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A Dazzling Riverside Estate

Twenty minutes from Richmond

Come experience the magic of Upper Shirley Vineyards, a one-of-a-kind estate, winery, restaurant and wedding venue perched above once of the most scenic bends on the James River. Here in Tidewater Virginia the hours unspool at a more gracious pace. Senses awaken, and stress melts away, leaving you space for more meaningful connections with friends and family.


20 minutes from downtown Richmond, located just off Route 5 and the Capital Bike Trail, Upper Shirley Vineyards is ensconced in a rural wonderland. The estate boasts history and scenic beauty on an epic scale and an embarrassment of culinary riches—bottomland produce, fresh-caught seafood—and world-class wines made from our own estate-grown grapes. 

Each bend in Route 5 takes you deeper into American history.
— National Geographic


 Closing Monday's & Tuesdays for the winter season

We will be closed on Monday's and Tuesday's beginning December 18th through February 27th.                                 

Our normal daily opening (Wednesday - Monday) will resume on March 5, 2018.

Thursday Night Prix Fixe Reservations Now Available

Chef de Cuisine, Ernie LaBrecque, has prepared another delicious four course Prix Fixe dinner for Thursday, March 1st!

Seating is still available from 6-8 pm. 

For reservations call 804-829-9463! Menu coming soon. 

Richmond Times-Dispatch Restaurant review: Upper Shirley Vineyards pairs a beautiful location with stellar food

Jo Lord, food critic for the Richmond Times-Dispatch, concluded her review of Upper Shirley Vineyards with the following: "... the dining experience at Upper Shirley Vineyards is something special, indeed. I plan to visit again soon and suggest you do the same." Read the full article to see why she and others are calling Upper Shirley a must visit vineyard!

Now Pouring First Vintage Estate Grown 2015 Merlot

Our estate grown Merlot is about raspberry and currant framed by mouthwatering acidity. 30% New French Oak, medium bodied with outstanding structure. 

2014 Zachariah Wins GOLD in Governor's Cup!

Out of 494 entries, only 23 gold metals were awarded this year. And our Zachariah was one of them! Full article here.

Private Events

Interested in planning a special event? Send an email over to our Director of Events, Catherine Cristman, at for more information!



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Hour-long ride that meanders through Upper Shirley's vineyard and surrounding trails as your guide walks you through the vineyard history, the process of grape-growing, and the roll Charles City and Upper Shirley had to play in America's past. Hosted by Two River Trails. $75 per person, wine tasting included.

4 to 5-hour, 10 mile leisurely bike ride devoted to the amazing history and health of the Charles City County area and her beautiful James River that has rightly been called The River Where America Began. Rides begin and end at Upper Shirley. $125-$165 (lunch at Upper Shirley optional), wine tasting included.


They say wine is made in the vineyard


Ours begin as grapes grown both in the piedmont and here on the estate. The fruit at Upper Shirley Vineyards is bathed by river breezes and nourished in the Tidewater region’s deep Pamunkey soil, the oldest tilled earth in the United States. We tend our vines by hand, using age-old methods. It’s demanding work but worth the effort. One taste, and you’ll understand why.


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Upper Shirley Vineyards specializes in award-winning wines... stunning views, dream weddings [and] cuisine that’s beautifully prepared and equal to the allure of the place in every way.
— richmond times-dispatch
Easily the region’s most spectacular wine venue…a showpiece that will draw visitors from all over the Commonwealth.
— The Virginia Grape
The cuisine was superb... The ambiance of the winery was lovely, everything seemed to sparkle.
— The Progress-Index
The South’s most seductive burger and view combo
— Garden & Gun
There is nothing prettier than a ride up Route 5... The Vineyard’s rows of grapevines are picturesquely set right on the James River.
— The Southern Coterie's Mini-guide to Williamsburg
The aesthetic is clean, streamlined and contemporary.
— style weekly
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