Overlook Mountain Trail

MODERATE 322 reviews
#1 of 63 trails in

Overlook Mountain Trail is a 4.8 mile heavily trafficked out and back trail located near Woodstock, New York that features beautiful wild flowers and is rated as moderate. The trail offers a number of activity options and is accessible year-round. Dogs are also able to use this trail but must be kept on leash.

DISTANCE
4.8 miles
ELEVATION GAIN
1407 feet
ROUTE TYPE
Out & Back

dogs on leash

birding

hiking

nature trips

snowshoeing

trail running

walking

views

wild flowers

wildlife

hiking
13 hours ago

steady ascent and descent. Easy trail marking, you just need to follow the path. Crowded even on friday afternoon.

hiking
19 hours ago

This is an awesome hike to an old hotel, fire tower, and cliff overlook of the Hudson Valley. The kids loved this one. Check out our full write up which includes directions and other things to look for.
http://www.eastcoasthiker.com/trails/overlookmountain

hiking
20 hours ago

It was an amazing hike beautiful view on top

hiking
3 days ago

hiking
3 days ago

hiking
4 days ago

Trail is not hard but it is a steady climb. I brought my small dog with me on this hike and she was already 12 years old at that time, she was still able to hike most of it. View at the top is just amazing. I recommend that you hike early in the morning as it gets crowded around noon time.

5 days ago

hiking
5 days ago

6 days ago

Walked this with my 4 & 2 year old boys who managed to trek about 90% of the way up by themselves. They loved the cookies at the top and the chance to see a rattlesnake curled up. The ruins of the hotel and the fire tower views were amazing!

6 days ago

great hike. great view.

hiking
6 days ago

hiking
7 days ago

7 days ago

this is a solid hike. If your not in decent shape you will be taking lots of breaks. The views are breath taking.

10 days ago

kind of boring on the way up, but the ruins and fire tower are so worth it! the views from the top of the tower are incredible....

10 days ago

It was a nice incline with an incredible reward at the end. The old hotel was also a great surprise.

hiking
10 days ago

The trail is a wide steady climb. Beautiful views from either the tower or overlook. However, This is the first trail I have done where I encountered an enormous amount of flies b/c there was dog poop all over the place-horrible!

12 days ago

Gorgeous view from the top!!

hiking
12 days ago

hiking
12 days ago