Arts + Entertainment

Liz Ramos, Michael Eng
February 21, 2026

PHOTOS: 2026 Winter Garden Music Fest

Residents enjoyed sunshine, good eats and plenty of music during the 2026 Winter Garden Music Fest, held Saturday, Feb. 21, downtown.

West Orange Times & Observer
Neighborhood

Leticia Silva
February 19, 2026

Black history tribute artist reception to take place at Healthy West Orange Arts and Heritage Center

The event will take place from 6 to 7:30 p.m. Thursday, Feb. 19, at 126 W. Petris Ave., Oakland.

Arts + Entertainment
Things to Do

Michael Eng
February 19, 2026

Three Birds Café supporters plan demonstration

The demonstration is planned for 10:30 a.m. Friday, Feb. 20, outside the cafe, 2 W. Plant St., Winter Garden.

Arts + Entertainment
Things to Do

Michael Eng
February 19, 2026

Enjoy the weekend at Southern Hill Farms

The farm will be open for winter strawberry and seasonal vegetable U-pick from 10 a.m. to 6 p.m. Saturday, Feb. 21, at 16651 Schofield Road.

Arts + Entertainment
Things to Do

Michael Eng
February 19, 2026

Horizon High thespians to present ‘Stage Door’

Performances will take place at 7 p.m. Thursday, Feb. 19, through Saturday, Feb. 21, at Horizon High, 10393 Seidel Road, Winter Garden.

Arts + Entertainment
Things to Do

Michael Eng
February 19, 2026

Orlando Philharmonic Orchestra to perform at Rosen JCC

Arts at the J presents Orlando Philharmonic — Music of Mozart & Strauss at 2:30 p.m. Sunday, Feb. 22, at the JCC, 11184 S. Apopka-Vinland Road, Orlando.

Arts + Entertainment
Things to Do

Michael Eng
February 19, 2026

Car show rolls into Ocoee this weekend

Cars and Coffee Orlando will host its monthly event from 8 to 10 a.m. Saturday, Feb. 21, at House Blend Cafe, 10730 W. Colonial Drive, Ocoee.

Arts + Entertainment
Things to Do

Liz Ramos
February 18, 2026

Annual Winter Garden Musical Fest returns

It takes about 40 city employees and 260 volunteers to pull off Winter Garden’s annual Music Fest. The 12-hour concert festival returns Saturday, Feb. 21.

West Orange Times & Observer
News

Michael Eng
February 12, 2026

County builds community with free movie night

Orange County Parks and Recreation will screen “A Minecraft Movie” at 6:35 p.m. Friday, Feb. 13, at Dr. P. Phillips Community Park, 8249 Buenavista Woods Blvd., Orlando.

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

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