Upcoming Leesburg Events

Check out what's happening all around Leesburg, FL

Christmas Festival & Parade

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

Trick or Treat on Main St.

 Sat, 25 Oct at 04:00 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

Micro Wrestling Leesburg, FL!

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

Free Movie for Seniors: Soul on Fire

 Wed, 29 Oct at 02:00 pm AMC Lake Square 12 Free

Women's Conference

 Sat, 11 Oct at 09:00 am Living Grace Church Free

An Afternoon with Kenneth Kelly

 Sat, 11 Oct at 12:00 pm Books-A-Million Free

Amanda - Ultimate Boston Tribute @ The Warehouse - Leesburg

 Sat, 06 Dec at 06:00 pm The Warehouse Social Club operated by the Military Fire Police Support Association USD 31 to 36

Time Machine 6th Anniversary Party

 Fri, 03 Oct at 08:00 pm Dirty South Saloon

Blue Runway 5K

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

NOCHE DE DESPECHO EDICIÓN FLORIDA

 Sat, 11 Oct at 09:00 pm 10401 N US Hwy 441 u 322 USD 23

Saturday Night Live @ The Warehouse Club (Soloists, Duos, Trios, Bands, Tributes, Karaoke)

 Sat, 04 Oct at 07:00 pm 312 S. 2nd Street, Leesburg, FL

The Vaudeville Hotel Haunted House

 Fri, 03 Oct at 06:00 pm 10401 U.S. 441, Leesburg, FL, United States, Florida 34788

Shamrockin Fest BBQ & Beer Festival - March 13th & 14th - Leesburg, FL

 Fri, 13 Mar at 05:00 pm 500 W. Main Street, Leesburg, FL, United States, Florida 34748

Cruisin' for St. Jude - Escorted Ride

 Sat, 04 Oct at 08:00 pm 1745 US Highway 441, Leesburg, FL, United States, Florida 34748

Dan Murphy Entertainment at the Speakeasy

 Fri, 10 Oct at 07:00 pm 118 S 2nd St, Leesburg, FL, United States, Florida 34748

Lupe on Keys at the Speakeasy

 Sat, 04 Oct at 07:00 pm 118 S 2nd St, Leesburg, FL, United States, Florida 34748

Stevie G's Las Vegas Spectacular

 Sun, 25 Jan at 07:00 pm Pennbrooke Fairways

Worship night

Sat, 11 Oct at 06:00 pm Lakesquare Mall Leesburg Florida

Farndale Avenue A Christmas Carol AUDITIONS

 Sun, 12 Oct at 07:00 pm 122 W. Main St., Leesburg, FL, United States, Florida 34748

Whimsy Market's Ghoul's Night Out

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

Fall Teen Bash (COSTUME EDITION)

 Sat, 01 Nov at 07:00 pm 32624 Blossom Ln USD 29

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

 Fri, 03 Oct at 06:00 pm 312 S. 2nd Street, Leesburg, FL

Nancy and the Painkillers at Leesburg Moose

Fri, 03 Oct at 06:30 pm Villages Leesburg Moose Lodge

Solo Art Show Knight night Artist Wise Knight

Fri, 17 Oct at 05:00 pm 100 S 4th ST, Leesburg, FL

Trivia Night Fundraiser for World Services

 Fri, 17 Oct at 05:30 pm 2605 South Street, Leesburg, FL, United States, Florida 34748

Discover Leesburg

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

Halloween Costume Party

 Fri, 31 Oct at 09:00 pm Dirty South Saloon

Discover Leesburg

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

2025 Monster Dash 5K/10K Race

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

Last Sourdough Class!!!!

 Sat, 25 Oct at 12:00 pm Palmora

Blessing of the Pets

 Sat, 04 Oct at 01:00 pm 130 S Lone Oak Dr, Leesburg, FL, United States, Florida 34748

Trunk or Treat

Sat, 25 Oct at 05:00 pm 200 S Lone Oak Dr, Leesburg, FL, United States, Florida 34748

PHANTASMAGORIA XVI “Hauntingly Whimsical Tales”

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

Free Community Day Event! Meet Bluey & Bingo LIVE!

 Thu, 16 Oct at 04:00 pm 10516 Treadway School Rd Free

Meet Adorable Adoptables at Villages Subaru

 Sat, 11 Oct at 11:00 am Villages Subaru

Level 2: Practical Handgun on 11/1

 Sat, 01 Nov at 01:00 pm Ares Training Facility USD 109 to 162

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

Fashion Runway Showcase Runway Model Call

 Sat, 04 Oct at 01:00 pm Lake Square Mall Free

The GAP - The Growth Alchemy Project Retreat

 Sat, 18 Oct at 09:00 am Nokomis, FL

Rob Nichols-Sunday @ Dirty South Saloon

 Sun, 05 Oct at 03:00 pm Dirty South Saloon

People Reading Course NLP

 Fri, 10 Oct at 09:00 am Lake Hypnosis

The Gun Shop & Range- Understanding Florida Carry Laws 11/1/25

 Sat, 01 Nov at 02:00 pm The Gun Shop Inc. & Gun Range USD 15

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

Shop or Treat At The Leesburg ReStore

Sat, 25 Oct at 02:30 pm 200 N Lone Oak Dr, Leesburg, FL 34748-4715, United States

Taste of St. James

Fri, 03 Oct at 06:00 pm St. James Episcopal Church

National Night Out in Downtown Leesburg!!! **New Venue**

 Tue, 07 Oct at 05:00 pm Leesburg City Hall/Town Square

Fall Open House

 Fri, 17 Oct at 09:00 am 1303 W Main St, Leesburg, FL

Classic R&B After Dark 4th Street

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

Monday Night - Trivia Night w/ Johnny

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

Managing Emotions - Anger Management

 Tue, 07 Oct at 06:00 pm 1306 W Main St, Leesburg, FL, United States, Florida 34748

Harry "O" Jazz & Blues at the Speakeasy

 Sat, 11 Oct at 07:00 pm 118 S 2nd St, Leesburg, FL, United States, Florida 34748

Halloween Edition Market At The Mall

 Sat, 25 Oct at 11:00 am Lake Square Mall

Discover Leesburg

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

Gator Bike Rally | Fall 2025

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

Awaken Your Path Workshop Series 1

 Sun, 05 Oct at 06:15 pm 10401 US HWY 441, Unit 236, Leesburg, FL, United States, Florida 34788

Faith Day- Serve and Visit our new campus

Sat, 18 Oct at 08:00 am 1107 griffin road Leesburg Florida

Read and Treat

 Thu, 23 Oct at 05:00 pm 2229 South Street, Leesburg, FL, Florida 34748

Overcoming Anxiety & Depression: Telling Yourself the Truth

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

BOOS AND TOX

Sat, 11 Oct at 06:00 pm 109 Orange Ave., Leesburg, FL

Play DJ Bingo FREE at AMVETS Post 2006 Leesburg

 Sat, 23 Nov at 06:00 pm Amvets Post 2006 Free

KCLC 10th Anniversary Celebration

 Sun, 05 Oct at 11:00 am 2307 South Street, Leesburg, FL, United States, Florida 34748

Upscale Yard Sale

 Thu, 16 Oct at 09:00 am 1012 West Main Street, Leesburg, FL

Fall into Beauty

 Sat, 11 Oct at 05:00 pm 32641 Radio Rd. #103, Leesburg, FL

4th Street Art Experience

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

Driven returns to Gator Harley-Davidson for their St. Jude event October4th!

Sat, 04 Oct at 11:00 am GATOR HARLEY-DAVIDSON

New Member Orientation October

 Fri, 10 Oct at 07:45 am Rogers Park Pavilion 610 South 9th Street, Leesburg

Fantastic Quilt Show

 Fri, 14 Nov at 09:00 am Venetian Center, Leesburg

Live @ Bully Brewing

 Fri, 03 Oct at 05:00 pm Bully Brewing INC

Ceramic Technique Class-Tidal Pool Treasure

 Sat, 04 Oct at 01:00 pm 400 W Magnolia St, Leesburg, FL

Wine Tasting

 Sat, 22 Nov at 06:00 pm Hamrick Family Vineyards, LLC

Cherokee Music Performer at the Speakeasy

 Fri, 03 Oct at 07:00 pm 118 S 2nd St, Leesburg, FL, United States, Florida 34748

Networking Event & Business Card Exchange by The Networking Beast(Orlando)

 Thu, 30 Oct at 06:00 pm The Brick & Barrel Public House Free

October • WORSHIP ON THE WATER •NEW TIME 5:00pm*

 Sun, 19 Oct at 05:00 pm Venetian Gardens, Leesburg

Tuesday Night Karaoke & Taco Tuesday - Corona Specials & More

 Tue, 07 Oct at 06:00 pm 312 S. 2nd Street, Leesburg, FL

October JJ Meetup in Leesburg

 Sat, 04 Oct at 10:00 am Leesburg Public Library

🦞Rockstar Lobster at Bully Brewing Inc🦞

 Wed, 22 Oct at 05:00 pm Bully Brewing INC

FUNdamentals of Fused Glass

 Sat, 04 Oct at 10:00 am Gary Lee Sligh Fabric Arts

Cauldron Candle Workshop

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

Demo Days & Customer Appreciation

Fri, 10 Oct at 09:00 am 1745 US Highway 441, Leesburg, FL, United States, Florida 34748

Halloween Gift with Purchase

 Fri, 31 Oct at 09:00 am 1745 US Highway 441, Leesburg, FL, United States, Florida 34748

Apostle Dr. Tammy Langley and Pastor John Langley Appreciation Dinner

 Sat, 18 Oct at 05:00 pm 610 S 9th St USD 0 to 39

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

Sandy Back Porch @ Leesburg Library

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

Botanical Broom Workshop

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

Leesburg Blues Brothers

 Sun, 15 Feb at 07:00 pm Pennbrooke Fairways

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

Bikes, Jeeps & Treats

Sat, 25 Oct at 01:00 pm 1745 US Highway 441, Leesburg, FL, United States, Florida 34748

October 18th - Davey Jones' Locker Pub Crawl - Summer Saturday Shenanigans

 Sat, 18 Oct at 04:00 pm 209 W Main St USD 23 to 29

First-Time Homebuyer Seminar – Understanding Down Payment Assistance Option

 Wed, 22 Oct at 11:00 am Leesburg Library Free

Flapjack 5K

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

Island Days Casino Night

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

Level 1: Fundamental Handgun on 11/1

 Sat, 01 Nov at 09:00 am Ares Training Facility USD 87 to 109

Women's Prayer Group

 Tue, 07 Oct at 02:00 pm 1306 W Main St, Leesburg, FL, United States, Florida 34748

Unscripted Stories

 Fri, 17 Oct at 05:30 pm 429 W Magnolia St, Leesburg, FL, United States, Florida 34748

Atlantic City Boys

 Sun, 15 Mar at 07:00 pm Pennbrooke Fairways

GFWC Quarter Auction

 Sat, 11 Oct at 10:00 am Arlington Ridge, Leesburg, Florida

Poker Bingo

 Tue, 07 Oct 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

Lake Square Mall Oct 18th

 Sat, 18 Oct at 11:00 am Lake Square Mall
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