Sleepy Hollow

Historic town · New York

Autumn foliage at Sleepy Hollow
Photo: Daniel Case / Wikimedia Commons, CC BY-SA 3.0

Washington Irving's legendary hamlet leans fully into October: Philipsburg Manor hosts the theatrical night walk Horseman's Hollow, nearby Van Cortlandt Manor lights thousands of hand-carved jack-o'-lanterns for The Great Jack O'Lantern Blaze, and Sleepy Hollow Cemetery runs lantern tours past its 1685 Old Dutch Church.

Best for: Halloween lore and haunted history

Don’t miss

  • Horseman's Hollow at Philipsburg Manor
  • The Great Jack O'Lantern Blaze nearby
  • Sleepy Hollow Cemetery lantern tours
2026 Forecast

Color nearby peaks: October 27–October 31

Color builds from October 14 · mostly bare by November 20

Color starts: October 14Peak: October 29Bare: November 20AugustDecember

Method: daily ERA5 temperatures drive a photoperiod + chilling phenology model, sampled at Sleepy Hollow’s own coordinates and elevation (1 m) rather than a regional average. Estimates, not promises — check locally before you plan a trip around it.

Sleepy Hollow on the map

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Frequently asked

When does Sleepy Hollow peak in 2026?
Peak color is predicted for October 27–October 31 (best estimate October 29). Color starts around October 14 and is mostly bare by November 20.
What is Sleepy Hollow best for?
Halloween lore and haunted history.
How do I get to Sleepy Hollow?
The closest city is New York City, about 27 mi away. It's part of New York's fall lineup.

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