Make your life happening by enrolling to entertainment events in Leesburg. Find a partner through a salsa night or take your partner to live in concerts by upcoming bands in your town. Get high while playing Beer Pong in a pub crawl or attending stand-up comedy events in Leesburg. Shake your legs in the happy streets, zumba or dance workshops or go for a film screening in the nearby cafes or theaters.
Explore Entertainment Events in Leesburg.
## Entertainment Events in Leesburg - **Event Name**: Vendors Wanted- Leesburg Asian Night Market – Free Event, Family FUN - **Description**: Join us at the Leesburg Asian Night Market and showcase your business to thousands of attendees during this exciting 3-day celebrationAbout this EventVENDORS WANTED — LEESBURG ASIAN NIGHT MARKET! - **Date**: Fri Oct 02 2026 at 02:00 pm – Sun Oct 04 2026 at 10:00 pm (-04:00) - **Event URL**: https://allevents.in/leesburg/vendors-wanted-leesburg-asian-night-market-free-event-family-fun/100001994881179308 - **Venue**: Lake Square Mall - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czYvYmFubmVycy82OTZlNDg1NmFlZGMxOGI0Mzk2YjY0MDJhYWM0MjEwMjYzYWVmY2MyYWFhMGVhMjk3YWI0M2MwOGMyNGFlNDVhLXJpbWctdzEwMjQtaDE1MzYtZGMwMjAxMDItZ21pci5qcGc_dj0xNzg0NzQ1MzIz.avif - **Price**: Free - **Categories**: fitness, Music, Art, Entertainment - **Event Name**: Leesburg Police Department's National Night Out 2026 - **Description**: Join us for National Night Out 2026 on Friday October 9, from 5:00 PM to 8:00 PM in Downtown Leesburg! Bring the whole family for an evening of community fun featuring free food, live DJ, entertainment, interactive displays, and the opportunity to meet y - **Interested Audience**: - Count: 140 - **Date**: Fri Oct 09 2026 at 05:00 pm (-04:00) - **Event URL**: https://allevents.in/leesburg/leesburg-police-departments-national-night-out-2026/200030246656128 - **Venue**: Leesburg City Hall/Town Square - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czkvYmFubmVycy85NDg1MTUwNDNkZmU3NGY5MGFjZWZiYWE2MjZiOTEzNjgxY2FlZjA2ZDg4YTY4Y2NhZTkxYjNmNTcyMjA1MDg0LXJpbWctdzEyMDAtaDY3NS1kYzA4MDgwOC1nbWlyP3Y9MTc4NzA1NDQ3MQ.avif - **Event Name**: City of Leesburg's Home Run Flicks - **Description**: 🎬⚾️ Lights, camera… Home Run Flicks! Catch your favorite family movies on the big screen at Pat Thomas Stadium, home of your Leesburg Lightning⚡️ ✨ Hocus Pocus - October 2nd 🎟️ Free for ALL ⏰ Showtime at 7:00PM 🪑 Bring blankets & chairs 🍿 Concession - **Interested Audience**: - Count: 94 - **Date**: Fri Oct 02 2026 at 07:00 pm (-04:00) - **Event URL**: https://allevents.in/leesburg/city-of-leesburgs-home-run-flicks/200030364089922 - **Venue**: Pat Thomas Stadium-Buddy Lowe Field - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czkvYmFubmVycy81NDQ2MTViMTY3YmU5M2NiZmQyNGJhMDMwZjlkN2I3ZmQzZDIxZTdlMmY4Mzg3ODFmMGI2N2JmMDRjOWEwMGJkLXJpbWctdzEyMDAtaDY3NS1kYzA4MDgwOC1nbWlyP3Y9MTc4NzQ2NTk0NQ.avif - **Categories**: entertainment, art, nonprofit - **Event Name**: Paint The Town Pink! - **Description**: Pinktober for a Purpose officially kicks off as our community comes together to “Paint the Town Pink!” This high-energy evening celebration brings together local businesses, civic organizations, elected officials, survivors, supporters, and community memb - **Interested Audience**: - Count: 45 - **Date**: Thu Oct 01 2026 at 05:30 pm – Thu Oct 01 2026 at 07:00 pm (-04:00) - **Event URL**: https://allevents.in/leesburg/paint-the-town-pink/200030522957722 - **Venue**: Leesburg City Hall/Town Square - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czYvYmFubmVycy80OWU2YmQwYWY2OTIxODhjNGFmNzQ0NWEzNjNlNzVkMzQ0ZGViOGRmZWM1ZTNjZmI0YmI0ODJkMzc5ZmZiYmM5LXJpbWctdzg3OS1oNDQ4LWRjZjhmOGY4LWdtaXI_dj0xNzg4NzgwMjgy.avif - **Event Name**: City of Leesburg's Christmas Festival & Parade - **Description**: 🎄❄️ Christmas Festival & 59th Annual Christmas Parade ❄️🎄 Get ready to experience a day filled with holiday magic in Historic Downtown Leesburg on Saturday, December 12th! The festivities begin at 1:00pm in Towne Square with an afternoon of family f - **Interested Audience**: - Count: 272 - Avatar: https://lh3.googleusercontent.com/a/ACg8ocLcyPHxZdb8SakW8_BLdJiiFl7pQ-Wks2G3L7jtvR9XWJ8=s96-c?sz=200 - Avatar: https://lh3.googleusercontent.com/a-/ALV-UjUPCZMRQJvjo2CRXuh8ka_nXOaS-2p8cxmOPD_3AGotXzgvKQ=s96-c?sz=200 - Avatar: https://www.gravatar.com/avatar/27161d8c8828a4b8873ff95248e84665?s=800&d=identicon&r=g - **Date**: Sat Dec 12 2026 at 01:00 pm – Sat Dec 12 2026 at 09:00 pm (-05:00) - **Event URL**: https://allevents.in/leesburg/city-of-leesburgs-christmas-festival-and-parade/200030229771809 - **Venue**: 500 W Main St., Leesburg, FL, United States, Florida 34748 - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czcvYmFubmVycy9mM2E3MGNhNzAwYjEzZDQxZGRlOTY1YmVlNWY1MGRkNmE3ZjUzODU3ZDg2OTRlZDQxMGNhOWE1YWZjMzEyYTFiLXJpbWctdzEyMDAtaDY3NS1kY2Y4ZjhmOC1nbWlyP3Y9MTc4NzQ3MzA2Mw.avif - **Categories**: christmas, parades, festivals, music, entertainment, holiday, performances, sports, live-music - **Event Name**: Light Up Venetian Gardens - **Description**: 🎄✨ Light Up Venetian Gardens ✨🎄 Kick off the holiday season with one of Leesburg's most cherished Christmas traditions! Join us on Sunday, December 6th from 5pm-8pm at Ski Beach Park for an unforgettable evening filled with holiday magic, family fun, and - **Interested Audience**: - Count: 241 - **Date**: Sun Dec 06 2026 at 05:00 pm – Sun Dec 06 2026 at 08:00 pm (-05:00) - **Event URL**: https://allevents.in/leesburg/light-up-venetian-gardens/200030396541042 - **Venue**: Ski Beach - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czYvYmFubmVycy8zNjEyYjg3NTAwMmNmMmFiMjVjZTEzMWQxNWU4ODRjM2YwZTJhMTkzMTM0ZDEwNTk5ZWM2OWIwMTM4OGJmNTUyLXJpbWctdzEyMDAtaDY3NS1kYzE4MTgyOC1nbWlyP3Y9MTc4NzIwMDU2MA.avif - **Categories**: holiday, parades, christmas, art, fine-arts, kids, christmas-lights, meet-and-greet - **Event Name**: Forest High School Band - DJ Bingo Fundraiser - Great Chicago - **Description**: Join us at any of our regular weekly DJ Bingo locations Sept 21-24 to help us raise funds for Forest High’s Band Boosters!About this EventForest High School Band - DJ Bingo FundraiserThe week of September 21- - **Date**: Mon Sep 21 2026 at 06:00 pm – Mon Sep 21 2026 at 08:00 pm (-04:00) - **Event URL**: https://allevents.in/leesburg/forest-high-school-band-dj-bingo-fundraiser-great-chicago/100001999665885493 - **Venue**: Great Chicago Fire Brewery & Tap Room - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEvYmFubmVycy9iNmNlMjlmMDdmMDkyYWZhNjgxZGY5NmI5ZTdlMTJjZWIxOTlkNzkyN2FhMDJkNzQ0Y2ZjYTBkZmFlYTlmYTg5LXJpbWctdzg1MS1oMzE1LWRjMjgyODI4LWdtaXIuanBnP3Y9MTc4ODQ1ODQ2Ng.avif - **Price**: Free - **Categories**: fitness, Entertainment, Music, Nonprofit - **Event Name**: Gator Bike Rally - **Description**: 🐊🔥 GATOR BIKE RALLY | NOVEMBER 13–15, 2026 🔥🐊 The Fall Gator Bike Rally is BACK! Join us at Gator Harley-Davidson for 3 days of motorcycles, live music, cold drinks, food, vendors, contests and good times! LIVE MUSIC ALL 3 DAYS FRIDAY, NOVEMBER 13 🎶 Ba - **Interested Audience**: - Count: 60 - **Date**: Fri Nov 13 2026 at 09:00 am – Sun Nov 15 2026 at 05:00 pm (-05:00) - **Event URL**: https://allevents.in/leesburg/gator-bike-rally/200030687170513 - **Venue**: 1745 US HWY 441, Leesburg, FL, United States, Florida 34748 - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEwL2Jhbm5lcnMvMWRhMWNiMzYzMzdhNDU4MWMxZjU5MDhjY2YxOGZjNGIzZDQ3OWJlN2VmOWFmYTY0ODBjNmJjMzczMTcwYjA1MC1yaW1nLXcxMjAwLWgxNTUyLWRjMDgwODA4LWdtaXI_dj0xNzg5MTU1NDMz.avif - **Categories**: music, live-music, entertainment, contests - **Event Name**: Franks Rack and Grill Halloween Party - **Description**: Halloween Party….details coming soon! - **Interested Audience**: - Count: 18 - **Date**: Sat Oct 31 2026 at 07:00 pm (-04:00) - **Event URL**: https://allevents.in/leesburg/franks-rack-and-grill-halloween-party/200030588466403 - **Venue**: Frank's Rack & Grill - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czMvYmFubmVycy80MWRmYjIxOWQwZGNmODI3MTg5ODkxYWEwZGEzNzg3NWZjYWZhZWI2MTg0YmNlM2U4ZDhiZjQzY2ZjY2UxNjRiLXJpbWctdzEwMjMtaDE1MzctZGMwODA4MDgtZ21pcj92PTE3ODg1ODUwNDY.avif - **Categories**: parties, entertainment, halloween-parties - **Event Name**: Bingo - Weekly - **Description**: Our weekly bingo is starting again with early bird games starting at 5:30 PM. Our regular games starting at 6PM. We will also have a 50/50 drawing. Brings your friends. - **Interested Audience**: - Count: 18 - **Date**: Wed Sep 16 2026 at 05:30 pm – Wed Sep 16 2026 at 08:30 pm (-04:00) - **Event URL**: https://allevents.in/leesburg/bingo-weekly/200030281439854 - **Venue**: 500 N Canal St, Leesburg, FL, United States, Florida 34748 - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czMvYmFubmVycy80ZmI5Njk2NjUxMWZiYzVlMzAwZDllNTg3MmUxYWZiZTM5NjZmZmZjZjhhNjExM2RlODUwMGEwYzE4MWVjMjUxLXJpbWctdzEwNTUtaDYxMi1kY2Y4ZjhmOC1nbWlyP3Y9MTc4ODA2MjU2OQ.avif - **Categories**: bingo, art, fine-arts ## Trending Events in Leesburg - **Event Name**: Leesburg Airshow; hosted by Leesburg’s Parks and Recreation Department - **Description**: https://www.leesburgva.gov/departments/parks-recreation/events/leesburg-airshow Free to attend, 1100-1600 - **Venue**: Leesburg Municipal Airport-Godfrey Field - **Banner**: https://cdn-az.allevents.in/events6/banners/24cbbc977087b8479fb0d1816e2affcf597e0858f2bb0b6e487d972ba6c50e01-rimg-w960-h512-dc083878-gmir?v=1787437750 - **Event Name**: Crossroads Music Festival 2026 - **Description**: 🎵 Crossroads Music Festival is back — and this is our biggest year yet. Join us September 18–19, 2026 in the heart of historic Downtown Leesburg, Virginia for two days of incredible live music, local craft beer and wine, and community celebration - all - **Venue**: Historic Downtown Leesburg - **Banner**: https://cdn-az.allevents.in/events9/banners/c866ef9bf57e51075d186a8aead0e93e0d5c4bd79ff734e5736d3b4cacc2899b-rimg-w1200-h600-dc181818-gmir?v=1787109222 - **Event Name**: Crossroads Music Festival 2026 w/Sister Hazel & Lol Tolhurst from The Cure - **Description**: Two days. Thirty-plus artists. One historic downtown transformed by music.About this EventCrossroads Music Festival 2026 September 18–19 | Downtown Leesburg, Virginia - **Venue**: Downtown Leesburg, VA - **Banner**: https://cdn-az.allevents.in/events10/banners/819ef354008ed2c6fff892f2fbe97776f3c405e8dffb0edaa71726706204db12-rimg-w1200-h600-dc101616-gmir.jpg?v=1782931813 - **Event Name**: Leesburg Airshow - **Description**: Airshow Performers, Static Displays, Parachute Exhibitions, and much more will fill the ramp and the skies above the Leesburg Executive Airport in Leesburg, VA on Saturday 26 September 2026. Much like with past events, Warbirds, classic aircraft, and mili - **Venue**: Leesburg Executive Airport - **Banner**: https://cdn-az.allevents.in/events8/banners/6f6426c1bd3d4fcc3f95ba6ce3a58f692910d9740951c07b07a7cef86c19af12-rimg-w1200-h800-dc687888-gmir?v=1788261567 - **Event Name**: Balloon Glow: 10 Years of Glow & Magic at TCW | Sat., Sept. 26th 4pm to 9pm - **Description**: Balloon Glow 2026About this Event🎈✨ Balloon Glow: 10 Years of Glow & Magic at TCW ✨🎈📅 Saturday, September 26, 2026🕓 4:00 - **Venue**: Tippy Creek Winery - **Banner**: https://cdn-az.allevents.in/events10/banners/8d50434f9e6abbf171b1d8928c2d5c981ce26664395eff03dd3a92e180d87d22-rimg-w1200-h675-dc060608-gmir.jpg?v=1769666539 - **Event Name**: The Reflex - Ultimate '80s Music - **Description**: From new wave to pop, rock to synth-heavy anthems, The Reflex delivers high-energy, spot-on performances of all your favorite 80s hits.About this Eventhttps://youtu.be/ihySnktN1dk?si=wovMJTB6wFveVn5x🔥🎸 - **Venue**: Tarara Winery - **Banner**: https://cdn-az.allevents.in/events4/banners/3f5b3d749c486393beadb482c9942ec14e1b352f2a8185bb31632b7c7d283dda-rimg-w1200-h600-dc160449-gmir.jpg?v=1770853535 - **Event Name**: 38th Annual Leesburg Car Show - **Description**: 38th Annual Leesburg Car Show. Over 150 classic cars on display in historic downtown Leesburg. - **Venue**: 25 W Market St, Leesburg, VA 20176-2901, United States - **Banner**: https://cdn-az.allevents.in/events8/banners/0f09f8c719518599f19a5d87c0af1a2ef52c2e68af47c9156a871d1d62438aca-rimg-w800-h445-dcc85868-gmir?v=1787437752 - **Event Name**: High Noon - A Tribute To Lynyrd Skynyrd & Southern Rock - **Venue**: Tarara Winery - **Banner**: https://cdn-az.allevents.in/events8/banners/31cad360-af4b-11f1-94e1-4389fc08cada-rimg-w1200-h675-dc080808-gmir.jpg?v=1789287291 - **Event Name**: White Lotus 250th Anniversary Cup Polo Match - IPT vs Thailand - **Description**: https://sunsetpolo.tscheckout.com/event/Americas250 Venue/Location: Morven Park International Polo Club Address: 41580 Sunday Morning Lane, Leesburg, VA. (Enter via Tufft road only) Date & Time: September 19, 4pm to 9pm. Apres Polo Party will b - **Venue**: 41580 Sunday Morning Ln, Leesburg, VA 20176-7847, United States - **Banner**: https://cdn-az.allevents.in/events1/banners/2a958e14352d1d7327ce9a617bd39580cf270e609ad58580f805653c6bdbbee1-rimg-w1024-h1535-dc080808-gmir?v=1788785820 ## Browse Entertainment Events by Date - [Entertainment Events Today in Leesburg](https://allevents.in/leesburg/entertainment--today) - [Entertainment Events This Weekend in Leesburg](https://allevents.in/leesburg/entertainment--this-weekend) - [Entertainment Events in September in Leesburg](https://allevents.in/leesburg/entertainment--september) - [Entertainment Events in October in Leesburg](https://allevents.in/leesburg/entertainment--october) ## FAQs - **Q**: What are the top Entertainment events in Leesburg? - **A:** Vendors Wanted- Leesburg Asian Night Market – Free Event, Family FUN (Fri Oct 02 2026 at 02:00 pm at Lake Square Mall), Leesburg Police Department's National Night Out 2026 (Fri Oct 09 2026 at 05:00 pm at Leesburg City Hall/Town Square), City of Leesburg's Home Run Flicks (Fri Oct 02 2026 at 07:00 pm at Pat Thomas Stadium-Buddy Lowe Field), Paint The Town Pink! (Thu Oct 01 2026 at 05:30 pm at Leesburg City Hall/Town Square), City of Leesburg's Christmas Festival & Parade (Sat Dec 12 2026 at 01:00 pm at 500 W Main St., Leesburg, FL, United States, Florida 34748). - **Q**: What are the top free Entertainment events in Leesburg? - **A:** Vendors Wanted- Leesburg Asian Night Market – Free Event, Family FUN (Fri Oct 02 2026 at 02:00 pm at Lake Square Mall), Forest High School Band - DJ Bingo Fundraiser - Great Chicago (Mon Sep 21 2026 at 06:00 pm at Great Chicago Fire Brewery & Tap Room). - **Q**: What Entertainment events are happening in Leesburg in September 2026? - **A:** Forest High School Band - DJ Bingo Fundraiser - Great Chicago (Mon Sep 21 2026 at 06:00 pm at Great Chicago Fire Brewery & Tap Room), Bingo - Weekly (Wed Sep 16 2026 at 05:30 pm at 500 N Canal St, Leesburg, FL, United States, Florida 34748). - **Q**: How can I find Entertainment events in Leesburg? - **A:** You can discover upcoming Entertainment events in Leesburg on AllEvents.in. Browse by date, venue, or price to find events that match your interests. - **Q**: How do I buy tickets for Entertainment events in Leesburg? - **A:** You can buy tickets directly through AllEvents.in. Many events offer online booking with options for free, paid, and early-bird tickets. - **Q**: What are the popular venues for Entertainment events in Leesburg? - **A:** Some popular venues hosting Entertainment events in Leesburg include Lake Square Mall, Leesburg City Hall/Town Square, Pat Thomas Stadium-Buddy Lowe Field. - **Q**: What is the price range for Entertainment events in Leesburg? - **A:** Prices for Entertainment events in Leesburg range from USD 37 to USD 58. Many events also offer free entry. - **Q**: Who are the top organizers for Entertainment events in Leesburg? - **A:** Popular organizers hosting Entertainment events in Leesburg include Saigon Night Market, Leesburg Police Department, Leesburg Special Events. - **Q**: Are there any online Entertainment events available? - **A:** Yes, many Entertainment events are available online. You can filter for virtual events on AllEvents.in to attend from anywhere. - **Q**: How can I get notified about new Entertainment events in Leesburg? - **A:** Follow the Entertainment category on AllEvents.in to get notified when new Entertainment events are listed in Leesburg. ## Category Banner - **Banner Image**: https://cdn2.allevents.in/transup/58/5efbefdb8e438db5c829e697673309/Maskgroup-3-.webp ## Entertainment events from nearby cities - [Entertainment events in Fruitland Park](https://allevents.in/fruitland-park/entertainment) - [Entertainment events in Okahumpka](https://allevents.in/okahumpka/entertainment) - [Entertainment events in Lady Lake](https://allevents.in/lady-lake/entertainment) - [Entertainment events in Howey in the Hills](https://allevents.in/howey-in-the-hills/entertainment) - [Entertainment events in Tavares](https://allevents.in/tavares/entertainment) - [Entertainment events in Grand Island](https://allevents.in/grand-island-fl/entertainment) - [Entertainment events in Wildwood](https://allevents.in/wildwood-fl/entertainment) - [Entertainment events in The Villages](https://allevents.in/the-villages/entertainment)