Monticello Wine Week
Mark your calendars for June 5th thru June 8th, 2025. Uncork the anticipation! Get ready for a week-long celebration of exquisite wines and unforgettable experiences along the Monticello Wine Trail.
Up On The Roof at The Doyle Hotel
Thursday, June 5th,
6-8pm
Indulge in an unforgettable evening of fine wine and elevated cuisine at our Winemaker’s Dinner, hosted on the Rooftop at The Doyle. Featuring a thoughtfully curated multi-course menu, expertly paired with six award-winning wines from the Monticello AVA. Meet the winemakers behind these celebrated wines as they share insights into their craft, vineyard stories, and what makes Monticello’s terroir so unique. Whether you're a seasoned connoisseur or new to Virginia wines, this is a rare opportunity to experience the intersection of culinary artistry and winemaking excellence. $95 per person
Participating Wineries: Blenheim Vineyards, Cunningham Creek Vineyards, Eastwood Farm & Winery, Hark Vineyards, Horton Vineyards, Septenary
Gold Medal Celebration
Friday, June 6th
5:30pm - 8pm
The Bradbury
Join us on Friday, June 6th at The Bradbury on Charlottesville’s vibrant Downtown Mall for an evening dedicated to the finest wines of the Monticello Wine Trail. The Monticello Cup Gold Medal Celebration will feature award-winning wineries from the Monticello Case, culminating in the live announcement of the Monticello Cup winner.
Meet the winemakers behind these exceptional wines, hear from special guest speakers, and experience the excitement firsthand. Enjoy a curated selection of wines paired with delicious cuisine from Harvest Moon Catering, all in an elegant and lively setting.
Event Highlights:
Taste wines from 12+ Monticello Wine Trail wineries, including the Monticello Cup winner
Meet the winemakers behind these award-winning wines
Hear from special guest speakers about Virginia’s dynamic wine scene
Enjoy cuisine from Harvest Moon Catering
Experience the live announcement of the Monticello Cup winner
Celebrate excellence in Virginia winemaking and be part of this prestigious event. Get your tickets today!
12pm - 2pm
Afton Mountain Vineyards
Celebrate Monticello Wine Week with a relaxing Rosé Picnic Lunch in the pavilion at Afton Mountain Vineyards. Enjoy a gourmet boxed lunch by the Chef at the Iris Inn, enjoyed alongside refreshing rosés from ten Monticello Wine Trail wineries including Afton Mountain Vineyards, Chiswell, Hark, Hazy Mountain, Jefferson, King Family, Lovingston, Stinson, Trump, Valley Road, and Veritas.
Lounge on the lawn or unwind at a private table while taking in stunning vineyard views. Perfect for rosé lovers or anyone looking for a peaceful afternoon of wine, food, and good company.
Participating Wineries: Afton Mountain Vineyards, Chiswell, Hark, Hazy Mountain Vineyards, Jefferson Vineyards, King Family Vineyards, Lovingston, Stinson Vineyards, Trump Winery, Valley Road Vineyards and Veritas
Sparkling Brunch
Sunday, June 8th
11am - 1pm
Veritas Winery
Kick off your Sunday with sparkle—literally. Join us at Veritas for a relaxed and elegant Sparkling Brunch, where Virginia’s best bubbly takes center stage. Featuring sparkling wines from Afton, Hazy Mountain, King Family, Michael Shaps, Stinson, Trump, and Veritas, this is your chance to sip your way through a lineup of crisp blanc de blancs, lively pét-nats, and rosé sparklers—all paired with a delicious brunch spread.
Set in the heart of Virginia wine country, this countryside gathering is the perfect way to toast to Monticello Wine Week. Whether you're here for the bubbles, the brunch, or just the beautiful setting, you’ll leave feeling refreshed, relaxed, and a little more in love with Virginia wine.
Participating Wineries: Afton Mountain Vineyards, Hazy Mountain Vineyards, King Family Vineyards, Michael Shaps, Stinson Vineyards, Trump Winery
Wine Week Sponsors
We are proud to partner with Keswick Hall as our Presenting Sponsor