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Explore the vibrant event scene and make the most of your time in Leesburg. From dining to education and more, we have the biggest event range and best discovery experience, there's something for everyone.
wine and halloween treat pairing
Floral arrangement workshop
Get ready to laugh the night away under the stars! This is the first show on the patio for 2026, and we can’t wait to kick off the season with wine, food, and unforgettable comedy.
Get ready for an unforgettable night of music, laughter, and high-energy entertainment under the stars as Dueling Pianos takes over the patio at Tippy Creek Winery! Pre-Game Party Starts at 5:00 PM! Seating is limited — we HIGHLY encourage bringing your own lawn chairs or blankets for extra comfort if you are not reserving a table! Food Truck Feature: JB’s Cuisine Machine Asian to American down-home comfort food to classy bites “that was the best I’ve ever had!” Dueling Pianos Show: 7:00 PM – 10:00 PM
Kick off your 4th of July at Tippy Creek Winery with wine, live music, festive slushies, and laid-back summer vibes. Pre-order a charcuterie board to snack on while enjoying the event. No tickets required for attendance, but pre-order a charcuterie board if you wish. Open from 12:00 PM to 5:00 PM, with live music by David Evans from 12:00 PM to 3:00 PM.
Cheers to the Long Labor Day Weekend at Tippy Creek Winery. Enjoy a charcuterie board pre-order, live music on the patio, and Mexican-inspired goodies from Viscos Mobile Kitchen.
🎉✨ 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! Bring the family or your favorite crew and: Sip your favorite TCW wines by the fireplace 🔥 Enjoy a festive, family-friendly atmosphere Play games and toast to new beginnings 🥳 Stock up on wine for your New Year’s celebrations or pick up last-minute gifts! 🎁 Take advantage of our New Year’s Eve case sale and specials — perfect for stocking up for the big night! 🍷 Charcuterie Boards Available by Pre-Order! Want a delicious snack while you sip, or the perfect appetizer for your NYE gathering? Pre-order a charcuterie board to enjoy here at the winery or take home! 🎁