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Tackle New York’s Devil’s Path with Upstate Hiking and conquer six rugged summits over 20 miles. Expert guides, inspiring views, and unforgettable adventure await in the Catskills.
Tackle New York’s Devil’s Path with Upstate Hiking and conquer six rugged summits over 20 miles. Expert guides, inspiring views, and unforgettable adventure await in the Catskills.
Book with Upstate Hiking
Verified experiences and guided adventures in the surrounding area.
Operated by Upstate Hiking · Medusa, New York
Carved into the heart of New York’s Great Northern Catskills, the Devil’s Path stands as one of the East Coast’s most demanding and rewarding hiking routes. Spanning roughly 20 rugged miles and six steep summits—Indian Head, Twin Mountain, Sugarloaf, Plateau, Westkill, and Hunter—this trail is a crucible of challenging scrambles, dizzying cliffs, and sweeping views that stretch across dense forests and rocky ledges above 3,500 feet. Upstate Hiking steps boldly into this wild terrain, offering guided trips that tailor the experience to your skill level and ambitions, whether you aim to test yourself over the entire path or conquer select sections.
This trail earns its reputation with its mix of natural features: sharp rock faces worn from millennia of weather, quiet mountain meadows, cascading waterfalls hidden just off the beaten track, and remnants of local quarries—a slice of Catskills history framed by the rugged landscape. The trail demands focus and fitness, rewarding hikers not just with a physical challenge but with moments to pause and catch views echoing the wilderness spirit of the region.
Upstate Hiking isn’t merely a guide service; it’s your strategic partner in overcoming the Devil’s Path. Beyond expert trail navigation, their guides document your journey through candid and posed photography, capturing the raw energy and beauty of each step — snapshots you’ll cherish long after your boots are off. Included in the experience are light summit picnics, all necessary permits, and gear essentials like bug spray and rain protection. With a keen understanding of the Catskills’ unpredictable weather and terrain, Upstate Hiking ensures every outing is as safe as it is thrilling.
For outdoors enthusiasts considering the Catskills, Upstate Hiking’s Devil’s Path hikes offer a dedicated gateway into the wilderness challenge that defines this storied mountain landscape. Whether you’re chasing summit views, rugged scrambles, or the satisfaction of an epic day hike, this is where the Catskills’ adventurous spirit comes alive.
expert.
6–10 hours.
Requires strong cardiovascular endurance and upper-body strength for scrambles; prior hiking experience recommended.
It’s considered an expert-level hike due to long distance, significant elevation changes, and technical rock scrambles.
Beginners are encouraged to start with shorter sections; Upstate Hiking can tailor the route to match your skills.
Guided hikes include expert trail navigation, photography, picnic snacks, permits, bug spray, rain gear, and backpack lending if needed.
Policies vary; it’s best to check directly with Upstate Hiking regarding pets due to the technical nature of the trail.
Yes, many hikers combine camping for multi-day trips to manage the demanding mileage and elevation gain.
Expect to see white-tailed deer and occasional black bears; always practice safe wildlife observation and food storage.
The Devil’s Path is one of the oldest hiking routes in the Catskills, known since early 20th century for its ruggedness and scenic vistas.
Upstate Hiking promotes Leave No Trace principles to protect delicate ecosystems including fragile alpine flora along the summits.
Upstate Hiking is a guided hiking provider focused on curated outdoor experiences across New York state, offering trips in the Adirondacks, the Catskills, Tannersville, and the Gunks. The business lists a range of offerings including Engagement Hikes in Tannersville that include expert trail guidance, on-trail photography, and a scenic picnic to support a personalized proposal. Adirondack Hikes emphasize rugged terrain, rock scrambles and summit views on New York’s taller mountains, with logistics handled so participants can focus on the journey. Hike the Devil’s Path covers six summits over roughly 20 miles of rugged terrain and scrambling, with guidance tailored to skill level. The published trip titles also include Scramble through the Gunks, Half-Day Hikes, and Full-Day Hikes; specific details for those are available through the provider’s booking channels. Guides on listed trips emphasize safety, navigation, and trip logistics. Photography is included for engagement experiences as described. Trip itineraries, route difficulty, and support services vary by experience and are communicated at booking to ensure appropriate preparation. Travelers can review available trips and contact the provider for detailed itineraries, pricing, and booking information before reserving a hike.
Book with Upstate Hiking