Devil's Path: Indian Head, Twin, and Sugarloaf Loop
Devil's Path: Indian Head, Twin, and Sugarloaf Loop
3.0
(29)
40
hikers
09:51
23.6km
1,340m
Hiking
Hike the Devil's Path: Indian Head, Twin, and Sugarloaf Loop, a difficult 14.7-mile route with 4381 feet of gain and stunning Catskill views
Last updated: February 26, 2026
Tips
Includes segments that may be dangerous
Parts of this route comprise highly technical, difficult, or hazardous terrain. Specialist equipment and prior experience is required.
After 4.28 km for 1.14 km
After 5.53 km for 7.93 km
After 18.3 km for 2.37 km
Waypoints
Start point
Parking
Get Directions
5.42 km
Highlight • Viewpoint
Tip by
7.98 km
Highlight • Viewpoint
Tip by
10.3 km
Highlight • Viewpoint
Tip by
23.6 km
End point
Parking
Way Types & Surfaces
Way Types
12.0 km
11.5 km
< 100 m
Surfaces
11.5 km
8.01 km
4.00 km
< 100 m
Sign up to see more specific route details
Sign up for free
Elevation
Sign up to see more specific route details
Sign up for free
Weather
Powered by Foreca
Today
Monday 18 May
28°C
17°C
23 %
Additional weather tips
Max wind speed: 14.0 km/h
to get more detailed weather forecasts along your route
This route was planned by komoot.
This loop is consistently rated as "difficult" and is considered one of the most challenging and potentially dangerous hiking paths in the East. It features rugged terrain, steep ascents and descents, and requires occasional hand and foot use for climbing. Expect a demanding experience with significant elevation gain and varied terrain.
The trail features a demanding and varied terrain, characterized by steep ascents and descents, numerous rock and root scrambles, and tricky rock chutes. Hikers should be prepared for vertical climbs, including a particularly difficult 30-50 foot section up a nearly sheer cliff where small tree roots may be needed for assistance. Muddy sections can also be present.
Despite its demanding nature, the loop offers spectacular views. You'll find notable vistas at the Sugarloaf Mountain Overlook and the Twin Mountain Overlook. Near Indian Head, look for ledges offering wide views over the Hudson River. The Indian Head Mountain Viewpoint also provides expansive scenery.
This challenging loop typically takes 8 hours or more to complete, depending on your pace and how often you stop to enjoy the views. It involves substantial elevation gain over its 23.6 km (14.7 miles) distance.
Common trailheads for sections of the Devil's Path, which this loop is part of, include Prediger Road and Mink Hollow. Parking availability can be limited, especially on weekends, so it's advisable to arrive early. There are no shuttles specifically for this loop.
No, there are generally no permits or entrance fees required for day hiking on public trails within the Catskill Park, including the Devil's Path. However, always check for any updated regulations or specific requirements for camping if you plan an overnight trip.
Dogs are generally allowed on trails in the Catskill Park, but they must be kept on a leash at all times. Given the extreme difficulty and rugged terrain of this specific loop, including vertical scrambles, it may not be suitable for all dogs, especially smaller or less agile ones. Consider your dog's capabilities carefully.
The best time to hike this trail is typically during the late spring, summer, and early fall. Fall offers spectacular foliage, but can also bring colder temperatures and wet leaves making the already challenging terrain more slippery. Winter hiking is possible but requires specialized gear and experience due to ice and snow.
Yes, this route utilizes significant portions of the famous Devil's Path, covering about 58% of the loop. It also incorporates sections of the Long Path (48%), Mink Hollow Trail (22%), Pecoy Notch Trail (18%), and Jimmy Dolan Notch Trail (16%).
Given the trail's difficulty and length, you should pack essentials like plenty of water, high-energy snacks, a map and compass or GPS device, a first-aid kit, and appropriate layers of clothing. Hiking poles are highly recommended to aid with the challenging ascents and descents. Sturdy hiking boots with good ankle support are a must.
While this specific loop is very difficult, the Catskill Park offers many other trails. For less strenuous options, you might look for trails around North-South Lake Campground or other state land areas that offer shorter distances and less elevation gain. Always check trail descriptions and difficulty ratings before heading out.