Best of the Best

Charlottesville was named Wine Region of the Year by Wine Enthusiast, and now you can find the best of the best by tasting the gold medal winners of the Virginia Governor's Cup. The Virginia Governor’s Cup is the premiere wine competition within Virginia, with over 620 of the best Virginia wines, ciders, and meads submitted and sampled by world-class judges. The rating system is based on a 100-point scale, also used by Wine Spectator, Wine Advocate, Wine Enthusiast, and Wine & Spirits.

The judging is rigorous. All wines go through a preliminary round of blind tasting. Qualifying wines then move on to the final round where each is reviewed by twelve judges. A wine’s average score is used to determine its medal status. Judges comment on a wine’s appearance, aroma, flavor, overall quality, and commercial suitability.

The twelve top-scoring wines are honored with inclusion in the prestigious Governor’s Case. These wines represent the very best of the best Virginia wines. 2025 marked an incredible accomplishment for the area, as over half of the wines in the Case came from the Monticello Wine Trail!

Barboursville Vineyards 2023 Vermentino
Barboursville Vineyards 2017 Octagon
King Family Vineyards
2021 Mountain Plains Red
Michael Shaps Wineworks
2022 Chardonnay
Trump Winery
2018 Sparkling Rose
Valley Road Vineyards
2023 Petit Manseng
Veritas Vineyards and Winery
2023 Monticello White

The top wine is the recipient of the Governor's Cup. This year, Barboursville Vineyards received this top honor for their 2023 Vermentino!

Gold medals were awarded to 155 wines from 87 Virginia wineries, cideries and meaderies after a series of rigorous blind tastings. Across the Monticello Wine Trail region, 25 producers earned 57 gold medals. Want to try these award-winning wines? We’ve divided the region into “neighborhoods” to help you organize your time and travels.

Here are some tips for getting around and making the most of your travels:

Find Inspiration

Related Content: