Overlook Mountain Sunset Hike

The hike up Overlook Mountain via the Overlook Spur Trail is a popular hike in the Catskill Mountains for a reason - it offers stunning vistas, ruins of an old hotel, a historic fire tower, and for us in the evening, a chance to catch the sunset. 


The trail is well-marked, follows an old road, making it suitable for hikers of various skill levels. It's 2.5 miles from the trailhead to the summit of Overlook Mountain, making for a 5 mile round-trip hike.

The trail begins at the Overlook Mountain Trailhead, located at Meads Mountain Road, Woodstock, NY 12498. There is a small parking area available, but it can fill up quickly during peak times. There is another parking lot further along on Meads Mountain Road with a short trail that connects to the trail at the upper parking lot.

Just past the trailhead kiosk and trail register, the trail starts climbing gently, but becomes more strenuous as it makes its way up Overlook. Less than a mile from the summit, you'll encounter the remains of the Overlook Mountain House, a former hotel that burned down in the early 20th century. You can walk through most of the ruins, just be careful as you make your way through as there are loose stones and sudden drops in some areas. There are also rattle snakes throughout this area, so it is best to always be extra careful.

After the ruins, and the cell tower just above them, the trail becomes steeper and narrower as you hike towards the fire tower. As you near the summit, the trail levels off, and you'll soon reach the cabin below the Overlook Mountain Fire Tower. It's a short walk to the open area of the summit where the Fire Tower sits. Be sure to climb the tower for panoramic views of the Catskill Mountains, Hudson Valley, and beyond.

Since this is an in and out hike, you descend along the same trail you came up. Just as it was a stead ascent, it's a steady descent.

This is moderate hike without any difficult sections, just a long steady climb. The total hike is about 5 miles roundtrip. You'll gain about 1360 feet of elevation along the hike.

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You can find more information about this hike on:
Find additional information about the Catskill Park by visiting the Catskills Visitor Center
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Gear we used on this hike:
Thanks for watching! Be sure to like and subscribe on YouTube if you enjoyed our video. We appreciate the opportunity to share our adventures with you and highlight members of the LGBTQ+ community enjoying the outdoors. Proud gay hikers here! Find out more about us at The Hiker Trash Husbands on the web - https://www.hikertrashhusbands.com

Important Hiking Considerations:
  1. Weather: Check the weather forecast before your hike and be prepared for changes in conditions. Weather can be unpredictable, so bring appropriate clothing and gear. 
  2. Safety: Some sections of the trail can be steep and rocky, so use caution and watch your footing. It's also a good idea to hike with a friend or let someone know about your hiking plans. 
  3. Leave No Trace: As with any outdoor activity, remember to follow the principles of Leave No Trace. Pack out any trash, stay on the trail, and be respectful of the natural environment.

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