Leesburg

Day Trips

Make the most of your day with our curated plans, packed with Leesburg's hidden gems and unique experiences!

day 1
Explore Historic Leesburg
morning
:

Start your day with a stroll through the historic downtown area. Enjoy breakfast at a local café and admire the charming architecture.

afternoon
:

Visit the Loudoun Museum to learn about the area's history. Grab lunch at one of the many eateries nearby.

evening
:

Wind down with an evening at the Rustic Tavern for some live music. Savor a delicious dinner while soaking in the vibrant atmosphere.

day 2
Nature Day at Ida Lee Park
morning
:

Head to Ida Lee Park for a refreshing morning walk or jog on the trails. Pack a picnic breakfast to enjoy amidst nature.

afternoon
:

Participate in recreational activities like tennis or swimming at the park. Take a break and indulge in lunch at a nearby sandwich shop.

evening
:

Return to the park to witness the sunset over the lake. Consider having a barbeque dinner with friends or family.

day 3
Wine Tour Adventure
morning
:

Kick off your day with a hearty breakfast before heading out to visit local wineries. Enjoy tastings at your first stop to start your wine journey.

afternoon
:

Continue your wine tour, exploring beautiful vineyards and tasting their best offerings. Stop for lunch at a winery's bistro for local dishes paired with the perfect wines.

evening
:

Return to Leesburg for dinner at a cozy restaurant that features a wine selection. Reflect on your vineyard experiences and share stories.

day 4
Arts and Crafts Day
morning
:

Visit the George C. Marshall International Center to view the exhibits and learn more about the famous general's life. Enjoy a light breakfast nearby.

afternoon
:

Attend a local art workshop or craft class to unleash your creativity. Refuel with lunch at a trendy café.

evening
:

Explore any ongoing art events or gallery openings in downtown Leesburg. End your day with dinner at a fine dining restaurant.

day 5
History and Heritage
morning
:

Dive into history by visiting the Thomas Balch Library. Spend your morning exploring their archives and resources.

afternoon
:

Take a guided tour of the historic Loudoun County Courthouse. Enjoy lunch at a restaurant with a historical vibe.

evening
:

Attend a local history lecture or event if available. Have a relaxed dinner at a nearby pub to soak in the local vibe.

day 6
Shopping and Dining
morning
:

Start your day with breakfast at a local diner. Afterward, explore the shops along King Street for unique finds.

afternoon
:

Continue shopping in the nearby outlets for great deals. Appreciate a hearty lunch at a restaurant in the shopping district.

evening
:

Treat yourself to dinner at a stylish restaurant with outdoor seating. Enjoy people-watching as you unwind from your shopping spree.

day 7
Family Fun Day
morning
:

Kick-off with a family breakfast that everyone loves before heading to a local park. Engage in some fun outdoor games or sports.

afternoon
:

Visit a nearby family-friendly attraction like a skating rink or a mini-golf course. Delight in a casual lunch at a kid-friendly restaurant.

evening
:

End your family fun with a movie night at home or a local theater. Prepare a simple dinner that everyone can enjoy together.

day 8
Cycling Adventure
morning
:

Rent bicycles and enjoy a refreshing morning ride along the scenic trails. Stop for a quick breakfast at a bike-friendly café.

afternoon
:

Continue your cycling journey, exploring more trails and parks in the Leesburg area. Take a break for lunch at a picnic area or local eatery.

evening
:

Finish your bike adventure with a relaxed dinner at a casual restaurant. Share laughs over your cycling stories from the day.

day 9
Music and Culture
morning
:

Begin with a coffee and pastry at a local café before exploring music venues in town. Visit any art galleries nearby that may feature local artists.

afternoon
:

Attend a musical performance or theater show that piques your interest. Enjoy a lunch special at a venue that often hosts events.

evening
:

Experience nightlife by catching a live band or show at a local bar. End your musical journey with dinners and drinks.

day 10
Festival Fun Day
morning
:

Check local listings for any festivals happening that day. Arrive early to enjoy the opening festivities and grab breakfast from the food stalls.

afternoon
:

Participate in various activities and entertainment at the festival. Take a break for lunch at one of the featured food vendors.

evening
:

Wrap up your festival fun with evening events like concerts or fireworks. Have a light dinner to reminisce about the day's experiences.

Discover Leesburg

Read more in our Leesburg 2024 Travel Guide.

Leesburg Travel Guide