Patio season has officially arrive in Leesburg. Whether you’re sipping coffee under the sun, enjoying dinner under the stars, or planning your next hangout spot, our town offers no shortage of outdoor experiences. From casual cafés to bustling nightlife spots and destination dining areas, there’s a patio chair waiting for you.
Sunny Spots for Daytime Dining
Looking to enjoy a leisurely brunch or a light lunch outside? Leesburg’s charming eateries make the most of the sunshine. Cowbell Kitchen, with its garden patio, is the perfect place to enjoy a breakfast bowl, fresh pastry, or seasonal quiche. Down the block, Shoe’s Cup & Cork offers a tucked-away “Secret Garden”—complete with bocce ball, lounge seating, and plenty of umbrellas to keep you cool. At Sidebar, enter through a brick tunnel lined with potted plants, and step into a charming courtyard strung with café lights. Tucked just behind is a built-out deck offering additional space to enjoy their inventive cocktails and bistro fare.
Evenings Alfresco
As the sun sets, Leesburg’s patios become the backdrop for memorable nights out. Goosecup may be known for its expertly brewed coffee, but their cocktails are something to write home about. With a stylish outdoor area and curated menu, it’s a great place to start the evening with a meat and cheese board to share. The Crow’s Nest above Buford’s Biscuits offers rooftop vibes with live music and downtown views—ideal for catching a breeze while unwinding with friends. Spanky’s Shenanigans is Leesburg’s go-to after-hours hangout, known for its lively atmosphere and loyal local crowd. Their back deck offers a laid-back space to catch live music or unwind after a long day. Spanky’s keeps the fun going with regular themed events like their popular Yappy Hour, making it a favorite for both two- and four-legged patrons.
Where Patio Season Shines
Some areas in town are built for outdoor dining, with multiple patios within strolling distance. Anchored by the iconic Tuscarora Mill, Market Station is home to several restaurants with standout patio spaces, such as Fireworks Pizza, Los Tios Grill, Jasmine, and South Street Under. Over at the Village at Leesburg, you’ll find a modern, family-friendly atmosphere with wide sidewalks, fire pits, and ample patio seating. Be sure to take advantage of their Drink in the Good Life program, which allows guests to purchase an alcoholic beverage from participating restaurants and stroll the center with drink in hand, adding a relaxed, vacation vibe to your visit. And don’t miss Downtown Leesburg’s Extended Sidewalk Dining program on Friday nights, May through October. The street shuts down for pedestrians and allows many restaurants along King Street to expand further onto the sidewalks.
Make the Most of the Season
There’s nothing quite like a shared meal or a chilled drink in the fresh air. Patio season in Leesburg brings people together—locals, visitors, families, and friends—all enjoying the town’s hospitality under open skies. With so many options to choose from, every outing can feel like a mini getaway. So grab your sunglasses, call your crew, and explore all the ways to dine, unwind, and soak up the sunshine in Leesburg.