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Loudoun Virginia

Whether you’re a history enthusiast, wine connoisseur, or just looking for a fun and easy getaway from DC, a weekend in Loudoun County, Virginia has it all!

Just 25 miles from Washington, DC, lies a hidden culinary and heritage gem: Loudoun County, Virginia. Boasting over 50 award-winning wineries, 30-plus craft breweries, farm-to-table dining, and charming historic small towns like Leesburg and Middleburg, this weekend getaway promises a perfect blend of history, shopping, wine, and charm!

Here is everything we did on our fabulous and festive girls’ weekend getaway in Loudoun:


Stop at The Old Lucketts Store

One of our favorite places in the DMV for antiquing and photo ops is the Old Lucketts Store. Housed in an old general store and post office from the late 1800s, Lucketts offers a unique shopping experience. Not only can you search for antique and modern treasures through their sprawling market, Lucketts also sets up the most adorable seasonal vignettes. Photos are encouraged, so it is the perfect place to snap some festive photos in between sipping hot cocoa and shopping! I came home with the most incredible cedar candle that makes my entire apartment smell like Christmas tree farm!

Speaking of Christmas tree farms… you’ll also want to stop at Snicker’s Gap Christmas tree farm. It looks like something out of a Hallmark movie and is another great place for photos, or to pick up a festive wreath!

Check in: Stone Manor Bed & Breakfast

Nestled at the base of the Short Hill Mountains, Stone Manor Bed & Breakfast is the perfect tranquil retreat and home base for your stay in Loudoun. We relaxed in our giant and elegant suite, enjoyed the large Jacuzzi tub, and fueled up each morning with a homemade six-course gourmet breakfast!

Dinner: Magnolias at the Mill

After settling into our adorable B&B, we headed to historic Purcellville to grab dinner at Magnolias at the Mill. Housed in a beautifully restored 1905 grain mill, Magnolias offers cozy ambiance and delectable southern-inspired cuisine.


Explore Middleburg

After enjoying the most incredible scones of my life, not to mention the other 5 courses of our home-made breakfast, we headed to Middleburg for a morning of shopping and exploring. Rich in history, Loudoun’s second largest town, Middleburg, dates from 1728.


In 1787 the town official became known as Middleburg because of its strategic location—it is situated midway between Alexandria and Winchester, making it a crucial stop for travelers during the horse-and-carriage era. Middleburg rose to prominence as a hub for foxhunting and equestrian activities in the early 20th century. The town’s picturesque countryside and miles of rolling hills provided an ideal setting for an affluent elite to engage in their equestrian pursuits. As a result, Middleburg became known as the “Nation’s Horse and Hunt Capital.”

Throughout the years, Middleburg has maintained its reputation as a charming and sophisticated destination. The historic downtown, lined with boutiques, antique shops, and quaint cafes, reflects the town’s commitment to preserving its heritage. The Red Fox Inn, established in 1728, stands as one of the oldest continually operating inns in the United States.


After grabbing some hot cocoa, we shopped our way through town stopping at Chloe’s of Middleburg, Crème de la Crème, Lou Lou Boutique, and The Christmas Sleigh.


Lunch: Bluewater Cocina

Having worked up an appetite, we stopped for some delicious and fresh tacos al fresco at Bluewater Cocina. Set in the back gardens of a floral shop, Bluewater Cocina is a unique and beautiful dining experience. Savor tacos and more made with fresh, locally sourced ingredients!


Afternoon Sips: Cana Vineyards and Winery and Mt. Defiance Cidery & Distillery Cider Barn

After lunch, we sampled the best of Virginia wine country with a tasting at Cana Vineyards, a family-owned farm and winery with sweeping views of the surrounding hills.


Loudoun County has a rich history of winemaking that began in the colonial era. Early colonists recognized the regions favorable climate and began cultivated grapes early on. While grapes have been cultivated in the region for centuries, Loudoun saw a resurgence in the art and science of winemaking in the 1970s and 80s. Local, family run estates began planting vines and experimenting with grape varieties to identify those best suited to the region’s terroir.


Today the Loudoun’s wine making industry has grown tremendously and boasts more than 50 wineries. Thanks to its micro-climate, the area produces a wide range of high-quality grape varietals. This quality and variety mean Loudoun County wineries have gained international acclaim for their wines, especially for their Cabernet Francs, Viogniers, and Petit Verdots.


In addition to exceptional wine, cideries, distilleries and meaderies are also having their moment in Loudoun. After Cana, we tried Mt. Defiance Cidery, where we sampled several hot and cold ciders and snacked on local artisanal popcorn next to a roaring fire.


Dinner: West End Wine Bar & Pub

We ended our second day with another fabulous dinner at the West End Wine Bar & Pub where we enjoyed a blend of heritage and contemporary dining surrounded by the Loudoun Valley Country Club golf course.


Holiday Fine Arts & Crafts Show


We savored one last gourmet breakfast at Stone Manor before checking out and heading to the Leesburg Holiday Fine Arts and Craft Show. We shopped handmade crafts and festive decorations and sampled even more local treats.


Explore Historic Downtown Leesburg


After the craft show, we explored the historic downtown of Leesburg. Leesburg is known for its commitment to preserving historic architecture. The Historic District, which is easily explored on foot, is listed on the National Register of Historic Places, and features well-preserved 18th- and 19th-century buildings.

Of course, where there is exploring, there is shopping. And just like in Middleburg, we found lots of adorable boutiques and vintage stores to shop! We came home with some truly unique treasures from Zest Clothing & Co and Muz & Rose and a killer Dolly Parton tote bag from Brick and Mortar!


One More Tasting: October One Vineyard


What weekend in Loudoun would be complete without one more wine tasting? While in downtown Leesburg, we stopped by the October One Vineyard tasting room. We enjoyed sampling all their estate-grown wines and savored a quick bite. They even had a sparkling fruit drink for our designated driver Lauleh to enjoy. Sadly, this was our final stop before heading back to DC.


Only an hour from DC, Loudoun County offers a weekend filled with culinary delights, rich history, and picturesque landscapes. From charming small towns to award-winning wineries, each experience promises a taste of Virginia’s heritage.


Cheers to a weekend of unforgettable memories in Loudoun County!