This track leaves out the northwestern 0.8 mile section of the loop. I can’t wait to go back and explore this missing section.
Hiking Trail Description
Short, easy and thoroughly absorbing, Kelly Hollow Loop is one of the most beautiful trails in the Catskills. It came highly-recommended to me from several friends and it absolutely delivered.
The drive out to Mill Brook Road, from Rte 28, passes through a picturesque area of rural New York that includes many working farms.
From there, the day only improves.
Kelly Hollow Loop Hiking Trail
After a short walk from the parking area and trail register, the trail crosses a small stream, turns right, and heads uphill past an iron gate.
There are many such plantations in the Catskills, all exceptionally beautiful.
The CCC was a voluntary public work relief program that operated from 1933 to 1942, as a New Deal initiative — part of FDR’s response to the Great Depression. The Corps provided manual labor jobs for unemployed, unmarried men. It focussed on the conservation and development of natural resources owned by federal, state, and local governments. To this day, the Catskills are peppered with many traces of the CCC’s work.
After half a mile of moderate incline, you come to a junction. You’ll arrive back here via the connector trail to your right. For now, stay to the left. The next two miles are the heart of the hike.
Right away, my wife and I picked up an abundance of tracks in the snow: mice, rabbit, chipmunk, deer, and a steady bobcat track that patrolled the hollow almost the whole way around the entire 4 mile loop.
The yellow-blazed trail is marked for cross-country skiing. The east side is flat and easy. The west side offers a more drama. Mountain hikers will find it all exceptionally easy.
Continuing on, the woods in Kelly Hollow switch back and forth continually between soaring spruce and hemlock, and stands of bare deciduous trees.
This site is dedicated to hiking in the Catskills, Hudson Highlands, Adirondacks, and beyond. If you want great hiking content in your social feed, hit that follow button!
After leaving the spruce woods, the trail turns right and heads down to cross a stream. (This spot, just before crossing the stream, is the jumping-off point for a bushwhack hike up to Mill Brook Ridge.)
Cross the stream and follow the trail heading northwest. To your right, across the hollow, you can see the spruce woods you just walked through.
We found some quality poop…
After working your way around the shoulder, the trail heads up into another Norway spruce plantation.
And there are lots more hemlocks, too.
Kelly Hollow Lean-To
The lean-to here is situated beautifully.
This is a great spot to camp overnight and listen to the coyotes yip and howl.
Work your way around the beaver pond. This was another CCC project, but now the beavers own it. You’ll see their lodge as a low hump on the right side of the pond.
Here, the bobcat tracks we’d been following left the trail and headed out to the lodge for an inspection.
The trail now turns right and heads north. The northern flanks of Mill Brook Ridge tower over the hollow. It’s really a beautifully-protected enclosure. Bless the glaciers.
There are so many cute footbridges in Kelly Hollow I lost track of how many we’d crossed. On the way out, there are a handful more to cross…
The Walk Out
The descent on the way out is mostly gradual with a few spots that are a little steep and, in winter, require extra care — and microspikes!
From the far side of the pond, before you leave this spot, turn around one last time and look back at those towering hollow walls.
My track from this hike leaves out the northwestern section of the full loop. Adding that section, which is lovely and very easy, completes the loop. I did it on a later hike up to Mill Brook Ridge from Kelly Hollow. Near the end of that hike, I discovered a picturesque cemetery that contains the graves of several Civil War veterans. Highly recommended.
On this day, however, we took the…
The 0.2 mile connector trail back to the east side of the trail is really charming and not to be missed. If you do the whole loop as a figure-eight, you’ll cross it from both directions.
We turned right here and followed the connector trail. It descends windingly to a stream, where there’s one more footbridge.
There are not many rock outcroppings along the trail so it was nice to pass by these grand moss-covered boulders near the end of the hike. This trail gives you a little of everything.
The trail curves left again and you come to the final footbridge, which might be the prettiest of the lot.
Finally, the connector trail then ascends sharply to the first junction with the main trail. Turn left to head back down to your car in less than half a mile.
Enjoy this list of beautiful hikes in the Catskills.
The parent mountain for this hike is Mill Brook Ridge.
If you do this hike, let me know how it went in the comments below. Your feedback makes this site better.
Trailhead Info for this Hike
GPS Location: 42.078885, -74.650236
The map below shows the exact topographic location of the trailhead
This hiking trail is so beautiful and so engaging, I totally forgot to check for cell service! My network is Verizon. YMMV.