Best Year Round Expert Hikes in the Catskills

The Innkeeper's Register - Recreation

The Devil’s Path Challenge

Detailed Route Description and Key Waypoints

The Devil’s Path, considered one of the most challenging hikes in the Catskills, awaits. The route spans approximately 24.2 miles and traverses six major peaks: Indian Head, Twin Mountain, Sugarloaf Mountain, Plateau Mountain, Hunter Mountain, and West Kill Mountain. Key waypoints include the junctions at Devil’s Tombstone and the lean-tos at Mink Hollow and Diamond Notch, which are ideal for rest and shelter.

Technical Challenges and Exposure Points

As grueling as it is exhilarating, Devil’s Path demands strong technical skills and mental fortitude. The route’s steep ascents and descents require precise footwork and the ability to handle exposure to sheer drops and rugged terrain. Key exposure points include the Devil’s Kitchen, where narrow passages and loose rocks necessitate cautious navigation. The climb up Sugarloaf Mountain stands out for its steep bouldering and the necessity for hand-over-hand scrambling.

Winter hiking in the Catskills.

Best Seasons and Conditions for Attempting This Route

The optimal seasons for attempting the Devil’s Path are late spring to early fall. During these months, trails are generally dry, and temperatures are moderate. Spring and fall can offer vibrant foliage, making the route undeniably scenic. Early fall, specifically, is often considered the best time due to cooler temperatures and minimal bugs. However, summer attempts should account for water intake and sun protection, while winter hikes demand advanced gear to tackle snow and ice safely. Transitions between seasons can bring unpredictable weather, so always check the forecast and trail conditions before setting out.

Completing the Devil’s Path requires the right preparation, skills, and respect for nature’s unpredictability.

Slide-Cornell-Wittenberg Loop

Route Overview and Navigation Challenges

The Slide-Cornell-Wittenberg Loop is an exhilarating off-trail hike in the Catskills, known for its stunning vistas and demanding terrain. This loop encompasses three major peaks: Slide Mountain, Cornell Mountain, and Wittenberg Mountain. Each peak offers unique challenges and breathtaking views, making it a favorite among seasoned hikers. Advanced navigation skills are essential, as the trail is rugged and often indistinguishable.

Key Features and Scenic Viewpoints

One of the significant highlights of this loop is the panoramic view from Wittenberg Mountain. You’ll witness expansive views of the Ashokan Reservoir and the distant peaks of the Catskills. Cornell Mountain’s distinct rock ledge provides another dramatic viewpoint, perfect for photos. Slide Mountain, the highest peak in the Catskills, offers a sense of accomplishment with its sweeping views and rich history.

Technical Sections and Recommended Approach

The technical sections on this loop require a good balance of physical fitness and careful navigation. The ascent to Slide Mountain is steep and rocky, demanding sure-footedness and stamina. The climb from Cornell to Wittenberg involves scrambling over boulders and navigating narrow passages. Itโ€™s advisable to approach this loop during late spring to early fall when the trail conditions are most favorable. Late spring provides ideal weather, while early fall showcases the Catskills’ stunning foliage.

Preparation is key: pack appropriately, carry navigation aids, and ensure you’re well-hydrated. Stay vigilant about trail markers and respect the natural environment throughout your journey.

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Check out what people say about where to stay in Hancock, NY!

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Excellent187 reviews
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Heather Anne
28 August 2026
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Stayed twice the rooms are amazing Chloebthe young woman at the desk was amazing super helpful and accommodating. However the older lady who works house keeping was rude for no reason. However will definitely stay there over and over again!!
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Hanna Benesch
21 August 2026
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Everything was perfect, the room was large, clean, and comfortable, we enjoyed our stay and would recommend this place.
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Albert Bellamy
12 August 2026
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Love this place! Comfy room, AC works great, everything is very clean, cute spot. I love the corn hole setup out front. Really wished we could have stayed longer - staff is SUPER friendly. We came to visit our son who is working nearby at French Woods. Edit: back for a second year and the place is still awesome! I am consistently amazed by how friendly the entire staff is. Keep up the good work!
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stasia todd
27 July 2026
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Five stars, five big shining beautiful stars. Chloe made my stay comfortable and it was a fair price.
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Aubrey Clay
3 July 2026
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Starting the NEBDR. This is a great place for a good nights rest to get the trip started. Very clean and ran professionally!
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Kari Jo
29 June 2026
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Omg this hotel is adorable!!! So cute and clean! Super clean! And nice shower toiletries, the beds are so comfy, decor very nice and classy! we just needed a night stay and found this and we were obsessed! Love itn
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Eldric Venne
12 June 2026
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Great place to start your NEBDR adventure.
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Craig Poff
19 May 2026
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Clean rooms, friendly staff and great location!
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James
3 May 2026
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This hotel is very well maintained. Itโ€™s clean, updated and tastefully decorated. The staff are all beyond friendly. We have stayed here multiple times over the last few months while our homes been renovated and every times been great.
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Brian McMillin
1 May 2026
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I stay here when fishing. Rooms are clean and comfortable. The staff is always very friendly and helpful.
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Doug Heighington
29 April 2026
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Exceptionally clean, friendly and conveniently located just off the highway. We will certainly be staying here again when we pass through.
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Ang
27 March 2026
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The Rooms are very clean Very niceEverything is up to par. I was very happy With everything and I will definitely go again if you havenโ€™t been there, check it out you wonโ€™t be disappointed
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Keith Franklin
22 February 2026
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We have loved this area for years and our first choice for a stay is the Upper Delaware Inn. Awesome place and the continue to make improvements.
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Nate Jones
4 February 2026
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This was a surprisingly nice motel to stay at. Great service, and there is a little coffee bar. The rooms seemed very clean and the furniture was new.
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Jasmine Wren
20 January 2026
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I showed up around 1:30am (so a late booking). The check-in was still all good this late. I would just suggest calling beforehand for late check-ins. Great place. Great price. And perfect for the night stay I needed.