Winter Haven Halloween Events 2026

Browse Halloween in Winter Haven

Illustration of a witch in a pointed hat reading a book to a small doll child and a black cat on a sofa among pumpkins Winter HavenFamily-Friendly Fall Activities39 family events Illustration of a haunted house with a lit window, dead trees, crows and gravestones under a full moon Winter HavenHaunted Experiences22 haunted attractions Illustration of costumed shoppers walking past striped market stalls piled with pumpkins under bright autumn trees Winter HavenHalloween Food, Drink, and Parties9 parties & tastings Illustration of a small character with arms raised on a stage with red curtains, glowing lanterns and a pumpkin audience Winter HavenHalloween Movies, Theater, and Entertainment3 shows & screenings Illustration of a Halloween town at night with glowing windows, pumpkins, floating ghosts and a witch flying past a full moon Winter HavenUnique Halloween Events7 unique events

Editor's Picks

Illustration of a ghost and two costumed kids trick or treating past glowing houses with pumpkins and autumn leaves at dusk (Brick or Treat at LEGOLAND Florida Resort) Brick or Treat at LEGOLAND Florida ResortSep 5 – Oct 31LEGO Halloween event featuring trick-or-treat trails, shows, and monster meet-and-greets. Illustration of a giant pumpkin on a stand in a grassy field near striped booths with small figures and pumpkins (Polk State College Annual FallFest) Polk State College Annual FallFestSat, Oct 10Community festival featuring a craft show, live music, and haunted house. Illustration of a foggy moonlit forest trail lined with gravestones, bare gnarled trees and glowing lanterns (The Terror 2 at Boggy Creek) The Terror 2 at Boggy CreekKissimmee · Sep 19 – Oct 31Nighttime airboat ride combined with haunted attractions. Illustration of a hooded figure holding a lantern beside a moonlit dirt path lined with pumpkins and dead trees at night (Sir Henry's Haunted Trail) Sir Henry's Haunted TrailPlant CityMultiple hand-built haunted trails with unique themes Illustration of a corn maze path with tall golden cornstalks, small costumed figures, a flag, pumpkins and a red barn (Southern Hill Farms Fall Festival) Southern Hill Farms Fall FestivalClermont · Sep 26 – Nov 22Features a five-acre corn maze, farm wagon rides, and u-pick flowers. Illustration of a small figure walking a path between tall golden cornstalks toward a red flag, with pumpkins nearby (Fox Squirrel Corn Maze 2026) Fox Squirrel Corn Maze 2026Plant City · Sep 26 – Oct 25Features an unlimited corn maze, hayrides, jump pad, and pumpkin patch.

Events Happening Soon

Sat24Oct Annual Riverwalk Trick-or-Treat and Lighted Boat ParadeTampa Illustration of costumed children carrying pumpkin buckets along a winding path past glowing cottages at dusk (Annual Riverwalk Trick-or-Treat and Lighted Boat Parade) Sat24Oct Guppyween at The Florida AquariumTampa Illustration of costumed figures mingling among striped festival booths, pumpkins, and orange autumn trees at dusk (Guppyween at The Florida Aquarium) Sat24Oct Orlando Halloween Bar CrawlOrlando Illustration of costumed clay figures with frothy beer mugs and glowing jack-o'-lanterns at picnic tables in a night patio (Orlando Halloween Bar Crawl) Fri30Oct Groveland Halloween Trunk or TreatGroveland Illustration of a row of cars with open trunks decorated for Halloween at sunset with balloons, pumpkins and costumed kids (Groveland Halloween Trunk or Treat) Sat31Oct 13 Ugly Men Presents: The Halloween PartyTampa Illustration of orange food trucks with pumpkins and costumed figures at picnic tables under string lights at dusk (13 Ugly Men Presents: The Halloween Party) Sat31Oct OSC After Dark Halloween PartyOrlando Illustration of clay characters in Halloween costumes on a stage with a golden trophy, a ghost and an audience (OSC After Dark Halloween Party)

About Halloween in Winter Haven

Winter Haven saves its best for spooky season with haunted trails, Halloween things to do, and lively October events around the farms and theme parks. Brick-or-Treat Halloween Fun at LEGOLAND Florida Resort brings colorful family activities and lights, while Polk State College Annual FallFest offers a welcoming community celebration. Visitors can also look for costume karaoke, late-night bites, and haunted experiences for older guests. From playful daytime entertainment to after-dark scares, Winter Haven makes it easy to plan a full Halloween outing.

Winter Haven Halloween Events Map

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Winter Haven Halloween events map

Halloween in Nearby Cities

Haines City 10 mi away Lakeland 13 mi away · 3 events Poinciana 19 mi away · 3 events Four Corners 22 mi away · 5 events Plant City 23 mi away · 3 events Kissimmee 28 mi away · 2 events

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