Rolling east from the Blue Ridge foothills across Albemarle, Nelson, Greene, Orange, and Fluvanna counties, the Monticello AVA is Virginia's most celebrated wine region — and arguably the spiritual home of American viticulture. It was here in the 1770s that Thomas Jefferson tried (and mostly failed) to grow European vinifera at his hilltop estate. Established as a federally-designated AVA in 1984, the region has since become home to more than forty wineries producing some of the East Coast's most acclaimed wines, with Cabernet Franc, Petit Verdot, Viognier, and Petit Manseng leading the charge. A weekend spent tracing the stretch from Crozet west to Afton, or north through Barboursville and Gordonsville, will take you through centuries of Virginia wine history and some of the prettiest countryside in the mid-Atlantic.

Award Leaderboard

48 wineries in this AVA have earned awards at the Virginia Governor's Cup Competition (2018–2026). The ranking below uses Olympic-style medal counting: Governor's Cup wins first, then Case selections, Best in Show honors, Gold Medals, and total awards.

#	Winery	🏆 Cup	📦 Case	⭐ BIS	🥇 Gold	🥈 Silver	Total
1	Barboursville Vineyards	2	13	—	39	32	86
2	King Family Vineyards	2	5	—	33	34	74
3	Valley Road Vineyards	1	1	—	7	28	37
4	Horton Vineyards	1	—	—	5	19	25
5	Michael Shaps Wineworks	—	9	—	60	77	146
6	Trump Winery	—	6	—	30	39	75
7	Pollak Vineyards	—	5	1	31	24	61
8	Jefferson Vineyards	—	4	1	24	61	90
9	Veritas Winery	—	3	—	23	41	67
10	Early Mountain Vineyards	—	2	—	24	34	60
11	Afton Mountain Vineyards	—	2	—	14	25	41
12	Pippin Hill Farm & Vineyards	—	1	1	27	45	74
13	Hark Vineyards	—	1	1	11	33	46
14	Keswick Vineyards	—	1	—	16	47	64
15	Stinson Vineyards	—	1	—	9	27	37
16	Woodbrook Farm Vineyard	—	1	—	5	7	13
17	Wisdom Oak Winery	—	1	—	2	7	10
18	The Barn at 678	—	—	1	5	13	19
19	Knight's Gambit Vineyard	—	—	1	1	1	3
20	Eastwood Farm and Winery	—	—	—	12	24	36
21	Chestnut Oak Vineyard	—	—	—	10	30	40
22	Cunningham Creek Winery and Brewery	—	—	—	9	33	42
23	Grace Estate Winery	—	—	—	9	15	24
24	Flying Fox Vineyard	—	—	—	7	24	31
25	Southwest Mountains Vineyards	—	—	—	6	19	25
26	Ankida Ridge Vineyards	—	—	—	5	1	6
27	Chisholm Vineyards at Adventure Farm	—	—	—	4	26	30
28	Chiswell Farm and Winery	—	—	—	4	10	14
29	Fallen Tree Vineyard	—	—	—	4	9	13
30	Honah Lee Vineyard	—	—	—	3	23	26
31	Reynard Florence Vineyard	—	—	—	2	22	24
32	Everleigh Vineyards	—	—	—	2	8	10
33	Merrie Mill Farm & Vineyard	—	—	—	2	6	8
34	Thatch Winery	—	—	—	2	4	6
35	600 Vineyard and Winery	—	—	—	2	3	5
36	Cardinal Point Vineyard & Winery	—	—	—	1	17	18
37	Loving Cup Vineyard & Winery	—	—	—	1	14	15
38	Lovingston Winery	—	—	—	1	14	15
39	Glass House Winery & Brewery	—	—	—	1	12	13
40	Revalation Vineyards	—	—	—	1	4	5
41	Thistle Gate Vineyard	—	—	—	1	0	1
42	Hazy Mountain Vineyards	—	—	—	0	7	7
43	Oakencroft Farm & Winery	—	—	—	0	7	7
44	White Hall Vineyards	—	—	—	0	5	5
45	First Colony Winery	—	—	—	0	4	4
46	Hardware Hills Vineyard	—	—	—	0	4	4
47	Caihailian Vineyard	—	—	—	0	2	2
48	Moss Vineyards	—	—	—	0	1	1

Sorted by prestige: Governor's Cup Winner > Case Winner > Best in Show > Gold Medal > Total awards. Click any winery to see their complete award history.