Spooky Fun 2025

Meet up with family and friends for a Spooky night of fun! Our Annual Spooky Fun event will be on Friday, October 17, from 5:30-8:30 p.m. at the Rec Center in Jim Barnett Park. Enjoy games, crafts, music, dancing, and more (while supplies last)! Dress in your best Halloween Costume for a chance to win a costume prize. Back this year, trick-or-treat with several City Departments (bring a bag!) and purchase concessions from our food vendor (cash or Venmo only).

Purchase an optional $5 "Boo Bundle" for added fun! Boo Bundles are per person and provide exclusive access to inflatables at the event along with a special experience of roasting marshmallows and making a smore. Yummy! Pre-registration is STRONGLY encouraged through 10/16. Limited day of tickets will be sold. Day of tickets will be $8 per bundle.

*New for 2025!* Climb aboard the Spooky Trail Trolley — if you dare! Take a ride through our spookily decorated pavilions, each brought to life by local community organizations with a theme that best represents them. After your ride, cast your vote for your favorite pavilion and help crown this year’s winner! Ride is free, but registration is required for a time slot.

You may also like the following events from Winchester VA Parks and Recreation:

• This Wednesday, 1st October, 09:30 am, Wee One's Wednesdays in Winchester
• This Saturday, 4th October, 10:00 am, Native Plant Festival in Winchester
• Next month, 24th October, 05:00 pm, Boo Bounce Bash in Winchester

Also check out other Meetups in Winchester, Trips & Adventurous Activities in Winchester.