Looking for historic charm, wineries, and scenic countryside? Head to Leesburg, Virginia! Nestled in Loudoun County at the base of the Catoctin Mountains, Leesburg blends colonial history with modern-day luxury. Explore cobblestone streets, sip local wine, or hike the trails—Leesburg offers a perfect mix of culture and outdoor adventure.

Leesburg, VA Highlights:

  • For History Buffs: Visit Morven Park – A historic estate with a mansion, carriage museum, and beautiful grounds.
  • For Wine Lovers: Tour local Loudoun County wineries – Leesburg is surrounded by vineyards like Stone Tower and Fabbioli Cellars.
  • For Shoppers: Browse the Leesburg Premium Outlets – Brand-name discounts in a charming open-air shopping village.
  • For Outdoor Enthusiasts: Hike the Washington & Old Dominion Trail – A scenic rail trail that runs right through town.
  • For Families: Explore the Leesburg Animal Park – Petting zoo, exotic animals, and kid-friendly activities just outside of downtown.

Best Time to Visit Leesburg, VA

The best time to visit Leesburg is in the spring (April–June) and fall (September–October), when the weather is perfect for outdoor exploration, vineyard hopping, and enjoying scenic drives through Loudoun County’s countryside. Fall also brings brilliant foliage and harvest festivals.

How to Get to Leesburg, VA

  • By Car: Leesburg is about 45 minutes northwest of Washington, D.C., accessible via VA-267 or US-15.
  • By Air: The closest airport is Washington Dulles International Airport (IAD), about 20 minutes away.
  • By Bus: Local bus services and commuter routes connect Leesburg to other towns in Loudoun County and the D.C. metro area.

Where to Stay in Leesburg, VA

  • Recommended for Couples: Lansdowne Resort & Spa – Luxury resort with a full-service spa, golf courses, and riverside trails.
  • For History Lovers: The Leesburg Colonial Inn – Quaint, historic inn in the heart of downtown with easy access to shops and restaurants.
  • For Budget-Friendly Comfort: Hampton Inn & Suites Leesburg – Modern amenities and a convenient location just off the highway.

Best Things to Do in Leesburg, VA

Wander Through History at Morven Park


Stately grounds, horse pastures, and a grand mansion steeped in 19th-century elegance.

Wander Through History at Morven Park

© Morven Park

The first structures were erected in Morven Park around 1780. Morven Mansion, Winmill Carriage Museum and the Museum of Hounds and Hunting in North America can be found within the 1000 acre historic estate and horse park. International equestrian events, such as horse trials, dressage, gymkhana and carriage driving, are held at Morven Park, which is known as the Central Park of Loudoun County. There is ample space for horse riding, hiking, athletics and playing polo for the 200 000 visitors to the park, each year. The Center for Civic Impact, which prepare high school students for civic engagement is based at the park.

17195 Southern Planter Ln, Phone: 703-777-2414

Step Back in Time at Oatlands Historic House and Gardens


A National Trust gem with stunning gardens, guided tours, and Civil War echoes.

Step Back in Time at Oatlands Historic House and Gardens

© cindygoff/stock.adobe.com

The buildings and gardens on this National Trust property are more than 200 years old. The formal gardens were constructed near the house. The land was terraced in order to create level spaces. The garden wall and walkways are original but containers, statues and garden structures were added in the 1900s, along with a bowling green, rose and herb gardens and a reflection pool. There is a teahouse, a shop and an inn on the property. Tours of the house are conducted daily from April to December. As a wedding venue, the property is very popular and is booked up years in advance. Education programs reach out to schools and scouts.

Oatlands Historic House and Gardens, 20850 Oatlands Plantation Lane, Leesburg, VA 20175, Phone: 703-777-3174

Trace a Legend at the Marshall House


Visit the childhood home of Chief Justice John Marshall—an early symbol of American ideals.

Trace a Legend at the Marshall House

© Marshall House

Marshall House was the home of George Marshall, former Secretary and State and Defense, and author of the Marshall Plan after World War 2. It was formerly known as Dodona Manor and evidence suggested that it was built in the early 1800s. It has been restored to the Marshall era, circa 1950. It is unique in that more than 90% of the furniture and household contents were owned and used by the Marshall family. Outside is a large vegetable garden where the former Secretary sought refuge from his stressful responsibilities while his wife tended to her roses. Guided tours operate on Saturdays and Sundays and last 75 minutes.

310-312 East Market Street in Leesburg, Virginia 20176

Savor Every Sip at Fabbioli Cellars


Known for bold reds and creative food pairings in a cozy, countryside tasting room.

Savor Every Sip at Fabbioli Cellars

© Fabbioli Cellars

Fabbioli Cellars was first planted in 2001 on the 25 acre property. Since then, the cellar's wines have won several awards. A large clapboard, silo-like structure houses the wine-tasting venue which opens daily, except for Thanksgiving, Christmas and New Year. Wines and light, gourmet snacks are on sale. Events, such as a 'wool and wine gathering', are held throughout the year. The Speakeasy, which can accommodate 20-50 people is available for hire. Fabbioli wines are also available through a number of retail outlets and can be shipped to a number of states.

15669 Limestone School Road Leesburg, VA 20176, Phone: 703-771-1197

Honor the Fallen at Ball’s Bluff Battlefield and National Cemetery


One of the smallest national cemeteries, and one of the Civil War’s earliest battle sites.

Honor the Fallen at Ball’s Bluff Battlefield and National Cemetery

© Dallas/stock.adobe.com

In late 1861, 54 Union force soldiers were defeated and killed north of the then National Capital. The day in late October was characterized by miscommunications on both sides. Fighting continued throughout the day but finally a fresh contingent of Confederate soldiers chased the Union soldiers down the bluff, onto a narrow beach and into the river. There were too few boats for the beleaguered men and many drowned with their full kit on, trying to escape enemy fire. Only one of the men buried in the 25 graves in the cemetery could be identified. Ball's Bluff Battlefield and National Cemetery is the country's 3rd smallest, being less than 50 square feet. Phone: 703-737-7800

Activities and Attractions for Couples and Singles:

Indulge Your Sweet Side at The Conche


An artisan chocolate-themed restaurant and dessert destination—perfect for date night decadence.

Indulge Your Sweet Side at The Conche

© The Conche

The Conche is a chocolate themed boutique restaurant. When celebrity chef, Santosh Tiptur was a small boy in India, he dreamed of being able to make chocolates and other candy treats. After traveling the world for two decades, he is finally the executive chef and owner of his own restaurant. His chocolate sculptures are legendary and the presentation of the dishes in his restaurant are a feast for the eyes. Chef Tiptur is passing on his skills to the next generation through his cooking classes and confectionery camps. The restaurant is open seven days a week.

1605 Village Market Blvd SE, #J108 Leesburg, VA 20175, Phone: 703-779-1800

Toast Tranquility at Casanel Vineyards and Winery


Family-owned and deeply serene, this boutique winery blends fine wine with a personal touch.

Toast Tranquility at Casanel Vineyards and Winery

© Casanel Vineyards and Winery

The Casanel family bought their 42 acre property in the winter of 2006. They planted 10000 vines by hand on seven of the acres. Then they renovated the historic buildings on the property. In 2010, their first Estate harvest was ready for picking. Since then their wines have won numerous awards. They offer tasting and production tours around the farm. Wines can be bought at the venue, via the Wine Club or through the online shop. Visitors can use the picnic facilities on the farm. Bring your own food and pets. Two barns are available for hire for private functions.

Casanel Vineyards and Winery, 17956 Canby Road, Leesburg, VA 20175, Phone: 540-751-1776

Walk the Woods at Ball’s Bluff Battlefield Regional Park


Hike wooded trails where history unfolded—peaceful, reflective, and deeply meaningful.

Walk the Woods at Ball’s Bluff Battlefield Regional Park

© robertuzhbt89/stock.adobe.com

Ball's Bluff Battlefield Regional Park commemorates a small but significant battle that took place on the Potomac. This battle was unusual in that is was a Union Army defeat north of the capital. A great friend of President Lincoln, Col. Edward D. Baker, a U.S. Senator from Oregon, was killed on that day. He was the only senator to die in the war. The battlefield has been restored to the time of the battle. There are 7 miles of marked trails in the 223 acre property, including a mile-long loop to the bluff. Guided tours are conducted on weekends in spring, summer and fall. It is open daily from dawn to dusk.

Balls Bluff Rd, NE, Leesburg, VA 20175, Phone: 703-737-7800, (website link)

Unwind by the River at Tarara Winery


Live music, bold pours, and Potomac River views make this a vibrant weekend favorite.

Unwind by the River at Tarara Winery

© Tarara Winery

Retired property developer, Whitie Hubert, purchased this 475 acre property on the Potomac River with the intention of pioneering the Virginia wine industry. Tarara Winery wines are produced from grapes grown on the estate and sourced from local farmers. The maturing process takes place in a cave on the property. The single vineyard and blended wines have received much acclaim. They can be tasted year round on site and bought at the shop, online or via the Wine Club. The Summer Concert Series held at Tarara, features many music genres. Color runs and painting parties are also on the schedule. Tarara is closed on Tuesdays and Wednesdays.

13648 Tarara Lane, Leesburg, VA 20176, Phone: 703-771-7100

If you are interested in local events:

  • For History & Fun: Leesburg’s Flower & Garden Festival (April) – A colorful spring celebration with vendors, landscaping displays, and food.
  • For Wine Enthusiasts: Loudoun Wine Awards (October) – Celebrate the region’s winemaking excellence with tastings and awards.
  • For Holidays: Christmas and Holiday Parade (December) – A festive community celebration with floats, music, and lights through downtown.

Day Trip Itineraries Within 30–90 Minutes of Leesburg, VA:

  • For History Buffs: Harpers Ferry, WV (45 min) – Explore a 19th-century town with hiking, river views, and Civil War history.
  • For City Life: Washington, D.C. (1 hr) – Museums, monuments, and dining in the nation’s capital.
  • For Scenic Drives: Skyline Drive in Shenandoah National Park (90 min) – Stunning fall foliage and overlooks through the Blue Ridge Mountains.
  • For Antiquing & Charm: Middleburg, VA (30 min) – Equestrian elegance, boutique shops, and historic inns await in this small town.
  • For Nature: Great Falls Park (45 min) – Marvel at powerful waterfalls and hike riverside trails near the Potomac River.

Frequently Asked Questions:

  • Where is Leesburg located?
    • Leesburg is the picturesque county seat of Loudoun County. It lies at the foothills of the Catoctin Mountains and is adjacent to the Potomac River.
  • What is the historical significance of Leesburg?
    • Leesburg was home to many of the county's famous families and was named after an ancestor of Robert E. Lee, a general in the Confederate army.
    • The town changed hands several times during the Civil War and has many well-preserved historical buildings and heritage sites that chronicle its history.
  • How accessible is Leesburg?
    • It is close to Dulles International Airport and within commuting distance of Washington, D.C..
  • What is Leesburg known for besides history?
    • The area is rich with vineyards and wineries where award-winning wines are cultivated.

Plan Your Trip