Leesburg Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$1,300 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Leesburg

Lansdowne Resort and Spa

Lansdowne Resort and Spa

4 out of 5
44050 Woodridge Pkwy Leesburg VA
Fully refundableReserve now, pay when you stay
The price is S$368 per night from 18 Aug to 19 Aug
S$368
18 Aug - 19 Aug
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
"Very old rooms not refreshed."

Reviewed on 31 Jul, 2026

Lansdowne Resort and Spa
Hotel Burg

Hotel Burg

4 out of 5
208 S King Street Leesburg VA
Fully refundableReserve now, pay when you stay
The price is S$382 per night from 1 Sept to 2 Sept
S$382
1 Sept - 2 Sept
includes taxes & fees
Hotel Burg
Embassy Suites by Hilton Bethesda Washington DC

Embassy Suites by Hilton Bethesda Washington DC

4 out of 5
6711 Democracy Blvd Bethesda MD
Fully refundableReserve now, pay when you stay
The price is S$145 per night from 29 Aug to 30 Aug
S$145
29 Aug - 30 Aug
includes taxes & fees
9.2/10 Wonderful! (2,746 reviews)
"Need to improve gym equipment"

Reviewed on 1 Aug, 2026

Embassy Suites by Hilton Bethesda Washington DC
See all 1,613 properties in Leesburg
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.

Stay near popular Leesburg attractions

A vineyard with rows of grapevines and a wooden post marked with the number 3.

Stone Tower Winery

9.0/10 (80 reviews)
Stone Tower Winery crafts premium wines from French varietals atop Hogback Mountain amid stunning views. Enjoy guided tastings with artisanal food pairings in the family-friendly Harvest Barn or Tower View room.
See properties

What to do in Leesburg

Leesburg Premium Outlets Shopping Tour

Leesburg Premium Outlets Shopping Tour

S$129
per adult
Leesburg Premium Outlets Shopping Tour
Luxe Day Trip: 3 VA Wineries & Optional Tasting-Inclusive Upgrade

3 VA Wineries Day Trip with Optional Tasting-Inclusive Upgrade

S$155
per adult
3 VA Wineries Day Trip with Optional Tasting-Inclusive Upgrade
Exclusive Virginia Wine Country Day Trip Tour

Private Virginia Wine Country Tour

S$644
per traveller
Private Virginia Wine Country Tour
See all activities in Leesburg

Frequently asked questions

How much does a Leesburg holiday package cost?
You'll find cheap prices on Expedia for your Leesburg escape. However, a range of factors like the length of stay, the season and your choice of hotel will determine how much your holiday to Leesburg costs.
What are the cheapest months to go to Leesburg?
December, January and February are the best times to look for cheap Leesburg holiday packages. Opting to travel in quieter periods means you can typically find reduced prices on flights and hotels.
How many days is enough for Leesburg?
You can easily explore all the leading sights in Leesburg within a few days, including the must-see Museum of Hounds and Hunting. If you want a longer Leesburg holiday, check out what kind of activities and day tours are available close by.
Is it worth booking a holiday package to Leesburg?
Leesburg offers everything you need for an amazing getaway. Get your Leesburg holiday off to a flying start by checking out top attractions like Leesburg Corner Premium Outlets.
How to find the best Leesburg package deals?
Begin your search for a Leesburg package deal by entering your preferred trip dates and destination under our "Packages" tab. Then apply a few filters, like "Popular locations" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the perfect Leesburg package deal straight away, simply switch up your dates and search again. Remember that deals are only available for a limited time, so book early and get your Leesburg escape off to a flying start.
Is it cheaper to book a Leesburg holiday as a package?
You can enjoy significant savings on your next Leesburg break by booking a tailored holiday package. Check the "Package" heading, then enter your destination and travel dates to see some great airfares and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a holiday package to Leesburg?
If you've got your Leesburg travel dates confirmed, book as soon as you can to snap up some outstanding deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spur-of-the-moment trips? Our last-minute deals are ideal for impromptu escapes.
How to plan a trip to Leesburg?

  1. Pick the perfect time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to travel to Leesburg.
  2. Set your budget: Consider expenses like flights, transportation and food when working out how much to put aside for your trip to Leesburg. Then, choose a property that suits your budget, whether that's an economical stay or a lavish retreat.
  3. Determine how many days away: Start by compiling a list of the attractions and activities you want to get to in Leesburg. Then, estimate how long you'll need at each, as well as any travel time.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. All that's left now is to find a Leesburg holiday package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.