Explore the most popular trails near Winchester with hand-curated trail maps and driving directions as well as detailed reviews and photos from hikers, campers and nature lovers like you.

Winchester, Kentucky Map

beautiful trail. not a loop.

Great trail with interesting historical attributes. Branch right where the river turns and you get a beautiful set of waterfalls.

This was a beautiful hike but it is NOT a loop. The map doesn't show it as a loop either. There was a fork in the trail towards the beginning, we followed the trail marked John Holder. The creek was wonderful! There were lots of places to wade and swim. We followed the creek for a while then backtracked a bit to get back on the trail.

1 month ago

Nice trail for the kids to enjoy creek play. Watch out for snakes! After a heavy rain the creek is harder to navigate and you should always wear shoes you don’t mind wading in. Deep spots along cliff walls, near the back of the trail by the no trespassing sign is a nice swimming hole. Not overly strenuous but could be hard for youngsters or older folks to safely balance on some of the rocks.

I hike here quiet frequently. After a hard rain it is quiet slippery.

Beautiful area and a great hike if you don’t mind getting wet because you have to cross the creek to hike the entire trail.

6 months ago

The path was overflown when we went so it could not be crossed. A lot of the trail is overgrown and the waterfall is on private property. It is a very muddy trail and I would rank it okay at best. May have been better if the river wasn't overflown.

10 months ago

Nice brief hike. You must cross the creek to finish the trail. There are rocks strategically placed to help you cross, but they could disappear under water after a rain. The waterfall that is supposed to be on this trail is on private property and there are signs posted to tell hikers to stay out. Even without the waterfall, the creek is nice and the trail is pretty easy and relaxing. The trail will come to a small paved road - if you go left, the trail continues about 500 feet before ending at a gate and if you go right you will see a few more points of interest. I saw several plants I have never seen before on this trail and apparently they have a guided nature walk from time to time to areas with more rare flora and fauna.

11 months ago

Creek is great, trail not too much.

Tuesday, September 05, 2017

We hiked the John Holder trail today. We really enjoyed the hike. Lots of different things to look at and explore. Beautiful scenery.

Monday, August 14, 2017

The creek is very beautiful, the water is so clear and tranquil. this time of year it's a very popular swimming hole, making it not so peaceful. We really enjoy this trail, all the restrictions and private property signs on the cool stuff not so much. But that water is worth it, just beautiful.

Sunday, August 13, 2017

The trail is no longer what is shown. If follows the road back up the hill. We split to the left at the asphalt path and went back down the road. I think we would have had more fun walking the 10 minutes to the creek and playing there than doing the hike

Saturday, July 22, 2017

I Took my 3 girls they enjoyed the trail. My 6 year old needed no help fun little trail!

Tuesday, July 18, 2017

My friends and I didn't take the trail we explored the creek and all the waterfalls :)
The water got deep in some places but I'm 5 feet tall and I could always get through somehow.

Monday, July 17, 2017

I would like to ask everyone to follow the directions to the entrance of the John Holder Trail. The entrance is near Hall Restaurant on the Athens Boonesboro Rd. DO NOT put Lisletown in your GPS. There is no assess to the trail off the Boonesboro RD which is SR 627.

Sunday, July 16, 2017

Great place to play in the crystal clear water.

Thursday, July 13, 2017

love it! I go all the time!

Sunday, July 09, 2017

Go prepared that this isn't really much of a hike anymore, most of it is closed to public access due to the number of endangered species that call this nature preserve home. That said, take your kids and have a great time in the water! Jump off the rock ledges into a six foot watering hole. Or sit in the water and just relax. Or take a hammock and post up. It's a relaxing area for sure, and when you're done stop by Halls for some good food. Great weekend trip for a family, and not a ton of people on the trail at the same time. Go for the swimming, not for the hiking, and you'll have a great time!

Monday, July 03, 2017

a beautiful trail that is a very easy hike even for a novice. whoever labeled this as "moderate" is a couch potato

Monday, June 26, 2017


Monday, June 19, 2017

As far as prettiness, this Trail deserves five stars, but due to private property restrictions in some of the cool looking places and the trail dead ending causing you to have to walk back the same way you came, I have to say 4 stars.
However this would be a excellent choice for beginners and is kid friendly!

Saturday, June 10, 2017

This is a nice scenic walking trail, however you do have to cross a creek which may get your shoes wet. A nice little foot bridge would make this trail more enjoyable.

Thursday, June 08, 2017

The waterfall was pretty but not technically on the trail.

Wednesday, May 17, 2017

Gorgeous hike!!! we had a blast. We will definitely be back!

Saturday, May 13, 2017

I could not believe it took me so long to visit this trail with it being only 15 minutes from my house! The crystal clear water from the creek was a nice surprise. Tons of wildflowers and unique bugs. End of the trail gets boring but the first half made it worth it. My husband was back carrying our two year old had no trouble at all besides trying to cross the creek!

Thursday, April 27, 2017

Was a nice, quiet walk. The waterfalls are not open to the public which is stated by the many signs. Stick to the trail until the end cause the grave sites are the best part.

Sunday, April 09, 2017

Wear water shoes!

Saturday, April 08, 2017

Prepare to cross a creek or you won't be able to finish more than 1/4 of the trail unless you don't mind getting wet. Especially if you go after its rained a little.

Thursday, February 09, 2017

There's so many different trails you can break off on and explore. You might have to do some trespassing with the recent restrictions added. Definitely going to get wet if there was any rain fall in the past.

Saturday, January 21, 2017

Very nice easy hike.

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