2025 Monticello Cup Wine Competition

This year marks the 33rd 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🏆
Will Be Announced on June 6th at the Gold Medal Celebration


Monticello Case Winners will also be announced at the Gold Medal Celebration


In alphabetical order by winery, and medal type, here are the medal winners from this year’s competition.

🥇Gold Medals🥇

Afton Mountain Vineyards - 2024 Albariño

Barboursville Vineyards - 2017 Octagon

Barboursville Vineyards - 2019 Goodlow Mountain Cabernet Franc

Chestnut Oak - 2019 Chestnut One

Chestnut Oak - 2019 Merlot

Chiswell Farm & Winery - 2023 Sauvignon Blanc

Cunningham Creek Winery - 2023 Viognier

Eastwood Farm & Winery - 2024 Petit Manseng

Flying Fox Vineyards - 2021 Trio

Hark Vineyards - 2022 Spark

Hazy Mountain Vineyards - 2024 Rosé

Keswick Vineyards - 2019 Estate Reserve Cabernet Sauvignon Block 7

King Family Vineyards - 2021 Meritage

King Family Vineyards - 2023 Petit Manseng

Knights Gambit - 2023 Petit Verdot - Alexandra's Cuvee

Loving Cup Vineyard - Sparkling Rosé, Pétillant Naturel

Michael Shaps - 2022 Petit Manseng

Pippin Hill Farm & Vineyards - 2024 Petit Manseng

Pollak Vineyards - 2022 Meritage

Reynard Florence - 2023 Merlot

Southwest Mountain Vineyards - 2021 Petit Verdot Reserve

Stinson Vineyards - 2023 Cabernet Franc

Trump Winery - 2019 Blanc de Blanc

Trump Winery - 2022 New World Reserve

Valley Road Vineyards - 2024 Albariño

Valley Road Vineyards - 2022 Cabernet Franc

Veritas - 2023 Monticello White Blend


🥈Silver Medals🥈

Afton Mountain Vineyards - 2019 T

Cardinal Point Vineyard & Winery - 2022 Union

Cardinal Point Vineyard & Winery - 2024 Dry Riesling

Chiswell Farm & Winery - 2022 Chambourcin

Cunningham Creek - 2022 Petit Verdot

Eastwood Farm and Winery - 2024 Petit Rosé

Fallen Tree Vineyard - 2021 Chardonnay

Fallen Tree Vineyard - 2021 Petit Verdot

Flying Fox Vineyards - 2021 Petit Verdot

Grace Estate Winery - 2022 Slope of Grace Cabernet Franc

Grace Estate Winery - 2021 Odo Red Wine

Hardware Hills - Cottage White

Hardware Hills - 2022 Temperance Bridge

Hark Vineyards - 2023 Cabernet Franc

Hazy Mountain Vineyards - 2023 Albariño

Horton Vineyards - 2023 Rkatsiteli Barrel Select

Jefferson Vineyards - 2021 Meritage

Jefferson Vineyards - 2022 Meritage

Keswick Vineyards - 2022 Signature Series Viognier

Knights Gambit - 2023 Pinot Grigio

Loving Cup Vineyard & Winery - 2023 Lucky Break

Lovingston Winery - 2022 Love, Virginia Farmhouse White

Merrie Mill Farm & Vineyard - 2022 Rock Tree Chardonnay

Michael Shaps - 2022 Cabernet Franc

Montifalco Vineyard - 2022 Estate Garanoir

Mountain & Vine - 2023 Chardonnay

Mountain & Vine - 2022 Screaming Hawk Meritage

Oakencroft - 2023 White Table Wine

Pippin Hill Farm & Vineyards - 2021 Ridge Reserve

Pollak Vineyards - 2022 Petit Verdot

Reynard Florence Vineyard - 2023 RECHERCHE'

Southwest Mountains Vineyards - 2023 Petit Manseng

Stinson Vineyards - 2021 Meritage

The Barn at 678 - 2022 Cabernet Franc

The Barn at 678 - 2023 Chardonnay

Veritas - 20222 Veritas Reserve

Woodbrook Farm Vineyard - 2023 Cabernet Franc

Woodbrook Farm Vineyard - 2023 Estate Grown Petit Manseng


🥉Bronze Medals🥉

Lovingston Winery - 2022 Love, Virginia Cape Blend

Merrie Mill Farm & Vineyard - 2022 Calaboose Cabernet Sauvignon

Montifalco Vineyard - 2023 ESTATE L'ESPOIR

Oakencroft - 2023 Red Table Wine