Boxwood Estate Winery

Steeped in the colonial and Civil War history of Middleburg, Virginia, Boxwood Estate Winery is an integral part of the state’s wine region. Founded by former NFL Washington Redskins owner John Kent Cooke, the Boxwood Estate’s wines pay homage to France’s finest Bordeaux with their own distinct Virginia expression. All of their Cabernet Sauvignon, Merlots, and Cabernets are ENTAV certified and can be sampled in their group tasting experiences.

Reserve online for group tasting, $20 per person. 

Chrysalis Vineyards

This local vineyard fully embraces its Virginia heritage. The world’s largest planting of the Native America Norton Grape, Chrysalis Vineyards is most known for their flagship wine Locksley Reserve Norton. The winery is both committed to producing world-class wines that stand on their own and celebrating Northern Virginia’s agricultural heritage. Wine tastings offer a sampling of up to 10 wines, after which you can spend an afternoon exploring the beautiful winding paths with views of the nearby Bull Run Mountains.

Visitors $15 per person. Open every day, 10 am to 5 pm. 

Fiore Wine

Come for the merlots, stay for the jazz. Founded over 30 years ago by Italian immigrants, Fiore Wines has been delighting DC locals with exceptional classic European-style wines and a host of distilled spirits, including grappa, limoncello, rye whiskey, and others. The winery offers tours and tastings year-round on weekends but is also known for its annual Art and Jazz festival in August. Hosting local arts and crafts vendors with a live jazz quartet, this event is one of the best ways to enjoy Maryland wine.

Tastings $5 per person, an additional $5 for spirit tasting. Open every day, 10 am - 5p m, Sunday 12 pm to 5 pm. 

Paradise Springs Winery

The closest winery to DC, Paradise Springs is also one of the region’s most impressive. The first bi-coastal winery in America with an operation in Santa Barbara, California, Paradise Springs is especially known for their Sommet Blanc, Tannet, and their own unique “Swagger” Port-style wine. Regularly hosting lively events with live music and other fun community activities, the winery also features a striking bit of architectural history with a 1700s log cabin later renovated by a Frank Lloyd Wright protégé. This family-run establishment offers a variety of tours and tastings and is a must-visit for any wine aficionados in DC.

Open every day, 11 am to 7 pm. Tastings are $15 per person, groups of eight or more are $20 per person. Reservations required. 

Philip Carter Winery

The whole Virginia wine region owes a debt to this winery. In 1762, Charles Carter produced the region’s first bottles of wine. These were sent to an agriculture committee in London who, impressed with their quality, helped establish the region as a great area for vineyards. Philip Carter Winery was founded by a direct descendant of Charles and is now known for its exceptional ports. The Winery offers a variety of tasting experiences and educational classes, and remains one of the region’s most distinguished wineries.

Tastings range from $15 - $25 per person. Open Thursday - Monday, 12 pm - 5 pm.

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