Image courtesy of Boar's Head Resort
The 2026 Gold Medal Celebration takes place June 26 at the Boar’s Head Resort during Monticello Wine Week.
The Monticello Wine Trail has announced the 2026 Monticello Cup Medal Winners, celebrating excellence in winemaking across the Monticello AVA (American Viticultural Area) and showcasing the quality, diversity and momentum of Virginia wine.
Organized by wine educator and writer Frank Morgan, this year’s Monticello Cup competition brought together standout wines from across the region, evaluated by an accomplished panel of wine professionals and industry leaders.
From sparkling wines and vibrant whites to structured reds and reserve bottlings, these Gold Medal winners represent some of the finest wines being produced in Virginia today.
The 2026 MONTICELLO CUP GOLD MEDAL WINNERS are:
- Afton Mountain Vineyards — 2024 Rosé Sparkling Wine
- Barboursville Vineyards — 2021 Nascent
- Barboursville Vineyards — 2023 Nebbiolo Reserve
- Cardinal Point Vineyard and Winery — 2025 Aubaine
- Chestnut Oak Vineyard — 2023 Cabernet Sauvignon
- Eastwood Farm and Winery — 2025 Petit Manseng
- Eastwood Farm and Winery — 2025 Rosé
- Fallen Tree Vineyard and Farm — 2021 Meritage
- Fallen Tree Vineyard and Farm — 2023 Bee Sting Red
- Flying Fox Vineyard and Winery — 2021 Trio
- Flying Fox Vineyard and Winery — 2023 Trio
- Grace Estate Winery — 2022 Gange-Rolv Chardonnay
- Hark Vineyards — 2023 Cabernet Franc
- Hark Vineyards — 2024 Roussanne
- Hazy Mountain Vineyards — 2024 Albariño
- Jefferson Vineyards — 2022 Meritage
- Jefferson Vineyards — 2023 Chardonnay Reserve
- Keswick Vineyards — 2024 Viognier Reserve
- King Family Vineyards — 2022 Mountain Plains Red
- King Family Vineyards — 2024 Viognier
- Knight’s Gambit — 2023 Cabernet Franc
- Knight’s Gambit — 2023 Meritage
- Loving Cup Vineyard & Winery — 2023 Tellurian Red
- Loving Cup Vineyard & Winery — 2025 Loving Cup White
- Michael Shaps Winery — 2021 En Hommage L Scott
- Michael Shaps Winery — 2023 Petit Manseng
- Mountain & Vine Vineyards and Winery — 2022 Screaming Hawk Meritage
- Oakencroft Farm & Winery — 2023 White Table Wine
- Pippin Hill Farm & Vineyards — 2021 Ridge Reserve
- Pippin Hill Farm & Vineyards — 2025 Zero White
- Pollak Vineyards — 2023 Nebbiolo
- Southwest Mountains Vineyards — 2023 Cabernet Franc Reserve
- Southwest Mountains Vineyards — 2023 Chardonnay Reserve
- Stinson Vineyards — 2023 Mourvèdre
- Trump Winery — 2021 Blanc de Blanc
- Valley Road Vineyards — 2021 Meritage
- Valley Road Vineyards — 2024 Albariño
- Veritas Vineyards and Winery — 2023 Monticello White
- Woodbrook Farm Vineyard — 2024 Winterbourne
Also read: Virginia’s 2026 Top Prize for Wine Awarded
The celebration continues Friday, June 26 at the Gold Medal Celebration at Boar’s Head Resort during Monticello Wine Week, where guests will have the opportunity to taste Gold Medal-winning wines from more than 25 wineries during an elevated cookout-style evening featuring live music, Virginia food and the live announcement of the 2026 Monticello Cup winner and Case Winners.
Awards will be presented by Monticello Wine Trail President George Hodson, Monticello Cup organizer Frank Morgan and Virginia Secretary of Agriculture and Forestry Kate Frazier.
Tickets and lodging packages are now live.
