Halloween Costume Hike

Ticket sales are currently closed. If you're interested in joining, please email info@joinoutsiders.com and also add your name to the waitlist. If we get 10 ticket requests, we'll open another batch of tickets.

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.

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.

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

✅ Professional Photographer

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

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 🕯️

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