Roundtop Mountain and Kaaterskill High Peak Loop

This loop is generally considered difficult to moderate, requiring good hiking and navigational skills. Expect challenging sections due to bushwhacking, steep climbs, and potentially faint or unmarked paths. The final 600 vertical feet to Kaaterskill High Peak can be particularly difficult.

The terrain is diverse and often demanding. Approximately 70% of the trail involves bushwhacking through dense vegetation. You'll encounter steep ascents and descents, ledges requiring careful negotiation, and a conifer forest in the saddle between the peaks. Be prepared for wet and muddy snowmobile trails, stream crossings, and mossy areas.

While the very summit of Kaaterskill High Peak no longer offers expansive views, you'll find spectacular vistas from Hurricane Ledge and the northeastern ledge, looking south into the Hudson Valley. Roundtop Mountain also provides some partial views. Historically, you can find the Tory Fort in the saddle between the peaks and sites of plane crashes near Kaaterskill High Peak.

Yes, dogs are generally allowed on trails in the Kaaterskill Wild Forest. However, given the challenging terrain, extensive bushwhacking, and steep sections, ensure your dog is accustomed to difficult hikes and always keep them on a leash for their safety and to protect wildlife.

The trail offers beauty year-round, but the forest is particularly scenic when the leaves are off the trees, allowing for better views. Winter hiking is possible but requires microspikes or crampons for icy sections, especially on the final ascent to Kaaterskill High Peak. Spring and fall offer pleasant temperatures, but be prepared for mud.

No, there are typically no permits or entrance fees required to hike in the Kaaterskill Wild Forest, which is part of the Catskill Forest Preserve. However, always check the latest regulations from the New York State Department of Environmental Conservation (DEC) before your visit.

Specific parking details can vary, but generally, access points for trails in this area are located off local roads. It's crucial to research the most current trailhead parking information before you go, as parking can be limited and regulations may change. Arriving early is often recommended, especially on weekends.

No, this loop is not recommended for beginners or families with young children. Its difficulty, which includes significant bushwhacking, steep climbs, and the need for navigational skills, makes it unsuitable for those new to hiking or with limited experience in rugged terrain.

Yes, the route incorporates sections of the Kaaterskill High Peak Trail, which makes up about 61% of the overall journey. Be aware that a significant portion of this loop involves untrailed bushwhacking between these established sections.

Given the rugged and often untrailed nature of this hike, you should bring essential gear. This includes sturdy hiking boots, plenty of water, navigation tools (map, compass, or GPS with downloaded route), appropriate layers for changing weather, snacks, and a first-aid kit. For winter, microspikes or crampons are essential.

This loop is notable for its inclusion of Kaaterskill High Peak, one of the Catskill 35 peaks over 3,500 feet. It offers a challenging bushwhacking experience, historical significance with the Tory Fort and plane crash sites, and scenery that inspired the Hudson River School artists. It's a favorite for experienced hikers seeking solitude and unique views.