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Get ready for a spine-tingling hike through history — and maybe even a few ghost stories. This Halloween weekend, we’re heading deep into the Catskills for a one-of-a-kind adventure to the skeletal remains of the Overlook Mountain House, an abandoned hotel from the 1800s that now stands as a haunting ruin along one of the region’s most iconic trails.
This moderate 5-mile hike winds through beautiful forested paths, past eerie stone foundations, and up to sweeping mountain-top views that overlook the Hudson Valley. We'll also pass a fire tower (for those brave enough to climb) and possibly spot vultures circling overhead — no joke.
Throw on a costume (seriously, it makes it more fun), pack some snacks, and get ready for a day of crisp fall air, weird history, and classic Catskills vibes. After the hike, we’ll warm up with food and drinks before heading back to the city.

REGISTER HERE TO ATTEND https://joinoutsiders.com/events

EVENT TIMELINE:
📍 10:00 AM – Meet at The Standard Biergarten (Meatpacking)
🚌 10:30 AM – Depart NYC
🥾 12:45 PM – Arrive at trailhead and begin hike
👻 2:30 PM – Explore hotel ruins + summit views
🎉 3:30 PM – Head to post-hike food and drinks
🚌 6:00 PM – Depart back to NYC
Event times are approximate and subject to group pace and traffic.

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WHAT’S INCLUDED IN YOUR TICKET:
✅ Roundtrip transportation from NYC
✅ Guided hike to Overlook Mountain ruins
✅ Complimentary water from Spindrift
✅ Post-hike beverages by Lone River

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HIKE DETAILS:
🎃 Difficulty: Moderate
📏 Distance: ~5 miles out-and-back
📈 Elevation Gain: ~1,400 ft
🔗 View the trail on AllTrails

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WHAT TO BRING:

  • Sturdy hiking shoes or boots
  • Weather-appropriate clothing (layers encouraged)
  • Plenty of water (1–2L recommended)
  • Snacks or light lunch
  • Costume (optional, but encouraged!)
  • A sense of adventure... and maybe a flashlight 🕯️

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Expect ruins. Expect views. Expect some haunted Catskills history.
Spots are limited — grab yours now and join us for a Halloween hike to remember. 🧟🍁👻

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