Kaintuck Trail: Oak Leaf Section is a 2.6 mile lightly trafficked out and back trail located near Newburg, Missouri that features a river and is good for all skill levels. The trail offers a number of activity options and is accessible year-round. Dogs are also able to use this trail but must be kept on leash.

2.6 miles
78 feet
Out & Back

dogs on leash

kid friendly




horseback riding

mountain biking




Kaintuck Hollow Trail; Oak Leaf Section passes through a forested hill side as it passes by a natural tunnel and bridge, one of the key trail highlights. Other connecting sections allows one to hike up to a 16 mile loop. The trail is primarily used for horseback riding, hiking & mountain biking. Kaintuck Hollow Trail is south of the Mill Creek Recreation Area. Sixteen miles of trails lead you through an oak forest, interspersed with hickory, cedar, dogwood, and pine plantations. There are several trail loops offering a variety of routes to match your experience, from 1 to 15 miles.

17 days ago

Enjoyed this trail. Natural bridge was interesting and the trail itself was pleasant. Lots of sinkholes along the way, and interesting fungi to look at. Pretty easy walk through the woods.

1 month ago

Not a bad trail, but not very good either. A simple stroll with 3 small creek crossings, but the trails aren’t marked well. The biggest payoff is the small cave but it’s not marked at all and you can miss it since you have to veer off the main path down an unmarked trail by at least 150 meter.


7 months ago

Beautiful hike with a natural bridge at the end that has bats. Tall sycamores along the way with a couple of creek crossings. Well worth it.

7 months ago

got confused on all the trails interconnecting. overall a good hike

9 months ago

pretty easy hike to the natural bridge from the parking lot. Wear waterproof shoes, you will get wet. I was very aggravated by the trash in the cave. why do people do that. There is bats in the cave, I hope the trash does not disturb them

Saturday, October 21, 2017

Great prairie and creek trail. We went when the trees were changing and it added to the beauty. The natural bridge (more like a cave) was pretty although when we went there people were camping out in the cave and left tons of beer cans and litter inside. It seemed that they were there for a while. That spoiled the highlight of this trail for us. The length of the trail was perfect. Not too challenging at all.

Tuesday, September 27, 2016

Easy open trail. If you're wanting to go to the natural bridge go passed the turn google maps tells you to take and go down the road a little longer and you will see a sign for the natural bridge 1/2 mile and go down that road and park. The natural bridge is about a 1/2 mile down the trail on the right, and there are orange spray paint marks to lead you right to the natural bridge! A sight to see! It's more of a natural tunnel!

Friday, June 03, 2016

It was a little difficult to find. There are several trails that branch off from the main trail it took me a while to realize that the signs posted on trees have a picture for the name of the trail: the oak trail had a picture of an oak leaf, the deer hoof trail had a picture of a deer hoof print. Those were the only two other trails I came across. Once you find the land bridge, it's breath taking.

Sunday, March 25, 2012

The natural tunnel is one of the best highlights of the Kaintuck trail. A must see if doing the trail

1 month ago

recorded natural bridge

6 months ago

8 months ago

Sunday, November 12, 2017

Monday, October 09, 2017

Monday, September 19, 2016