portion of the Louisville Loop trail. The bridge was way better than the trail.
We’ve ridden many rail trails across the country and this one is really great. All paved, mostly flat with some gentle grades. Dogs that some reviews mention are all in fenced kennels, none loose on the trail. We stopped at Griffith Farms for soda and some great farm treats - really fun. Mix of woods, creeks, bridges, family farms, lots of wildlife.
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