Stissing Mountain from Thompson Pond

A super fun new route up the steep and rugged eastern side of Stissing Mountain.

Hike Length: 2.3 miles (3.70 km)

Total Ascent: 880ft (268m)

Intensity: Difficult Taconics Hike

Route Type: Loop

Includes: Blazed Trail, Unmarked Trail, Rock Scrambles, Road Walk

Parent Stissing

Similar Entries In: Taconics, Home Page, The Difficult Hikes, , , , , .

pink flag delineating new route up Stissing Mountain from Thompson Pond

Pink flag on new route

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 This loop begins with a short road walk.

This new trail up the steep and rugged eastern side of Stissing Mountain is an absolute banger.

Welcome to the rugged new path that ascends Stissing Mountain’s steep eastern face—a trail crafted for those who seek a more challenging and scenic route to one of the Hudson Valley’s iconic peaks. Spearheaded by the Friends of Stissing Landmarks, this route not only diversifies the hiking options on Stissing Mountain but also showcases the group’s dedication to maintaining and enhancing the natural beauty of this beloved area.

Designed with sustainability in mind, the path features striking rock staircases and multiple switchbacks that wind tightly up the mountain. These thoughtful constructions not only protect the mountain’s delicate habitats but also make the steep ascent more manageable and engaging.

Allow approximately 1.5 hours to ascend this trail, during which you will traverse a side of Stissing Mountain that presents both a physical challenge and a rich sensory experience. The summit rewards hikers with expansive views over the Hudson Valley and a visit to Stissing’s fire tower, standing as a proud sentinel at the peak.

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friends of stissing landmarks
Friends of Stissing Landmarks blaze

Stissing from Thompson Pond Hiking Trail

The new sustainably designed trail includes…

  • Steep and rugged terrain — much steeper than the classic trail
  • Stunning rock staircases
  • Multiple switchbacks
  • Some great views
  • You’ll literally see a new side of Stissing Mountain

Stissing Fire Tower from Thompson Pond Hike Time

Allow 1.5 hours for this hike.

Stissing Mountain Trail Notes & Gallery

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Similar Hikes

The classic trail up Stissing Mountain provides an easier and quicker route to the fire tower.

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The parent mountain for this hike is Stissing.

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Trailhead Info for this Hike

Small roadside lot

Google Maps Location: 41.969974, -73.682365

The map below shows the exact topographic location of the trailhead

Cell Service

Patchy down low, better up high. My network is Verizon. YMMV.