The Winter Garden Music Festival 2026 is back with 30+ Live Music Performances across 6 Stages

The popular Winter Garden music Festival returns to Historic Downtown Winter Garden.

Brought to you by the City of Winter Garden, the Winter Garden Music Festival is a FREE multi-stage outdoor concert in historic downtown Winter Garden.

This year's Winter Garden Music Festival 2026 takes place on Saturday, February 21, 2026 from 11 am - 10 pm, offering a variety of live entertainment and music genres performing continuously and simultaneously for 11 hours.

The festival features 30+ music acts performing across seven stages set up throughout the streets of downtown Winter Garden.

The streets of Downton Winter Garden will be closed for the festival, providing a laidback, fun atmosphere to enjoy the music, together with various onsite beer and wine vendors, a kid's zone with tons of free activities, and more.

Plus, visitors to the festival can take advantage of the car free streets and enjoy the outdoor dining at the many downtown restaurants, offering great views of the action!

STAGE LOCATIONS:

Butterfly Sculpture Park, 240 W. Plant Street

Centennial Plaza Gazebo, 101 W. Plant Street

City Hall Stage, 300 W. Plant Street

Garden Theatre on Plant, 160 W. Plant Street (indoor)

Lakeview Stage, 104 S. Lakeview Avenue

Loop Stage, 427 W. Plant Street

Main Street Stage, 1 N. Main Street

MUSIC SCHEDULE:

11 am – 12 pm

Dublin BeatIrish, Folk Band - Loop Stage

Tonic DuoSoul, ElectroPop - Butterfly Sculpture Park

The Porchdogs, Cajun & Zydeco - Centennial Plaza Gazebo

12 pm – 1 pm

The Boots, Top 40s, Rock, Funk, & Pop - City Hall Stage

Oklahoma Stackhouse, Southern Tropical Rock - Lakeview Stage

Vocal Flash, Pop Acapella - Main Street Stage

1 pm – 2 pm

About Tuesday, Pop-Punk/Rock Band - Loop Stage

Gilly and the Girl, Contemporary Acoustic - Butterfly Sculpture Park

Sandy Back Porch, Bluegrass - Centennial Plaza Gazebo

2 pm – 3 pm

Paul Q-Pek Duo, Pop/Rock, 70s & 80s - City Hall Stage

Billy Buchanan & His Rock ‘n Soul Revue, Soul, Funk, & Blues - Lakeview Stage

SouthBound, Country - Main Street Stage

3 pm – 4 pm

Flatt Out Blue, Bluegrass - Loop Stage

Allie and the Absent Trio, Acoustic Folk/Pop - Butterfly Sculpture Park

Rumba Brothers, Latin-Jazz & Flamenco Fusion - Centennial Plaza Gazebo

4 pm – 5 pm

Live Hart Trio Indie, Soul - City Hall Stage

The Hooligans, British - Lakeview Stage

Phoenix 5 and the Rising Horns, Funk, Soul, Reggae - Main Street Stage

5 pm - 6 pm

Tom Jackson Band, Country - Loop Stage

Red Mint Duo, Soft Rock & Pop - Butterfly Sculpture Park

CYN, R & B - Centennial Plaza Gazebo

Moonflower: The Spirit of Santana, Tribute Band to Santana - Garden Theatre on Plant 

6 pm – 7 pm

Big Ron Betts Trio, Blues - City Hall Stage

Spazmatics', 80s Pop & Rock - Lakeview Stage

O-Town Motown, Motown - Main Street Stage

7 pm – 8 pm

Selwyn Birchwood, Blues - Loop Stage

Jeremy’s Jazz Trio, Jazz - Butterfly Sculpture Park

Winter Garden Music School, Various Genres - Centennial Plaza Gazebo

Moonflower: The Spirit of SantanaTribute Band to Santana - Garden Theatre on Plant

8 pm – 9 pm

Julie Black & Her BandMix of Blues, Jazz, & SoulCity Hall Stage

8 pm - 9:30 pm

Latin Ambition, Energetic Latin - Main Street Stage

8:30 pm – 10 pm

The Boy Band Project, Boy Bands Tribute - Lakeview Stage

9 pm - 10 pm

Shot of Poison Tribute Band, Hard Rock, Glam Metal - Loop Stage

For more details click here.

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