Portsmouth Halloween Safe Trunk or Treat
Features candy giveaways, crafts, music, and a police-operated haunted house.
34 family-friendly fall activities in Portsmouth and nearby.
As Halloween approaches, Portsmouth and surrounding areas offer various family celebrations. From ticketed attractions like the Children's Museum of Virginia's Halloween Trail of Treats to free community gatherings like Trunk or Treat, there's something to suit your preference.
You'll find events hosted within Portsmouth city limits, as well as those a short drive away in places like Chesapeake and Williamsburg, providing a mix of local and regional Halloween experiences.
Adult Halloween celebration with music and costume contests
Guided walking tour through historic Portsmouth featuring costumed ghost storytellers.
Halloween classics performed by a string quartet by candlelight.
Halloween 6.2-mile oceanfront race finishing on the Virginia Beach Boardwalk.
See all trunk-or-treats, pumpkin patches, and kid-friendly events nearby.
Read the policy before buying: farms usually offer rain checks for another day that season rather than refunds, while ticketed indoor events run regardless. Light drizzle often means a gloriously empty farm, so don't auto-cancel. Keep one indoor backup, a museum day, library event, or home carving afternoon, planned for each outdoor weekend so the costume doesn't go to waste.
Pick costumes that survive walking, climbing hay bales, and a bathroom trip in under two minutes: no floor-length hems, no masks that block vision, and nothing that can't fit a jacket underneath. Sneakers always beat costume shoes. Add reflective tape for evening events, and pack a backup shirt because face paint, snow cones, and petting zoos will find white fabric.
The rule: animals, then handwash, then food, in that exact order, every time. Use the farm's wash stations rather than sanitizer alone when hands touch animals or fences, keep pacifiers and sippy cups in the bag near animals, and don't let kids eat inside the enclosure. Strollers stay outside pens. It's two minutes of routine that prevents the classic post-farm stomach bug.