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

1 day ago

Beautiful views in the beginning, plain hike for the rest of the trail. In my opinion , the trail rated as "moderate" only due to elevation. Some areas didn't seem to be accessible by dogs. Overall nice cardio !

6 days ago

We hiked on this trail a year ago (Sept 9, 2017) starting from the other side of Hudson River, at Brooks Lake. We hiked through the woods up to Fort Montgomerry and afterward we crossed a pedestrian bridge over Popolopen Creek, then continued over Hudson River bridge. From here we reached the starting point of Anthony's Nose trail. Both parts of this trails were rewarding. This in-and-out extended trail was a little more 9 miles.

11 days ago

Beautiful hike (easily accessible from New York City by train). Great views on Hudson valley.

Great trail with awesome views!
Challenging in the beginning going to the right of the loop, but nothing too crazy.
Lots of parents with kids, so you can do it!
Infinitely less crowded than Brackneck (at least the day I went), which is a plus

26 days ago

Fun but short hike. Strenuous uphill but it’s over quick, and the rest of the trail feels too short! Nice though, and beautiful views from the top.

1 month ago

The map shown does not lead you to the chimney, but it is correct for the loop.
To get to the chimney take the green trail to the yellow (not the yellow to the left! Stay straight from green to yellow) then take the white trail to the right. Trails ends at chimney and vista view. Very pretty. Good kid trail. Easy and not too long.
Use Avenza Map PDF download for Phillipsburg. Very good map.
FYI: Yellow trail to left needs lots of trail work - trail is almost impassable at one point. Many downed trees across trail.

1 month ago

Great hiking trail. A little rock scrambling on the way up. Stunning views especially of the Bear Mountain Bridge.

2 months ago

Great view, moderate hike depending on you physical capabilities, take it slow if it's to hard.

Amazing views and a good climb

My new favorite trail! Did the full thing which is close to seven miles. You see amazing view of Cold Spring, Storm King and the Hudson I believe. You also get to see some nice water sights, ruins and wild turkeys! Love this hike!

wonderful trail around a pretty lake

4 months ago

Great hike with an easy climb. Nice view.

5 months ago

Great hike. Good climb.

5 months ago

Perfect trail if you're searching for some solitude. Took the trout Brook connector trail to reach the Wicopee trail....hung a right eventually met up with the clove creek trail and the Wicopee ends at the junction with the School Mountain rd trail. Turned around and followed the trail back to the other end where it meets up with the Charcoal Burners trail with a nice eastern view ta boot. Saw a towhee three brown thrushes and a pair of yellow bellied sapsuckers. Very enjoyable... follow the blue blazes

6 months ago

My family and I hiked the trail while it was snow covered. A bit challenging due to the conditions...wear good boots with aggressive tread. The view from the summit is breathtaking. Highly recommended.

8 months ago

Not a bad trail, just doesn't offer the views of surrounding hikes.

9 months ago

I started this hike from the beginning of the Under Cliff trail in the Nelsonville Nature Preserve, saw 2 pileated woodpeckers and 2 bluebirds as soon as I stepped onto the trailhead. To access the trail from here turn on pearl st off of 301 and take it to the end, there's a parking lot and a kiosk at the trailhead. Hike was approximately 9 miles round trip this route. Followed the yellow trail to white to blue to red and back to yellow. Not many views because of the snowstorm but absolutely serene as the snow fell in the woods

10 months ago

It is a wonderful place for good hiking

10 months ago

Easy to get to, aerobic climbs and nice views.

11 months ago

This was an out & back photo hike.

Monday, June 26, 2017

Very nice trail. But if it has better view, it would be a 5 star.

Monday, June 19, 2017

Beautiful long day. White - Blue - Red - Yellow - White. Starts out pretty difficult, mellows after Bull Hill. The elevation gain coming back is easy comparatively speaking. Encountered 3 fairly large black racers on the start of the yellow coming off red. Ruins were interesting. Views on Undercliff Yellow were stunning.

Sunday, June 04, 2017

not sure why this trail was so well rated. The "waterfall" was nowhere to be found, and the trail was overgrown with grass so badly that we had to do tick checks every 10 minutes.

Also worth mentioning is the overflow on the main path in and out. I didn't plan to walk through water on my hike, and definitely didn't appreciate the wet socks...

Friday, May 12, 2017

Perfect trail. Some small inclines to keep it interesting. Nice and quiet for my dog and I!

Monday, February 20, 2017

We hiked this trail on Feb 19 when it happened to be nearly 65 degrees with snow still on the ground. Beautiful hike, not strenuous even for the first hike of the season.

We had difficulty finding the chimney however and only ran into a small fire pit along the AT portion of the hike.

In winter it can be easy to lose the trail between the AT section and the loop back if following the trail clockwise. No markers for a while and the trail was flooded with melting snow.

Saturday, February 18, 2017

Chimney Trail is a very nice walk.

Thanks to Gregory & Eric's posts, we were able to discern where the trail head was, as there was only a sign for Moneyhole Mtn...

Green, to Yellow, to White was perfect guidance to follow up to the top.

Hiked it today, Feb 18th, in 50° weather. The trail was snow covered, but with good hiking boots, it was fine.
Beautiful views from the top of the snow caped mountains

Sunday, January 29, 2017

Awesome trail. To get to the "Camp fire" you want to follow the green trail to yellow to white. Its an easy trail, used it in January, if there's snow, and its begun to melt, your going to encounter a portion thats over flooded and have to go around it off trail or walk through 3" of water.

Unlike the map above this doesn't loop, but ends at the top if a hill with the chimney and a wonderful view Westward. Just follow the trails

Monday, December 12, 2016

I think it's more of an easy hike but very nice view from the top. The directions leave you short of the trail head. Parking is about 200 yards before the trailhead and the trailhead is across the Garrison Fish and Game Club.

Wednesday, November 02, 2016

The trail was tough in the beginning, it was hard a climb for the first mile then it leveled off and descends. There was some great views of the Hudson River and other mountains in the area. Definitely would do it again, but would try some other trails in the area instead.

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