Summer Wine Escapes: 6 DMV Wineries Worth the Drive

Mountain views, lakeside rosé and wood-fired pizza: six Maryland and Virginia wineries that make an easy summer day trip from DC.
Gold line illustration of vineyard rows on rolling hills with a winery barn

Summer is the perfect time for a scenic sip at one of the DMV’s wineries. Whether you’re after mountain views, live music or a crisp rosé in the sun, these spots are just a short drive from DC and make a great weekend day trip. Several are favorites of Eater DC, too.

1. Old Westminster Winery | Westminster, MD

Run by a sibling trio, Old Westminster pairs its wines with wood-fired pizza, brunch bites and live music on weekends. Reserve a seat on the pavilion or patio for wine flights and farm-to-table food.

2. The Crossvines | Poolesville, MD

This winery, restaurant and events venue in Montgomery County blends rustic charm with modern touches. Sip estate wines overlooking 380 acres of countryside and stay for a seasonal meal at the Farmhouse Bistro. Visit website

3. Windridge Vineyards | Darnestown, MD

Near Seneca Creek State Park, Windridge offers lawn seating, shaded pavilions and vineyard views, plus guided tastings and weekend food trucks.

Local Tip
No designated driver? Book a wine tour.
Services like Vineyard Voyages or a rideshare make a group winery day easy and safe.

4. Stone Tower Winery | Leesburg, VA

A classic for a reason, Stone Tower offers tiered tastings, including a golf cart vineyard tour, plus wood-fired pizza and charcuterie in two stylish tasting rooms. Great for a group outing or date day.

5. Greenhill Winery and Vineyards | Middleburg, VA

This upscale, adults-only winery in the heart of Virginia wine country offers a peaceful setting with polished charm. Enjoy a tasting or a glass on the lawn with truffle popcorn or a French-style charcuterie board. Visit website

6. The Winery at Sunshine Ridge Farm | Gainesville, VA

Enjoy rosé by the lake at this family-run winery, with live music, comedy nights and food trucks adding to the festive vibe. Visit website

Cheers to summer

Whether you want a relaxed day trip or a refined tasting, these wineries offer a perfect summer escape close to home. For seasonal events, see our guide to DMV wine festivals.

Keep Reading

Related Posts

Explore more Wardman insights on the Washington, DC real estate market, neighborhoods, and homeownership strategy.

Brick Colonial, stone Tudor and porch house on an autumn street in upper Northwest DC, with a For Sale sign behind the hedge.

Crestwood DC vs 16th Street Heights vs Shepherd Park

Detached houses sold for a median $1.62M in Crestwood, $1.19M in Shepherd Park and $1.05M in 16th Street Heights. Here's what drives the gap and what $800K, $1.2M and $1.8M buy.
Capitol Hill brick rowhouses in autumn with a For Sale sign in a front garden and the US Capitol dome down the street.

Do Midterms Slow DC Home Sales? What 14 Years Show

DC's midterm falls have been a little quieter, but 14 years of Bright MLS data show the slowdowns tracked mortgage-rate spikes, not the ballot, and prices held. Here's what that means for your timing.
Brass house key on a leather fob resting on a city street map beside a coffee cup and pencil.

Best Neighborhoods in DC: What 32 Areas Cost to Buy

The best DC neighborhood depends on what you're buying. Median prices, condo and house splits, and days on market for 32 DC neighborhoods, from Bright MLS closed sales, October 2025 through September 2026.

A Smarter Approach to DC Real Estate

Work with a team that understands how pricing, preparation, and positioning come together to create exceptional results in today’s market.