Make your life happening by enrolling to entertainment events in [CITY]. 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 [CITY]. 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 [CITY].
## Entertainment Events in Leesburg - **Event Name**: The Hubie Ashcraft Band Concert | Saturday, May 30th 4pm to 9pm - **Description**: ConcertAbout this Event🎹✨ The Hubie Ashcraft Band Concert ✨🎹📅 Saturday, May 30th🕓 4:00 PM – 9:00 PM📍 - **Date**: Sat May 30 2026 at 04:00 pm – Sat May 30 2026 at 09:00 pm (-04:00) - **Event URL**: https://allevents.in/leesburg/the-hubie-ashcraft-band-concert-|-saturday-may-30th-4pm-to-9pm/100001980813439319 - **Venue**: Tippy Creek Winery - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czcvYmFubmVycy85MGRiNmQwOWIxZDRjOWE5OTliNTA1MGIxNzI5ZDUwMTVjNTYyMTQzNWQ3NWFkMjA2M2FkNmY2NzQ1ZTMxZGFiLXJpbWctdzEyMDAtaDY3NS1kYzAyMDIwMi1nbWlyLmpwZz92PTE3Njg3OTQzODc.avif - **Price**: USD 23 to 279 - **Categories**: music, entertainment, concerts, food-drinks, live-music, parties, contests - **Event Name**: Catalina Wine Mixer Charcuterie Board Pre-Order | Sat. Aug. 1st 2pm to 6pm - **Description**: Charcuterie Pre-OrderAbout this Event🚁🍷 THE 2ND ANNUAL CATALINA WINE MIXER – TCW STYLE! 🍷🚁📅 Saturday, August 1st🕑 2:00 PM – 6:00 PM📍 Tippy Creek Winery“It’s the &%$#! Catalina - **Date**: Sat Aug 01 2026 at 02:00 pm – Sat Aug 01 2026 at 06:00 pm (-04:00) - **Event URL**: https://allevents.in/leesburg/catalina-wine-mixer-charcuterie-board-pre-order-|-sat-aug-1st-2pm-to-6pm/100001981461075416 - **Venue**: Tippy Creek Winery - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czQvYmFubmVycy85ZmRlM2E5ZDE3ZGM3YTgxODZiZGEzZDE2NGYwNGUwOThlZjBmYmY3NGNmOGQzNzdjMmVjZWRhNzhkMTk4ZGJmLXJpbWctdzEyMDAtaDY3NS1kY2FhYzJjMC1nbWlyLmpwZz92PTE3NjkzNDY0MzM.avif - **Price**: USD 34 to 279 - **Categories**: entertainment, music, parties, live-music, food-drinks, trips-adventures - **Event Name**: Comedy Club Night at TCW | Saturday, November 21st 6pm to 8pm - **Description**: Comedy Club NightAbout this Event🎤 Comedy Club Night – Saturday, November 21st 📍 Tippy Creek Winery🕕 6:00 PM – 8:00 PM🎟️ - **Date**: Sat Nov 21 2026 at 06:00 pm – Sat Nov 21 2026 at 08:00 pm (-05:00) - **Event URL**: https://allevents.in/leesburg/comedy-club-night-at-tcw-|-saturday-november-21st-6pm-to-8pm/100001982466804579 - **Venue**: Tippy Creek Winery - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czcvYmFubmVycy8zMTA5ZjY3MzRmYzc0ZDIxZGUxNDdkZTM0ZWZiMTM3ZThmMDQ0NGMzYTBlOTYyYmVmMzYzMzNhMmJkNTU2YWZmLXJpbWctdzEyMDAtaDY3NS1kY2YxZGFjMi1nbWlyLmpwZz92PTE3NzA2MTc5ODM.avif - **Price**: USD 23 to 204 - **Categories**: comedy - **Event Name**: Comedy Club Night Under the Stars | Saturday, Oct. 17th 7pm to 9pm - **Description**: Comedy Club nightAbout this Event🎤 Comedy Club Night Under the Stars📅 Saturday, Oct. 17th | 🕖 7:00 PM – 9:00 PM - **Date**: Sat Oct 17 2026 at 07:00 pm – Sat Oct 17 2026 at 09:00 pm (-04:00) - **Event URL**: https://allevents.in/leesburg/comedy-club-night-under-the-stars-|-saturday-oct-17th-7pm-to-9pm/100001982050767200 - **Venue**: Tippy Creek Winery - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czgvYmFubmVycy8zMDgyMzM4OWNmMzBiN2MzZmFkMWY4YmM5NjA0ZTI1Mzg0M2JjMzhjMTc0ZjA4NmVkMGY5MGZkOWJlMDQ0YjhmLXJpbWctdzEyMDAtaDY3NS1kYzE1MTUzMi1nbWlyLmpwZz92PTE3NzAxMzIwNDc.avif - **Price**: USD 23 to 204 - **Categories**: comedy, trips-adventures - **Event Name**: Kosciusko County Convention 2026 - **Description**: Annual Convention for Libertarian Party of Kosciusko County. Seeking candidates for 2026 election! - **Interested Audience**: - Count: 5 - **Date**: Thu Apr 16 2026 at 06:00 pm – Thu Apr 16 2026 at 07:00 pm (-04:00) - **Event URL**: https://allevents.in/leesburg/kosciusko-county-convention-2026/200029881944010 - **Venue**: HopLore Brewing - The Mill - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czMvYmFubmVycy85MGI3MWE2M2Y0ZDY2NjhmOWVlZDVhNTA0ZGU2MzRlYjExZWI5MGMzYjhkYjkzMmM0YzQ2ZWVjN2Y4NmFiZDIxLXJpbWctdzk2MC1oNDA1LWRjMzMzMzMzLWdtaXI_dj0xNzc1NjE0ODIw.avif - **Categories**: parties, entertainment ## Trending Events in Leesburg - **Event Name**: RANG - Outdoor HOLI Carnival - **Description**: 🎉 Band Baaja & Maps Entertainment Present 🎉RANG – The Ultimate Outdoor Holi Carnival Celebrate the magic of Holi like never before!🗓 Sunday, April 26, 2026 | ⏰ 11:00 AM - **Venue**: Droumavalla Farm - **Banner**: https://cdn2.allevents.in/thumbs/thumb69bdcddc97b57.jpg - **Event Name**: Progressive's Leesburg Bikefest - **Description**: YOU CAN ALMOST SMELL THE RUBBER, RIGHT? WE’RE BUZZING OVER HERE TOO! Progressive's Leesburg Bikefest is BACK and better than ever! 📍 DOWNTOWN LEESBURG, FL 📅 APRIL 24TH | 10AM - 11PM 📅 APRIL 25TH | 10AM - 11PM 📅 APRIL 26TH | 10AM - 3:30PM 🎟️ ABSOLUTELY • - **Venue**: 500 W Main St., Leesburg, FL, United States, Florida 34748 - **Banner**: https://cdn-az.allevents.in/events8/banners/2db202ece5bf6012c6847d637408ccb3231644455312537c7888eda87c33a3f1-rimg-w1200-h675-dc010101-gmir?v=1776005447 - **Event Name**: City of Leesburg's Star Spangled Spectacular - **Description**: Get ready, Leesburg… Star Spangled Spectacular is going to be BIGGER than ever as we celebrate America’s 250th Anniversary in true red, white, and blue style! Join us on July 4th, 2026 starting at 4pm at Ski Beach Park for an unforgettable Independence - **Venue**: Ski Beach - **Banner**: https://cdn-az.allevents.in/events8/banners/3595a3cc8b9bb52d1cc67b3270013171dc5199085c53a6702b10c70a667396ff-rimg-w1200-h675-dc041532-gmir?v=1775862549 - **Event Name**: Leesburg Flower and Garden Show - **Description**: The 2026 Leesburg Flower & Garden Festival will welcome attendees Saturday, April 18th 10am–6pm and Sunday, April 19th 10am–5pm. The festival is open to the public, FREE, and the celebration goes on rain or shine. The award-winning Leesburg Flower & - **Venue**: S King St, Leesburg, VA 20175, United States - **Banner**: https://cdn-az.allevents.in/events7/banners/5dacde3b27aeacfd334b615f820d06565ae5611316f33d06f1777a2d5476be11-rimg-w960-h960-dcc6b8a8-gmir?v=1775518961 - **Event Name**: Leesburg Bikefest: Lita Ford - Friday - **Description**: ✨ Embark on an extraordinary journey at Leesburg Bikefest: Lita Ford - Friday, where every moment promises to be unforgettable! 🌟 Imagine of transforming Budweiser Main Stage in the heart of Leesburg, - **Venue**: Budweiser Main Stage - **Banner**: https://cdn-az.allevents.in/events4/banners/f2706700-3440-11f1-b9d7-1342b3f1e3f2-rimg-w994-h1249-dc030202-gmir.jpg?v=1775758897 - **Event Name**: Gator Bike Rally - **Description**: Get ready for four days of bikes, music, vendors and nonstop rally vibes at Gator Bike Rally at Gator Harley-Davidson during Leesburg Bikefest, April 23–26, 2026. Join us for live music all weekend! THURSDAY: Bar Fly 11a-3pm | The Domino Effect 4-8pm FR - **Venue**: 1745 US HWY 441, Leesburg, FL, United States, Florida 34748 - **Banner**: https://cdn-az.allevents.in/events3/banners/79c2714378ff9c73d63f1d9c675bc9f606cf599a03c3413b506d9df108893c46-rimg-w1200-h1552-dc191414-gmir?v=1775634140 - **Event Name**: LEESBURG BIKEFEST 2026 w Running Reckless! - **Description**: We came. We Rocked. We're coming back again in 2026 to the Gator Harley Stage in Downtown Leesburg! Loud Pipes, Cold Beers and Your Favorite Rock! - **Venue**: Leesburg Bikefest - **Banner**: https://cdn-az.allevents.in/events3/banners/4075e1844648014566842e9194fcaf095f8b20d477ecc6c563ef2b979437a710-rimg-w1200-h675-dc020201-gmir?v=1776044645 - **Event Name**: Loudoun Pride Festival 2026 - **Description**: The Loudoun Pride Festival is your destination for connection, celebration, and love. This year's event is hosted at the Ida Lee Park festival field, rain or shine (please, shine!). Every year, we look forward to joining thousands of local LGBTQIA+ indi - **Venue**: Ida Lee Park - **Banner**: https://cdn-az.allevents.in/events5/banners/272da777d2a79d7062da857f87f890aa60593ff9bc4a8768a2f269a0eeb8e842-rimg-w1200-h527-dcc4bfc4-gmir?v=1775291652 - **Event Name**: Blue Glove Presents: HARICHARAN LIVE VIRGINIA | USA 2026 | Droumavilla - **Description**: Get ready to vibe with Haricharan’s live tunes and chill beats in a night you won’t forget…, GET READY VIRGINIA!!!About this EventHARICHARAN LIVE VIRGINIA - **Venue**: Droumavalla Farms Winery ## 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 April in Leesburg](https://allevents.in/leesburg/entertainment--april) - [Entertainment Events in May in Leesburg](https://allevents.in/leesburg/entertainment--may) ## FAQs - **Q**: What are the top Entertainment events in Leesburg? - **A:** The Hubie Ashcraft Band Concert | Saturday, May 30th 4pm to 9pm (Sat May 30 2026 at 04:00 pm at Tippy Creek Winery), Catalina Wine Mixer Charcuterie Board Pre-Order | Sat. Aug. 1st 2pm to 6pm (Sat Aug 01 2026 at 02:00 pm at Tippy Creek Winery), Comedy Club Night at TCW | Saturday, November 21st 6pm to 8pm (Sat Nov 21 2026 at 06:00 pm at Tippy Creek Winery), Comedy Club Night Under the Stars | Saturday, Oct. 17th 7pm to 9pm (Sat Oct 17 2026 at 07:00 pm at Tippy Creek Winery), Kosciusko County Convention 2026 (Thu Apr 16 2026 at 06:00 pm at HopLore Brewing - The Mill). - **Q**: What Entertainment events are happening in Leesburg in April 2026? - **A:** Kosciusko County Convention 2026 (Thu Apr 16 2026 at 06:00 pm at HopLore Brewing - The Mill). - **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 Tippy Creek Winery, HopLore Brewing - The Mill. - **Q**: What is the price range for Entertainment events in Leesburg? - **A:** Prices for Entertainment events in Leesburg range from USD 23 to USD 279. 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 Tippy Creek Winery, Libertarian Party of Kosciusko County. - **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 Milford](https://allevents.in/milford-in/entertainment) - [Entertainment events in Warsaw](https://allevents.in/warsaw-in/entertainment) - [Entertainment events in North Webster](https://allevents.in/north-webster/entertainment) - [Entertainment events in Syracuse](https://allevents.in/syracuse-in/entertainment) - [Entertainment events in Nappanee](https://allevents.in/nappanee/entertainment) - [Entertainment events in Pierceton](https://allevents.in/pierceton/entertainment) - [Entertainment events in New Paris](https://allevents.in/new-paris-in/entertainment) - [Entertainment events in Cromwell](https://allevents.in/cromwell-in/entertainment)