Halloween Costume Parade & Hayride

When:
Saturday, October 25, 2025

Beginning at 9:30 am

Where:
Windermere Town Hall

520 Main Street

What:
Parks & Recreation’s annual Halloween Costume Parade & Hayride! Come dressed up and ready for a costume parade, take a hayride courtesy of Windemere Public Works, enjoy bounce houses, and trick or treat with the Downtown businesses along Main Street.

2021 Event

The 2021 Parks & Recreation Halloween Costume Parade and Hayride was a huge success! Special thank you to Main Street Mower for donating the trailers for the hayride. Check out photos from our 2021 event below:

A group of five people poses outdoors next to large inflatable Halloween decorations, including a grinning pumpkin and a character with green and black attire.
A large crowd gathers outside a white building surrounded by trees, with people dressed in various outfits, suggesting a social event or gathering.
A red tractor is parked on a brick pathway, with people in costumes walking by under trees in a festive atmosphere.
A lively outdoor scene featuring children walking along a path, with a blue tractor parked nearby and a crowd of people in the background enjoying a community event under the trees.
A red tractor with a front loader is parked on a brick path, surrounded by a crowd of people and trees, with a building visible in the background.
A lively outdoor scene featuring a crowd of people walking along a path, with some pushing strollers and others carrying children, alongside a red tractor and trees in the background.
A woman in a wide-brimmed hat walks with two children, one dressed as Spider-Man, in a festive outdoor setting filled with people in costumes.
Two women walk along a brick pathway with a child dressed in a green superhero costume, while other children in costumes are seen in the background.
A group of people is gathered under a covered porch, with some individuals interacting and others preparing activities at tables decorated with orange tablecloths.
A wide-angle view of a crowded indoor space where two adults sit in rocking chairs facing a large group of children gathered for an event.
A group of children in colorful costumes sits on the floor, attentively watching two adults on a stage during a performance or storytelling event.
A large group of children sitting on the floor in a hall, attentively watching a person seated in a rocking chair at the front, with decorations and lights around the room.
A group of adults and children sitting on a hayride, surrounded by trees and parked cars, enjoying a sunny day.
A group of children and adults dressed in costumes are sitting on a hay-filled trailer decorated with spider webs, parked under a tree.