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 ## Trending Events in Leesburg - **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=1776797272 - **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=1776320303 - **Event Name**: 90th Loudoun County Fair - July 21st - 25th 2026 - **Description**: Just ANNOUNCED ---- The 90th Loudoun County Fair is July 21 - 25th 2026!!! Mark your Calendars NOW and we will see you at the Fair! Support the Future of Agriculture at the Loudoun County Fair! 🎡🌾 Did you know that 4-H isn’t just about farming—it’s abou - **Venue**: 17558 Dry Mill Road, Leesburg, VA, United States, Virginia 20175 - **Banner**: https://cdn-az.allevents.in/events4/banners/afa4d41c07bb1816ce9af18a845ef0036f8ad71ae10cd1fe384017696ef77dde-rimg-w500-h290-dcffffff-gmir?v=1776044410 - **Event Name**: 5th Annual PRCS Food Truck Festival - **Description**: 5th Annual PRCS Food Truck Festival Saturday, May 9 Segra Field Parking Lots There’s something for everyone at the PRCS Food Truck Festival at the Segra Field Parking lot This free, outdoor event will be held rain or shine and features a wide variety o - **Venue**: Segra Field - **Banner**: https://cdn-az.allevents.in/events9/banners/ae438e8d4284c8ca070e46cb21eedc15e578005ab9701983fae0db3e36013b0a-rimg-w1200-h675-dca5d4ba-gmir?v=1776722176 - **Event Name**: Uli Jon Roth - **Description**: 📍 Venue: Tally Ho 🏠 Address: 19 West Market Street, Leesburg, VA 20175 🌆 City: Leesburg 📍 Location: 39.1157, -77.5656🌟 Step into a world of wonder at Uli Jon Roth, where extraordinary moments await! 🏛️ Located at Tally Ho - **Venue**: Tally Ho - **Banner**: https://cdn-az.allevents.in/events5/banners/8be6c510-dee1-11f0-abd8-13225b3e528b-rimg-w1200-h800-dc171a31-gmir.jpg?v=1766372078 - **Event Name**: Mamma Mania - The American Tribute to ABBA - **Description**: Prepare to be transported back to the vibrant 1970s as New York City’s premier ABBA tribute band, Mamma Mania! brings the classic hits of one of pop music's most iconic groups to life. With their dazzling costumes, flawless harmonies, and captivating stag - **Venue**: Tally Ho Theater - **Banner**: https://cdn-az.allevents.in/events6/banners/3f152e8bfc8debb1387bfbe1db5a2ba6440576bc43bc03f1593c386b199a115b-rimg-w961-h1123-dcffffff-gmir?v=1777242470 - **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-dc5c5f61-gmir?v=1777084173 - **Event Name**: Red, Twist It in Leesburg - **Description**: 🎶 Get Ready for Red Live at Tally Ho Theater on Friday, May 22, 2026! 🎶 This is not just a concert—it's a moment you'll talk about for years. Red is set to light up Tally Ho Theater with their unforgettable sound on - **Venue**: Tally Ho Theater - **Banner**: https://cdn-az.allevents.in/events2/banners/9c093b30-399f-11f1-a530-6f05b3be21cf-rimg-w1200-h675-dc141620-gmir.webp?v=1776349310 - **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-dc8faac1-gmir?v=1776673447 ## 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). - **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. - **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. - **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 Warsaw](https://allevents.in/warsaw-in/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 Cromwell](https://allevents.in/cromwell-in/entertainment) - [Entertainment events in Bourbon](https://allevents.in/bourbon-in/entertainment)