Things to Do | Arts + Entertainment

Arts + Entertainment | Things to Do

Leticia Silva
November 11, 2025

Orange County to host family day

The event will take place from 2 to 8 p.m. Saturday, Nov. 15 at Chapin Station West Orange Trail.

West Orange Times & Observer
News

Michael Eng
November 11, 2025

French Family Foundation 5K & Fun Run set for Saturday

This event will take place beginning at 8 a.m. Saturday, Nov. 15, at Home State Brewing Co., 16016 New Independence Parkway, Winter Garden.

Arts + Entertainment
Things to Do

Michael Eng
November 11, 2025

Florida Bicycle Summit 2025 rolls into Winter Garden, Clermont

This three-day event will feature a plethora of activities celebrating bicycling in Florida.

Arts + Entertainment
Things to Do

Michael Eng
November 11, 2025

Challenge 22’s ninth annual Ruck Walk is Saturday

The annual event takes place from 9 a.m. to 1 p.m. Saturday, Nov. 11, beginning at 8 N. Highland Ave., Winter Garden.

Arts + Entertainment
Things to Do

Michael Eng
November 11, 2025

West Orange Habitat for Humanity sets stage for 2025 Rock the House

Rock the House: An Evening Among the Groves takes place from 6-9 p.m. Saturday, Nov. 15, at the McKinnon Grove Family Farm, 1401 Williams Road, Winter Garden.

Arts + Entertainment
Things to Do

Leticia Silva
November 6, 2025

Foundation Academy presents ‘The Internet is Distract — Oh Look, a Kitten!’

The performance will take place at 7 p.m. Friday, Nov. 7 and Saturday, Nov. 8 at Foundation Academy's Tilden campus.

Observer School Zone
News

Liz Ramos
November 6, 2025

SOBO Art Gallery presents "Home for the Holidays"

The opening reception is 5:30 to 8 p.m. Thursday, Nov. 6, at SOBO Art Gallery.

Arts + Entertainment
Things to Do

Michael Eng
November 6, 2025

SAVE THE DATE: Ocoee Music Fest returns Nov. 14 and 15

This year’s festival includes performances by The Romantics, John Cafferty and the Beaver Brown Band, Brothers Osborne Dillon Carmichael and more.

Arts + Entertainment
Things to Do

Michael Eng
November 6, 2025

Horizon West’s Flavor Fest set for Saturday

This annual event takes place from 5-9 p.m. Saturday, Nov. 8, in the Hamlin Green Space, 14111 Shoreside Way, Winter Garden.

Arts + Entertainment
Things to Do

Michael Eng
November 6, 2025

Winter Garden Rotary goes all in on poker tournament

The club’s 17th annual Texas Hold ‘Em Poker Tournament takes place at 7 p.m. Friday, Nov. 7, at Tanner Hall, 29 W. Garden Ave., Winter Garden.

Arts + Entertainment
Things to Do

Leticia Silva
November 4, 2025

Winter Garden Hypnosis to host Power of Connection weekend

The event will take place from 9 a.m. to 5 p.m. Friday, Nov. 7 to Sunday, Nov. 9 at Flamingo Crossings, 13295 Hartzog Road, Winter Garden.

Southwest Orange
News

Megan Bruinsma
November 4, 2025

Ocoee Fire Department hosting an open house

The City of Ocoee’s Fire Department is hosting its annual open house Saturday, Nov. 8.

Arts + Entertainment
Things to Do

Leticia Silva
October 31, 2025

Healthy West Orange to host annual Health & Harvest Festival

The event will take place from 8 a.m. to 1 p.m. Saturday, Nov. 8, at Winter Garden’s farmers market.

West Orange Times & Observer
Neighborhood

Michael Eng
October 30, 2025

Town of Windermere to host first Lakes Cleanup Day

The cleanup begins at 1:15 p.m. Sunday, Nov. 2, at Fernwood Park, 632 Butler St., Windermere.

Arts + Entertainment
Things to Do

Michael Eng
October 30, 2025

West Orange chamber tees off with Fall Golf Classic

The tournament takes place at 9 a.m. Monday, Nov. 3, at West Orange Country Club, 3300 West Orange Country Club Drive, Winter Garden.

Arts + Entertainment
Things to Do

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