Top 20 Best Things To Do In Leesburg Va

Jamie Wilson

Leesburg, VA, is a charming town full of history, fun, and adventure. With its beautiful parks, interesting shops, and tasty restaurants, there is something for everyone to enjoy. Whether you are a local or just visiting, Leesburg offers a mix of activities that will keep you entertained and show you the best of the area.

Today, we will look at some of the top things to do in Leesburg. From walking through lovely historic streets to trying out delicious food, you’ll find many ways to make great memories. Get ready to learn about all the exciting options that await you in this lovely Virginia town!

Things To Do In Leesburg Va

1. Stroll through the Historic Downtown District of Leesburg

Walking through the historic downtown district of Leesburg is like stepping back in time. You will find beautiful 18th and 19th-century buildings lining the streets. Each structure tells a story of the town’s rich history and charm.

The architecture features stunning brick facades and inviting porches. Many buildings now house unique shops and delightful cafes. It’s the perfect place to enjoy a leisurely walk and take loads of photos.

Along the way, you can stop and admire landmarks such as the Old Jail and the historic courthouse. These sites add to the cultural fabric of the area, offering insights into Leesburg’s past.

Whether you are visiting for the first time or returning, the picturesque streets will captivate you. Don’t forget to grab a coffee and sit on a bench to enjoy the atmosphere!

Visiting the historic district is a delightful way to spend your day. It’s an experience that combines history, beauty, and community spirit.

Address: 25 W Market St, Leesburg, VA 20176.

2. Visit the Loudoun Museum

The Loudoun Museum is a must-see for anyone interested in local history. Located in the heart of Leesburg, it offers a glimpse into the region’s rich culture and heritage. The museum features fascinating exhibits that highlight the stories of the people who shaped Loudoun County.

You can explore displays about the Civil War, agriculture, and local businesses. Interactive exhibits make learning fun for visitors of all ages. The museum also hosts special events and lectures that further dive into specific topics.

The knowledgeable staff are always ready to share insights and answer questions. They make your visit even more engaging. Don’t forget to check out the museum shop for unique local crafts and books.

A visit to the Loudoun Museum is not just educational; it’s an inspiring experience as well. You’ll leave with a deeper appreciation for the community and its history.

Plan your trip and immerse yourself in the rich tapestry of Loudoun’s past!

Address: 100 A S King St, Leesburg, VA 20175.

3. Enjoy Wine Tasting at Local Wineries

Experience the delightful world of wine tasting at nearby wineries like Tarara Winery or Stone Tower Winery. Both offer stunning views of Virginia’s picturesque landscapes. You can sip on award-winning wines while soaking in the beauty around you.

During your visit, you can opt for guided tastings or self-guided tours. Knowledgeable staff will guide you through different wine varieties, helping you discover your favorite. Each sip tells a story and showcases the unique terroir of the region.

Many wineries also host events, including food pairings and live music. Enjoy a picnic on the grounds or participate in seasonal events to enhance your experience. The atmosphere is inviting and perfect for a leisurely day with friends or family.

Whether you’re a seasoned wine connoisseur or a novice, there’s something for everyone. Make sure to take home a bottle (or two) to enjoy later!

Address: 13648 Tarara Ln, Leesburg, VA 20176 (Tarara Winery).

4. Explore the Beautiful Grounds of Morven Park

Morven Park is a stunning estate that invites you to explore its expansive grounds. With beautifully landscaped gardens, scenic trails, and a historic mansion, it’s a lovely place to spend the day outdoors. You can stroll through themed gardens full of colorful flowers.

The trails offer opportunities for hiking, biking, or horseback riding. Each path leads to different vistas, showcasing the natural beauty of the area. Don’t miss out on visiting the historic mansion, where guided tours take you through the rooms filled with rich history.

Throughout the year, Morven Park hosts a variety of events and activities. From festivals to educational programs, there’s always something happening. Pack a picnic to enjoy in the serene surroundings after your tour.

Morven Park is more than just a park; it’s a place to connect with nature and history. This charming estate offers a unique escape from the hustle and bustle of everyday life. Enjoy every moment!

Address: 17195 Southern Walk Pl, Leesburg, VA 20176.

5. Attend a Performance at Tally Ho Theatre

Enjoy a night out at the Tally Ho Theatre, a classic venue known for its vibrant performances. This historic theater features live music, films, and community events throughout the year. Each event provides a unique entertainment experience perfect for friends, families, or dates.

The atmosphere is warm and inviting. The ornate architecture enhances your experience, as you enjoy quality performances by both local talents and well-known artists. It’s not just a place to watch a show; it’s a hub of culture and creativity.

Check the schedule for upcoming events and plan ahead, as popular shows often sell out. Arrive early to grab a good seat and enjoy a snack or drink from the concessions.

Whether you are a fan of movies or live performances, Tally Ho Theatre has something for everyone. It’s an essential stop for arts enthusiasts visiting Leesburg!

Address: 19 W Market St, Leesburg, VA 20176.

6. Experience the Leesburg Farmers Market

Every Saturday morning, the Leesburg Farmers Market comes alive with local flavors and artisan goods. It’s a fantastic way to support local farmers and businesses while enjoying fresh produce, baked goods, and handcrafted items. The atmosphere is buzzing with excitement and community spirit.

You can browse stalls filled with colorful fruits and vegetables. Organic options are available for health-conscious shoppers too. Don’t forget to sample delicious homemade treats from local bakers. From jams to pastries, your taste buds will thank you!

The market also features local artisans selling unique crafts and handmade goods. Items like jewelry, candles, and artwork reflect the creativity of the community. It’s the perfect opportunity to find thoughtful gifts.

Bring the family and enjoy live music or entertainment while you shop. The Leesburg Farmers Market is more than just shopping; it’s a community event that fosters connections and supports local agriculture.

Address: 200 E Market St, Leesburg, VA 20176.

7. Walk or Bike the W&OD Trail

The Washington and Old Dominion (W&OD) Trail is a beautiful spot for walking or biking. Stretching over 45 miles, it offers scenic views of nature and the surrounding areas. The trail is paved and accessible, making it suitable for all fitness levels.

You can enjoy a leisurely stroll or a brisk bike ride while taking in the fresh air. Along the way, you will encounter charming little towns, parks, and picturesque landscapes. It’s a wonderful way to experience the outdoors and get some exercise.

Take a break at one of the many rest areas equipped with picnic tables and benches. The trail is perfect for meeting friends, family outings, or enjoying solitary time in nature. Bring your bike, but rentals are available nearby if you prefer to travel light.

Whether you’re looking for a peaceful escape or an active adventure, the W&OD Trail delivers. Plan your visit and explore this serene slice of Virginia!

Address: 1 E Loyal Rd, Leesburg, VA 20175.

8. Visit the Loudoun County Courthouse

The Loudoun County Courthouse is a historic gem located in the heart of Leesburg. Built in the 19th century, this stunning structure showcases beautiful architecture and serves as a symbol of local governance. You can walk around the grounds and appreciate the intricate details of the building.

Visitors are welcome to explore the outside and take photos of this beautiful site. The Courthouse has played a vital role in the county’s history and has been involved in many significant legal cases over the years. You might even join a guided tour to learn more about its intriguing past!

Make sure to check if court sessions are open to the public for a unique experience. Attending a session allows you to see the legal process in action. It’s a fascinating way to connect with the legal history of Loudoun County.

The Loudoun County Courthouse is not just a building; it’s a testament to the community’s rich history and evolving story. Visit and appreciate its historical importance!

Address: 18 E Market St, Leesburg, VA 20176.

9. Discover Civil War History at Ball’s Bluff Battlefield Regional Park

Ball’s Bluff Battlefield Regional Park is a must-visit site for history buffs. This park preserves the site of the 1861 Civil War battle. You can explore the battlefield through marked trails, offering insights into the significant events that transpired there.

The park includes informational signs detailing the battle’s history, making it educational for visitors of all ages. You might notice historic markers that denote where specific action took place. It adds depth to your exploration!

If you’re looking to connect with nature, the park also features beautiful landscapes and wooded areas. It’s a great spot for hiking, picnicking, or birdwatching. Bring your family and enjoy a day in nature while learning about important historical events.

Visiting Ball’s Bluff Battlefield offers a unique experience that combines history and outdoor activity. It’s an exceptional destination that honors the legacy of those who fought for our freedoms.

Address: 9600 Ball’s Bluff Rd, Leesburg, VA 20176.

10. Relax at the Ida Lee Park Recreation Center

Ida Lee Park Recreation Center is the perfect destination for families seeking relaxation and fun. The center offers a variety of amenities, including sports facilities, a fitness center, and a lovely outdoor pool. You can spend an afternoon enjoying the many activities available.

The park itself features beautiful walking paths, sports fields, and playgrounds for kids. It’s an ideal spot for families to bring a picnic and enjoy quality time together. You may decide to take a peaceful stroll or let the kids play freely.

Throughout the year, the center also hosts special events, classes, and workshops. From fitness classes to holiday celebrations, there’s something for everyone. It’s a hub of community engagement and activity.

For those looking to unwind, simply relax in the serene environment. Ida Lee Park offers a lovely escape from the hustle and bustle of daily life, making it a great place to recharge.

Address: 60 Ida Lee Dr NW, Leesburg, VA 20176.

11. Enjoy a Scenic Drive on the Virginia Byway

The Virginia Byway offers a breathtaking scenic drive through picturesque landscapes. This beautiful route features rolling hills, lush farmland, and stunning views of the Blue Ridge Mountains. It’s an enchanting experience, perfect for a leisurely outing with family or friends.

As you drive, make stops at local farms and wineries, where you can sample fresh produce and delicious wines. The charming countryside is filled with historic sites and small towns brimming with character. Each stop offers a unique glimpse into Virginia’s history and culture.

Consider bringing a camera to capture the beauty along the way. The changing seasons provide a stunning backdrop for photography enthusiasts. In autumn, the leaves transform into vibrant shades, making for an especially picturesque drive.

Whether you seek adventure or would like a peaceful escape, the Virginia Byway delivers. Discover the beauty of Virginia’s countryside as you enjoy the open road.

Address: Virginia Byway starts at the intersection of US-15 and VA-7.

12. Check Out the Leesburg Antique Market

The Leesburg Antique Market is a treasure hunter’s paradise. This charming shop features a variety of unique vintage finds, from furniture to collectibles and artwork. It’s an exciting place to explore for those who love history and unique pieces.

As you wander through the market, you might stumble upon hidden gems. Each booth showcases items with fascinating stories and origins. It’s a delightful experience uncovering vintage treasures that can add character to your home.

The friendly staff are knowledgeable and eager to assist. They can share stories about various items and offer insights into the antiques. Don’t be afraid to ask questions; they love to engage with visitors.

Whether you’re looking for a special gift or simply enjoying a day browsing, the Leesburg Antique Market has something for everyone. Plan your visit to discover your next favorite find!

Address: 16 E Loudoun St, Leesburg, VA 20176.

13. Attend Seasonal Festivals at Leesburg

Seasonal festivals in Leesburg create a lively community atmosphere. Throughout the year, locals and visitors gather to celebrate with food, music, and art. One of the most popular events is the Leesburg Flower and Garden Festival in spring. It’s a colorful celebration that attracts thousands of individuals.

The festival features local vendors showcasing flowers, plants, and garden accessories. You can learn new gardening tips, enjoy live entertainment, and taste delicious food from local restaurants. It’s a family-friendly event packed with fun activities for all ages!

In autumn, don’t miss the Leesburg Halloween Parade and other fall festivities. You’ll see creative costumes, live music, and festive decor. It’s a great way to embrace the season and enjoy the community spirit.

These festivals are an excellent opportunity for exploration and connection. Mark your calendar and partake in the joyful celebrations that Leesburg has to offer!

Address: Various locations throughout Leesburg, VA.

14. Explore Local Shops and Boutiques on King Street

King Street is lined with quaint shops and boutiques just waiting to be explored. Spending time here is the perfect way to find unique gifts, artisan goods, and local crafts. As you stroll down the street, the vibrant atmosphere invites you to discover each shop.

Indulge in local art, handmade jewelry, and charming home decor. Many shops offer one-of-a-kind items that you won’t find anywhere else. You can also chat with shop owners, who often have fascinating stories about their crafts and products.

Don’t forget to stop at local cafés or bakeries for a quick snack during your shopping spree. You can enjoy a hot cup of coffee and a freshly baked treat while taking in the sights.

Exploring King Street is not just about shopping; it’s about enjoying the charm of the community. Bring friends or family along for an enjoyable day out!

Address: King St, Leesburg, VA 20176.

15. Visit Bluemont Vineyards

Visiting Bluemont Vineyards is a delightful experience for wine lovers. With breathtaking views overlooking the valley, it’s a perfect location to relax and soak in the beauty of Virginia’s countryside. The vineyard offers wine tastings featuring a variety of locally produced wines.

You can sample wines while sitting outside on the terrace, enjoying the scenic landscape. The friendly staff guide you through the tasting process, helping you discover flavors tailored to your palate. Their knowledge enhances your wine-tasting experience.

During your visit, consider purchasing a bottle to take home or enjoy it with charcuterie and cheese at their picnic area. The peaceful ambiance makes it an ideal spot for a romantic getaway or a fun outing with friends.

Don’t forget to check their schedule for special events like concerts and festivals. Bluemont Vineyards offers a wonderful way to enjoy the best of Virginia’s wine and scenery!

Address: 18755 Foggy Bottom Rd, Bluemont, VA 20135.

16. Relax by the Water at Leesburg Town Hall Park

Leesburg Town Hall Park is an inviting space perfect for relaxation and recreation. Featuring beautiful green spaces, picnic areas, and playgrounds, it’s a great spot for families to unwind. You can take a leisurely stroll by the serene pond and enjoy the lovely landscapes.

The park is well-maintained and offers a variety of amenities, such as walking paths and seating areas. Bring a picnic blanket and enjoy a meal amidst nature. The gentle sounds of the water and chirping birds create a tranquil atmosphere.

Children can enjoy the playground while adults catch up or read a book by the water. The park is often the site of community events, adding to the lively ambiance. It’s a wonderful opportunity to connect with neighbors and enjoy the outdoors.

Your visit to Leesburg wouldn’t be complete without a stop at Town Hall Park. Breathe in the fresh air and create lasting memories with friends and family.

Address: 25 W Market St, Leesburg, VA 20176.

17. Visit the Farms at Loudoun County

Loudoun County is known for its scenic farms and agricultural richness. Visiting local farms offers a delightful experience, especially during harvest seasons. You can participate in activities like apple picking, seasonal fruit picking, or visiting pumpkin patches in the fall.

Many farms also hold festivals and events! Families can enjoy hayrides, corn mazes, and petting zoos. These activities create joyful memories while exploring the beautiful countryside. You will also find fresh produce, homemade jams, and baked goods available for purchase.

Mingle with the friendly farmers and learn about agricultural practices in the area. They often share tips and stories, making your visit even more rewarding. This experience connects you directly with the food you consume and the community that supports it.

A trip to the farms in Loudoun County is about more than just agriculture; it’s about embracing a lifestyle connected to nature and community. Plan a visit to appreciate the beauty of rural life!

Address: Various farms throughout Loudoun County, VA.

18. Participate in Art Classes at Arts in the Alley

Arts in the Alley invites you to unleash your creative side through fun art classes and workshops. Located in the heart of Leesburg, this community space offers a variety of programs for all ages and skill levels. Whether you’re a beginner or seasoned artist, there’s something to explore.

You can participate in painting, pottery, or mixed media classes that encourage self-expression. The instructors are skilled artists passionate about sharing their knowledge and providing a supportive environment. It’s a fun way to learn and create with others!

Throughout the year, special events and exhibitions showcase local talents. You might find your artwork displayed during community shows, boosting your confidence and sense of accomplishment. Joining a class is also a great way to meet new friends.

Arts in the Alley truly fosters creativity and community spirit. Grab your paintbrush or sculpting tools, and get ready to create something special!

Address: 7 E Loudoun St, Leesburg, VA 20176.

19. Embark on a Historic Ghost Tour of Leesburg

Discover the spooky side of Leesburg on a thrilling ghost tour! These guided tours take you through the historic streets at night, sharing eerie tales and legends of haunted locations. It’s a unique way to explore the town’s rich history and ghostly past.

As you walk from site to site, your guide will recount chilling stories of those who once lived in Leesburg. You might hear about spirits that still linger and mysterious happenings that have occurred over the years. The atmosphere is both intriguing and fun.

If you’re a fan of the supernatural, this experience will surely excite you. Don’t be surprised if you feel a chill in the air as you delve into the town’s haunted history. Bring your friends for an entertaining evening filled with stories and laughter!

A ghost tour of Leesburg offers a unique twist on traditional sightseeing. Prepare yourself for an unforgettable night filled with history and a touch of the supernatural.

Address: Tours begin at 20 S. King St, Leesburg, VA 20175.

20. Explore the Village at Leesburg

The Village at Leesburg is a vibrant outdoor shopping center where you can find everything from retail stores to delicious eateries. This open-air venue provides a fun and engaging atmosphere. It features a mix of shops, local boutiques, and major brands.

Spend an afternoon shopping for unique clothing, gifts, or home decor. You’ll also find plenty of delightful dining options to refuel after a day of shopping. Restaurants and cafes serve a variety of cuisines, catering to all tastes.

Throughout the year, the Village hosts events and seasonal celebrations, bringing the community together. Enjoy live music, art shows, and family-friendly activities. It’s a lively spot to enjoy leisure time with friends or family while soaking up the lively atmosphere.

The Village at Leesburg combines shopping, dining, and entertainment in one location. It’s a great place to visit and experience what the community has to offer!

Address: 1602 Village Market Blvd SE, Leesburg, VA 20175.

Final Thoughts

Leesburg, Virginia, is a captivating destination that offers a delightful blend of history, culture, and outdoor activities. Whether you’re immersed in the rich heritage of the town, exploring local wineries, or enjoying community events, Leesburg provides an engaging experience for all.

From the charming streets of the historic district to the vibrant shops and scenic parks, there’s no shortage of enjoyable activities. The welcoming community spirit shines through local festivals and attractions, making every visit feel special.

As you explore this beautiful area, you’ll create lasting memories and perhaps even discover a favorite spot to return to time and again. Don’t miss out on the incredible experiences that Leesburg has to offer! If you find yourself craving more adventures, consider exploring Front Royal or take a look at exciting opportunities in Clarendon.