Leatherman Cave Trail

MODERATE 204 reviews
#1 of 3 trails in

Leatherman Cave Trail is a 2.1 mile moderately trafficked out and back trail located near Watertown, Connecticut that features beautiful wild flowers and is rated as moderate. The trail is primarily used for hiking, walking, and nature trips and is best used from April until November. Dogs are also able to use this trail but must be kept on leash.

Distance: 2.1 miles Elevation Gain: 610 feet Route Type: Out & Back

dogs on leash

kid friendly

hiking

nature trips

walking

cave

forest

views

wild flowers

muddy

snow

hiking
muddy
16 days ago

hiking
muddy
snow
20 days ago

Fun trail even with a little snow/ice on it. Took the dog and had no problems. Unfortunately didn’t make it to the cave.

hiking
2 months ago

First time hiking in almost a year.

hiking
rocky
scramble
washed out
2 months ago

This trail is right up my alley! Great climb, awesome overlooks throughout the hike as you weave in and out of the woods. I preferred this hike over anything within Black Rock, personally. The trail runs right along the ridgeline in parts, so watch your step in areas closer to the edge. I’ll be honest though, totally missed the “cave”. There were some cool rock formations, maybe it was there, but I didn’t even pay attention. It certainly didn’t stand out. I also found a couple cross-trails that weren’t marked, and I must have missed a blue blaze trail marker, which lead me right back to the car, but away from some outlooks and shortened the out and back more than I really wanted...or knowingly meant to.

hiking
2 months ago

Great hike, beautiful scenery. Went with 6 boys today ranging in age 18 months to 10yrs old. There are a few spots with drop offs very close to the trail so take caution with children and being fall it was a bit slippery with wet leaves.

hiking
2 months ago

I wasn’t sure where to park to do this trail end to end - so I parked at Black Rock State Park and did middle to one end then back to middle, and then middle to the cave. It was a total of 6 miles. Trail was great. Some sections were moderate to difficult some were really easy but it was a good mix. Some of the trail markings towards the cave were hard to follow but they were there if you looked hard enough. Great hike. Took me just over 3 hours.

hiking
rocky
scramble
4 months ago

Fun hike thru the woods and along rock ledges. A bit of a workout but not too tough. When you get to the end the cave is down below the overlook - walking away from the view go the left down and around 50 yards or so to the cave area.

hiking
4 months ago

A nice moderate level Trail. Some steep rocky areas but still able to walk the dog up them. Nice views at the top of the cave area.

hiking
off trail
rocky
4 months ago

Excellent Moderat trail with conditions ranging from pave to Rocky. Due to weather conditions did not complete trail this time around. Will return

hiking
4 months ago

Nice hiking but terribly marked trails

hiking
scramble
5 months ago

This is an excellent trail for a hiker who is looking for a nice warm up challenge. It’s very achievable even as a beginner. However bring water and good hiking shoes. It has some slight upgrades. The whole hike to the cave was a treat and well worth the trip.

hiking
5 months ago

We loved this trail. Clear markings, good workout. Even if you go off trail it will still eventually meet back to blue.

hiking
6 months ago

We park along the road and headed the wrong way. Start at old pipe gate and head towards and cross route 6. Once you get to the view at the top, turn around and take trail down around rock face to get to the cave. We then continued through the cave and followed path around until it met back up with trail we walked in on.

hiking
bugs
muddy
rocky
scramble
6 months ago

hiking
muddy
rocky
washed out
7 months ago

Rained the night before. some parts of the trail were washed out.

hiking
rocky
9 months ago

Absolutely amazing trail quick and easy very nice scenery

hiking
9 months ago

did the mattatuck trail to the branch brook trail to make a nice 3.3ish mile loop then walked around BlackRock state park a bit and also did the red to blue loop in the other direction, nice 6+ mile hike with some decent elevation gain in areas

rocky
9 months ago

The trail is on the opposite side of the road from the mattatuck trail sign. Don't do what i did and hike a mile in the wrong direction. The views are beautiful and the cave is gorgeous, at the price of an uphill climb. This is a part of the Mattatuck Trail, which is so long that its segments have nicknames. So it is correct to call it Leatherman's Trail. It even says Leatherman on the state park map, despite whatever other reviewers have said.

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