Fall in Westchester: Apple Picking, Scenic Hikes & Autumn Events
September 11, 2025
2 Min Read

Fall in Westchester: Apple Picking, Scenic Hikes & Autumn Events

By Hannah Minnick

By Samuel P. Sheckman, BHS Riverdale Agent

Experience one of region’s most enjoyable traditions with apple and pumpkin picking — where crisp apples, festive pumpkins, scenic orchards, and fall fun await just a short drive from the city!

Orchards & Farms:

From rugged adventures to relaxed strolls with the kids, Westchester County offers scenic trails for every type of hiker — come explore the best nature has to offer, just outside the city!

Parks & Hiking Destinations

  • Anthony’s Nose in Cortlandt Manor
  • Turkey Mountain Nature Preserve in Yorktown Heights
  • Breakneck Ridge
  • Hart’s Brook Park & Reserve in Hartsdale
  • Hammond Museum & Japanese Stroll Garden in North Salem
  • Edith G. Read Natural Park and Wildlife Sanctuary in Rye
  • Westmoreland Sanctuary in Mount Kisco
  • Westchester RiverWalk — 33 miles of paved and unpaved paths winding through 14 Westchester municipalities

Discover the best of the season with exciting fall festivals, cultural celebrations, arts and entertainment, sports and recreation and community events happening all around Westchester.

Festive Arts & Cultural Events

  • Bicycle Sundays at Bronx River Parkway — throughout September
  • JazzFest White Plains — Sept. 10–14
  • The Great Jack O’Lantern Blaze at Van Cortlandt Manor (Croton-on-Hudson) — Sept. 12–Nov. 16
  • Halloween Opening Season Party at Lyndhurst (Tarrytown) — Sept. 25
  • Armonk Outdoor Art Show — Sept. 27 & 28
  • The Headless Horseman Files: An Immersive Sleepy Hollow Whodunit at Philipsburg Manor — Oct. 1–Nov. 1
  • A Bronx Tale: The One-Man Show starring Chazz Palminteri at Paramount Hudson Valley Theater (Peekskill) — Oct. 8
  • Not Dead Yet! John Cleese and the Holy Grail at Paramount Hudson Valley Theater (Peekskill) — Oct. 18
  • Hudson Valley Restaurant Week — Oct. 27–Nov. 9

Visit Westchester County Government, NY to explore the rest of what the area has to offer its visitors!

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