There's something about a weekend in Leesburg that encourages you to slow down. Set between the foothills of the Blue Ridge Mountains and the Potomac River, this historic town pairs Virginia wine country scenery with locally owned boutiques, memorable dining, and plenty of small-town charm. And at the center of it all is Hotel Burg, located in the heart of downtown. From wine tastings and afternoon shopping to rooftop cocktails and leisurely dinners, here's how to experience the perfect weekend in Leesburg, Virginia.
Friday: Settle Into Downtown Leesburg
After checking into Hotel Burg, take some time to settle into your room or suite. Thoughtful interiors, luxurious details, and warm hospitality set the tone for a relaxing weekend in Virginia's celebrated hunt and wine country. Once you're ready to explore, step outside and discover historic downtown Leesburg. The picturesque streets are lined with independent boutiques, antique shops, art galleries, restaurants, breweries, and beautifully preserved architecture. Spend the late afternoon browsing local storefronts or simply walking through town and taking in the scenery.
Back at Hotel Burg, ease into the evening with a handcrafted cocktail at The Diana Lounge. Designed as a welcoming gathering place for hotel guests, visitors, and locals alike, the lounge offers an inviting setting to toast the beginning of your getaway. For dinner, reserve a table at The Huntōn. With locally sourced ingredients, an inventive beverage program, and an atmosphere that feels both elegant and intimate, the restaurant offers a dining experience rooted in the flavors and character of the surrounding region.
End the evening above town with a nightcap on Hotel Burg's rooftop. With creative cocktails, small bites, and panoramic views of downtown Leesburg, it's an unforgettable vantage point from which to watch the day come to a close.
Saturday: Sip Your Way Through Virginia Wine Country
Wake up slowly and enjoy breakfast before setting out for a day in Loudoun County wine country. Home to more than 50 wineries and tasting rooms, Loudoun County offers everything from intimate, family-owned vineyards to expansive estates overlooking the Blue Ridge foothills. Each winery has its own distinct personality, so you can shape the day around the experience that speaks to you—whether that means sampling Bordeaux-style reds, discovering a new Virginia white, listening to live music, or sharing a bottle outside among the vines.
Hotel Burg's location makes it easy to explore the region, with several wineries located within a scenic drive of downtown Leesburg. Guests can also take advantage of the hotel's Land Rover car service to destinations within a 10-mile radius, based on availability. Ask the Hotel Burg team for recommendations and assistance creating a wine-country itinerary tailored to your tastes.
After a few tastings, return downtown for a late lunch and another round of shopping. Leesburg's walkable center invites you to wander without an agenda, stopping whenever a storefront, gallery, café, or historic detail catches your eye. Before dinner, retreat to Hotel Burg for a little time to recharge. Visit the fitness center for a workout, unwind in the infrared sauna, or relax in your room before another evening out. Then, return to The Diana Lounge or The Huntōn for dinner and drinks. There's no need to rush—the best wine-country weekends leave plenty of room for lingering.
Sunday: Brunch, Relax, and Stay a Little Longer
Begin your final morning with Sunday brunch at The Huntōn, where seasonal ingredients, refined brunch favorites, house-made pastries, fresh coffee, and expertly crafted cocktails come together around the table. If time allows, take one final walk through downtown Leesburg before checking out. Pick up a locally made keepsake, revisit a favorite shop, or simply enjoy the town at its quiet Sunday pace. You may also want to extend your adventure with a scenic drive through Loudoun County. Rolling farmland, historic villages, winding roads, and vineyard views make the journey feel like part of the getaway.
Make Hotel Burg Your Home Base for a Weekend in Leesburg
Whether you're visiting for the wineries, the culinary scene, the historic setting, or a well-deserved change of pace, Leesburg offers all the makings of an effortless weekend escape. At Hotel Burg, you'll be perfectly positioned to experience it all. Explore downtown on foot, venture into the surrounding countryside, and return each evening to inspired dining, thoughtful amenities, and the comfort of a luxurious room or suite.
Your perfect weekend in Leesburg, Virginia, is waiting.