Upcoming Leesburg Events

Check out what's happening all around Leesburg, FL

Prime 3 Steakhouse

 Tue, 09 Sep at 06:00 pm Prime 3 on Main Steakhouse USD 4

Christmas Festival & Parade

 Sat, 06 Dec at 01:00 pm 500 W Main St, Leesburg, FL 34748, United States

Free Lunch & Learn: Understanding Clinical Trials

 Fri, 19 Sep at 12:00 pm Leesburg Library Free

Free Movie: A Big, Bold, Beautiful Journey

 Fri, 26 Sep at 07:00 pm AMC Lake Square 12 Free

Trick or Treat on Main St.

 Sat, 25 Oct at 04:00 pm 500 W Main St, Leesburg, FL 34748, United States

Defensive Pistol Course

 Sat, 20 Sep at 12:00 pm Ares Training Facility

Blue Runway 5K

 Sat, 04 Oct at 07:00 pm Leesburg International Airport

Discover Leesburg

 Fri, 14 Nov at 05:00 pm 500 W Main St, Leesburg, FL 34748, United States

Live Music every Friday!

Fri, 12 Sep at 08:00 pm Dirty South Saloon

Dan Murphy Entertainment at the Speakeasy

 Fri, 12 Sep at 07:00 pm 118 S 2nd St, Leesburg, FL, United States, Florida 34748

Discover Leesburg

 Fri, 10 Oct at 05:00 pm 500 W Main St, Leesburg, FL 34748, United States

Micro Wrestling Federation Invades Leesburg, FL - Micro One!

 Sat, 11 Oct at 07:00 pm Dirty South Saloon

Classic R&B After Dark 4th Street

Sat, 18 Oct at 08:00 pm 100 S 4th ST, Leesburg, FL

Friday Night’s @ The Warehouse Club - LIVE MUSIC - FULL KITCHEN - FULL LIQUOR

 Fri, 12 Sep at 06:00 pm 312 S. 2nd Street, Leesburg, FL

Candle Magic Workshop

 Fri, 12 Sep at 05:30 pm 32641 Radio Rd #102, Leesburg, FL, United States, Florida 34785

Harry "O" Jazz & Blues at the Speakeasy

 Sat, 27 Sep at 07:00 pm 118 S 2nd St, Leesburg, FL, United States, Florida 34748

Grand Opening!

Fri, 12 Sep at 05:00 pm 1303 W Main St Leesburg, FL 34748

Discover Leesburg

 Fri, 12 Dec at 05:00 pm 500 W Main St, Leesburg, FL 34748, United States

Ryback Ride | 4th Annual

Sat, 27 Sep at 08:00 am 1745 US Highway 441, Leesburg, FL, United States, Florida 34748

Ultimate Santana Tribute @ The Warehouse Social Club & Eatery

 Sat, 18 Oct at 06:00 pm MFPSA – Military, Fire, Police Support Association USD 21 to 31

September 20th - Gameday Pub Crawl - Summer Saturday Shenanigans

 Sat, 20 Sep at 04:00 pm 209 W Main St USD 23 to 29

Cherokee Music Performer at the Speakeasy

 Fri, 19 Sep at 07:00 pm 118 S 2nd St, Leesburg, FL, United States, Florida 34748

Fiesta en la Plaza

 Fri, 26 Sep at 05:00 pm 500 W Main St, Leesburg, FL 34748, United States

The Warehouse

Fri, 19 Sep at 07:00 pm The Warehouse 312 S. 2nd St. Leesburg FL

Discover Leesburg

 Fri, 12 Sep at 05:00 pm 500 W Main St, Leesburg, FL 34748, United States

GFWC Woman's Club Fall Festival Quarter Auction

Sat, 11 Oct at 11:00 am Fairfax Hall Leesburg, FL

Singles 55+ Potluck and Game Night

 Fri, 19 Sep at 05:00 pm First Baptist Church Leesburg FL

Half Way to St. Patrick's Day Party

 Sat, 13 Sep at 04:00 pm 719 W Main St, Leesburg, FL, United States, Florida 34748

Golden Tee Tournament at Marmaduke's

Sun, 07 Sep at 01:00 pm 215 West Main Street, Leesburg, FL

Rob Nichols-Sunday @ Dirty South Saloon

 Sun, 07 Sep at 03:00 pm Dirty South Saloon

9/11 Memorial Ride

 Sat, 13 Sep at 08:30 am 1745 US Highway 441, Leesburg, FL, United States, Florida 34748

Thirsty Thursday at the Speakeasy

 Thu, 11 Sep at 05:00 pm 118 S 2nd St, Leesburg, FL, United States, Florida 34748

SING DOWN THE GLORY– A Gospel Music Celebration

 Sun, 14 Sep at 06:00 pm 10200 Morningside Drive, Leesburg, FL, United States, Florida 34788

Managing Emotions - Anger Management

 Tue, 09 Sep at 06:00 pm 1306 W Main St, Leesburg, FL, United States, Florida 34748

Boundaries

 Wed, 10 Sep at 06:00 pm 1306 W Main St, Leesburg, FL, United States, Florida 34748

Son☀Rae RED🎖SHIRT FRIDAY🎤KARAOKE at FRANK'S🎱PLACE in LEESBURG f/ 9PM-1AM w/ DJ🎙JEFF-fa-fa!

 Fri, 12 Sep at 09:00 pm Frank's Place

Rob Nichols LIVE

 Sun, 07 Sep at 03:00 pm Dirty South Saloon

Harry "O" Jazz & Blues at the Speakeasy

 Sat, 13 Sep at 07:00 pm 118 S 2nd St, Leesburg, FL, United States, Florida 34748

You are invited to the 9/11 Memorial Event in Downtown Leesburg!

 Thu, 11 Sep at 05:00 pm 311 W. Magnolia, Leesburg, FL, United States, Florida 34748

Awaken Your Path Workshop Series 1

 Sun, 07 Sep at 06:15 pm 10401 US HWY 441, Unit 236, Leesburg, FL, United States, Florida 34788

September to Remember - Craft Show! by Ace Galore LLC (Arts Crafts Events Galore)

 Sat, 13 Sep at 10:00 am 10401 U.S. 441, Leesburg, FL, United States, Florida 34788

CARD BINGO

 Thu, 11 Sep at 06:00 pm 11240 Northern Ave Suite 105, Leesburg, FL, United States, Florida 34788

3rd Annual Quarter Mania Fundraiser

 Sat, 27 Sep at 06:00 pm Eagles Foe

Meet Adorable Adoptables at Villages Subaru

 Sat, 11 Oct at 11:00 am Villages Subaru

Mid-lakes Orchid Society Monthly Meeting

 Tue, 09 Sep at 06:30 pm Venetian Center, Leesburg

Smells Like… An Unplugged Nirvana Experience @ The Warehouse Social Club

 Sat, 20 Sep at 06:00 pm MFPSA – Military, Fire, Police Support Association USD 9 to 11

Women's Conference- "Grace for This Season"

 Sat, 11 Oct at 09:00 am 1711 Citrus Blvd., Leesburg, FL, United States, Florida 34748

4th Street Art Experience

Fri, 19 Sep at 06:00 pm 100 S 4th ST, Leesburg, FL

Fairy Hair Fun at Mystic Ice Cream ~ Leesburg

 Thu, 18 Sep at 02:00 pm 314 W Main St, Leesburg, FL 34748-5121, United States

Flapjack 5K

 Sat, 15 Nov at 08:00 am 500 W Main St, Leesburg, FL 34748, United States

2025 North Lake County Bump2Baby Expo

 Sat, 20 Sep at 10:00 am The Salvation Army of Lake & Sumter County

Rockstar Lobster at Bully Brewing Inc

 Sat, 20 Sep at 05:00 pm 2204 Griffin Rd Leesburg, FL 34748

Heidy's Bakeshop @Whimsy Market's GNO

 Thu, 25 Sep at 05:00 pm Venetian Center, Leesburg

Botanical Witch Hat Workshop

 Sat, 27 Sep at 05:30 pm 32641 Radio Rd #102, Leesburg, FL, United States, Florida 34785

People Reading Course NLP

 Fri, 10 Oct at 09:00 am Lake Hypnosis

Women’s Cocktails & Conversations: Margarita Mixer Edition (Leesburg)

 Sun, 07 Sep at 11:45 am Luna Azul Authentic Mexican Restaurant

LHS 'CLASS OF 2000' 25-YEAR REUNION!

 Fri, 19 Sep at 06:00 pm Leesburg High School

Tuesday Night Karaoke & Taco Tuesday - Corona Specials & More

 Tue, 09 Sep at 06:00 pm 312 S. 2nd Street, Leesburg, FL

Pink Fire Truck Tour - ACE Hardware South Leesburg

 Sat, 25 Oct at 01:00 pm Carter's Ace Hardware of S. Leesburg FL (Leesburg, FL)

Poker Bingo

 Tue, 09 Sep at 05:00 pm Dirty South Saloon

Harmony Within: A Women's Retreat of Sound, Art and intention

 Sat, 11 Oct at 12:00 pm 100 S 4th ST, Leesburg, FL

PHANTASMAGORIA XVI “Hauntingly Whimsical Tales”

 Fri, 03 Oct at 07:00 pm 122 W. Main St., Leesburg, FL, United States, Florida 34748

Gator Bike Rally | Fall 2025

 Fri, 14 Nov at 09:00 am 1745 US HWY 441, Leesburg, FL, United States, Florida 34748

Cider & Scents: A Cozy Candle Making Workshop

 Sat, 20 Sep at 12:00 pm 100 S 4th St USD 29

Sip & Paint Class- Zest for Life

 Fri, 12 Sep at 01:00 pm 400 W Magnolia St, Leesburg, FL

4th Street Art Experience

Fri, 17 Oct at 06:00 pm 100 S 4th ST, Leesburg, FL

Grandparents Day at Funtown Playground

 Sun, 07 Sep at 12:00 am 10401 US-441 Unit 114, Leesburg, FL

Pumpkin Paint & Sip at Funtown Playground

 Mon, 15 Sep at 11:00 am 10401 US-441 Unit 114, Leesburg, FL

Leesburg Blues Brothers

 Sun, 15 Feb at 07:00 pm Pennbrooke Fairways

NEW! Son☀Rae🎤KARAOKE THURSDAYS at CR🏈SPORTS🍻BAR in LEESBURG from 6-9PM with🎙DJ JEFF-fa-fa!

 Thu, 11 Sep at 06:00 pm CR Sports Bar

Wine Tasting

 Sat, 27 Sep at 06:00 pm Hamrick Family Vineyards, LLC

Whimsy Market's Ghoul's Night Out

Thu, 23 Oct at 05:00 pm Venetian Center, Leesburg

BINGO

 Wed, 10 Sep at 05:30 pm 500 N Canal St, Leesburg, FL, United States, Florida 34748

Island Days Casino Night

 Sat, 31 Jan at 04:30 pm The Plantation at Leesburg USD 45

Cauldron Candle Workshop

 Sat, 11 Oct at 04:30 pm 32641 Radio Rd #102, Leesburg, FL, United States, Florida 34785

Toddler & Me Time at Funtown Playground with Evolve Studio!

Sat, 20 Sep at 10:00 am 10401 US-441 Unit 114, Leesburg, FL

1 Year Anniversary

 Sat, 13 Sep at 12:00 pm 11240 Northern Ave Suite 105, Leesburg, FL, United States, Florida 34788

Boots on the Ground Senior Party

 Mon, 08 Sep at 01:30 pm Leesburg Resource Center Free

Ohio Pawpaw Festival

 Fri, 12 Sep at 05:00 pm Lake Snowden

October Meeting 2025

 Wed, 08 Oct at 11:30 am The Venetian Center USD 0 to 45

2025 Monster Dash 5K/10K Race

 Sat, 25 Oct at 08:00 am Lake-Sumter State College (Leesburg, FL)

Son☀Rae🎤KARAOKE🐪WEDNESDAYS at The BRICK & BARREL in LEESBURG f/ 6-9PM w/ DJ🎙JEFF-fa-fa & SHELBY!

 Wed, 10 Sep at 06:00 pm The Brick & Barrel Public House Leesburg, FL

The Leesburg Blue Foundation 5K – Presented by Sunair Aviation

 Sat, 04 Oct at 06:30 pm Leesburg International Airport 8807 Airport Blvd. Leesburg, FL US 34788

Valiant Marriage Conference 💍

 Sun, 21 Sep at 03:00 pm 220 N 13th St, Leesburg, FL, United States, Florida 34748

Time Machines 6th Anniversary Party @ Dirty South Saloon 10/3/25 8-11pm

 Fri, 03 Oct at 08:00 pm Dirty South Saloon 1850 US-441, Leesburg, FL

Beyond the Clinic: Spine Edition

Mon, 22 Sep at 03:30 pm 1 Dozier Cir, Leesburg, FL 34748

Phantasy Floyd @ The Warehouse Club (An Evening Dedicated To Pink Floyd)

 Sat, 15 Nov at 06:00 pm MFPSA – Military, Fire, Police Support Association USD 9 to 11

Monday Night - Trivia Night w/ Johnny

 Mon, 08 Sep at 06:00 pm The Warehouse Club - Military Fire Police Support Association

October JJ Meetup in Leesburg

 Sat, 04 Oct at 01:00 pm Leesburg Public Library

Botanical Broom Workshop

 Sat, 25 Oct at 04:30 pm 32641 Radio Rd #102, Leesburg, FL, United States, Florida 34785

Overcoming Anxiety & Depression: Telling Yourself the Truth

 Mon, 08 Sep at 06:00 pm 1306 W Main St, Leesburg, FL, United States, Florida 34748

Market At The Mall

 Sat, 27 Sep at 11:00 am Lake Square Mall

U2 Ultimate Tribute @ The Warehouse (U2-2U)

 Sat, 17 Jan at 06:00 pm The Warehouse Social Club operated by the Military Fire Police Support Association USD 25 to 31

Sandy Back Porch @ Leesburg Library

 Fri, 03 Oct at 01:00 pm 100 E Main St, Leesburg, FL 34748

Fairy Hair Fun at Mystic Ice Cream ~ Leesburg

 Thu, 30 Oct at 02:00 pm 314 W Main St, Leesburg, FL 34748-5121, United States

September Meeting 2025

 Wed, 10 Sep at 11:30 am The Venetian Center USD 0 to 45

Time Machine Ryback Ride @ Gator Harley Davidson 11:30am-3:30pm

 Sat, 27 Sep at 11:30 am Gator Harley-Davidson 1745 US Hwy 441, Leesburg, FL

Fall in Love at The Carriage House

 Thu, 25 Sep at 04:00 pm The Carriage House at Vedder Farms Free

Battle of the Branches

Sat, 25 Oct at 07:00 am The Plantation at Leesburg Golf Club

GFWC Quarter Auction

 Sat, 11 Oct at 10:00 am Arlington Ridge, Leesburg, Florida
Categories
Parties
Music
Live Music
Workshops
Food & Drinks
Exhibitions
Entertainment
Business
Concerts
Performances
Festivals
Pop-Ups
Sports
Dance
Crafts
Shopping
Calendar
Halloween
Meet & Greet
Car Shows
Night Markets
Popular topics
Motorcycling
Emotional Intelligence
Business
Rock Music
Food Trucks
Auctions
Entrepreneurship
Shopping
Mindfulness
Beer
DIY