Try Our Leesburg Cheat Sheet For A Super-Relaxing Getaway

Last weekend was just the jumping-off point for what we're officially deeming the Best Summer Ever. Whether you spent the long weekend at the beach, jet-setted off to a whirlwind getaway, or kept it low-key here in town, hopefully you crossed a few things off the season's bucket list: steamed crabs, bocce ball, and starting your base tan, to name a few.
But why is this the Best Summer Ever, you ask? Well, for starters, we're here to guide you to some of our favorite locales, activities, and traditions, which means you'll have no shortage of awesome things to do all season long. First on the list? An ultra-laid-back day trip to Leesburg, the Northern Virginia oasis for wine lovers, antiques hunters, and aficionados of all things equestrian. After all, no summer to-do list is complete without a mini getaway. Click through for the lowdown on the town's best shops, wineries, and restaurants, and get ready for some close-to-home R&R.
1 of 8
The Old Lucketts Store
Start your day at this mecca for all things secondhand — it's a go-to for Leesburg shoppers. Each room in the sprawling Victorian house has that lived-in feel every design fan loves (seriously, we could actually live in this place), and the gorgeous vintage finds are always reasonably priced. And don't even think about missing the secret upstairs room filled with vintage dresses, bags, and hats.

Old Lucketts Store, 42350 Lucketts Road, Leesburg; 703-779-0268.

Photo: Courtesy of Old Lucketts Store
2 of 8
Madison Belle
No day trip is complete without a little self-indulgent shopping, right? Stop by this airy, light-filled boutique to peruse comfy day dresses, premium denim from Rich & Skinny and Hudson, and casual separates from Free People, Michael Stars, Sanctuary, and Velvet.

Madison Belle, 5 Loudoun Street SE, Leesburg; 703-443-1790.

Photo: Courtesy of Madison Belle
3 of 8
King Street Coffee
Take a java break at this quaint coffee shop, the only one in historic downtown Leesburg. Fuel up with coffee brewed from locally roasted beans, loose teas, or iced concoctions, and relive your childhood among the bins of wrapped candy. Once you've got your caffeine of choice, grab a chair in the charming sitting room, kick back on the front porch, or settle into an Adirondack chair in the garden.

King Street Coffee, 110 South King Street, Leesburg; 703-443-0110.

Photo: Courtesy of King Street Coffee
4 of 8
The Cottage
Did we mention that Leesburg has the motherlode of shabby-chic finds? If your aesthetic entails a mix of rustic, retro, vintage, and summer-cottage style, you'll find a home away from home at this sweet outpost for pre-loved decor.

The Cottage, 105 South King Street, Leesburg; 703-443-0058.

Photo: Courtesy of The Cottage
5 of 8
The Wine Kitchen
In case you hadn't noticed, Northern Virginia is quite proud of its status as winery central, so slipping into a quiet spot for a glass of vino is a must. This cozy (and blissfully unpretentious) spot specializes in seasonal American cuisine made with local and organic ingredients, expertly paired with a variety of wines. Bonus: Stop by on Sundays for live music.

7 South King Street, Leesburg; 703-777-9463.

Photo: Courtesy of The Wine Kitchen
6 of 8
Urban Pickers
Love secondhand sparkly baubles with that perfect patina? What about gently weathered knickknacks and crafty finds, like hand-dyed alpaca yarn? This four-room shop offers an array of just those kinds of treasures, and is always pleasantly full — but never insanely packed or cluttered. Head here on the weekends for flea market-style shopping in the alley and backyard.

Urban Pickers, 10 South King Street, Leesburg; 571-918-4139.

Photo: Courtesy of Urban Pickers
7 of 8
Morven Park
Once you've had your fill of shopping in downtown Leesburg, head to this sprawling mansion and park for a decidedly out-of-D.C. experience. On the park's 12,000 acres, you can explore hiking trails and historic gardens, take in the view from the former governor's mansion, and catch one of the many equestrian events hosted here during the summer.

Morven Park, 17263 Southern Planter Lane, Leesburg; 703-777-6034.

Photo: Courtesy of Morven Park
8 of 8
Doukenie Winery
Choosing just one winery to visit during your day in Leesburg might be the biggest challenge — there are dozens, each one with its own special charms. We like Doukenie for the sweeping scenery and the array of tasty vintages — plus, visitors can help with grape-crushing, attend cooking classes, and celebrate at festivals like Taste of Italy in September, while there.

Doukenie Winery, 14727 Mountain Road, Hillsboro; 540-668-6464.

Photo: Courtesy of Doukenie Winery