We Did the Research, This Is Officially the Most Bizarre Hiking Trail Name in New York

If you’re searching for a hiking trail in New York that stands out for more than just its scenery, the Labyrinth Trail at the Mohonk Mountain House (not to be confused with the adjacent Mohonk Preserve) is a must-visit. With a name that immediately sparks curiosity and a route that lives up to its quirky promise, this trail is easily one of the most bizarre—and entertaining—hiking experiences you’ll find in the state.

The name “Labyrinth Trail” isn’t just for show. This roughly one-mile strenuous trail, located near New Paltz, is a winding, twisting adventure through a natural maze of boulders, crevices, and narrow passageways. The word “labyrinth” perfectly captures the feeling of navigating its mysterious, rock-strewn corridors. You’ll find yourself squeezing through tight spaces, climbing ladders, and ducking under overhangs, all while wondering what’s around the next corner.

One of the most memorable sections of the trail is called the “Lemon Squeeze.” Yes, you read that right! The Lemon Squeeze is a hilariously named, ultra-narrow rock passage that requires hikers to shimmy, twist, and squeeze their way through. It’s a rite of passage for anyone tackling the Labyrinth Trail and is sure to have you laughing (and maybe holding your breath) as you inch your way up.

The Labyrinth Trail isn’t your typical walk in the woods. It’s an interactive, hands-on hike that feels more like an obstacle course than a traditional trail. You’ll encounter sections that require scaling, crawling, and full-body maneuvering throughout the trek.

The payoff? You’ll emerge onto a rocky lookout with stunning views of the Shawangunk Ridge and Hudson Valley—a great spot to catch your breath before the final climb to Sky Top Tower, where even more panoramic vistas await.

This trail is perfect for adventurous spirits, families with older kids (ages 8 and up), or anyone looking to add a little whimsy and challenge to their hiking in New York. It’s a trail that will have you grinning from start to finish, and the stories you’ll tell afterward are half the fun.

Planning your visit? The trail is open from mid-April through mid-November and is best suited for those comfortable with tight spaces and heights. Be sure to wear sturdy shoes and bring plenty of water, as you’ll be using both your hands and feet along the way. Since the Labyrinth Trail is located on the private grounds of the historic Mohonk Mountain House resort, you’ll need to purchase a Hiking Trail Pass online in advance. Parking is available at the Mohonk Gatehouse lot, about 2.2 miles from the trailhead, so be prepared for a decent walk before you begin.

If you’re looking for a hiking trail in New York that’s guaranteed to be memorable, the Labyrinth Trail (and its famous Lemon Squeeze) is a must-try. It’s engaging, demanding, and guaranteed to leave a lasting impression. Ready to get started? Head to AllTrails for maps, reviews, and up-to-date trail info, and visit the Mohonk Mountain House website for more details on access, passes, and visitor guidelines.

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