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
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.
Photo by Thanade Sawasdee
Morven Park
9.4/10 (71 reviews)
This historic estate boasts a Greek Revival mansion and meticulously maintained gardens. Explore Governor Davis's former home through guided tours or attend prestigious equestrian events in the park's facilities.
Leesburg Premium Outlets
8.8/10 (193 reviews)
Explore over 100 designer and name-brand outlets offering significant discounts in this open-air shopping center. Relax between purchases at the courtyard lounges or gather around the signature fire pit sculpture.
Tally Ho Theatre
8.2/10 (33 reviews)
This historic Leesburg venue hosts intimate concerts where every seat feels close to the stage. Splurge on VIP tickets for premium seating or arrive early to claim the best viewing spots on the upper level.
National Conference Center
7.8/10 (23 reviews)
This sprawling professional hub offers 265,000 square feet of meeting space across 250 rooms for corporate events. Explore nearby Leesburg wineries after your conference for a perfect business-leisure balance.
Village at Leesburg
9.2/10 (103 reviews)
Village at Leesburg combines upscale shopping with dining and entertainment in a pedestrian-friendly setting. Stroll through tree-lined streets and enjoy seasonal festivals, live music, or an evening at Cobb Theatres.
The Golf Club at Lansdowne
8.8/10 (26 reviews)
Challenge yourself on 45 holes of championship golf designed by legends Robert Trent Jones Jr. and Greg Norman. The scenic Potomac River backdrop elevates every swing at this premier Leesburg destination.
Tarara Winery
7.6/10 (11 reviews)
Tarara Winery hosts vibrant summer concerts along the scenic Potomac River in Leesburg. Bring a picnic blanket to enjoy live music amid the 475-acre estate's natural beauty.
What to do in Leesburg
Guided Thrift Store Walking Tour in Historic Leesburg
$50
per adult
Loudoun County 3-Winery Tour from DC Metro or Leesburg
$120
per adult
Leesburg Hotel Deals
Lansdowne Resort and Spa
44050 Woodridge Pkwy Leesburg VA
Fully refundableReserve now, pay when you stay
$255 nightly
$291 total
Sep 13 - Sep 14
Total with taxes and fees
Hotel Burg
208 S King Street Leesburg VA
Fully refundableReserve now, pay when you stay
$254 nightly
$292 total
Aug 30 - Aug 31
Total with taxes and fees
9.6/10 Exceptional! (115 reviews)
"Very antique modern. Great shower stall. Beautiful room."
Reviewed on Aug 29, 2026
Embassy Suites by Hilton Bethesda Washington DC
6711 Democracy Blvd Bethesda MD
Fully refundableReserve now, pay when you stay
$115 nightly
$130 total
Sep 12 - Sep 13
Total with taxes and fees
9.2/10 Wonderful! (2,811 reviews)
"The staff were very welcoming and helpful."
Reviewed on Aug 29, 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.
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?
- Pick your dates: The things you'd like to do in Leesburg and your preferred season will help you decide when to get away.
- 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.
- 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.
- 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.
- 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.
- 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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- National Conference Center
- Stone Tower Winery
- Edgar Tillet Memorial Park
- Waterford Vacations
- Bles Park
- Oatlands Historic House and Gardens
- Trailside Park
- Dulles Sportsplex
- Ashburn Vacations
- Evergreen Mills Equestrian and Hiking Trail
- Corcoran Vineyards
- Union Cemetery
- One Loudoun
- Keep Loudoun Beautiful Park
- Steven F. Udvar-Hazy Center
- Loudoun County Vacations
- Elizabeth Mills Riverfront Park and Kephart Bridge Landing
- Leesburg Corner Premium Outlets
- Water Mine Family Swimmin' Hole
- Potomac Crossing Park
- Ashburn Park
- Temple Hall Farm Regional Park
- Oak Hill Plantation
- Great Falls Park
- Morven Park
- The Golf Club at Lansdowne
- Audubon Naturalist Society Rust Nature Sanctuary
- Quattro Goomba's Winery
- Village at Leesburg
- Tarara Winery
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
