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When the Hudson River School of painters began to romanticize the quintessentially American Hudson river valley in the early 19th Century, well-to-do Americans suddenly saw in their own backyard an untapped region of beauty and adventure. Scantly populated even today, New York state has always offered views of farmland, mountains and river vistas without a lengthy trip to Europe, where socialites had previously traveled for vacations. No sooner had the region become fashionable than luxury hotels sprang up through the Catskills and surrounding regions — among the earliest and most prominent of them the Overlook Mountain House.
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At around 3,200 feet, Overlook is far from the highest peak in the Catskills, and the parking lot where one begins is already something like 1,800 feet in elevation (driving there feels like that first leg of a rollercoaster, when you're being ratcheted up the hill). The path to the top isn't a true hiking trail, either, but an old carriage-way now laid with stones. It's straight and smooth and mostly unshaded, but such trails are often deceptively unforgiving compared to traditional hiking trails, especially when you're marching more or less straight uphill. There are no switchbacks and no views, and thus there's little to break up this hike except jealously at fellow hikers passing you as they come down.
When you finally make it, it's well worth it. The main building of the Mountain House can be seen from a distance, but there are others scattered throughout the woods, including the stone foundations of a large circular fountain. The Mountain House is so easily accessible from the trail — which itself is only a short drive from the town of Woodstuck — that it will be visited by dozens of people on any given nice day, so there's no need to worry about the legality of your visit. The building is relatively safe considering its age, and since the upper floors have all collapsed, there's nowhere to walk but on solid ground. For this reason there isn't a whole lot to see, either — mostly walls, a few remaining staircases, and the trees that have invaded the interior. The other, smaller buildings have even less to offer, and probably aren't worth exploring in-depth.
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The town of Woodstock is a worthwhile destination of its own, especially if you're into eyeball-searing 60's fashion aesthetics. Beyond the novelty tie-die t-shirts, it's a cute artsy/touristy town with plenty of restaurants and coffee shops and quirks.
Further reading:
hudsonvalleyruins.org
wikipaltz.com
Photo courtesy of Alison Yuhas
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