Club Member Events

Join Us for the Aloha Wine Festival at Willowcroft on August 16th!

Mark your calendars and escape to a tropical paradise with our Aloha Wine Festival! Delight in an extensive tasting experience with over 20 exceptional wines imported directly from Hawaii.

Festival Highlights:

Hawaiian Wine Adventure: Explore diverse Hawaiian wines, each with unique flavors and stories.
Hawaiian Shirt Contest: Show off your best Hawaiian shirt and compete for fun prizes in our festive contest!
Tropical Pairings: Savor Hawaiian-themed food bites specially crafted to complement the tropical wine selections.

Experience a slice of Hawaii right here in Virginia. Immerse yourself in the vibrant culture and tastes of the islands with every sip and bite. Don't miss this sunny celebration at Willowcroft.

We look forward to sharing the aloha spirit with you!

Wine & Ice Cream Summer Flight Pairing
August 23–24 & August 30–31 | All Day | $30 per person

Celebrate the sweetest days of summer with a playful twist on wine tasting! Join us at Willowcroft Farm Vineyards for a special Wine & Ice Cream Flight Pairing, featuring three indulgent combinations crafted to surprise and delight your palate.

All ice cream is made locally in Leesburg, VA, by Brookfield Dairy Farm, ensuring fresh flavors and top-quality ingredients.

• Lemon Crunch + 2022 Chardonnay Reserve – Rich, elegant Chardonnay meets bright, zesty lemon crunch.
• Strawberry + 2023 Rosé of Sharon – Juicy strawberry and berry flavors meet the crisp, floral lift of Rosé.
• Orange Pineapple + 2022 Petit Verdot – Tropical sweetness with the bold, dark fruit and spice of Petit Verdot.

Sip, savor, and enjoy these perfectly paired bites while taking in our stunning vineyard views. Available all day during the last two weekends of August.

📅 When: August 23–24 and August 30–31
💲 Price: $30 per person
📍 Where: Willowcroft Farm Vineyards

Wine & Ice Cream Summer Flight Pairing
August 23–24 & August 30–31 | All Day | $30 per person

Celebrate the sweetest days of summer with a playful twist on wine tasting! Join us at Willowcroft Farm Vineyards for a special Wine & Ice Cream Flight Pairing, featuring three indulgent combinations crafted to surprise and delight your palate.

All ice cream is made locally in Leesburg, VA by Brookfield Dairy Farm, ensuring the freshest flavors and highest quality.

• Raspberry Ice Cream + Rosé of Sharon – Bright, fruity, and bursting with summer charm.
• Peach Ice Cream + Albariño – Juicy, floral, and sun-kissed.
• Chocolate Ice Cream + Cabernet Franc – Lush, rich, and decadently smooth.

Sip, savor, and enjoy these perfectly paired bites while taking in our stunning vineyard views. Available all day during the last two weekends of August.

📅 When: August 23–24 and August 30–31
💲 Price: $30 per person
📍 Where: Willowcroft Farm Vineyards

Celebrate the long weekend at Willowcroft with a burst of summer flavor! Enjoy a flight of refreshing summer sangrias with the option to add a handcrafted picnic charcuterie box — perfect for relaxing in the vineyard with friends.

• Sangria Flight Only – $25
• Sangria Flight + Picnic Charcuterie Box – $50

• Assorted artisan meats & cheeses to delight
• Olives, apricots, and cranberries
• Marcona almonds
• Three decadent chocolate truffles
• Warm baguette

💡 Guarantee Your Box! While charcuterie boxes will be available for walk-ins while supplies last, you can guarantee yours by purchasing ahead of time here → /Wines/Event-Tickets

📍 Available all day August 30, 31 & September 1.

Pop the cork on a fun and flavorful adventure! Join us at Willowcroft Farm Vineyards on Saturday, August 30th, from 1:00 – 2:30 PM for a sparkling wine experience that will elevate your appreciation of those tiny bubbles.

• ✨ Discover how sparkling wines are made—from the traditional méthode champenoise of Champagne to the tank-fermented styles of Prosecco, the earthy charm of Cava, and the sun-kissed character of USA bubbly.
• 🍾 Taste six distinct sparkling wines from New Mexico, Spain, and Italy—each with its own unique flavor profile and story.
• 🥂 Learn how to identify tasting notes, sweetness levels, and the role of blends and grape varieties in creating the perfect pour.
• 🍇 Explore food pairing ideas to make every glass shine, from brunch classics to celebratory feasts.

By the end of the class, you’ll feel confident selecting, tasting, and serving sparkling wines for any occasion.

• 💲 $30 per person | Members $25
• 🎟️ Reserve your spot today—seating is limited!

SATURDAY, SEPTEMBER 13, 2025 | 2:00 - 5:00 PM

🎶 Live Music at Willowcroft: Chris DeSantis 🎶

Join us on Saturday, September 13th, 2025, from 2:00–5:00 PM, for an afternoon of live music with the talented Chris DeSantis! Known for his smooth sound and engaging style, Chris brings the perfect vibe to a relaxing day at the vineyard. 🎤🎸

Enjoy the music alongside your favorite Willowcroft wines and take in the beautiful vineyard views. 🍷🍇

SATURDAY, OCTOBER 11, 2025 | 2:00 - 5:00 PM

🎶 Live Music at Willowcroft: Jessica Paulin 🎶

Join us on Saturday, October 11th, 2025, from 2:00–5:00 PM, for an enchanting afternoon of live music with the talented Jessica Paulin and her signature little red piano! 🎤🎹

Jessica’s soulful style and captivating performances pair perfectly with a glass of Willowcroft wine and the beautiful fall scenery. 🍷🍂

Don’t miss this unforgettable afternoon of music and relaxation at Willowcroft!

SATURDAY, NOVEMBER 8, 2025 | 2:00 - 5:00 PM

🎶 Second Saturday Music at Willowcroft: Carleigh Jane 🎶

Join us on Saturday, November 8th, 2025, from 2:00–5:00 PM, for an afternoon of live music with the talented Carleigh Jane! Known for her captivating voice and heartfelt performances, Carleigh brings the perfect mix of warmth and charm to the vineyard. 🎤✨

Pair the music with your favorite Willowcroft wines, relax in the cozy atmosphere, and enjoy a memorable afternoon with friends and family. 🍷🍇

Don’t miss this special live music event—mark your calendar today!

SATURDAY, NOVEMBER 8, 2025 | 2:00 - 5:00 PM

🎶 Live Music at Willowcroft: Ramon "Pancho" Villa 🎶

Join us on Saturday, November 8th, 2025, from 2:00–5:00 PM, for an incredible afternoon of live music with Ramon "Pancho" Villa, a retired Marine Corps veteran and talented musician. 🎤✨

Enjoy his unique blend of country music and classic hits of yesterday and today, creating the perfect atmosphere for a relaxing day at the vineyard. Pair the music with your favorite Willowcroft wines and take in the stunning fall views. 🍷🍂

Mark your calendar for this special performance and celebrate music, wine, and community with us!