4.5
(9351)
9,352
hikers
01:54
5.63km
420m
Hiking
The Overlook Spur Trail offers a moderate hiking experience, leading you up a continuous uphill climb on a wide gravel road. As you ascend, the scenery improves, culminating in expansive views from the historic Overlook Mountain Fire Tower. This route covers 3.5 miles (5.6 km) and involves a significant elevation…
Last updated: April 23, 2026
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Waypoints
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3.25 km
Highlight • Rest Area
4.32 km
Highlight • Natural Monument
4.70 km
Highlight • Historical Site
5.38 km
Highlight • Mountain Hut
5.43 km
Highlight • Viewpoint
Tip by
5.62 km
Highlight • Viewpoint
Tip by
5.63 km
Highlight • Viewpoint
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Way Types & Surfaces
Way Types
5.59 km
< 100 m
< 100 m
Surfaces
2.93 km
1.87 km
829 m
< 100 m
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Elevation
Highest point (930 m)
Lowest point (510 m)
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This route was planned by komoot.
The trailhead for the Overlook Spur Trail is located in Woodstock, New York. Parking is generally available directly across the street from the Karma Triyana Dharmachakra Buddhist Temple.
Yes, the Overlook Spur Trail is dog-friendly. However, it's always a good idea to keep your dog on a leash, especially given the potential presence of timber rattlesnakes in the area, particularly around the Overlook Mountain House Ruins.
The trail offers beautiful scenery from April to November, with wildflowers in spring and vibrant foliage in autumn. While it can be hiked year-round, the views are particularly rewarding during these months. Winter hiking is also possible but requires appropriate gear for snowy or icy conditions.
No, there are no specific permits or entrance fees required to hike the Overlook Spur Trail within the Overlook Mountain Wild Forest. It is generally accessible to the public without charge.
The hike is approximately 4.4 to 4.6 miles (7.1-7.4 km) round-trip. It typically takes about 2 hours and 30 minutes to complete, though this can vary based on your pace and time spent exploring the summit features.
The trail features a steady, continuous uphill climb for much of the ascent. It's primarily a wide gravel road made of packed crushed stone, described as doubletrack or wider, with little flat respite until you reach the summit area.
Hikers can explore the intriguing Overlook Mountain House Ruins, the historic Overlook Mountain Fire Tower, and enjoy expansive 360-degree panoramic views of the Hudson River Valley, the Catskill Mountains, and the Ashokan Reservoir from the summit viewpoints.
The Overlook Spur Trail is primarily an out-and-back route. You ascend to the summit and then return along the same path. There are no significant loop options directly on this trail.
Yes, the Overlook Mountain area is known to have a population of Timber Rattlesnakes. Hikers should be cautious, especially around the old hotel ruins, and it's advisable to stay on the wide, marked path. Always be aware of your surroundings.
Yes, while primarily following the Overlook Spur Trail, the route also passes through sections of the Overloop Trail and the Meads Meadow Trail.
While rated as 'moderate' difficulty, the trail involves a continuous uphill climb with significant elevation gain. Beginners with good physical fitness should be able to manage it, but those new to hiking might find the sustained ascent challenging. It's not considered a 'beginner' hiking trail in the easiest sense.