Nerdcore Hip Hop with mc chris and Swell Rell at The Wooly

The Wooly 20 N Main St., Gainesville, FL, United States

The Top Secret Events presents mc chris on his 20 Years of Touring Tour with special guests: Swell Rell - nerdcore hip hop from Tampa DJ Drew Love playing nerdy jams throughout the night doors 7pm 18+ $20 adv $25 day of

$20

Rock the Night with Drivin’ N Cryin’ at Heartwood Soundstage

Heartwood Soundstage 619 Main St., Gainesville, FL, United States

Turn up the volume with Drivin’ N Cryin’, the high-energy, genre-blending rock band out of Atlanta that made waves in the late ’80s and early ’90s. Known for fusing hard rock, folk, and Southern grit, the band celebrates 35 years of music with a powerhouse live performance. Founding members Kevn...

$30

Global Grooves with Orlas and Floresamba at Heartwood Soundstage

Heartwood Soundstage 619 Main St., Gainesville, FL, United States

Get swept up in the rhythm as Orlas and Floresamba bring a vibrant blend of samba-jazz, bossa nova, disco-funk, and tropical soul to the stage. This dynamic father-son duo creates a rich, cross-cultural sound that’s both timeless and full of surprise, delivering a night of movement, melody, and musical connection.

$15

KennaDee Acoustic at Mother’s Pub and Grill

Mother's Pub & Grill North 5109 NW 39th Ave, Gainesville, FL, United States

Join KennaDee for an evening of good food, great fun, and acoustic fan favorites! Savor delicious bites, enjoy a lively atmosphere, and sing-along to your favorite tunes. It’s the perfect recipe for a fantastic time! Don’t miss it!

Free

Pink Pony Night at Heartwood Soundstage

Heartwood Soundstage 619 Main St., Gainesville, FL, United States

Giddy up and glitter up for Pink Pony Night - Heartwood Soundstage’s high-camp country dance party. 8 - 9 p.m.: Happy Hour — sip specials and meet your fellow ponies 9 - 10 p.m.: Learn to line dance with Tyger — no experience needed! 10 p.m. - midnight: Dance party...

$10 – $15

Dauzat St. Marie at Heartwood Soundstage

Heartwood Soundstage 619 Main St., Gainesville, FL, United States

Experience the powerful Americana duo Dauzat St. Marie inside the listening room at Heartwood Soundstage. This seasoned musical power union between Heather St. Marie and Mat Dauzat weaves soulful Americana tapestries in the form of song - captivating audiences far and wide with their lockstep harmonies and electrifying stage presence....

$15 – $20

SUSTO Stringband at Heartwood Soundstage

Heartwood Soundstage 619 Main St., Gainesville, FL, United States

Experience emotional storytelling with Justin Osborne’s rich, Appalachian sound of the SUSTO Stringband. Backed by Holler Choir’s lush harmonies and traditional string arrangements, this unique performance blends pastoral beauty with lyrical depth.

$20 – $25

North Central Florida Blues Society presents Swing with Toots Lorraine and The Traffic with Root Redemption Duo

Heartwood Soundstage 619 Main St., Gainesville, FL, United States

The North Central Florida Blues Society is excited to bring for the first time to Gainesville, Toots Lorraine & The Traffic - at Heartwood Soundstage. This husband (guitarist Chad Dant) and wife team share the purest of love for the preservation of the Blues. Toots Lorraine expertly layers her powerful...

$20

Chamber-Folk with The Wire Birds at Heartwood Soundstage

Heartwood Soundstage 619 Main St., Gainesville, FL, United States

The Wire Birds is a folk group performing original songs with close harmonies and a string quintet. Their most recent songs focus almost exclusively on Florida stories, places, and themes.

$15 – $18

Country Show with Brandon Bing, Ryan Nelson, Allen Higgs at Heartwood

Heartwood Soundstage 619 Main St., Gainesville, FL, United States

Experience a night of gritty, high-energy country music with Brandon Bing and special guests Ryan Nelson and Allen Higgs. Raised in Florida, Brandon Bing brings his signature Black Dirt Music—an outlaw blend of Southern storytelling, soul and grit to the Heartwood Soundstage listening room. From heartbreak to wild nights, his...

$20 – $25

Folk and Indie Pop with The Currys and Singer-Songwriter Chelsea Saddler

Heartwood Soundstage 619 Main St., Gainesville, FL, United States

Enjoy an evening of modern folk and indie pop with The Currys, known for their sharp storytelling, rich vocals and signature three-part harmonies. Their latest sound adds a guitar-driven edge while keeping the warmth fans love. St. Augustine singer-songwriter Chelsea Saddler opens the show with a soulful, roots-infused style.

$25 – $30

Wheatus (acoustic) at Heartwood Soundstage

Heartwood Soundstage 619 Main St., Gainesville, FL, United States

Blend pop, rock and clever lyrics with a special acoustic set by Wheatus frontman Brendan B. Brown. Wheatus burst onto the scene in 2000 with their hit "Teenage Dirtbag," which topped charts in Australia and reached the top 10 in the UK and Germany. Opening the night is Gabrielle Sterbenz,...

$25 – $37

The Gainesville Orchestra Presents “Harvest Gold”

Jackson N. Sasser Fine Arts Hall 3000 NW 83rd St., Gainesville, FL, United States

Experience an evening with the Gainesville Orchestra and their season opener "Harvest Gold." Enjoy Tchaikovskey's powerful "Fifth," Florence Price and the Halloween-themed "The Sorcerer's Apprentice." The 2025-2026 season celebrates 250 years of cultural tapestry with performances at the Santa Fe College Jackson N. Sasser Fine Arts Hall.