Things to Do | Arts + Entertainment

Arts + Entertainment | Things to Do

Michael Eng
February 12, 2026

Let Gymnastics USA watch your kids for Valentine’s Day

The gym’s Valentine’s Day Parent’s Night Out takes place from 6:30 to 11 p.m. Friday, Feb. 13, at the gym, 13175 W. Colonial Drive, Winter Garden.

Arts + Entertainment
Things to Do

Michael Eng
February 12, 2026

Burn some Valentine’s calories at this 5K

The Dream Finders Homes For the Love of Chocolate 5K takes place at 8 a.m. Saturday, Feb. 14, at Southern Hill Farms, 16651 Schofield Road, Clermont.

Arts + Entertainment
Things to Do

Michael Eng
February 12, 2026

Windermere rolls out red carpet for Night to Shine

Night to Shine 2026 will take place from 6 to 9 p.m. Friday, Feb. 13, at the church’s Windermere campus, 300 Main St., Windermere.

Arts + Entertainment
Things to Do

Michael Eng
February 12, 2026

Fall in love at Ocoee’s Valentine’s soiree

The event takes place from 6 to 9 p.m. Friday, Feb. 13, at Ocoee Lakeshore Center, 125 N. Lakeshore Drive, Ocoee.

Arts + Entertainment
Things to Do

Liz Ramos
February 10, 2026

Nonprofits to host inaugural Boots and Salutes in Windermere

Proceeds from the event will go toward sponsoring the travel for local first responders and veterans to go to the ranch for Healing Warriors Week at Wind River Ranch in Estes, Colorado.

Southwest Orange
Neighborhood

Michael Eng
February 5, 2026

Home State to celebrate anniversary

The Renaissance Faire Birthday Bash takes place from 4 to 8 p.m. Saturday, Feb. 7, at Home State, 16016 New Independence Parkway, Suite 100, Winter Garden.

Arts + Entertainment
Things to Do

Michael Eng
February 5, 2026

Central Florida Chili Cookoff heats up this weekend

This year’s event takes place from noon to 4 p.m. Saturday, Feb. 7, in the Hamlin Green Space, 14111 Shoreside Way, Winter Garden.

Arts + Entertainment
Things to Do

Leticia Silva
February 4, 2026

Abracadabra Café to host K-Pop experience

The event will take place from 4 to 6 p.m. Saturday, Feb. 7, at 5736 Hamlin Groves Trail, Suite 150, Winter Garden.

Arts + Entertainment
Things to Do

Liz Ramos
February 4, 2026

Get ready to step to Motown at St. Luke's

The Men of Motown will hit the stage at St. Luke’s United Methodist Church to pay homage to Motown music.

Arts + Entertainment

Leticia Silva
February 3, 2026

Orlando Magic Guard to make appearance at Planet Fitness

The event will take place from 6 to 7 p.m. Tuesday, Feb. 10, at Planet Fitness Ocoee, 10908 W. Colonial Drive, Ocoee.

West Orange Times & Observer
News

Leticia Silva
January 29, 2026

Lost Bros to host tattoo pop-up at Home State Brewing Co.

The event will take place from 11 a.m. to 11 p.m. Saturday, Jan. 31, at 16016 New Independence Pkwy, Suite 100, Winter Garden.

Arts + Entertainment
Things to Do

By Observer Staff
January 29, 2026

Opera Orlando to present 'Silent Night'

'Silent Night' recounts a miraculous moment of peace during one of the bloodiest wars in human history — the Christmas Truce of 1914.

Arts + Entertainment
Things to Do

Michael Eng
January 29, 2026

City Lights Open Mic set for Friday

The event will take place at 9:45 p.m. Friday, Jan. 30, at the West Orange Dream Center, 1136 E. Plant St., Winter Garden.

Arts + Entertainment
Things to Do

Michael Eng
January 29, 2026

Town of Oakland to host 26th annual Heritage Day Festival

The event also will feature the Healthy West Orange 5K.

Arts + Entertainment
Things to Do

Michael Eng
January 29, 2026

Winter Garden Heritage Foundation ‘paddles up’ for pickleball tourney

Registration is now open for the Paddles for the Past Inaugural Pickleball Tournament, which will take place Saturday, Feb. 28, at both the Roper YMCA Family Center and the Dr. P. Phillips YMCA Family Center.

Arts + Entertainment
Things to Do

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