Overlook Mountain Trail

MODERATE 229 reviews
#1 of 57 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

walking

views

wild flowers

wildlife

My favorite place ever!

hiking
2 days ago

I hiked this trail today with my girlfriend. Is ver very foggy, damp and sticky. The fire tower was closed because visibility was basically zero. That being said, we ran around and took pictures from the overlook, and the abandoned hotel. It was neat to explore the ruins in the foggy conditions. Will certainly be coming back in the fall, however.

hiking
4 days ago

hiking
9 days ago

Steep but well maintained wide trail, which made it fairly easy. Plenty of kids and dogs there. Abandoned pre-ww2 hotel about 2/3 of the way up, fire tower at the top and amazing views.

11 days ago

11 days ago

Pretty steady incline the whole way up with a really well maintained trail all the way up. Tons of others on the trail both up and down.

19 days ago

I was not a fan of the trail itself but the views were amazing! And the abandoned hotel gave it even more reason to explore!

20 days ago

Great when I need an easy / quick hike. Somewhat boring way up unless you spot a bear! but fun cool views plus exploring the old hotel make it worth it.

21 days ago

I really enjoyed this hike. Lots to see on the way and a great view point at the end. We even took a detour off the trail for a bit on to another trail for a bit and my brother and his dog ran down to the lake. Did it while carrying my six month old. Very doable but still a good effort

23 days ago

hiking
25 days ago

the views were amazing, long hike but worth it. the whole time you will be walking
up hill. the abandoned 1871 hotel is very cool (you're allowed in to look around). A half mile up you'll find the park rangers who are very nice and hand out water bottles / cookies. the firetower is right around the corner & goes very high up! the view was amazing. there is a rattlesnake habitat at top so becareful (we didn't see any)

25 days ago

25 days ago

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