Port Charlotte • Punta Gorda • North Port • Englewood • Wellen Park
Costumes ready? Candy bucket packed? Here are the local community Halloween events currently listed for 2026. We arranged the guide chronologically so families can see which celebrations happen first and which fall on Halloween night.
Punta Gorda Neighborhood Fall Festival
Punta Gorda Neighborhood Fall Festival
When: Saturday, October 17, 2026, noon–4 p.m.
Where: Laishley Park, 100 Nesbit St., Punta Gorda
Cost: Free
Families can enjoy trick-or-treating, games, food, a costume contest and community activities during Punta Gorda’s fall celebration.
Trunk or Treat — Little Caterpillar Childcare
Trunk or Treat — Little Caterpillar Childcare
When: Wednesday, October 21, 2026, 6:30 p.m.
Where: Little Caterpillar Childcare, 3459 Depew Ave, Port Charlotte
Cost: Free
A spooktacular evening for the community! Little Caterpillar Childcare hosts a family-friendly Trunk or Treat with candy, costumes and community fun. Everyone is welcome.
Halloween Maddness Trunk or Treat — STARS Academy
Halloween Maddness Trunk or Treat — STARS Academy
When: Saturday, October 24, 2026, 4–6 p.m.
Where: STARS Academy Child Care Center, 2230 Hariet St, Port Charlotte
Cost: Free
Join STARS Academy Child Care Center for a spooktacular Halloween Maddness Trunk or Treat with face painting, popcorn, cotton candy and drinks.
DCCA Pet Costume Contest & Trunk or Treat
DCCA Pet Costume Contest & Trunk or Treat
When: Sunday, October 25, 2026, 3:45–7 p.m. (Pet Costume Contest 3:45–4:30 p.m.; Trunk or Treat 5–7 p.m.)
Where: Pilgrim Church, 24515 Rampart Blvd, Port Charlotte
Cost: Free
The 6th Annual Deep Creek Civic Association Trunk or Treat and Pet Costume Contest. Sign in your pet at 3:45 p.m. for the costume parade and prizes (Small Dog, Medium Dog, Large Dog, Most Creative), then stick around for Trunk or Treat from 5–7 p.m. with Kona Ice on site. Candy donations accepted at Sec 23/Sec 20 POA offices.
Trunk or Treat at Old Florida Village
Trunk or Treat at Old Florida Village
When: Wednesday, October 28, 2026, 5–7 p.m.
Where: Old Florida Village, 12687 SW County Road 769, Lake Suzy
Cost: Free
Hosted by J. Gregory PEO & TrueHeritage Staffing — good candy, happy people, plus cotton candy and snow cones. Don’t forget to wear your costume!
Wellen Park Spooktacular
Wellen Park Spooktacular
When: Friday, October 30, 2026, 4–7 p.m.
Where: Downtown Wellen, 19745 Wellen Park Blvd., Venice, FL 34293
Cost: Check the organizer’s event page for current details
Downtown Wellen transforms into a family Halloween celebration featuring trick-or-treating, music, costumes and spooky-but-kid-friendly fun.
Love Your Selfie Studio 1st Annual Trunk or Treat
Love Your Selfie Studio 1st Annual Trunk or Treat
When: Friday, October 30, 2026, 3:30–8 p.m.
Where: Love Your Selfie Studio, 2826 Tamiami Trail, Port Charlotte
Cost: Free
Free event with free candy, indoor & outdoor trick-or-treating, vendors inside, motorcycles & decorated Jeeps outside, plenty of photo opportunities, music and dancing. Costumes encouraged — fun for the whole family!
Details: 941-400-1672
Cops & Goblins
Cops & Goblins
When: Saturday, October 31, 2026, 2–5 p.m.
Where: Port Charlotte Town Center Mall, 1441 Tamiami Trail, Port Charlotte
Cost: Free
Charlotte County Sheriff’s Office event with trick-or-treating, inflatables, a pie-eating contest, food trucks and a chance to touch a patrol car.
Questions: events@ccsofl.net
Trick or Treat at North Port City Center
Trick or Treat at North Port City Center
When: 2026 date not yet confirmed on the official city page; the page currently displays the 2025 event
Where: City Center Front Green, 4970 City Hall Blvd., North Port, FL 34286
Cost: Confirm admission and parking with the City of North Port
The city’s Pumpkin Trail traditionally features kid-friendly Halloween displays and candy from participating City departments and community partners. We are not publishing the requested October 30 date until North Port posts the 2026 announcement.
Runaway Pumpkin Free Fall Family Fest
Runaway Pumpkin Free Fall Family Fest
When: Saturday, October 31, 2026, 9 a.m.–1 p.m.
Where: Child Protection Center’s Monda Campus, 5600 Peace River Road, North Port
Cost: Free family-festival admission
The free festival includes trick-or-treating, pumpkin painting, sensory stations, games, inflatables, therapy dogs, community partners and children’s costume contests. Families do not need to participate in the morning races to attend the festival.
Englewood Halloween Safe Walk
Englewood Halloween Safe Walk
When: Saturday, October 31, 2026, 5–7 p.m.
Where: Historic Dearborn Street, Englewood
Cost: Free
Dearborn Street closes to vehicles so children can safely walk between participating businesses and vendors collecting treats. Costumes are encouraged.
HOWLo’WEEN Trick-or-Treat Walk-Through
HOWLo’WEEN Trick-or-Treat Walk-Through
When: Saturday, October 31, 2026, 5–8 p.m.
Where: Elevate Pride, 164 Eric St., Port Charlotte, FL 33954
Cost: Free for families
Walk along the decorated BOOlevard, visit candy tables hosted by local organizations and enjoy a safe community trick-or-treat experience.
Heron Creek Middle School 10th Annual Trunk or Treat
Heron Creek Middle School 10th Annual Trunk or Treat
When: Saturday, October 24, 2026, 10 a.m.–12 p.m.
Where: Heron Creek Middle School, 6501 W. Price Blvd., North Port
Cost: Free
Now in its 10th year, this North Port school community event brings families together for candy, decorated trunks and Halloween fun in a safe, family-friendly setting.
A Quick Halloween Reminder
Bring water, comfortable shoes and a separate bag for candy. Young children should always remain with an adult. Check each organizer’s page for parking, weather and accessibility updates before attending.
Explore More Fall Family Fun
Looking for more seasonal fun? Return to the 2026 Fall Fun Guide Explore Pumpkin Patches & Fall Festivals Find Fall Crafts & Creative Events.
Macaroni KID makes every effort to provide accurate information. Event details may change. Please confirm dates, times, prices and registration requirements directly with each organizer before attending.
