Leesburg Private Walking Tour: Historical Landmarks Exploration
20 Ratings
Discover the rich history and architectural wonders of Leesburg on a private walking tour. Explore over a dozen historical landmarks, including the site of Robert E. Lee's invasion plan and the tavern where Gen. Marquis de Lafayette was welcomed. Fun and enlightening for all ages!
Duration: 1 hour, 20 minutes
Cancellation: 1 day learn more
  • Tally Ho Theater - A completely renovated theater depicting art deco architecture.
What's Included
  • Private Tour
What's Not Included
  • Food and Drinks
Additional Information

Enjoy a private walkthrough of Leesburg’s richly historic district, featuring more than a dozen interesting sights that highlight its charming past and architectural significance. A delightful and eye-opening journey, during which you’ll stand on the very ground where Robert E. Lee strategized the bold Maryland invasion during the Civil War, along with the historic watering hole where the town’s Mayor greeted Gen. Marquis de Lafayette on his Leesburg visit in 1825 among others. The walkable tour is approximately a mile long and takes around 80 minutes—suitable for enthusiasts of all ages.

25 W Market St
West Market Street
Meet on the sidewalk at 25 West Market Street, adjacent to the Tally Ho music venue. A public parking garage can be accessed at this location with entry points on either Market or Loudoun Streets. The parking garage is free for the first 2 hours. The tour concludes at the meeting point.
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
(20 Ratings)
5 stars
4 stars
3 stars
2 stars
1 star
May 25, 2024
GR8 Leesburg History Walk/Talk - Book with Carla to get a nice sense of history regarding Leesburg. The walk/talk of nearly 90 minutes was just the right amount of time for this experience!!
Review provided by Viator
May 3, 2024
Quick morning tour - Very interesting tour. Carla was an excellent guide; she was very knowledgeable and very nice! You could tell she was just as interested in the tour as we were.
Review provided by Tripadvisor
Apr 14, 2024
Wonderful Peek Into Leesburg History! - This tour is precisely as advertised. We wanted a small group tour of Leesburg focused on its history, and we got it. Carla was extremely well-informed and entertained with little tidbits of lore as well as the provable history. Since almost all the buildings of interest are in private hands, there is no going-inside in Leesburg. She hits a dozen significant buildings, and they are fortunately within blocks of each other in downtown Leesburg. Wear good walking shoes and have your water bottle if appropriate. We were there on a Sunday and the parking in the downtown garage was ample and free. Don't miss visiting the Loudoun County Museum that is right by the garage (and that Carla highlights as you walk). Carla's website has online booking that works.
Review provided by Tripadvisor
Oct 6, 2023
A Lovely Afternoon in Leesburg - Had a great time on our walking tour. Just what we wanted - history, architecture, and little known facts. And a lunch recommendation that was fantastic. Our guide, Carla ?, owns the business and leads these private tours 3-4 times a week. How lucky were we! It was about 80 minutes of walking on mostly brick side walks, and mostly flat. Thoroughly enjoyed our time in Leesburg!
Review provided by Tripadvisor
Jun 15, 2023
wonderful, informative and fun - Carla, the owner/operatore of Historic Leesburg Walking Tours was simply great. We enjoyed our tour with her just last week. She is very knowledgeable, pleasant and professional. We have traveled the country and world and will usually take in a walking tour with most places we visit. For some reason we never thought of doing so in our own backyard. We are glad we finally did. You will not be disappointed with Carla or her fabulous historic tour of downtown Leesburg, VA. .............Patrick Arnone
Review provided by Tripadvisor
Jun 15, 2023
A great walking tour! - This tour was a great experience, and I’d highly recommend it to anyone visiting Leesburg, whether for their first time or their tenth. The monument and historic buildings are well preserved, and having Carla point out their architectural details and the stories behind them was time well spent. Loved it!
Review provided by Tripadvisor
Apr 18, 2023
Mind blowing history of Leesburg tour - I have been to Leesburg so many times, I live 15 minutes from it but I have never seen the buildings and history that Carla provided. I recommend this tour to all my out of town guests and for locals! Great tour, knowledgeable tour guide.
Review provided by Tripadvisor
Mar 26, 2023
Wonderful, insightful walking tour - My dad and I had a wonderful tour experience with Carla. She has so much passion for the history and architecture of Leesburg and pointed out so many amazing details that I'd never heard before. It was a great tour, even on a rainy cold March day. I would highly recommend this tour to anyone, visitors or VA residents, who would like to learn more about the interesting history of Leesburg!
Review provided by Tripadvisor
Feb 18, 2023
One of the best Walking tours I have had:) - Carla was wonderful with my mom. It was cold, but she took her time to walk my 80 year old mom’s pace and give our family a wonderful depth of history. I had no idea Leesburg was steeped in so much history. If you are looking for an educational family event, I highly recommend Carla’s tour:)
Review provided by Tripadvisor
Oct 15, 2022
Excellent - Excellent! Very informative tour with great history and architecture information. There’s so much to learn and see in Leesburg.
Review provided by Tripadvisor
Select Date and Tickets
up to 12 guests
1 Adult
July 2024