Explore the most popular trails near Windham with hand-curated trail maps and driving directions as well as detailed reviews and photos from hikers, campers and nature lovers like you.

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on Windham Trail

hiking
29 days ago

Good enough. Pretty gentle ascent. Trailhead only 15 minute drive from home. Fairly crowded at least by the lower section. Lean-to in good shape.

hiking
muddy
1 month ago

Wet. Rainy. Didn’t make it to peak.

hiking
1 month ago

did this trail plus more. really fun watching the mountain bikes fly by

Great trail and amazing views

Great/challenging hike. Went in winter. Started off as low wood with a frozen stream in the middle, and then a gradual climb began. Notable features: two areas of dense/dark forest with trees that have gnarled roots; rocky climbs in some areas. Decent view at top, but you’re mostly looking at flat land below as opposed to a more scenic landscape. Do this one for the challenge and the scenery you see along the way.

hiking
2 months ago

A good hike with a nice payoff at the summit. The hike is through mostly unremarkable forest, although there is an intriguing section of “spooky” woods. What makes the summit special are the three lookouts offering different views. The south facing view is of nearby mountains and the north facing lookouts give a view that fades into the distance of valley lands. Two are located on opposite sides near the summit, but be sure to walk several hundred feet further east, past the geo marker in a rock in the trail, to come to the third lookout.

hiking
2 months ago

Trail was in great shape. Most likely the most memorable mountain I will be on. #isaidyes

hiking
3 months ago

Beautiful gradual climbs...

Great trail. Started at North South Lake. Newman’s Ledge and North Point are my favorite spots.

hiking
3 months ago

Beautiful above-the-cloud hike this morning (8/18/2019). The large parking lot is across NY 23 from the trailhead. There are also mountain bike trails here so pay attention for bikers. The very well maintained trail begins it's uphill climb almost immediately. The early portion of the trail is a soft forest floor before it enters into a stunning pine grove. Once on the other side, the trail becomes decidedly rockier and then gets steeper closer to the summit. Views are limited to the overlooks. The first looks south towards Blackhead, Black Dome, and Thomas Cole Mountains, the second and third look north towards Albany. The true summit is marked by a disc in the rock, in the middle of the trail.

Beautiful, woodsy trail. Pretty mellow elevation gain with some nice views at the top. Did see some very fresh bear sign.

I had such a fun time on this trail. I am not a super experienced hiker, but am trying to get back into it. It was my longest hike so far and was fairly easy. Not very steep except for a few sections. Ran into a couple, one of whom was recovering from knee surgery and they seemed to also find it doable. Overall an excellent time!

Beautiful trail, particularly along the ridge. There are NO water options except for a small creek a mile from the campground.

hiking
bugs
4 months ago

hiking
4 months ago

36 min

Really nice moderate hike! Took me longer than most because I stopped a lot to play with salamanders (lol), but a majority of this hike was pretty flat or a very gradual incline. It was supposed to be rainy today, and it was at the start, but it got sunny and heated up pretty quickly about 2/3 in. The view right before the summit at the two vantage points are really nice and both have nice flat rocks for sitting and admiring. As others have mentioned, I recommend trekking poles - mostly for the way down and especially today with the rocks (and there are a lot of them) being wet and slippery. Took my pit bull mix and she handled the hike just fine.

hiking
bugs
rocky
4 months ago

Follow the GPS but don't turn right down Windham Place, just go straight and takes you right to the trail head. no really a hard trail as it's a very moderate climb. well marked trail. not really muddy. Rocky but not any scrambles. gets really buggy at the top, but mostly ground flys (harmless but annoying). two lookouts at the top which are beautiful.

At the peak right now. Definitely a moderate trail, not difficult. Easy grade, not a lot of mud, no steep sections or scrambling up rock. Made it up in 1hr15min with my two shepherds who didn't need help at any point (no streams though, bring water). The trail itself is beautiful - cool rock formations at the bottom, grass covered forest floor throughout, and some cool pine tree stands.

hiking
5 months ago

Moderate hike with no scrambling. It was quite hot and humid, and a lot of the grass and vegetation was overgrown in the trail - wear pants if you’re worried about bugs, ticks, etc. There are really only two views (at the summit) but they are quite fantastic. The rest is a nice and peaceful and relatively easy walk in the woods.

Good walk. Easy. Not really any notable views but still enjoyable. Lots of mountain bikers on these trails, so I bet it’s more exciting with bikes! There were cool slanted areas and almost bumpy areas for mountain bike fun.

Nice walk in the wood. Many moschitos. not such a great view from the peak. The trail is very well marked, and it does not present particular difficulties.

great hike with great company. beautiful views.

on Cave Mountain

hiking
6 months ago

This was a hike up ski slopes to two Catskills peaks. There’s many ways to do this hike, it all depends on what trail/slope that you choose. The slopes are steep and we switched back up them and used service roads to help out with the ascent. The summit of West Cave Mountain is behind the lift but in front of the ski patrol building. We took the bike trail over to Cave Mountain and the high point is behind the ski patrol building by a group of rocks. The grass was tall going up the slopes and it really wasn’t muddy.

hiking
bugs
muddy
6 months ago

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