Upcoming Leesburg Events

Check out what's happening all around Leesburg, FL

Progressive's Leesburg Bikefest

 Fri, 24 Apr at 10:00 am 500 W Main St., Leesburg, FL, United States, Florida 34748

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

Leesburg Bikefest: Lita Ford - Friday

 Thu, 23 Apr Budweiser Main Stage

Blues-BQ

 Sat, 21 Feb at 05:00 pm 500 W Main St, Leesburg, FL 34748, United States

Food Truck Fly-In @ Leesburg International Airport - KLEE

 Sat, 07 Feb at 10:00 am 8807 Airport Blvd., Leesburg, FL, United States, Florida 34788

Leesburg Doll Show Orange Blossom Hills & Lakes Doll Club Event

 Sat, 07 Feb at 09:00 am Morrison United Methodist Church, West Main Street, Leesburg, FL, USA

Leesburg Bikefest 2026 - WTLE 95.9FM / Great Chicago Fire Stage

 Thu, 23 Apr at 05:00 pm 311 W. Magnolia, Leesburg, FL, United States, Florida 34748

Singles 55+ Annual Valentine's Day Banquet

 Sat, 14 Feb at 12:00 pm First Baptist Church Leesburg FL

Ultimate Creed & Collective Soul Tributes @ The Warehouse

 Sat, 07 Feb at 06:00 pm The Warehouse Social Club operated by the Military Fire Police Support Association USD 25 to 31

New Jack Swing Forever!

 Sat, 21 Mar at 09:00 pm 323 Pine St USD 13 to 42

Leesburg Carnival

 Wed, 11 Mar at 05:00 pm Lake Square Mall

Crimson & Cream Ball

 Sat, 07 Feb at 07:00 pm The Venetian Center, Dozier Circle, Leesburg, FL, USA USD 45 to 109

Jack knife Rocks Leesburg Bikefest at Frank's Place

 Sat, 25 Apr at 09:00 pm Frank's Place

Blue Door Ball 2026

 Sat, 07 Mar at 05:30 pm Dozier Cir, Leesburg, FL 34748, United States

Men’s Book Club

 Thu, 05 Feb at 06:30 pm Vanderbrew Coffee Shop Free

Historically Black Colleges & Universities

Fri, 13 Feb at 07:00 pm 1414 W. Main St. Leesburg FL 34748

Daddy Daughter Dance - Boots & Sunflowers

 Sat, 28 Feb at 06:00 pm 109 E Dixie Ave, Leesburg, FL 34748-6372, United States

Battle of the Worship Bands

 Sun, 01 Feb at 05:00 pm Pennbrooke Fairways Grand Hall 501 SR 44, Leesburg, FL 34748

Farmers Market / Swap Meet

 Sun, 01 Feb at 10:00 am Dirty South Saloon

An Acoustic Evening With Sidewalk Prophets-Spring 2026-Leesburg, FL

 Sun, 29 Mar at 07:00 pm Leesburg High School Auditorium USD 24 to 117

Everclear in Leesburg

 Fri, 24 Apr at 07:00 pm Leesburg City Hall

Central Florida Wounded Vet Run

 Sat, 21 Feb at 09:00 am 1745 US Highway 441, Leesburg, FL, United States, Florida 34748

Atlantic City Boys

 Sun, 15 Mar at 07:00 pm Pennbrooke Fairways

Community Sound Bath

 Sun, 08 Feb at 03:00 pm Magnolia Grace Beauty co.

Discover Leesburg

 Fri, 13 Feb at 05:00 pm 500 W Main St, Leesburg, FL 34748, United States

Damon Fowler - Leesburg Blues-BQ, Leesburg, FL - FREE EVENT!

 Sat, 21 Feb at 07:30 pm 501 W. Magnolia Street, Leesburg, FL 34748

Pure Imagination

 Sat, 21 Feb at 07:00 pm 28229 County Rd 33, Leesburg, FL, United States, Florida 34748

DEMO WEEKEND | Gator H-D

 Sat, 14 Feb at 09:00 am 1745 US Highway 441, Leesburg, FL, United States, Florida 34748

Saving on your Homestead

 Thu, 05 Feb at 06:00 pm 1041 Co Rd 468 Free

Galentine’s Sip & Shop

 Sat, 07 Feb at 09:00 am VerdeVin Co.

Major League Fishing Tackle Warehouse

 Fri, 06 Feb at 03:00 pm Ski Beach

Valentine's Dinner Party/Cena de San Valentin

 Sat, 14 Feb at 07:00 pm OzVee Enterprise Event Center and Tropical Oasis USD 53

Orisirisi African Folklore

 Fri, 20 Feb at 01:00 pm Leesburg Library Free

Homeless Veterans Monthly Pancake Breakfast

 Sat, 14 Mar at 09:30 am 500 N Canal St, Leesburg, FL, United States, Florida 34748

Home Run Flicks

 Fri, 20 Feb at 06:30 pm Pat Thomas Stadium Buddy Lowe Field

Inaugural Invisible Wound Poker Run

 Sat, 21 Feb at 08:00 am Ski Beach Bar and Grill

Women's Lakeside Sunset Stroll & Charcuterie Social (Leesburg)

 Thu, 05 Feb at 05:00 pm Venetian Gardens Park, Leesburg, FL

FEBRUARY• WORSHIP ON THE WATER

Sun, 15 Feb at 04:00 pm Venetian Gardens, Leesburg

Ladies Pickleball Social: Learn-By-Playing Leesburg

 Sun, 01 Feb at 12:00 pm Pear Park

Double M Big Band Spring Concert

 Fri, 27 Feb at 01:00 pm Leesburg Library Free

Garden Party & Market

 Sat, 07 Feb at 09:00 am Gary Lee Sligh Fabric Arts

Leesburg Blues Brothers

 Sun, 15 Feb at 07:00 pm Pennbrooke Fairways

Tink and Peter!

 Sat, 07 Feb at 12:00 pm 10401 U.S. 441, Leesburg, FL, United States, Florida 34788

Free Fairy & Fantasy Fest Lake Square Mall

 Sat, 07 Feb at 10:00 am Lake Square Mall

LEESBURG BIKEFEST 2026 w Running Reckless!

 Fri, 24 Apr at 07:30 pm Leesburg Bikefest

Valentine's Day 9 Pin Tournament

 Sat, 14 Feb at 03:00 pm 2813 W Main St, Leesburg, FL, United States, Florida 34748

Level 1: Fundamental Handgun on 2/07

 Sat, 07 Feb at 09:00 am Ares Training Facility USD 87 to 109

Rockstar Lobster at Bully Brewing

 Sat, 21 Feb at 05:00 pm Bully Brewing INC

Home Run Flicks

 Fri, 20 Mar at 06:30 pm Pat Thomas Stadium Buddy Lowe Field

MARCH • WORSHIP ON THE WATER

Sun, 15 Mar at 04:00 pm Venetian Gardens, Leesburg

Crushed Glass Art

 Wed, 04 Feb at 02:00 pm Mystic Ice Cream, 314 W. Main Street, Leesburg, Florida

Homeless Veterans Monthly Pancake Breakfast

 Sat, 11 Apr at 09:30 am 500 N Canal St, Leesburg, FL, United States, Florida 34748

113 Student Life Camp

 Mon, 22 Jun at 10:00 am Lake Yale Baptist Conference Center USD 0 to 50

Emily in Paris - Fashion Show!

Sat, 07 Mar at 12:00 pm 10401 U.S. 441, Leesburg, FL, United States, Florida 34788

Homeless Veterans Monthly Pancake Breakfast

 Sat, 14 Feb at 09:30 am 500 N Canal St, Leesburg, FL, United States, Florida 34748

Time Machine @ CR Sports Bar 2pm-6pm

 Sat, 07 Feb at 02:00 pm CR Sports Bar 9945 County Road 44, Leesburg, FL

Heart and Harmony: The Women of the 70's

 Fri, 27 Mar at 01:00 pm Leesburg Library Free

Agatha Christie's Murder on the Orient Express at Melon Patch Players Inc

 Fri, 30 Jan at 07:00 pm Melon Patch Players Inc

President Abraham Lincoln: Lincoln as Story-Teller

 Mon, 16 Feb at 01:00 pm Leesburg Library Free

Petals and Pour: Floral Workshop Leesburg

 Sun, 08 Feb at 03:00 pm Two Old Hags Wine Shoppe

Lake Concert Band In the Amphitheater!

 Sat, 07 Feb at 12:00 pm Leesburg Library Free

Fairy Hair Fun at Bike Night hosted by AmVets Post #2006 ~ Leesburg

 Sat, 21 Mar at 05:00 pm 500 N Canal St, Leesburg, FL 34748-5206, United States

Beautiful Bobby Blackmon: Blues Music and History

 Fri, 13 Feb at 01:00 pm Leesburg Library Free

Play DJ Bingo FREE at The Warehouse Social Club Leesburg

 Thu, 27 Mar at 06:00 pm The Warehouse Free

Level 1: Fundamental Handgun on 2/07 (PM)

 Sat, 07 Feb at 01:00 pm Ares Training Facility USD 87 to 109

Ultimate Rush Tribute @ The Warehouse - Leesburg

 Sat, 16 May at 06:00 pm The Warehouse Social Club operated by the Military Fire Police Support Association USD 31 to 36

Singles 55+ Dutch treat lunch at LaPalma, Leesburg

 Fri, 27 Feb at 11:30 am La Palma Mexican Grill

Rob Nichols-Sunday @ Dirty South Saloon

 Sun, 01 Feb at 12:00 pm Dirty South Saloon

Leesburg Young Professionals Luncheon

 Thu, 05 Feb at 12:00 pm Wolf Branch Brewing (707 N Main Street, Leesburg, FL)

Majesty of Rock

 Sun, 19 Apr at 07:00 pm Pennbrooke Fairways USD 42

Youth Bowling Tour - March 21

 Sat, 21 Mar at 01:00 pm AMF Bowling Co. (Leesburg Lanes, FL)

Second Thursday Downtown Leesburg Bike Night Sponsored by Gator Harley Davidson.

 Thu, 12 Feb at 05:00 pm 311 W. Magnolia, Leesburg, FL, United States, Florida 34748

Vendor for Bilingual Resource Fair - North Lake

 Tue, 17 Mar at 05:30 pm The Venetian Center Free

February Meeting 2026

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

Level 1: Fundamental Handgun on 2/28

 Sat, 28 Feb at 09:00 am Ares Training Facility USD 87 to 109

Level 1: Fundamental Handgun on 3/18 (AM)

 Wed, 18 Mar at 09:00 am Ares Training Facility USD 87 to 109

Emily Ann Thompson with Kel - A Celtic Musical Performance

 Fri, 06 Mar at 01:00 pm Leesburg Library Free

Bike Week 2026

Thu, 23 Apr at 11:00 am Eagles Foe

Level 1: Fundamental Handgun on 3/18 (PM)

 Wed, 18 Mar at 01:00 pm Ares Training Facility USD 87 to 109

Groove Infusion at Dirty South Saloon

 Fri, 10 Apr at 08:00 pm Dirty South Saloon

Stitching Counts III

 Sat, 14 Mar at 09:00 am Family Life Center, Morrison UMC, 1005 West Main Street, Leesburg, Florida 34748

Level 1: Fundamental Handgun on 3/19

 Thu, 19 Mar at 09:00 am Ares Training Facility USD 87 to 109

Hercules - Meet and Greet

 Sat, 14 Feb at 12:00 pm 10401 U.S. 441, Leesburg, FL, United States, Florida 34788

💕🪞 Women’s Self-Love Lab: Quiet the Inner Critic Leesburg

 Mon, 09 Feb at 06:30 pm The Brick & Barrel Public House Leesburg, FL

Funtown Playground Play Date

 Wed, 11 Feb at 10:30 am Funtown Playground

UNSCRIPTED - Storytelling Meets Improv

 Fri, 13 Feb at 05:30 pm 429 W Magnolia St, Leesburg, FL, United States, Florida 34748

HOT BLOODED

 Sat, 21 Feb at 07:00 pm Church Of God Florida-Cocoa Youth And Retreat Center

Ladies Shades & Shenanigans Leesburg

 Fri, 20 Feb at 06:00 pm The Brick & Barrel Public House Leesburg, FL

Fairy Hair Fun at Mystic Ice Cream ~ Leesburg

 Mon, 16 Feb at 02:00 pm 314 W Main St, Leesburg, FL 34748-5121, United States

Cool Cars (& Trucks) Under the Stars! Downtown Leesburg, Every Third Thursday! Food, Music @ More.

Thu, 19 Feb at 05:00 pm 311 W. Magnolia, Leesburg, FL, United States, Florida 34748

Estate Planning Is a Love Language: Wills and Trust Workshop

 Thu, 12 Feb at 01:00 pm Leesburg Library Free

Know Your Risks, Protect Your Health: A Conversation on Cancer Prevention

 Thu, 19 Feb at 01:00 pm Leesburg Library Free

LWV Exceptional Women Series: Mary McLeod Bethune

 Mon, 23 Feb at 01:00 pm Leesburg Library Free

Game Night & Snacks

 Fri, 20 Mar at 06:00 pm First Baptist Church Leesburg FL

Level 2: Practical Handgun on 2/28

 Sat, 28 Feb at 01:00 pm Ares Training Facility USD 109 to 194

Saturday Cinema at the Library: Sarah's Oil

 Sat, 28 Feb at 02:00 pm Leesburg Library Free

Sister Hazel in Leesburg

 Sun, 26 Apr at 07:00 pm Bikefest

Rosie the Rivetor!

 Fri, 13 Mar at 01:00 pm Leesburg Library Free

Orange Blossom and Hills and Lakes Doll Club Annual Doll and Bear Show

Sat, 07 Feb at 09:00 am Morrison United Methodist Church - Leesburg, FL

Ride the Cyclone at Melon Patch Players Inc

 Sun, 22 Mar at 02:00 pm Melon Patch Players Inc
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