Holiday & Seasonal events in Southwest Florida

6–7 PMImmokalee Community Park, Immokalee

Pumpkin Painting Night

Hosted by Collier County Parks & Recreation

A family pumpkin painting night with painting supplies, games, and a light refreshment included.

Times vary by dayFarmer Mike's U-Pick of Bonita, Bonita Springs

Runs through Sat, Oct 31

12th Annual Fall Festival at Farmer Mike's

A fall festival with a hay ride, corn maze, pumpkin patch, sunflower field, bouncy houses, and a haunted corn maze on select nights.

10 AMBig Corkscrew Island Regional Park, Naples

National Coffee Day Celebration

A free self serve coffee celebration for National Coffee Day, while supplies last.

10 AM–2 PMForever Grounded Cafe, Fort Myers

Y2K + Vintage Pop-Up Market

Hosted by American Thrifter

A Y2K and vintage pop-up market featuring $5 bins, mystery bags, Halloween decor and costumes, and vintage and Y2K clothing.

12–6 PMAnkrolab Brewing Company, Naples

7th Annual Oktoberfest

The 7th annual Oktoberfest celebration featuring 6 beer releases, food specials, BOGO Oktoberfest 4-packs, live music from Nostaljah (1-4pm), and a stein holding competition (2 & 5pm).

Times vary by dayMillennial Brewing Company, Fort Myers

Runs through Sun, Oct 4

Fort Myers Oktoberfest at Millennial

A Munich style beer hall celebration with German beer and food, live music, and stein competitions.

7–11 PMCollier Fairgrounds, Naples

Galaxy Fright Nights 2026

A multi-weekend Halloween festival featuring two haunted houses (Aliens vs. Clowns and Last Call to Hell), a non-scary family-friendly maze (Beyond Wonderland), laser show, and interactive entertainment at an indoor venue running every Friday and Saturday in October.

8:30–11:30 AMFGCU South Village, Fort Myers

Running Scared 5K Pumpkin Run

A 5K race where runners carry a pumpkin along the course, benefiting Special Olympics Florida.

9:30–11:30 AMBig City Kids, Bonita Springs

Pumpkin & Me

Hosted by Little Connection Studio

A fall pumpkin painting party for moms and kids with open play and fall themed activities.

7–11 PMCollier Fairgrounds, Naples

Galaxy Fright Nights 2026

A multi-weekend Halloween festival featuring two haunted houses (Aliens vs. Clowns and Last Call to Hell), a non-scary family-friendly maze (Beyond Wonderland), laser show, and interactive entertainment at an indoor venue running every Friday and Saturday in October.

7 PMBackyard Social, Fort Myers

Backyard Boos Movie Series:Coraline

A Halloween-themed outdoor movie screening. Enjoy free popcorn while you watch.

Barnes & Noble Naples Park Shore Plaza, Naples

Runs through Sun, Oct 11

LEGO Halloween Build Event

A LEGO Halloween themed mini build event where guests can build and take home LEGO creations. Contact our store to reserve a spot for this event..

Times vary by dayLakes Park, Fort Myers

Runs through Thu, Oct 22

Lakes Park Fall Festival

Hosted by Lee County Parks & Recreation

A multi-week fall festival featuring a Halloween Express Train Ride, Scarecrows in the Park display in the Children's Garden, and a Pumpkin Patch. Train rides run M-F 10am-2pm and 6-9pm, Sat-Sun 10am-9pm; scarecrows and pumpkins Th-F 6-9pm, Sat-Sun 10am-9pm.

6–9 PMBaker Park, Frederick, Maryland, United States, Naples

City of Naples Halloween Hustle 5k

A 5K run featuring live entertainment, food trucks, and a vendor village with local businesses.

7–11 PMCollier Fairgrounds, Naples

Galaxy Fright Nights 2026

A multi-weekend Halloween festival featuring two haunted houses (Aliens vs. Clowns and Last Call to Hell), a non-scary family-friendly maze (Beyond Wonderland), laser show, and interactive entertainment at an indoor venue running every Friday and Saturday in October.

Times vary by dayNaples Zoo at Caribbean Gardens, Naples

Runs through Mon, Oct 26

Naples Boo at the Zoo

Family-friendly Halloween event featuring costume characters, candy booths, trick-or-treating for children ages 12 and under, dinosaurs, mini unicorns, and live shows with photo opportunities featuring superheroes and mermaids. Regular zoo admission applies.

9:30–11:30 AMMosaic Kids, Naples

Little Monster Mash Art Lab

Hosted by Little Connection Studio

A Halloween themed art class with monster canvas painting, a paint-a-monster magnet, and a monster boo bag.

6–8 PM9903 Gulf Coast Main Street, Fort Myers, Florida 33913, United States, Fort Myers

Barktober-Fest & Pet Costume Contest

A pet costume contest featuring music, photo ops, balloon art, and DJ entertainment. Contest entry is a suggested $5 donation or wish list item for the Gulf Coast Humane Society, with winners receiving Petco gift cards.

7–11 PMCollier Fairgrounds, Naples

Galaxy Fright Nights 2026

A multi-weekend Halloween festival featuring two haunted houses (Aliens vs. Clowns and Last Call to Hell), a non-scary family-friendly maze (Beyond Wonderland), laser show, and interactive entertainment at an indoor venue running every Friday and Saturday in October.

7 PMBackyard Social, Fort Myers

Backyard Boos Movie Series: Scooby Doo

A Halloween-themed outdoor movie screening. Enjoy free popcorn while you watch.

Times vary by dayFort Myers Brewing Co., Fort Myers

Runs through Sun, Oct 18

Oktoberfest at Fort Myers Brewing Co.

Featuring 50+ beers and seltzers on rotation, live music performances, food trucks, a free stein-hoisting competition on Saturday at 5pm, and Oktoberfest merchandise available for purchase.

7–11 PMCollier Fairgrounds, Naples

Galaxy Fright Nights 2026

A multi-weekend Halloween festival featuring two haunted houses (Aliens vs. Clowns and Last Call to Hell), a non-scary family-friendly maze (Beyond Wonderland), laser show, and interactive entertainment at an indoor venue running every Friday and Saturday in October.

Times vary by dayMercato, Naples

Runs through Sun, Oct 25

SNIP Pumpkin Patch

A pumpkin patch where pumpkins are sold for $10 each, with proceeds benefiting SNIP Collier's spay and neuter services for pets. Available Oct 17-25 at various times throughout the day.

6–11 PMMillennial Brewing Company, Fort Myers

4th Annual Halloween Art Gala

A showcase of local artists, performers, makers, and creatives at Millennial Brewing Co.

7–11 PMCollier Fairgrounds, Naples

Galaxy Fright Nights 2026

A multi-weekend Halloween festival featuring two haunted houses (Aliens vs. Clowns and Last Call to Hell), a non-scary family-friendly maze (Beyond Wonderland), laser show, and interactive entertainment at an indoor venue running every Friday and Saturday in October.

5–8 PMMercato, Naples

Haunted Hoedown

Outdoor Halloween celebration featuring a dance party, pumpkin patch, face painting, scarecrow stilt walker, costume contest with prizes across multiple age categories, character meet-and-greets, screening of Halloweentown at 7:15 PM, and trick-or-treat stops around the venue.

5–7 PMAlliance for the Arts, Fort Myers

Trick-or-Treat House: Less Scare, More Care (Community Night)

A family friendly Halloween community night with a trick or treat house, campfire stories, arts and crafts, a scavenger hunt, and a costume parade.

7 PMBackyard Social, Fort Myers

Backyard Boos Movie Series: Hotel Transylvania

A Halloween-themed outdoor movie screening. Enjoy free popcorn while you watch.

5–7 PMBell Tower Shops, Fort Myers

Family Fun Night: Spooky Edition + Children's Entrepreneur Market

A family fun night featuring a kids' entrepreneur market, free pumpkin decorating, face painting, and a corn maze.

7–10 PMCeremony Brewing, Bonita Springs

Oddities Bingo: Halloween Party

A spooky themed bingo night with a costume contest, ten rounds of games, and a first drink included.

6–9 PMFlorida Gulf Coast University, Fort Myers

Candlelight: A Haunted Evening of Halloween Classics | Fort Myers

Hosted by Florida Gulf Coast Symphonic Band

A candlelit concert featuring Halloween-themed classical and contemporary music performed by the Listeso String Quartet, including pieces from horror films and spooky classics like Thriller, The Exorcist, Stranger Things, and Ghostbusters.

6–8 PMBig Corkscrew Island Regional Park, Naples

RIP Trunk or Treat

Annual Trunk or Treat event featuring music, candy, crafts, and a costume contest with prizes.

6–8:30 PMNorth Fort Myers Park, North Fort Myers

Family Fall Festival

Hosted by Lee County Parks & Recreation

A free family event featuring games, candy, music, photo booth and costume contest.

Times vary by daySix Mile Cypress Slough, Fort Myers

Runs through Sat, Oct 24

Halloween on the Boardwalk: Tale of Witches

A guided nighttime walking play through the boardwalk featuring encounters with alligators, owls, and other creatures of the night.

7–11 PMCollier Fairgrounds, Naples

Galaxy Fright Nights 2026

A multi-weekend Halloween festival featuring two haunted houses (Aliens vs. Clowns and Last Call to Hell), a non-scary family-friendly maze (Beyond Wonderland), laser show, and interactive entertainment at an indoor venue running every Friday and Saturday in October.

10 AM–3 PMBell Tower Shops, Fort Myers

Fall Fest & Spooktacular- Car Show, Fall Market & Trick or Treating

Fall festival and Halloween celebration featuring a Corvette and Open Car & Truck Show, handcrafted items and local food from vendors, trick-or-treating 12-3pm at participating retailers and craft booths, meet and greet with costumed characters, and live performances including unicyclist and dancers.

2–5 PMSouthern Fresh Farms, Fort Myers

Babies & Brews

A family friendly meetup for parents and little ones at the Southern Fresh Farms Fall Festival, with an on site donation drive for Eva's Closet.

3–6 PMWa-Ke Hatchee Park and Recreation Center, Fort Myers

Fort Myers Wa-Ke Hatchee Park Trunk or Treat

A trunk or treat event where attendees in costumes collect candy and goodies from decorated car trunks.

5–8 PM9903 Gulf Coast Main Street, Fort Myers, Florida 33913, United States, Fort Myers

Ghost & Ghouls Candy Crawl

Trick-or-treating throughout the center from 5-7 PM, costume contest from 7-8 PM (pre-registration required) with age group winners and group costume prize, plus balloon artist, face painting, and roaming Halloween characters available throughout the event.

5:30–8:30 PMNaples Area Board of REALTORS, Naples

Trunk or Treat & Movie on the Lawn

Trick-or-treat at decorated car trunks from 5:30-7:30pm, followed by a movie on the lawn from 7:30-9:00pm. Community event features candy collection, costumes, and outdoor entertainment.

7–11 PMCollier Fairgrounds, Naples

Galaxy Fright Nights 2026

A multi-weekend Halloween festival featuring two haunted houses (Aliens vs. Clowns and Last Call to Hell), a non-scary family-friendly maze (Beyond Wonderland), laser show, and interactive entertainment at an indoor venue running every Friday and Saturday in October.

8 PM–1 AMOld 41 Road, Bonita Springs, Bonita Springs

Runs through Sun, Oct 25

Nightmare on Old 41

Halloween bar crawl along Old 41 with free admission and free trolley rides between venues.

7 PMBackyard Social, Fort Myers

Backyard Boos Movie Series: Goosebumps

A Halloween-themed outdoor movie screening. Enjoy free popcorn while you watch.

6–7:30 PMBig Corkscrew Island Regional Park, Naples

Baby Rave: Halloween Edition

A Halloween themed dance party for babies and toddlers with dancing, music, glow lights, and bubbles.

7–11 PMCollier Fairgrounds, Naples

Galaxy Fright Nights 2026

A multi-weekend Halloween festival featuring two haunted houses (Aliens vs. Clowns and Last Call to Hell), a non-scary family-friendly maze (Beyond Wonderland), laser show, and interactive entertainment at an indoor venue running every Friday and Saturday in October.

1–4 PMSouthern Fresh Farms, Fort Myers

Boo at the Farm Trick or Treating

A farm wide, car free trick or treat with decorated Community Candy Stations and vendors, part of Fall Fest, which also includes a pumpkin patch, playground, farm animals, local vendors, and fall photo opportunities.

5–7 PMFleischmann Park, Naples

City of Naples Fright Night

A Halloween celebration at Fleischmann Park with candy, bounce houses, music, and food trucks.

5–7 PMFleischmann Park, Naples

Naples Fright Night in the City

Hosted by City of Naples

Halloween party featuring food trucks, games, bounce houses, and vendors.

7–11 PMCollier Fairgrounds, Naples

Galaxy Fright Nights 2026

A multi-weekend Halloween festival featuring two haunted houses (Aliens vs. Clowns and Last Call to Hell), a non-scary family-friendly maze (Beyond Wonderland), laser show, and interactive entertainment at an indoor venue running every Friday and Saturday in October.

5:45 PMEstero Blvd - Fort Myers Beach, Fort Myers Beach

Illuminations Parade - Fort Myers Beach

Hosted by Whats Up FMB

A magical illuminated walking parade along Estero Blvd at dusk on Fort Myers Beach featuring glowing costumes, light displays, and island energy.

6–7 PMBig Corkscrew Island Regional Park, Naples

Holiday Eats: Kids Cooking Class (Fall/Thanksgiving)

Hosted by Collier County Parks & Recreation

A themed kids cooking class exploring the culinary arts, with everything provided.

10 AM–1 PMLowe's

Free Lowe's Kids Workshop: Holiday Engine

Free kids' workshop to build a holiday engine.

9 AMHome Depot

Free Home Depot Kids Workshop: Chrsitmas Car

Home Depot's free Kids Workshops provide a hands-on DIY experience for children ages 5-12, where they build a project, learn basic tool safety and skills, and take home their creation, an apron, and a special pin.

7–9 PMGulf Coast Town Center, Fort Myers

First Friday Concert: A Rockin' Blue Christmas

A free outdoor holiday concert bringing rock-and-roll Christmas spirit to Gulf Coast Town Center's open-air courtyard.

9 AMHome Depot

Free Home Depot Kids Workshop: Holiday Train

Home Depot's free Kids Workshops provide a hands-on DIY experience for children ages 5-12, where they build a project, learn basic tool safety and skills, and take home their creation, an apron, and a special pin.

6–7 PMBig Corkscrew Island Regional Park, Naples

Holiday Eats: Kids Cooking Class (December)

Hosted by Collier County Parks & Recreation

A themed kids cooking class exploring the culinary arts, with everything provided.

10 AM–1 PMLowe's

Free Lowe's Kids Workshop: Holiday Trolley Car

Free kids' workshop to build a holiday trolley car.