An Insider’s Guide To Virginia’s Wine Country

There’s much more to visiting the region than fine wine

Though she’s based Washington, DC, Sarah Crisafulli, the Area Director of Marketing and Communications of Lansdowne Resort and Spa, knows her way around Virginia’s Wine Country. Below, she reveals her picks for the best eats, drinks, and other can’t miss activities and attractions.

Where to eat

South Street Under is a great breakfast stop. it’s a cute bakery and coffee shop in Market Station near downtown Leesburg. Get the zucchini bread–you won’t regret it!

For lunch, I recommend heading to a brewery or winery. But hands down, Sunset Hills Vineyard in Purcellville has the best food of all of the vineyards. Order the warm buttered bread, burrata, olives, and artichoke dip.

The Wine Kitchen is an adorable and intimate wine bar in downtown Leesburg, and is perfect for dinner. You can order wines by the glass or by the flight. Plus, each glass comes with a wine pairing card describing the wine varietal, when it’s best enjoyed, and the occasional joke. The menu changes frequently, but I recommend sharing everything with a group.

Oh, and for dessert, don’t miss pies at Mom’s Apple Pie – it’s a staple in Loudoun County.

Where to drink

Greenhill Vineyard in Middleburg has a gorgeous new tasting room,  and he experience here is impeccable. Once you’re seated, you’ll be spoiled with a view as the winery team comes to your table to pour each varietal.

Boxwood Estate Winery is one of the more upscale boutique-style wineries, with a very personal approach to wine making and tasting.

Tarara Winery has delicious wine to sip, along with a lively calendar. In the summer, their weekend calendar is filled with outdoor concerts by cover bands. Pack a picnic or buy one there, lay out a blanket, and enjoy the music.

I’d also highly recommend Crooked Run Brewing in Leesburg. I enjoy the laid back scene, great beer selection, and the location especially.

If you’re looking for a unique farm brewery experience, Vanish Farmwoods Brewery has space for outdoor lawn games in a scenic setting. Save room for their wood-fired brick oven pizza.

What do do

If you can schedule your trip around First Fridays in Leesburg, I highly recommend it. On the First Friday of each month (except January), you can stroll around historic downtown Leesburg and pop into the many galleries and shops to enjoy local wine and live music performances.

I also recommend strolling the streets of the charming villages and towns like Leesburg, Aldie, Middleburg, and Purcelville. My favorite tradition is Christmas in Middleburg – an annual celebration in the charming town of Middleburg. Arrive early for parking and don’t miss the hunt and hounds parade, a holiday parade and an afternoon progressive food and wine tour.


Fun, wine

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