Leesburg Vacations

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Your Leesburg Vacation

Organizing your next epic travel adventure is easy with a Leesburg vacation package. The neighborhood of Lansdowne, which is great for golfing, makes a good starting point to uncover the treasures of this vibrant city. Ready to venture out and explore? Leesburg Corner Premium Outlets, Stone Tower Winery and Tally Ho Theatre are some of the leading places to visit during your trip to Leesburg. Check out Expedia's extensive range of travel options and book your ideal vacation to Leesburg now.

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.
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What to do in Leesburg

Leesburg Premium Outlets Shopping Tour

Leesburg Premium Outlets Shopping Tour

$90
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

$120
per adult
3 VA Wineries Day Trip with Optional Tasting-Inclusive Upgrade
Turkish Mosaic Lamp Workshop in Chantilly

Turkish Mosaic Lamp Workshop in Chantilly

$99
per adult
Turkish Mosaic Lamp Workshop in Chantilly
See all activities in Leesburg

Leesburg Hotel Deals

Lansdowne Resort and Spa

Lansdowne Resort and Spa

4 out of 5
44050 Woodridge Pkwy Leesburg VA
Fully refundableReserve now, pay when you stay
$275 nightly
The price is $314 total per night from Jul 29 to Jul 30
$314 total
Jul 29 - Jul 30
Total with taxes and fees
8.8/10 Excellent! (1,000 reviews)
"My daughter and I stayed at Landdown resort for 2 nights. We used the pools and ate in 2 of the restaurants. Coton and Rye was hit and miss. Our first meal was great, but the second dinner was not. To be fair, tbe resrt did comp my meal and I was grateful. The pools were adequate, but could do with ..."

Reviewed on Jul 11, 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
$267 nightly
The price is $307 total per night from Aug 16 to Aug 17
$307 total
Aug 16 - Aug 17
Total with taxes and fees
Hotel Burg
Hyatt Regency Dulles International Airport

Hyatt Regency Dulles International Airport

4 out of 5
2300 Dulles Corner Blvd Herndon VA
Fully refundableReserve now, pay when you stay
$123 nightly
The price is $142 total per night from Jul 24 to Jul 25
$142 total
Jul 24 - Jul 25
Total with taxes and fees
8.8/10 Excellent! (1,836 reviews)
"Free parking!"

Reviewed on Jul 15, 2026

Hyatt Regency Dulles International Airport
See all 1,619 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.

Find the Best Leesburg Vacation Packages

Leesburg Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Washington Dulles Intl. Airport (IAD)
Population
51,200
Max Temp Winter
45ºF
Max Temp Summer
85ºF
Top Sights
Stone Tower Winery, Breaux Vineyards and Tarara Winery

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Frequently asked questions

How much does a Leesburg vacation 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 vacation to Leesburg costs.
What are the cheapest months to go to Leesburg?
You can typically find reduced prices and better availability in February, May and December. Check out our cheap Leesburg vacation packages and you could get some excellent off-season deals.
How many days is enough for Leesburg?
Usually, a few days is ideal for a Leesburg vacation. With a well-planned itinerary, you can visit all the top attractions such as Tally Ho Theatre, as well as explore some hidden gems along the way.
Is it worth booking a vacation package to Leesburg?
It's easy to see why a Leesburg vacation is on the to-do list of many travelers. Major attractions like Leesburg Corner Premium Outlets are just the start of things to keep you busy here.
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 vacation as a package?
You can enjoy significant savings on your next Leesburg break by booking a tailored vacation 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 vacation 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 your dates: The things you'd like to do in Leesburg and your preferred season will help you decide when to get away.
  2. Calculate your budget: Make sure you have enough money to cover everything from transportation and food to flights and activities. Your accommodations will likely be the biggest expense during your trip to Leesburg.
  3. Explore Leesburg using Expedia's trip planning tool: Gain insights into the top attractions and best stays for your trip to Leesburg. You can also save your favorite places, collaborate with family and friends and manage all your plans in one place.
  4. Determine how many days away: Start by listing all the sights and activities you'd like to get to in Leesburg. Then, estimate how long you'll need for each, along with any travel time.
  5. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. Now all that's left is to pick a Leesburg vacation package that brings all your bookings together.
  6. Add on excursions and experiences: Have a look at our travel guide to find some incredible things to do in Leesburg. Book tickets or make reservations before you go to save time and skip the hassle of searching for activities when you arrive.

Does Expedia offer Book Now, Pay Later Leesburg vacation packages?
Your Leesburg getaway is meant to be an escape from your daily routine, not a reason for money worries. So to give you extra flexibility, we've joined up with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and split up the total cost over 3, 6 or 12 months. Plus, there aren't any late payment fees or hidden costs to worry about.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.