1. Romantic Barn Loft | Wine Country & Weddings

- Location: Paeonian Springs
- Price: $221 nightly, $248 total, Nov 17 - Nov 18, Total with taxes and fees, for Our top choices for Leesburg guest houses
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Check prices for these dates, December 12 – 13, 2026









Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Historic red-brick streets in downtown Leesburg lead to boutique shops and farm-to-table restaurants worth the drive. Visit nearby wineries along the foothills or explore Balls Bluff Battlefield where rangers point out Civil War trenches still visible today.

Rates for Leesburg guest houses vary, but travelers can find great-value prices from $197 with Expedia. A range of factors can affect nightly rates, such as the location, the breakfast offering, and the range of amenities. Travelers looking for a good deal should consider looking for a midweek stay, as weekend rates at Leesburg guest houses tend to be higher. Remember to also use our filters to sort prices from low to high.
A guest house in Leesburg is typically a larger establishment with more rooms, offering a more hotel-like experience, and may provide additional amenities including luxury bedding. In contrast, a B&B is usually a smaller property that focuses primarily on providing a room and breakfast. A B&B is often more personal, and breakfast is typically included as part of the stay, but other services might be more limited compared to a guest house.