Things to do in Leesburg
Discover amazing Leesburg activities and premium in-home experiences.
Leesburg, where rich history meets contemporary charm, offers a delightful blend of past and present. Explore the beautifully preserved downtown with its quaint shops and vibrant local eateries or take in the scenic countryside dotted with award-winning wineries. This charming town invites visitors to experience both culture and comfort away from bustling city life.
Popular Activities in Leesburg
Private Winery Tour Service
Experience the best of Sonoma's wine country with our Private Winery Tour Service. Travel in style with up to 6 passengers, as our expert guides whisk you away on a bespoke 6-hour tour of three hand-picked wineries.
Private DC Potomac River Sightseeing Cruise
Enjoy a customizable 2–4 hour private cruise showcasing Washington, D.C.’s waterfront landmarks.
Private Sunset Cruise on the Potomac River
Savor golden hour views of DC landmarks on an intimate 2-hour charter for up to six guests.
Potomac River Night Fishing Charter
Catch catfish under the DC skyline on a relaxing after-dark fishing adventure.
Kids Fishing Club Potomac River Fishing Charter
Teach young anglers essential fishing skills on a fun, private Potomac River outing.
Cleveland Park and Cathedral Grounds Tour
Stroll historic Cleveland Park and explore National Cathedral grounds on a 2-hour guided walk
Historic Georgetown Walking Tour
Trace Georgetown's evolution from gritty port to elite enclave on a guided 2-mile walk.
Private Washington DC Design Walking Tour
Discover DC's architecture and history on a flexible, guide-only private tour.
Explore the Charm of Leesburg
Leesburg offers a delightful blend of history, charm, and modern vibrancy that invites visitors to explore its unique character. Known for its well-preserved historic district, Leesburg provides a picturesque setting with cobblestone streets lined by 18th-century buildings housing boutique shops and inviting cafes. As you wander through town, you'll discover an array of local eateries serving farm-to-table dishes that reflect the region's agricultural heritage.
The surrounding countryside is dotted with wineries and breweries offering tastings set against scenic backdrops. A visit to Morven Park or Oatlands Historic House & Gardens reveals beautifully manicured landscapes perfect for leisurely strolls or picnics in warmer months. For those who love outdoor adventures, nearby trails like the Washington & Old Dominion Railroad Regional Park provide excellent opportunities for biking or hiking amid Virginia’s natural beauty.
Leesburg stands out from other destinations due to its rich tapestry of past meets present experiences—where Civil War sites coexist alongside vibrant farmers markets and cultural festivals throughout the year. Whether you're exploring art galleries during First Friday events or savoring seasonal flavors at local restaurants, Leesburg promises memorable moments steeped in both tradition and innovation.