2026 Monticello Cup Wine Competition
This year marks the 34th year for the annual competition held by the Monticello Wine Trail.
The friendly competition held among member wineries celebrates the best wines of the Monticello AVA. To be entered a wine must contain at least 85% fruit from the Monticello AVA and be produced by a member of the Monticello Wine Trail.
🏆2025 Monticello Cup Winner🏆
Afton Mountain Vineyards - 2024 Albariño
In alphabetical order by winery, and medal type, here are the medal winners from this year’s competition.
🥇Gold Medals🥇
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 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
🥈Silver Medals🥈
Afton Mountain Vineyards - 2023 Merlot
Chestnut Oak - 2023 Petit Verdot
Chiswell Farm & Winery - 2023 Merlot
Chiswell Farm & Winery - 2023 Petit Manseng
Cunningham Creek Winery - 2022 Herd Dog Red
Cunningham Creek Winery - 2023 Virginia Rosé
Glass House Winery - 2023 Grand Parker Reserve
Grace Estate Winery - 2021 Odo
Hardware Hills Vineyard - 2023 Cabernet Franc
Hardware Hills Vineyard - Masquerade Red
Hazy Mountain Vineyards - 2023 Petit Verdot
Keswick Vineyards - 2024 Cabernet Franc Reserve
Lovingston Winery - 2021 Estate Reserve
Mountain & Vine Vineyards and Winery - 2023 Screaming Hawk Meritage
Oakencroft Farm & Winery - 2023 Red Table Wine
Pollak Vineyards - 2023 Meritage
Stinson Vineyards - 2024 Cabernet Franc
The Barn at 678 - 2022 Chardonnay
The Barn at 678 - 2023 Estate Reserve Merlot
Trump Winery - 2022 New World Reserve
Veritas Vineyards and Winery - 2023 Veritas Reserve
Woodbrook Farm Vineyard - 2023 Petit Manseng
🥉Bronze Medals🥉
Cardinal Point Vineyard and Winery - 2023 Cabernet Franc, East Block
Glass House Winery, LLC - 2024 Meglio del Sesso
Lovingston Winery - 2022 Cabernet Franc Reserve