Halloween 2026 in Horizon West: a trick-or-treat market crawl Oct. 16, trunk-or-treats Oct. 23 and 24, a golf cart parade Oct. 24 and Truck or Treat Oct. 28.

Last checked Oct. 14, 2026. This page is updated each year at the same address. Details come from each organizer’s own listing, the City of Winter Garden calendar, Hamlin’s events page and the Horizon West Happenings calendar. Trick-or-treat timing is on its own page: trick-or-treat hours in Horizon West.

Halloween 2026 is Saturday, Oct. 31, and most of Horizon West’s Halloween happens the week before. The big nights are Friday, Oct. 23, and Saturday, Oct. 24, with three trunk-or-treats and a golf cart Halloween parade through four Horizon West communities. Windermere High School’s free Truck or Treat follows on Wednesday, Oct. 28. Horizon West has no city government, so there is no city-run Halloween festival here; downtown Winter Garden, about seven miles north, runs a Halloween Light Show on six nights.

Updated Oct. 14: added Home State Brewing’s Trick-or-Treat Market Crawl on Friday, Oct. 16, and its Halloween party on Saturday, Oct. 24.

What this means for you

  • Best weekend: Oct. 23-24, for trunk-or-treats and the golf cart parade.
  • Free: every trunk-or-treat on this page that names a price says free, as does Truck or Treat.
  • Emergencies: 911. Orange County Sheriff’s Office, non-emergency: 407-836-4357.
  • Know a trunk-or-treat we missed? Send us the organizer’s link.

Trunk-or-treats and Truck or Treat

Event When Where
The Learning Experience Windermere 6 to 8 p.m. Friday, Oct. 23 6290 Lake Smith Circle, Windermere
Goddard School Horizon West 6:30 to 8 p.m. Friday, Oct. 23 4974 Lake Hamlin Trail
The Learning Experience of Horizon West 5 to 6:30 p.m. Saturday, Oct. 24 9275 Miley Drive
Truck or Treat, Windermere High School 5:30 to 7:30 p.m. Wednesday, Oct. 28 5523 Winter Garden-Vineland Road, Windermere
  • The Learning Experience Windermere lists a free evening with trunk-or-treating, face painting, games, music and a visit from its mascot, Bubbles.
  • The Learning Experience of Horizon West says its event is free and open to current, future and prospective families and “the entire Horizon West community,” with face paint, games, pumpkin decorating voting, music and candy. Questions: 407-614-3622.
  • Truck or Treat at Windermere High School is a community event for all ages with food trucks, trick-or-treating, games, music, performances and haunted experiences. Admission is free and costumes are welcome; bring a bag for candy. It is listed with the school’s PTSO.

Churches and homeowners associations often add trunk-or-treats in October. We list them when the organizer posts the date, time and place.

At Hamlin: Home State Brewing

  • Trick-or-Treat Market Crawl, 7 to 10 p.m. Friday, Oct. 16, at Home State Brewing Co., 16016 New Independence Parkway. More than 25 local vendors, trick-or-treating from the vendor tables, a live DJ and a dog costume contest with prizes for the top three, according to the event listing. The brewery calls it its annual Halloween market.
  • Halloween Party, 8 to 11 p.m. Saturday, Oct. 24, at the brewery. DJ Eno, a costume contest with prizes for the top three and Halloween food specials, the listing says.

Horizon West Golf Cart Halloween Parade: Saturday, Oct. 24

Decorated golf carts roll through Summerlake, Summerlake Groves, Watermark and Overlook starting at 7 p.m., according to the event listing. Entry is free, there are prizes for the first-, second- and third-place carts, and drivers are asked to bring candy to toss along the route. The organizers say the exact route will be posted in the Horizon West Golf Cart Club’s Facebook group.

Kids’ events

  • Cornbread’s Corner Spooktacular at Lake Louisa State Park, 7305 U.S. Highway 27, Clermont: 3 to 5 p.m. Sunday, Oct. 18, and 9 to 11 a.m. Monday, Oct. 19. It is a two-hour, horse-themed session for children 12 and under, with pony rides, crafts and story time. Book through the park’s Cornbread’s Corner page.
  • Halloween Pizza Party and Playtime at Play Street Museum Winter Garden, 12107 Stoneybrook West Parkway, Suite 104: 5 to 6:30 p.m. Thursday, Oct. 29. Children come in costume for play and cheese or pepperoni pizza. Reservations are required for ages 1 to 8; adults who want pizza pay $5, the listing says.

For pets

  • Horizon West Pet Fest, 9 a.m. to 1 p.m. Saturday, Oct. 17, on the Lake District green space at Hamlin, 14111 Shoreside Way. Contests include Best Dressed, Tiniest Pup, Best Trick and Fabulous Feline, with vendors and pet adoptions, Hamlin says.
  • Wag and Waddle Pet Run/Walk: Halloween Edition, Saturday, Oct. 31, at The Grove Park, 2002 Packing District Way, Orlando. The 1-mile walk starts at 8 a.m., the half mile at 8:15 a.m. and the quarter mile at 8:45 a.m., with a costume contest, organizer Florida Running Company says.

Downtown Winter Garden

From the City of Winter Garden calendar:

  • Halloween Light Show on City Hall, 300 W. Plant St., 7 to 9 p.m. on Oct. 16, 17, 23, 24, 30 and 31.
  • Winter Garden Farmers Market Halloween celebration, 8 a.m. to 1 p.m. Saturday, Oct. 31, at 104 S. Lakeview Ave., with a free Halloween kids’ craft from 9 a.m. to noon.

Fall festivals and haunted houses

The biggest fall festival nearby is at Southern Hill Farms in Clermont, which runs through Nov. 22 with a corn maze and pumpkins; tickets are sold online only. Dates, hours and tickets are on our fall festivals and pumpkin patches page.

We found no haunted house in Horizon West with 2026 dates posted when we checked. Truck or Treat at Windermere High School lists “haunted experiences” as part of its evening.

What this means for you

  • Plan around Friday, Oct. 23, and Saturday, Oct. 24: three trunk-or-treats and the golf cart parade fall on those two evenings.
  • On Halloween night itself, timing is up to each neighborhood; see trick-or-treat hours.
  • Daylight saving time ends at 2 a.m. Sunday, Nov. 1, the morning after Halloween.
  • More October plans are on our things to do this month page.

Frequently asked questions

Are there trunk-or-treats in Horizon West in 2026?

Yes. The Learning Experience of Horizon West, 9275 Miley Drive, holds a free trunk-or-treat from 5 to 6:30 p.m. Saturday, Oct. 24, and the Goddard School Horizon West lists one on Friday, Oct. 23.

When is the Horizon West golf cart Halloween parade?

Saturday, Oct. 24, at 7 p.m. It is free to enter and runs through Summerlake, Summerlake Groves, Watermark and Overlook. Organizers say the exact route will be posted in the Horizon West Golf Cart Club group.

What is Truck or Treat at Windermere High School?

A free community event from 5:30 to 7:30 p.m. Wednesday, Oct. 28, at Windermere High School, 5523 Winter Garden-Vineland Road, with food trucks, trick-or-treating, games, music and haunted experiences.

What are the trick-or-treat hours in Horizon West?

Orange County does not set trick-or-treat hours for Horizon West. Halloween is Saturday, Oct. 31, and sunset is at 6:42 p.m. Our trick-or-treat hours page has the details.