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Hamilton Hollow is a 4.9 mile lightly trafficked out and back trail located near Sullivan, Missouri that features a river and is rated as moderate. The trail is primarily used for hiking, walking, nature trips, and birding and is accessible year-round. Dogs are also able to use this trail but must be kept on leash.

Length 4.9 mi Elevation gain 337 ft Route type Out & Back

Dogs on leash

Kid friendly

Hiking

Nature trips

Walking

Bird watching

Cave

Forest

River

Wild flowers

Bugs

Off trail

Waypoints (0)
Weather
UV Index
Daylight
Reviews (53)
Photos (96)
Recordings (43)
Completed (72)
lacy jones
Yellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray StarGray StarGray StarSun May 31 2020

I had my kids with me. It was very over grown. lost the trail after a while it was getting later so we didnt make it to cave but plan to go back. we enjoyed the creeks and structure. Tick heaven

Rick Ihnat
Yellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray StarGray StarGray StarSat May 23 2020
HikingBugsMuddyOff trailOver grown

The concept of a "trail" is aspirational in some sections this time of year. The number of ticks is amazing. Wear long pants, have clothes treated with permethrin, and bring an opossum.

Alfredo Jahn
Yellow StarYellow StarYellow StarYellow StarGray StarGray StarGray StarGray StarGray StarGray StarThu May 21 2020
HikingBugsMuddyOff trailOver grown

Might be best as a winter hike or in the cooler seasons when there’s less underbrush. We hiked in May and it was extremely overgrown. Lost the trail multiple times and had to bushwack. We almost made it to the cave but the trail disappeared at the mountain and it seemed too treacherous to continue. Be careful after recent rain—the trails get extremely muddy. Definitely wear long pants because there are ticks everywhere. Also be cognizant of snakes—we saw a copperhead as we were on the trail.

J. Ohs
Yellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray StarSun May 10 2020
Hiking

This hike up to Green’s Cave was flat and pleasant overall. The trail is, at times, hard follow. AllTrails, as well as two different maps we had, offered different routes along what seems like it should be a straight-forward hike primarily along the creek. As a person gets to know the trail, it would be great for a spring trail run. The cave was a terrific site at the end. Perhaps because the creek was high, we couldn’t avoid getting our feet as we crossed. Watch for ticks and thorns.

View J.'s Recording
Sarah Starosta
Yellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray StarGray StarGray StarSat May 02 2020
Hiking

it's nice and quite but very overgrown and we could find the trial anymore at some point, so we turned around

View Sarah's Recording
Hannah E.
Yellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarSat Apr 18 2020
HikingOff trailOver grownRocky

Amazing wild trail! No markers and the trail was overgrown. It was very difficult to find the trail in places.

View Hannah's Recording
Chelsey Krygiel
Yellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarThu Mar 05 2020
HikingOff trail

Love it!

View Chelsey 's Recording
Tanner May
Yellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray StarGray StarGray StarSat Feb 01 2020
Hiking

I give this trail a 3 only because of the awesome cave at the end. Its unmarked trail but if you follow all trails you’ll be fine, and make sure you’re staying close to the river. Most of the time you are just finding your own path through all flat area. Not very exciting but the cave at the end makes it worth it.

View Tanner's Recording
Ron Cleary
Yellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray StarWed Nov 20 2019
HikingBlowdownOff trailOver grownWashed out

Tough but amazing trail! Definitely not for beginners. Hike is about 1/2 trail, 1/4 cow path (yes there are cows on the trail) and 1/4 no trail. Good thing is if you lose your way you can always just stay close or in creek. Wear long sleeve shirts and long pants in all seasons. This will help with overgrown brush and ticks / chiggers. If you make effort you will be rewarded with great views.

View Ron's Recording
Matt Oltman
Yellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray StarSun Nov 17 2019
Hiking

I suggest having a bit of experience hiking and backpacking before taking on this trail. If you have hiked some of the shorter or more heavily trafficked trails in Meramec and you are looking to up your game this is the trail for you haha. The trail does not start near the furnace. That is a short loop around the furnace with some info stations. If you are facing the furnace, the trailhead is behind you and it cuts immediately to the creek. It’s easy to lose the trail and AllTrails had to be used to get back on the trail several times. The trail crosses a creek at least a few times and that can make it hard to find the trail.You will have to blaze your own path occasionally so you will want protective clothing and bugs and snakes would probably be an issue in the warmer months so hit this trail in cold weather. There is a lot of neat stuff to see along this trail and I wouldn’t have seen some of it if I hadn’t lost the trail. There are several springs and old structures that really add to the sights.. It is a tough trail but the cave at the end makes it entirely worth it. It is gigantic and beautiful and has easy (ish) access quite far into the cave. Plan to have plenty of time as it is slow going compared to cleanly cut trails.

Dustin Reed
Yellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray StarSat Nov 16 2019
Hiking

Lose trail in some spots. All trails will keep you on track. Awesome cave at end.

View Dustin's Recording
Randy S
Yellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray StarGray StarGray StarMon Jun 24 2019
HikingBugsOver grown

Like others have said, it's pretty overgrown. The only way I could find the trail in many areas was by following AllTrails. For the most part, it follows the creek (on the way back I just walked in the creek most of the way). But the trail is overgrown, you have to walk through brush, duck under branches and fallen trees. Eventually near the end, it turns away from the creek before it starts climbing. That's when I eventually had to give up as it was getting late and I was also not pleased with finding my way through chest-high stinging nettle. Needless to say, I saw plenty of ticks on me during and after.

Joseph Ringling
Yellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray StarMon Mar 11 2019

Best to hike this trail in the cooler months with fewer ticks (late fall, winter). Much easier to navigate. The stream that flows through Hamilton Hollow overflows it’s banks and washes out the trail. Suggest plotting some key waypoints into your GPS that overlay this map. You’ll find more open clearings and zero ticks in the winter. Tip: Park some vehicles at both ends of this hike (e.g. Meramec Visitors center & entrance of Hamilton Hallow). It’s a close shuttle after the hike to pick up the cars. We started at Hamilton & hiked to the visitor’s center. After looping back above Green Cave, you’ll pass some abandoned foundations of old houses. Vintage 1970’s beer cans are scattered about. Too many to count. Gotta love the 70’s!

Daniel Tracy
Yellow StarYellow StarGray StarGray StarGray StarGray StarGray StarGray StarGray StarGray StarSun Dec 23 2018
Hiking

This is a terrible trail. It is not marked at all so you end up walking on game trails half the time. The trail has not been cleared for years and has thorns everywhere and a ton of fallen trees blocking the trail.

Sam Witte
Yellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray StarGray StarGray StarSun Aug 19 2018
Hiking

We only did the Hamilton iron works trail which was only .2 miles. Nice short trail with cool structures but came out with hundreds of tiny ticks.

Jeff Jaspering
Yellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray StarSat Jan 27 2018
Hiking

trail is not marked at all. we took the wrong way. Don't go up the huge hill multiple splits in the trail. we ended up walking into a multi million dollar home out in the middle of nowhere. Ended up walking the road back and started over finally found the 1st cave which is across the creek. never made it to the end cause ran out of daylight

cory marler
Yellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarMon Jan 22 2018
Hiking

one of my favorite hikes.very remote part of the park. not a difficult hike but not for hikers who don't enjoy getting creative with their paths. no trailblazes and often very little trail. i would recommendnot going on the summer time due to overgrowth and ticks. finding your way through this bushwack is well worth the effort to arrive at the magnificent greens cave.

Mike Whittymore
Yellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray StarFri Apr 14 2017
Hiking

It's a beautiful hike with lots of twists and turns. You have to get creative in a few spots when passing over creeks. There one spot where the trail disappears and you have to walk the dry creek bed until it reappears. That was challenging. And be prepared for wet shoes during the rainy season. It can be hard to get across the different wet areas. Also, the ticks! Holy cow! Brushed about 10 off me during the hike, picked off 11 when I go home. But, the cave and its surrounding areas make it worth it. Beautiful!

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