If you are a food stylist, food blogger, gourmet chef, caffeine junkie or just a keen foodie, you definitely are more worried about your salad being finely chopped than your appearance. To keep up with your food cravings there are these street food fairs, wine tasting events and food festivals in Leesburg. For all the foodies who are avid learners; there are cooking workshops, baking workshops, cake making classes in Leesburg and a lot more. You can also explore various food truck festivals happening in the Leesburg.
Content your taste buds with sumptuous food. Craving for food already? Explore some amazing food events in Leesburg.
## Food & Drinks Events in Leesburg - **Event Name**: Cheers to the Long Labor Day Weekend at TCW | Sat. Sept. 5th 3pm to 7pm - **Description**: 🍷Cheers to the Long Labor Day Weekend at TCW🍷 📅 Saturday, September 5th | 3 PM – 7 PM 📍 Tippy Creek Winery Patio & Lawn It’s the long weekend you’ve been waiting for — sunshine, sips, tunes, and all the laid-back vibes you can handle. Pull up a chair - **Interested Audience**: - Count: 21 - **Date**: Sat Sep 05 2026 at 03:00 pm – Sat Sep 05 2026 at 07:00 pm (-04:00) - **Event URL**: https://allevents.in/leesburg/cheers-to-the-long-labor-day-weekend-at-tcw-sat-sept-5th-3pm-to-7pm/200030009265621 - **Venue**: 5920 N 200 E, Leesburg, IN, United States, Indiana 46538 - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czkvYmFubmVycy84OWY4NDdmYmQzYWE5NjQ3MzhhNzJiZWFlZTE3MDVhNGM3ZTdjOWRkZjgwNGIzZTczZTFhYTFiYzk2MTQwNDg3LXJpbWctdzEyMDAtaDY3NS1kYzhlOGVhNi1nbWlyP3Y9MTc4NDUyNDk5Mg.avif - **Categories**: music, live-music, entertainment, food-drinks, holiday - **Event Name**: Fall Pairing: Wine and Sweet Treats | Saturday, Oct. 3rd 12pm to 2pm - **Description**: Wine and Sweet Treats PairingAbout this Event🍁 Fall Pairing: Wine & Sweet Treats 🍷🧁Join us at Tippy Creek Winery for a cozy, indu - **Interested Audience**: - Count: 1 - **Date**: Sat Oct 03 2026 at 12:00 pm – Sat Oct 03 2026 at 02:00 pm (-04:00) - **Event URL**: https://allevents.in/leesburg/fall-pairing-wine-and-sweet-treats-saturday-oct-3rd-12pm-to-2pm/100001982047914668 - **Venue**: Tippy Creek Winery - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czYvYmFubmVycy82MzAxODI2YmQ4MmEzMGI5OTM2ZmU5ZmFhMjg3MzA5ZTY4NjM0NzhkYWJiNDg3YzkwMTFhNTM0MDZkNTNkZGU4LXJpbWctdzEyMDAtaDY3NS1kY2E4OGY3OC1nbWlyLmpwZz92PTE3Njk4MzU2ODk.avif - **Price**: USD 40 - **Categories**: fitness - **Event Name**: Spooky Pairing: Wine & Wickedly Sweet Treats | Sat. Oct. 24th 12pm to 2pm - **Description**: wine and halloween treat pairingAbout this Event👻✨ Spooky Pairing: Wine & Wickedly Sweet Treats ✨🍷Calling all ghouls, wine lovers, and dessert fiends…Step into a deliciously haunted af - **Date**: Sat Oct 24 2026 at 12:00 pm – Sat Oct 24 2026 at 02:00 pm (-04:00) - **Event URL**: https://allevents.in/leesburg/spooky-pairing-wine-and-wickedly-sweet-treats-sat-oct-24th-12pm-to-2pm/100001982396537408 - **Venue**: Tippy Creek Winery - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czYvYmFubmVycy84YmVmOWIxY2I2MTVlMDMzMWI1ZDMwOTA5Njk5N2E1ZjkxNzJmMDIzZjU4NTI2YzNkMzY2ZjUxZjgwNDliNzQxLXJpbWctdzEyMDAtaDY3NS1kYzYyNGVkOC1nbWlyLmpwZz92PTE3NzAyNTE2NTI.avif - **Price**: USD 45 - **Categories**: fitness - **Event Name**: Sushi Sunday: Sippin' & Rollin' | Sunday, Nov. 8th 12pm to 3pm - **Description**: sushi making classAbout this Event🍣🥢 Sushi Sunday: Sippin’ & Rollin’ – November Edition!📅 Sunday, November 8th🕛 12:00 PM – 3:00 PM📍 - **Interested Audience**: - Count: 1 - **Date**: Sun Nov 08 2026 at 12:00 pm – Sun Nov 08 2026 at 03:00 pm (-05:00) - **Event URL**: https://allevents.in/leesburg/sushi-sunday-sippin-and-rollin-sunday-nov-8th-12pm-to-3pm/100001982452689360 - **Venue**: Tippy Creek Winery - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czgvYmFubmVycy8zYWZiOTFiNGRhNDJlNDU4Y2MwMzdhNTMzZmQ3NDhkYjQ2MTcyZTZkMzBkMjQ0N2MwNzEzZjVhZmIzMWFiYTBlLXJpbWctdzEyMDAtaDY3NS1kYzhkNWU0Ni1nbWlyLmpwZz92PTE3NzAzMjI1Nzc.avif - **Price**: USD 21 to 204 - **Categories**: workshops, trips-adventures - **Event Name**: Wobble Before You Gobble PreOrder Charcuterie Board | Wed. Nov. 25th 6p-9p - **Description**: Charcuterie Pre-OrderAbout this Event🦃✨ Wobble Before You Gobble at TCW ✨🦃Thanksgiving Eve Party at Tippy Creek Winery!📅 Wedn - **Date**: Wed Nov 25 2026 at 06:00 pm – Wed Nov 25 2026 at 09:00 pm (-05:00) - **Event URL**: https://allevents.in/leesburg/wobble-before-you-gobble-preorder-charcuterie-board-wed-nov-25th-6p-9p/100001982537273353 - **Venue**: Tippy Creek Winery - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEvYmFubmVycy85OTEyNjllYTkxMDJjMmViYzRhYTlmZjliNTU4NGYwZGFiNmUzODJiZWQyZjNhYTVkM2RmMmJmMDM4MzNmNzUwLXJpbWctdzEyMDAtaDY3NS1kY2FhYzBiZC1nbWlyLmpwZz92PTE3NzA0NDA0NjY.avif - **Price**: USD 34 to 279 - **Categories**: thanksgiving, entertainment, music, holiday, parties, live-music, food-drinks, performances, nonprofit - **Event Name**: Fall into Bundts: Wine and Cake Pairing | Saturday, Nov. 14th 12pm to 2pm - **Description**: Wine and Bundt cake pairingAbout this Event🍂 Fall into Bundts: Wine & Bundt Pairing Experience 🍷Because… we like BIG bundts and we can’t lie 😋🍰 - **Date**: Sat Nov 14 2026 at 12:00 pm – Sat Nov 14 2026 at 02:00 pm (-05:00) - **Event URL**: https://allevents.in/leesburg/fall-into-bundts-wine-and-cake-pairing-saturday-nov-14th-12pm-to-2pm/100001982531459965 - **Venue**: Tippy Creek Winery - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czMvYmFubmVycy8yY2ZkMTFlNzhhODRmODQ3Mjk5YTk2ZDY5ZWRlZDNjZjY1ZjFmMjY5Y2JhNmFhODIyNGJhZTE0ZmQ0MzA0OTU2LXJpbWctdzEyMDAtaDY3NS1kY2JkYTU5NC1nbWlyLmpwZz92PTE3NzA0NDA1MDY.avif - **Price**: USD 45 - **Categories**: fitness - **Event Name**: Fall Exclusive Wine Club Member Release Party | Friday, October 2nd 6pm to 8pm - **Description**: 🍷✨ Wine Club Member Exclusive Event ✨🍷 TCW Wine Club Member Appreciation Party 📅 Friday, October 2nd ⏰ 6:00 PM – 8:00 PM 📍 Tippy Creek Winery This evening is exclusively for our Wine Club members — a special perk of being part of the TCW family. It’s o - **Interested Audience**: - Count: 6 - **Date**: Fri Oct 02 2026 at 06:00 pm – Fri Oct 02 2026 at 08:00 pm (-04:00) - **Event URL**: https://allevents.in/leesburg/fall-exclusive-wine-club-member-release-party-friday-october-2nd-6pm-to-8pm/200030364820530 - **Venue**: 5920 N 200 E, Leesburg, IN, United States, Indiana 46538 - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czIvYmFubmVycy9iYWFhMDlmYjllZmE2ZTBiNzM0ZTFjMTY3YzRlMzMyM2Q4YjkxNDQwZDBiMDBlMTRhYjY3YmNlZDc3MjU2NTAxLXJpbWctdzEyMDAtaDY3NS1kYzhkNGMyZi1nbWlyP3Y9MTc4NTM3MzEwMg.avif - **Categories**: parties, entertainment - **Event Name**: Santa's Coming to TCW PreOrder Charcuterie Board | Sat. Nov. 28th 12 to 3pm - **Description**: Charcuterie Pre-OrderAbout this Event🎅✨ Santa’s Coming to the Winery – 10th Year Celebration! 🎄✨The one and only Santa Claus is making a special s - **Date**: Sat Nov 28 2026 at 12:00 pm – Sat Nov 28 2026 at 03:00 pm (-05:00) - **Event URL**: https://allevents.in/leesburg/santas-coming-to-tcw-preorder-charcuterie-board-sat-nov-28th-12-to-3pm/100001982555996354 - **Venue**: Tippy Creek Winery - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czIvYmFubmVycy8xNjY3MjVmNjhjYzc4YjJhN2RmMWQ3YTk0NTk2MmY5MmYxZTEyYWM3ZDZiOGNkNmVhM2I1OGM4NjIzNDE0ZGFlLXJpbWctdzEyMDAtaDY3NS1kY2FiYWI4Zi1nbWlyLmpwZz92PTE3NzA1MDM1MTk.avif - **Price**: USD 34 to 279 - **Categories**: fitness, Kids - **Event Name**: TCW Open Xmas Eve PreOrder Charcuterie Board| Thurs. Dec. 24th 11am to 3pm - **Description**: Charcuterie Pre-OrderAbout this Event🎄✨ Christmas Eve at Tippy Creek Winery ✨🎄Make TCW part of your holiday tradition!Join us Thurs - **Date**: Thu Dec 24 2026 at 11:00 am – Thu Dec 24 2026 at 03:00 pm (-05:00) - **Event URL**: https://allevents.in/leesburg/tcw-open-xmas-eve-preorder-charcuterie-board-thurs-dec-24th-11am-to-3pm/100001982600219627 - **Venue**: Tippy Creek Winery - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czUvYmFubmVycy9kYmYyZWQ3OTFiZjE5YjM2MzM3N2IyMzNmYzJmMmJmNzkwN2U0MjkyYjYyZDUyN2FjYmQ2MjJiYjY5MDE2NDJhLXJpbWctdzEyMDAtaDY3NS1kYzVlNDkyZS1nbWlyLmpwZz92PTE3NzA1Mjg3NzE.avif - **Price**: USD 34 to 279 - **Categories**: christmas, holiday, shopping - **Event Name**: TCW Open NYE Pre-Order Charcuterie Board| Thurs. Dec. 31 11am to 3pm - **Description**: Charcuterie Pre-OrderAbout this Event🎉✨ Ring in 2027 at Tippy Creek Winery! ✨🎉Join us on Thursday, December 31st, from 11 AM to 3 PM for a cozy, cheerful afternoon before the big night out! - **Date**: Thu Dec 31 2026 at 11:00 am – Thu Dec 31 2026 at 03:00 pm (-05:00) - **Event URL**: https://allevents.in/leesburg/tcw-open-nye-pre-order-charcuterie-board-thurs-dec-31-11am-to-3pm/100001982624545386 - **Venue**: Tippy Creek Winery - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czQvYmFubmVycy84ZTMzNDA3NDE5YjUwMWExNzM3N2RlZTFlYmM1NzEwNWY1ZDIwMzZmNmNkMjE4OTY4ZDkzZDFkZmYzNTRmMzNjLXJpbWctdzEyMDAtaDY3NS1kYzY0NjQ2Mi1nbWlyLmpwZz92PTE3NzA2MDk3Mjk.avif - **Price**: USD 34 to 279 - **Categories**: fitness - **Event Name**: Fall Pairing: Wine and Sweet Treats | Saturday, Oct. 3rd 12pm to 2pm - **Description**: 🍁 Fall Pairing: Wine & Sweet Treats 🍷🧁 Join us at Tippy Creek Winery for a cozy, indulgent afternoon celebrating all things fall! Sip your favorite wines, taste handcrafted seasonal desserts, and enjoy the perfect mix of flavors, fun, and friendship. - **Interested Audience**: - Count: 42 - **Date**: Sat Oct 03 2026 at 12:00 pm – Sat Oct 03 2026 at 02:00 pm (-04:00) - **Event URL**: https://allevents.in/leesburg/fall-pairing-wine-and-sweet-treats-saturday-oct-3rd-12pm-to-2pm/200030371117125 - **Venue**: 5920 N 200 E, Leesburg, IN, United States, Indiana 46538 - **Banner**: https://dyn-image.allevents.in/generate-image?v=4&title=Fall+Pairing%3A+Wine+and+Sweet+Treats+%7C+Saturday%2C+Oct.+3rd+12pm+to+2pm+&date=Sat+Oct+03+2026+at+12%3A00+pm&bg=1 ## Trending Events in Leesburg - **Event Name**: Join The Learning Experience - Ashburn at PRCS Kids Fest! - **Description**: Dive into fun and learning at Ashburn’s PRCS Kids Fest – games, crafts, and cool activities await!About this EventJoin TLE Ashburn at PRCS Kids Fest!Monday, S - **Venue**: 42095 Loudoun United Dr - **Banner**: https://cdn-az.allevents.in/events4/banners/d4ef064b824a96a7bdcdf4a2530118b09fdf470b6687c6bb1c4c95f79ecea00c-rimg-w1200-h628-dcf8f8f8-gmir.jpg?v=1787055185 - **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**: Ugly Kid Joe at Tally Ho - **Venue**: Tally Ho - **Banner**: https://cdn-az.allevents.in/events3/banners/715af130-a63c-11f1-8990-5d04d231a2dd-rimg-w980-h980-dc080808-gmir.jpg?v=1788291404 - **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**: 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**: Meet the LEGO Masters! - **Description**: Meet Patrick Durham and Niki Loheit from the hit TV show "LEGO Masters"! Exclusive meet and greet on Saturday, September 12th, starting at 10:00am. Only at Bricks and Minifigs Leesburg. Enjoy a day full of special giveaway - **Venue**: 1708 Citrus Blvd 5, Leesburg, FL - **Banner**: https://cdn-az.allevents.in/events6/banners/ef28589d2983f7b43e5a0a7d09c020a1ab7e05efdc948bbf1beb5a68839c528f-rimg-w1017-h1010-dcf8c808-gmir?v=1788043878 - **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**: Ugly Kid Joe - **Venue**: Tally Ho Theater - **Banner**: https://cdn-az.allevents.in/events8/banners/74673500-912e-11f1-bae3-ff7b876e3a8d-rimg-w1080-h1080-dcf8f8f8-gmir.jpg?v=1785976413 ## Browse Food & Drinks Events by Date - [Food & Drinks Events Today in Leesburg](https://allevents.in/leesburg/food-drinks--today) - [Food & Drinks Events This Weekend in Leesburg](https://allevents.in/leesburg/food-drinks--this-weekend) - [Food & Drinks Events in September in Leesburg](https://allevents.in/leesburg/food-drinks--september) - [Food & Drinks Events in October in Leesburg](https://allevents.in/leesburg/food-drinks--october) ## FAQs - **Q**: What are the top Food & Drinks events in Leesburg? - **A:** Cheers to the Long Labor Day Weekend at TCW | Sat. Sept. 5th 3pm to 7pm (Sat Sep 05 2026 at 03:00 pm at 5920 N 200 E, Leesburg, IN, United States, Indiana 46538), Fall Pairing: Wine and Sweet Treats | Saturday, Oct. 3rd 12pm to 2pm (Sat Oct 03 2026 at 12:00 pm at Tippy Creek Winery), Spooky Pairing: Wine & Wickedly Sweet Treats | Sat. Oct. 24th 12pm to 2pm (Sat Oct 24 2026 at 12:00 pm at Tippy Creek Winery), Sushi Sunday: Sippin' & Rollin' | Sunday, Nov. 8th 12pm to 3pm (Sun Nov 08 2026 at 12:00 pm at Tippy Creek Winery), Wobble Before You Gobble PreOrder Charcuterie Board | Wed. Nov. 25th 6p-9p (Wed Nov 25 2026 at 06:00 pm at Tippy Creek Winery). - **Q**: What Food & Drinks events are happening in Leesburg this weekend September 4–6, 2026? - **A:** Cheers to the Long Labor Day Weekend at TCW | Sat. Sept. 5th 3pm to 7pm (Sat Sep 05 2026 at 03:00 pm at 5920 N 200 E, Leesburg, IN, United States, Indiana 46538). - **Q**: What Food & Drinks events are happening in Leesburg in September 2026? - **A:** Cheers to the Long Labor Day Weekend at TCW | Sat. Sept. 5th 3pm to 7pm (Sat Sep 05 2026 at 03:00 pm at 5920 N 200 E, Leesburg, IN, United States, Indiana 46538). - **Q**: How can I find Food & Drinks events in Leesburg? - **A:** You can discover upcoming Food & Drinks 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 Food & Drinks 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 Food & Drinks events in Leesburg? - **A:** Some popular venues hosting Food & Drinks events in Leesburg include 5920 N 200 E, Leesburg, IN, United States, Indiana 46538, Tippy Creek Winery. - **Q**: What is the price range for Food & Drinks events in Leesburg? - **A:** Prices for Food & Drinks events in Leesburg range from USD 21 to USD 279. Many events also offer free entry. - **Q**: Who are the top organizers for Food & Drinks events in Leesburg? - **A:** Popular organizers hosting Food & Drinks events in Leesburg include Tippy Creek Winery. - **Q**: Are there any online Food & Drinks events available? - **A:** Yes, many Food & Drinks 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 Food & Drinks events in Leesburg? - **A:** Follow the Food & Drinks category on AllEvents.in to get notified when new Food & Drinks events are listed in Leesburg. ## Category Banner - **Banner Image**: https://cdn2.allevents.in/transup/7d/3b7eda185942c291f6c4d1b664725c/music.png ## Food & Drink events from nearby cities - [Food & Drink events in Milford](https://allevents.in/milford-in/food-drinks) - [Food & Drink events in Warsaw](https://allevents.in/warsaw-in/food-drinks) - [Food & Drink events in Syracuse](https://allevents.in/syracuse-in/food-drinks) - [Food & Drink events in Pierceton](https://allevents.in/pierceton/food-drinks) - [Food & Drink events in Cromwell](https://allevents.in/cromwell-in/food-drinks) - [Food & Drink events in Bourbon](https://allevents.in/bourbon-in/food-drinks)