Things to Do | Arts + Entertainment

Arts + Entertainment | Things to Do

Michael Eng
April 29, 2026

Winter Garden VFW saddles up for Derby Day

The event will take place from 5 to 9 p.m. Saturday, May 2, at the post, 1170 E. Plant St., Winter Garden.

Arts + Entertainment
Things to Do

Michael Eng
April 29, 2026

Ocoee plans Cinco de Mayo fiesta

The city’s Cinco De Mayo Block Party takes place from 6 to 9 p.m. Friday, May 1, in downtown Ocoee.

Arts + Entertainment
Things to Do

Michael Eng
April 29, 2026

Shop ’til you drop this weekend in Winter Garden

Downtown Winter Garden will host its Shop, Dine and Stroll event from 9 a.m. to 10 p.m. Saturday, May 2, in downtown Winter Garden.

Arts + Entertainment
Things to Do

Michael Eng
April 29, 2026

Arts at the J to boogie with AARP Orlando Salsa Celebration

This event takes place from 2 to 4:30 p.m. Sunday, May 3, at the Pargh Event Center at the Rosen JCC, 11184 S. Apopka-Vineland Road, Orlando.

Arts + Entertainment
Things to Do

Michael Eng
April 29, 2026

Ocoee Police to serve up annual picnic

This event will take place from 11 a.m. to 2 p.m. Saturday, May 2, at Vignetti Park, 1910 Adair St., Ocoee.

Arts + Entertainment
Things to Do

Michael Eng
April 29, 2026

West Orange Junior Service League rides with annual Run of the Roses

This year’s event will take place from 5 to 10 p.m. Saturday, May 2, at Clermont Arts and Recreation Center, 3700 S. U.S. 27, Clermont.

Arts + Entertainment
Things to Do

Leticia Silva
April 27, 2026

West Orange High to present 'Newsies'

Performances will take place from Thursday, April 30, to Sunday, May 3, at 1625 Beulah Road, Winter Garden.

Observer School Zone
News

Michael Eng
April 23, 2026

Rosen JCC to present Israel North to South

The event takes place from 3:30 to 6:30 p.m. Sunday, April 26, at the Rosen JCC, 11184 S. Apopka-Vineland Road, Orlando.

Arts + Entertainment
Things to Do

Michael Eng
April 23, 2026

Horizon West residents: Street party set for Friday

The Family Friday Street Party will take place from 5 to 8 p.m. Friday, April 24, at The Mark, 9250 Miley Drive, Winter Garden.

Arts + Entertainment
Things to Do

Michael Eng
April 23, 2026

Help Second Harvest Food Bank at Windermere’s Food Truck Night

The event will take place from 5:30 to 9:30 p.m. Friday, April 24, at 520 Main St., Windermere.

Arts + Entertainment
Things to Do

Liz Ramos
April 23, 2026

Free beginner pickleball clinic available in Winter Garden

Winter Garden Go Pickleball Volunteers and the city of Winter Garden is sponsoring a free clinic at Veterans Memorial Park.

Arts + Entertainment
Things to Do

Leticia Silva
April 20, 2026

West Orange Foundation to host Industry Exploration Expo for children

The event will take place from 9 a.m. to noon Thursday, April 23, at Southern Hill Farms, 16615 Schofield Road, Clermont.

Southwest Orange
News

Michael Eng
April 15, 2026

Windermere Rotary’s Lobster and Laughs promises to be a ‘shell’ of a good time

The event will take place at 6:30 p.m. Saturday, April 18, at The Pines at Windermere.

Arts + Entertainment
Things to Do

Michael Eng
April 15, 2026

Windermere to roll out red carpet for fathers, daughters

The town’s Daddy Daughter Dance will take place from 6 to 9 p.m. Friday, April 17, at Windermere Town Hall, 520 Main St., Windermere.

Arts + Entertainment
Things to Do

Michael Eng
April 15, 2026

Roper YMCA to host Healthy Kids Day

The free event will take place from 10 a.m. to 1 p.m Saturday, April 18, at the YMCA, 100 Windermere Road, Winter Garden.

Arts + Entertainment
Things to Do

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