Halloween parade
(PHOTO: The 73rd Annual Halloween Window Painting (and third annual parade) on Purchase Street in Downtown Rye, NY on October 18, 2026.) Credit: MyRye.com

The 73rd Annual Halloween Window Painting on Purchase Street in downtown Rye on Sunday, October 18, 2026 was well attended by pumpkins, princesses, superheroes and regular Rye families.

The day also featured the third annual Halloween costume parade. The day was organized by Rye Recreation and Children’s Philanthropy of Rye with assistance from Rye DPW, Rye PD and local merchants.

Enjoy the photos and video. Be sure to sign up for the FREE MyRye.com daily email newsletter.

Halloween parade
(PHOTO: The 73rd Annual Halloween Window Painting (and third annual parade) on Purchase Street in Downtown Rye, NY on October 18, 2026.) Credit: MyRye.com
Halloween break
(PHOTO: The 73rd Annual Halloween Window Painting (and third annual parade) on Purchase Street in Downtown Rye, NY on October 18, 2026.) Credit: MyRye.com
Halloween parade
(PHOTO: The 73rd Annual Halloween Window Painting (and third annual parade) on Purchase Street in Downtown Rye, NY on October 18, 2026.) Credit: MyRye.com
Halloween parade
(PHOTO: The 73rd Annual Halloween Window Painting (and third annual parade) on Purchase Street in Downtown Rye, NY on October 18, 2026.) Credit: MyRye.com
Halloween break
(PHOTO: The 73rd Annual Halloween Window Painting (and third annual parade) on Purchase Street in Downtown Rye, NY on October 18, 2026.) Credit: MyRye.com
Halloween parade
(PHOTO: The 73rd Annual Halloween Window Painting (and third annual parade) on Purchase Street in Downtown Rye, NY on October 18, 2026.) Credit: MyRye.com
Halloween parade
(PHOTO: The 73rd Annual Halloween Window Painting (and third annual parade) on Purchase Street in Downtown Rye, NY on October 18, 2026.) Credit: MyRye.com
Halloween parade
(PHOTO: The 73rd Annual Halloween Window Painting (and third annual parade) on Purchase Street in Downtown Rye, NY on October 18, 2026.) Credit: MyRye.com
Halloween parade
(PHOTO: The 73rd Annual Halloween Window Painting (and third annual parade) on Purchase Street in Downtown Rye, NY on October 18, 2026.) Credit: MyRye.com
Halloween parade
(PHOTO: The 73rd Annual Halloween Window Painting (and third annual parade) on Purchase Street in Downtown Rye, NY on October 18, 2026.) Credit: MyRye.com
Halloween parade
(PHOTO: The 73rd Annual Halloween Window Painting (and third annual parade) on Purchase Street in Downtown Rye, NY on October 18, 2026.) Credit: MyRye.com
Halloween parade
(PHOTO: The 73rd Annual Halloween Window Painting (and third annual parade) on Purchase Street in Downtown Rye, NY on October 18, 2026.) Credit: MyRye.com
Halloween parade
(PHOTO: The 73rd Annual Halloween Window Painting (and third annual parade) on Purchase Street in Downtown Rye, NY on October 18, 2026.) Credit: MyRye.com
Halloween celebration
(PHOTO: The 73rd Annual Halloween Window Painting (and third annual parade) on Purchase Street in Downtown Rye, NY on October 18, 2026.) Credit: MyRye.com
Halloween celebration
(PHOTO: The 73rd Annual Halloween Window Painting (and third annual parade) on Purchase Street in Downtown Rye, NY on October 18, 2026.) Credit: MyRye.com
Halloween celebration
(PHOTO: The 73rd Annual Halloween Window Painting (and third annual parade) on Purchase Street in Downtown Rye, NY on October 18, 2026.) Credit: MyRye.com
Halloween window painting
(PHOTO: The 73rd Annual Halloween Window Painting (and third annual parade) on Purchase Street in Downtown Rye, NY on October 18, 2026.) Credit: MyRye.com
Halloween window painting
(PHOTO: The 73rd Annual Halloween Window Painting (and third annual parade) on Purchase Street in Downtown Rye, NY on October 18, 2026.) Credit: MyRye.com
Halloween window painting
(PHOTO: The 73rd Annual Halloween Window Painting (and third annual parade) on Purchase Street in Downtown Rye, NY on October 18, 2026.) Credit: MyRye.com
Halloween window painting
(PHOTO: The 73rd Annual Halloween Window Painting (and third annual parade) on Purchase Street in Downtown Rye, NY on October 18, 2026.) Credit: MyRye.com
Halloween window painting
(PHOTO: The 73rd Annual Halloween Window Painting (and third annual parade) on Purchase Street in Downtown Rye, NY on October 18, 2026.) Credit: MyRye.com
Halloween celebration
(PHOTO: The 73rd Annual Halloween Window Painting (and third annual parade) on Purchase Street in Downtown Rye, NY on October 18, 2026.) Credit: MyRye.com
Halloween window painting
(PHOTO: The 73rd Annual Halloween Window Painting (and third annual parade) on Purchase Street in Downtown Rye, NY on October 18, 2026.) Credit: MyRye.com
Halloween window painting
(PHOTO: The 73rd Annual Halloween Window Painting (and third annual parade) on Purchase Street in Downtown Rye, NY on October 18, 2026.) Credit: MyRye.com
Halloween window painting
(PHOTO: The 73rd Annual Halloween Window Painting (and third annual parade) on Purchase Street in Downtown Rye, NY on October 18, 2026.) Credit: MyRye.com
Halloween window painting
(PHOTO: The 73rd Annual Halloween Window Painting (and third annual parade) on Purchase Street in Downtown Rye, NY on October 18, 2026.) Credit: MyRye.com
Halloween window painting
(PHOTO: The 73rd Annual Halloween Window Painting (and third annual parade) on Purchase Street in Downtown Rye, NY on October 18, 2026.) Credit: MyRye.com
Halloween window painting
(PHOTO: The 73rd Annual Halloween Window Painting (and third annual parade) on Purchase Street in Downtown Rye, NY on October 18, 2026.) Credit: MyRye.com
Halloween window painting
(PHOTO: The 73rd Annual Halloween Window Painting (and third annual parade) on Purchase Street in Downtown Rye, NY on October 18, 2026.) Credit: MyRye.com
Halloween window painting
(PHOTO: The 73rd Annual Halloween Window Painting (and third annual parade) on Purchase Street in Downtown Rye, NY on October 18, 2026.) Credit: MyRye.com
Halloween window painting
(PHOTO: The 73rd Annual Halloween Window Painting (and third annual parade) on Purchase Street in Downtown Rye, NY on October 18, 2026.) Credit: MyRye.com
Halloween window painting
(PHOTO: The 73rd Annual Halloween Window Painting (and third annual parade) on Purchase Street in Downtown Rye, NY on October 18, 2026.) Credit: MyRye.com

Jay Sears is the owner and publisher of MyRye.com. He is a 20+ year Rye resident. Contact MyRye.com: https://myrye.com/tips

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