What's On in Maitland

2026-06-23 · The Black Barn

An Evening for Wedding & Event Pros to Connect and Celebrate! All proceeds supporting the UCF Rosen College Wedding Scholarship Fund

2026-06-24 · KaLa Rooftop Restaurant

Exhale at Sax After Dark — AfroHouse grooves, live sax, amazing food, elevated vibes, and a grown intimate crowd.

2026-06-26 · Seminole State College

Join FPRA Orlando/PRSA Orlando for a day where public relations, communications, and media professionals explore the latest industry trends.

2026-06-26 · Harry P Leu Gardens

Step into an enchanting world of fairies! Join us for a whimsical celebration filled with wonder and creativity for all ages.

2026-06-26 · The Barn in Sanford

Get ready for an unforgettable night of raw country soul and southern swagger as Josiah Siska takes the stage LIVE at The Barn in Sanford.

2026-06-26 · 1881 Restaurant & Bar

CHRISROCTONE'S PRESENTS KISSIMMEES SUMMA WHITE PARTY FEATURING DANCEHALLS TOP DJ "NASHEEN FIRE" ALONGSIDE FORCE ONE SOUND & DJ SHALAMAR.

2026-06-26 · Celine Orlando

Get ready for BRESH at Celine Orlando | Fri 06.26.26!

2026-06-27 · Rhein Athletic Club

A Women-focused wellness experience blending power yoga, deep breathing, and ice bath recovery in a high-energy gym setting.

2026-06-27 · Primrose Lanes Bowling, Skating, Sports

Ultimate HILI summer social ☀️ Pilates, skating, bowling, karaoke, cocktails & good vibes at Primrose Lanes

2026-06-27 · Venue on Lake Lily / Maitland Civic Center

"Blacker the Berry..." a wine & whiskey soiree is an elevated event celebrating black excellence in wine, spirits & entrepreneurship

2026-06-27 · Boardwalk Bowl Entertainment Center

Join us at Brooklyn South Bar & Grill for The Bingo Experience—fun, drinks, and prizes in Orlando!

2026-06-27 · Orlando Family Stage

SGP Movement Dance Company presents “The Ascent.” The final chapter of our trilogy, following “The Audition” and “The Aftermath.”

2026-06-27 · The Abbey

The Orlando Pancakes & Booze Art Show

2026-06-27 · Orlando Ballet Company & School

Join us at Orlando Ballet as we follow young Zoey on a journey through the cosmos and watch her dance alongside stars.

2026-06-27 · Broken Strings Brewery

BREAKDOWN

2026-06-27 · The Vanguard

Insomniac & The Vanguard Present

2026-06-28 · Westgate Lakes Resort & Spa

Plan Your Wedding & Celebrations at FL Bridal & Event Expo!

2026-06-28 · Exhale Hookah Lounge

Something for the grown & sexy! R&Brunch is here! Get your team together and enjoy a brunch experience Clermont has never seen before!

2026-06-28 · 3274 Margaritaville Blvd

NIGHTRAIN'S Tribute to Rock & Roll Hall of Fame, "Guns N Roses" has been taking the U.S. by Storm for 15 years running! Tickets On Sale Now!

2026-06-29 · Harry P. Leu Gardens

Leu Garden's Discovery Camps spark curiosity through nature, art and hands-on exploration.

2026-06-29 · Orlando Family Stage

Join Writer's Block Bookstore in celebrating the release of The Princess Diaries: The Graphic Novel by #1 NYT Bestselling author Meg Cabot!

2026-07-01 · Oak Ridge High School

OBL Hoops: Battle of the Cities. Elite 1v1. No teammates, just buckets & pride. Live energy. Pick your city. Witness who runs it.

2026-07-03 · The Vanguard

Insomniac & The Vanguard Present

2026-07-03 · Celine Orlando

Pull up to Celine Orlando on July 3rd for a wild night with Ranger Trucco, good music, and nonstop vibes.

2026-07-03 · Euphoria Downtown

Future Millionaire Fridays returns with a special Independence Day Edition bringing together tourists + locals

2026-07-04 · Cosmo Downtown

Get ready for one of the BIGGEST July 4th weekend parties in Orlando

2026-07-04 · The Basement Orlando

Join us for our annual 4th of July Bar Crawl! Party and bar hop at all the best bars in celebration of July 4th on our pub crawl!

2026-07-04 · Elixir Kitchen and Bar

an #UnapologeticallyAfrican experience

2026-07-05 · Wall Street Plaza

Forever My R&B Block Party: The All White Edition returns to Wall Street Plaza July 5th. Food, hookah, drinks & nonstop R&B vibes.