4.7
(8394)
8,395
hikers
02:31
7.41km
400m
Hiking
Hike the moderate 4.6-mile Overlook Spur Trail to a fire tower and historic ruins, with 360-degree views of the Hudson Valley.
Last updated: February 26, 2026
Tips
Your route passes through a protected area
Please check local regulations for:
Waypoints
Start point
Parking
Get Directions
3.62 km
Highlight • Viewpoint
Tip by
3.80 km
Highlight • Viewpoint
Tip by
7.41 km
End point
Parking
Way Types & Surfaces
Way Types
7.13 km
237 m
< 100 m
Surfaces
5.87 km
1.26 km
275 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
Sunday 10 May
20°C
8°C
10 %
Additional weather tips
Max wind speed: 6.0 km/h
to get more detailed weather forecasts along your route
This route was planned by komoot.
The trail begins near Woodstock, New York. Parking is available at the trailhead, but it can fill up quickly, especially on busy days. It's advisable to arrive early to secure a spot.
The trail primarily follows a wide, doubletrack gravel road. You can expect a steady and continuous uphill climb for the first 2.5 miles. The initial 1.5 miles are particularly steep, often described as a 'slog,' before the terrain levels off near the old mountain house ruins. Overall, it's rated as moderate to difficult due to the significant elevation gain.
The route offers several highlights. You'll encounter the intriguing stone ruins of the abandoned Overlook Mountain House. The summit features the historic Overlook Mountain Fire Tower, which provides spectacular 360-degree panoramic views of the Hudson River Valley, the Catskill Mountains, and the Ashokan Reservoir. There are also various cliff overlooks offering incredible vistas. You'll also pass a Viewpoint along the way.
Yes, the trail is generally dog-friendly. However, given the presence of Timber Rattlesnakes in the area, it's highly recommended to keep dogs on a leash and stay on the wide main path to ensure their safety and yours.
The trail can be hiked year-round, but each season offers a different experience. Spring brings blooming mountain laurel in June. Fall provides stunning foliage views. Summer can be warm, while winter hikes require appropriate gear for snow and ice. Consider your comfort with crowds and weather conditions when planning your visit.
No, there are no specific permits or entrance fees required to hike the Overlook Spur Trail within the Overlook Mountain Wild Forest.
The Overlook Mountain area is known for its population of Timber Rattlesnakes. They can be found anywhere from the parking lot to the summit and around the hotel ruins. It's crucial to stay on the wide trail and be vigilant, especially when exploring off the main path.
The full out-and-back hike to the summit and back is approximately 4.6 miles (7.4 km) and typically takes around 2 hours and 30 minutes to 3 hours, depending on your pace and how long you spend at the summit.
The Overlook Spur Trail is primarily an out-and-back route to the summit, where you can enjoy the fire tower and ruins before returning the same way.
Yes, directly across the street from the trailhead, you'll find the Karma Triyana Dharmachakra temple, a Buddhist monastery with architecture resembling those found in Tibetan mountainsides. It's a unique cultural point of interest worth noting.
Yes, the route primarily follows the Overlook Spur Trail, but it also passes through sections of the Overlook Trail.
Loved this chilled-out mountain trail above Woodstock with a firetower with panoramic views at the summit. Make it longer with a hike to Echo Lake, where you can also camp for the night.