Yankee Smith Trail is a 3.2 mile out and back trail located near Round Top, New York that features a great forest setting. The trail is rated as moderate and primarily used for hiking and trail running.

3.2 miles
508 feet
Out & Back

kid friendly


trail running


1 month ago

Trail is no longer maintained and part of it appears to have been purchased by a private owner who has clearly posted no trespassing signs.

Tuesday, April 11, 2017

Quiet. Perfect for a little swim and getaway. Strange roads before hand but lead to a beautiful location.

trail running
Wednesday, May 18, 2016

Awesome trail! Make sure to check out the Venus Pool then double back to the main trail. Once you get past a mile or so the signs disappear but like the other posts say, just follow any marker on the trail, paint, ribbons, yellow, blue, red, whatever. There is cell coverage too so just pull up the Alltrail map if you get lost.

Before leaving check out the Fish Pool below the covered bridge - Spectacular!

Saturday, March 12, 2016

Interesting trail...or sorta trail. We hiked about a half mile before we saw the first Yankee Smith trail sign, other than the sign at the trailhead. Basically if you see any color trail marker follow it...red, yellow, blue, white. There are other trails in the area to explore as well. Fun day, beautiful stream.

Monday, November 30, 2015

this would be a five star trail if this was better marked out. not only was the sign that marked the beginning rotted (found out on the way out) I was hiking in the fall so I had to rely on paint marks of inconsistent coloring and no real easy of knowing if I hit the end of the trail or not, as it apparently connected to a trail that ran parallel to a gorgeous stream next to some amazing rock walls.

so if you are comfortable using your intuition to hike I recommend this trail, there is a lot of beauty to take in.

Tuesday, April 14, 2015

This place was great. There are many trails leading off of this trail. Can keep you busy the entire day with different levels of difficulty. Actually kept hiking past trail and hiked up the creek a good 2 miles more. There's a beautiful pond too. Filled with fish and snapping turtles.

Friday, October 20, 2017

Monday, August 21, 2017

Saturday, August 19, 2017

Saturday, June 17, 2017

Monday, January 30, 2017

Saturday, February 20, 2016

recorded Yankee Smith

Saturday, January 02, 2016

Monday, August 13, 2012