October 31, 2026

Downtown Crestview Fall Festival & Trunk or Treat

Trick or treat, food trucks, and live music on Halloween — a free family festival on Main Street Crestview.

📅 When

October 31, 2026

12:00 – 17:00

📍 Where

Main Street, Crestview, FL 32536

About this event

Halloween weekend gets a full-scale downtown celebration in Crestview when Main Street hosts its annual Fall Festival on October 31, 2026. Running noon to 5PM and completely free to attend, this beloved community event draws thousands of families from across the Emerald Coast region for a festive afternoon of fall fun.

Little ones in costume are welcomed by a FREE Kid Zone packed with games, activities, and treats, while the street comes alive with a community Trunk or Treat that stretches the length of Main Street. Local vendors, specialty food trucks, and live entertainment keep the energy high for visitors of all ages. Artisan makers and local businesses line the sidewalks with autumn-themed goods, making it a great final stop for fall shopping before the holidays arrive.

Crestview is about 35 minutes north of Destin or Fort Walton Beach — an easy day-trip that trades the beach breeze for small-town charm on the best trick-or-treating day of the year. It's free, festive, and genuinely fun for the whole family.

Best for:

Families with young children, Halloween enthusiasts, and groups looking for a festive fall outing near Destin

What to expect:

Trunk or Treat, free Kid Zone with games, local vendors, food trucks, and live entertainment — all free on Halloween

Planning tip:

Dress the kids in costume and arrive around noon for the best selection of treats and activities. Crestview is about 35 minutes north of Destin via I-10.

Cost:

Free admission; food and vendor purchases at your own cost

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