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


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. 

New Prix Fixe Dinners  w/ Wine Pairings Added to the Calendar

The best of what Upper Shirley has to offer in food and wine. Only a limited number offered through the year. See calendar for details. Call to reserve: 804-829-9463

Welcome Catherine Cristman, Upper Shirley's New Director of Events

We're so proud to welcome Catherine Cristman back into the Upper Shirley family! Catherine was one of our first hires here on the vineyard, and from the onset she exhibited an obvious proficiency in event organization and relationship building. She returns after a successful stint in business recruiting, and we're oh-so excited to have her back! For more information regarding our private events programs, Catherine can be reached at catherine.cristman@uppershirley.com

Now Pouring 2016 Viognier and Rosé

Our 2016 Viognier is full and rich, with hints of peach and stone fruit after a deep, cool fermentation process, which our 2016 Rosé is framed by mouthwatering natural acidity, with the spring aromas of tree blossoms and fresh berries. Come on out and try them for yourself!

Prix Fixe Dinners and Wine Pairings

This spring, Chef Carlisle is turning up the Prix Fixe dinners and wine pairings with original menus chosen based on the freshest local ingredients. See events calendar for details. Reservations required (804) 829-9463.

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.

Holiday Parties

Interested in planning a holiday party or special event? Send an email over to our Director of Events, Catherine Cristman, at catherine.cristman@uppershirley.com for more information!

"Vines & Wines" nod to Upper Shirley Vineyards

Our most recent feature in the Richmond Times-Dispatch, courtesy of Jack Berninger of Vines & Wines, details keys to success in the creation of good wines and memorable tasting experiences for our guests. Learn more about our wines, heritage and winemaking process at Richmond.com. Cheers!




Latest Posts

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.


Featured in

I can’t think of anything that has conjured the feeling of tasting my way through the hills and valleys of California’s wine country more than an afternoon wine tasting at Shirley.
— richmond times-dispatch
The aesthetic is clean, streamlined and contemporary.
— style weekly
The service, food and wine are exceptional. On top of of all that, the beauty of the venue will take your breath away.
— The Virginia Grape
The South’s most seductive burger and view combo
— Garden & Gun
People are really going to treasure this place.
— 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

Tasting Room & Restaurant

At Upper Shirley Vineyards, we aim to embrace our Southern heritage and weave it into the finest creations. We believe that fresh, lovingly prepared food paired with locally produced wines represents the ultimate culinary experience, in our case a celebration of the sublime abundance of Virginia’s Tidewater region. 


WPS-shrimp & grits.jpg