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Arts + Entertainment | Things to Do

By

Liz Ramos
October 21, 2025

Southern Hill Farms creates a-maze-ing corn maze

The farm is celebrating 10 years of its Fall Festival with a corn maze that pays homage to owner David Hill’s baseball history.

Southwest Orange
Neighborhood

By

Leticia Silva
October 20, 2025

Halloween pet costume contest coming to Crooked Can

Nonprofit Our Cause 4 Paws Rescue is hosting a Halloween pet costume from 11 a.m. to 2 p.m. Sunday, Oct. 26 at Crooked Can Brewing Co., at 426 W. Plant Street, Winter Garden.

Arts + Entertainment
Things to Do

By

Leticia Silva
October 16, 2025

Ocoee to host girls golf day inspired by Harry Potter

The Girls Golf First Tee of Central Florida are hosting an afternoon of fun filled with magic from noon to 2 p.m. Saturday, Oct. 18 at Forest Lake Golf Club.

Arts + Entertainment
Things to Do

By

Leticia Silva
October 16, 2025

Oktoberfest brewing at Crooked Can

Crooked Can Brewing Co. is bringing back the biggest Oktoberfest in Central Florida for three days full of beer, food and entertainment as well as a new VIP area.

West Orange Times & Observer

By

Leticia Silva
October 15, 2025

Run, don't walk to sign up for the Pumpkin Patch Dash 5K

The West Orange Junior Service League is hosting its 16th annual 5K run starting at 6 p.m. Saturday, Oct. 18 at Oakland Park.

West Orange Times & Observer

By

Leticia Silva
October 14, 2025

Gymnastics USA to host Halloween bash

The event will take place from 6:30 to 11 p.m. Friday, Oct. 17 at 1375 W. Colonial Drive, Winter Garden.

West Orange Times & Observer
News

By

Leticia Silva
October 13, 2025

Oh my gourd! It’s pumpkin patch time at St. Luke’s

St. Luke’s United Methodist Church will host a pumpkin patch noon to 8 p.m. Monday through Friday and 9 a.m. to 8 p.m. Saturday and Sunday, starting Friday, Oct. 17 through Friday, Oct. 31, at 4851 S.

Southwest Orange
News

By

Leticia Silva
October 12, 2025

Descent into Madness with Winter Garden Masonic Lodge No. 165

The event will start at 7 p.m. Friday, Oct. 17, and Saturday, Oct. 18 at 230 West Bay Street, Winter Garden.

Arts + Entertainment
Things to Do

By

Leticia Silva
October 10, 2025

Carlo’s Diner to host first classic car show

The Ocoee diner will host a car show extravaganza from 7 to 10 a.m., Saturday, Oct. 18 at 1500 Wurst Road, Ocoee.

West Orange Times & Observer
News

By

Liz Ramos
October 10, 2025

Halloween Light Show returns to Winter Garden

Although Halloween Fest will not be happening this year, a spirited lights show will be projected on City Hall.

West Orange Times & Observer
News

By

Liz Ramos
October 8, 2025

Oakland Nature Preserve carves out Halloween tradition

Oakland Nature Preserve’s popular Pumpkin Glow is set for later this month. There still is time to carve your own entry for this year’s event.

Arts + Entertainment
Things to Do

By

Michael Eng
October 7, 2025

Warriors on Water plans Wellness Day

The second Paddling Through Healing Waters will be from 10 a.m. to 2 p.m. Saturday, Oct. 11, at the Dr. P. Phillips YMCA Family Center.

Arts + Entertainment
Things to Do

By

Leticia Silva
October 7, 2025

Windermere Craft Beer Fest back after six-year hiatus

The event will take place from 4 to 8 p.m., Saturday, Oct. 25, at 520 Main St., Windermere.

Arts + Entertainment
Things to Do

By

Michael Eng
October 7, 2025

Central Florida Railroad Museum clicks into season with Frightfully Fun Lego Night

This event takes place from 5-8 p.m. Friday, Oct. 24, at the museum, 101 S. Boyd St., Winter Garden.

Arts + Entertainment
Things to Do

By

Michael Eng
October 7, 2025

Windermere rolls with 2025 Halloween Costume Parade and Hayride

This event takes place at 9:45 a.m. Saturday, Oct. 25, at Windermere Town Hall, 520 Main St.

Arts + Entertainment
Things to Do

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