Buttermilk Hill USGS Benchmark – Raven's Rock loop from Pleasantville

If you're looking for a challenging yet rewarding jogging route that blends historic carriage roads with rugged natural terrain, the Buttermilk Hill USGS Benchmark – Raven's Rock loop from Pleasantville is definitely worth your time. This difficult 9.6-mile (15.5 km) loop, with 1006 feet (307 metres) of elevation gain, can be completed in about 1 hour and 43 minutes, making it a solid choice for experienced trail runners seeking a diverse workout in Westchester County.

What to expect on Buttermilk Hill USGS Benchmark – Raven's Rock loop from Pleasantville

This route offers a journey through varied landscapes, starting on the wide, crushed stone surfaces of the historic carriage roads that crisscross the Rockefeller State Park Preserve. You'll glide through picturesque countryside, past sunlit pastoral fields, and alongside gurgling streams. As you approach Buttermilk Hill, the highest point in the preserve, and the distinctive Raven Rock, the terrain shifts to more rugged paths with moderate grades and some steeper descents. While the summit of Buttermilk Hill is wooded, winter jogs can offer glimpses of the surrounding area, and Raven Rock provides views of White Plains and Hawthorne through the trees. This trail is best suited for confident joggers comfortable with both smooth and technical sections.

Planning your visit

The Buttermilk Hill area, including Raven Rock, is often less visited than other parts of the preserve, so you might enjoy a quieter experience. The trail is generally accessible, but be aware that the descent to Raven Rock is notably steep. While the carriage roads are well-maintained even in light snow, the more rugged sections require appropriate footwear. Consider visiting during cooler months or early mornings to enjoy the quiet and potentially clearer views.

Trail details

• Distance: 9.6 miles (15.5 km)
• Elevation gain: 1006 feet (307 metres)
• Difficulty: difficult
• Estimated time: 1 hours and 43 minutes