Loudoun County Vacations & Trips from $417

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Top destinations in Loudoun County

An aerial view of a vineyard with rows of grapevines, a road, and a building in the distance.

Sterling

Sterling
Landscape photo looking across the Potomac River as winter approaches.

Chantilly

Chantilly
A lake with many ducks and trees in the background.

Ashburn

Ashburn
A calm lake surrounded by dense trees and a clear sky.

Leesburg

Leesburg
Autumn morning mist shrouds the Shenandoah Mountains in the Blue Ridge Mountains of Virginia.

Middleburg

Middleburg
A river valley with dense foliage, a prominent rock formation, and a clear blue sky.

Purcellville

Purcellville
A vineyard with rows of grapevines, a winding road, and a distant view of rolling hills and a cloudy sky.

Bluemont

Bluemont
A river flowing through a town with a bridge and a hill in the background.

Lovettsville

Lovettsville
A park path with autumn leaves, trees, and a fence.

Aldie

Aldie

The Latest Loudoun County Vacation Packages

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Baltimore North - Pikesville

DoubleTree by Hilton Baltimore North - Pikesville

Save 100% on your flight
$417
per person
Sep 30 - Oct 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
8/10 Very Good! (1,000 reviews)
Great staff and stay!

Reviewed on Aug 9, 2026

Phoenix Park Hotel

Phoenix Park Hotel

Northwest
Save 100% on your flight
$563
per person
Sep 30 - Oct 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
9.4/10 Exceptional! (2,169 reviews)
The location was excellent and the staff is top notch! Our only complaints were the walls being a little thin so we could hear our neighbors conversations, and the kids wished there was a pool, but that was no big deal for me.

Reviewed on Aug 9, 2026

Sheraton Baltimore North Hotel

Sheraton Baltimore North Hotel

Save 100% on your flight
$418
per person
Sep 30 - Oct 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
8.4/10 Very Good! (1,008 reviews)
Furnished Apartments

Furnished Apartments

Ashton Heights
Save 100% on your flight
$745
per person
Sep 9 - Sep 14
found 19 hours ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
9/10 Wonderful! (4 reviews)
Location is excellent. Walking distance to pretty much everything you need. Space was very comfortable, clean, and the bed was excellent for sleeping. Lots of light and windows. Host was helpful and able to accommodate my schedule needs too.

Reviewed on Apr 1, 2025

Hotel Burg

Hotel Burg

Leesburg's Old and Historic District
Save 100% on your flight
$1,102
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
9.6/10 Exceptional! (105 reviews)

Best Places to Vacation in Loudoun County

1. Discover Ashburn with our vacation deals

Ashburn, Virginia is a perfect destination for a family vacation. With its ideal geographic location, you can enjoy a variety of activities such as shopping, dining, and exploring the local cafes. The friendly people and sunny weather add to the overall pleasant atmosphere. Whether you're looking for trendy shops or family-friendly attractions, Ashburn has it all. From destination activities to things to do, there is something for everyone in this charming town. Don't miss out on experiencing the vibrant local culture, delicious cuisine, and the opportunity to relax and unwind in this beautiful part of the United States.

  • The peak season is from March to May
  • The off-peak season is from October to December
  • Travelers tend to stay 2 days in Ashburn

2. Escape to Sterling with a vacation package

Leesburg, Virginia is a wonderful destination for a family vacation. With its beautiful natural parks, historical sites, and lively atmosphere, there is something for everyone to enjoy. Spend your days exploring the charming downtown area, filled with unique shops and delicious dining options. Visit the local wineries and enjoy a tasting while taking in the scenic views of the surrounding countryside. For history buffs, there are plenty of historical landmarks and museums to explore. And don't forget to check out the live music scene and festivals that regularly take place in Leesburg. It's the perfect place for a fun-filled family getaway!

  • The peak season is from May to July
  • The off-peak season is from October to December
  • Travelers tend to stay 2 days in Sterling

3. Plan your dream getaway to Leesburg

Chantilly, Virginia is the perfect destination for a family vacation. With its proximity to Washington, D.C., it offers a unique blend of history and modern attractions. Explore the numerous museums and historical sites, such as the National Air and Space Museum Steven F. Udvar-Hazy Center. Enjoy shopping and dining at the local boutiques and restaurants. Chantilly is also known for its friendly people and beautiful scenery, making it a great place for outdoor activities like hiking and picnicking. Whether you're interested in art, culture, or simply relaxing with your family, Chantilly has something for everyone.

  • The peak season is from May to July
  • The off-peak season is from October to December
  • Travelers tend to stay 2 days in Leesburg

4. Find your perfect Chantilly vacation

Sterling, Virginia is a fantastic destination for a family vacation. The local atmosphere is friendly and welcoming, with plenty of activities for everyone to enjoy. Whether you're interested in shopping, exploring museums, or dining at delicious restaurants, Sterling has it all. The area is also known for its beautiful churches, sports facilities, and stunning cathedral. The people are friendly and helpful, making your visit even more enjoyable. Don't forget to take in the sights of the vibrant flowers that decorate the city. In Sterling, there's something for everyone in the family to experience and enjoy.

  • The peak season is from May to July
  • The off-peak season is from November to January
  • Travelers tend to stay 2 days in Chantilly

6. Explore Dulles with a vacation package

Dulles is a charming and family-friendly destination in Virginia. The local atmosphere is inviting and welcoming, with a strong sense of community. Families can enjoy a range of activities, such as exploring the beautiful parks and trails, visiting historical sites, and indulging in delicious local cuisine. The area also offers plenty of opportunities for shopping and entertainment, with a variety of malls and theaters. Whether you're interested in outdoor adventures or cultural experiences, Dulles has something for everyone to enjoy on a memorable family vacation.

5. Experience Middleburg with a travel package

Middleburg, Virginia offers a diverse range of activities for outdoor enthusiasts. Whether you're looking for a relaxing spa experience, wine tasting at local vineyards, or horseback riding through picturesque landscapes, Middleburg has it all. The town is also known for its charming dining scene, with plenty of options to satisfy any palate. For those seeking adventure, ziplining and recreational activities are available, while the local library offers a peaceful retreat. And if you're in the mood for some rejuvenation, yoga classes are readily available. Middleburg truly embodies the perfect blend of relaxation and outdoor exploration.

  • The peak season is from July to September
  • The off-peak season is from December to February
  • Travelers tend to stay 2 days in Middleburg

Find the Best Loudoun County Vacation Packages

Loudoun County Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Ronald Reagan Washington National Airport (DCA)
Top Sights
Algonkian Regional Park, Aldie Mill Historic Park and Ticonderoga Farms

Frequently asked questions

How much does a Loudoun County vacation package cost?
Be ready to book, because a trip to Loudoun County starts from only $417. When you combine your flights, hotels and car rentals into a package, you'll walk away with the biggest deals.
How do I get a cheap travel package to Loudoun County?
Just imagine all the fabulous things you could do in Loudoun County with a pile of extra cash in your wallet. Watch your savings stack up when you bundle your hotel and flights into a Loudoun County vacation package. You have loads of choice when you book with Expedia too. In fact, you can pick from over 550 airlines and 1,000,000 hotels across the globe. Whether you're taking a break with the entire family or traveling with someone special, exploring Loudoun County is better with a package.
How far in advance should I book my Loudoun County vacation?
It depends on the airline, but you can normally browse through international airfares on Expedia up to a year in advance. While it's a good idea to book ahead of time, lucky travelers will occasionally find a cheaper seat only weeks before departure dates.
What does an Expedia Loudoun County travel package include?
With Expedia, you can choose any combination of flights, car rentals and hotels to create your perfect Loudoun County package. Once you've made your booking, you can add on the fun stuff like sightseeing tours and activities. Remember — the more you bundle, the more dollars you'll save!
What should I know before booking a Loudoun County travel package?
Locking in all the parts of your vacation together is one of the easiest ways to save. Combine your airfares, rental cars and hotels into a convenient little package. But you're not limited to hotels. Expedia offers all sorts of properties, including vacation rentals like oceanfront condos and city residences. The list goes on!
Can I choose my airline with a Loudoun County Expedia vacation package?
Expedia has access to more than 550 partner airlines globally, so you certainly can. Simply select your preferred air carrier and put together the perfect Loudoun County escape.
Does Expedia offer Book Now, Pay Later Loudoun County vacation packages?
Thanks to our proud partnership with online lender Affirm, you can choose to Book Now, Pay Later. You can customize your vacation with Expedia packages, so why not customize a payment arrangement too?
If I'm not able to travel, can I cancel my Loudoun County vacation package?
We totally get it — life can throw you the odd curveball. If you've locked in a Loudoun County vacation package and have to amend or cancel it, we're here to help. We recommend browsing our Customer Service Portal first for information. But generally speaking, if you've taken out your package within 24 hours, you may be able to cancel or amend your itinerary free of charge. If it's been longer than 24 hours, your airline, hotel or car rental company may impose a charge.

Stay near popular Loudoun County attractions

An aerial view of a campus with multiple buildings, roads, and green spaces.

One Loudoun

9.2/10 (148 reviews)
During your trip to Ashburn, you can enjoy retail therapy at One Loudoun. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
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A vineyard with rows of grapevines and a wooden post marked with the number 3.

Stone Tower Winery

9.0/10 (80 reviews)
You can enjoy a tasting or tour at Stone Tower Winery during your travels to Leesburg. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
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A vineyard with grapevines and a wooden post.
Photo by Eric Mondres

Bluemont Vineyard

9.2/10 (27 reviews)
You can enjoy a tasting or tour at Bluemont Vineyard during your travels to Bluemont. Visit the spas in this relaxing area, or simply enjoy its wineries.
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Dulles Town Center

8.6/10 (456 reviews)
During your trip to Dulles Town Center, you can do some window-shopping at Dulles Town Center. Discover the top-notch restaurants and fascinating museums in this family-friendly area.
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King SPA

You can take time to visit King SPA during your travels to Chantilly. Discover the top-notch restaurants and fascinating museums in this family-friendly area.
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Leesburg Premium Outlets

8.8/10 (193 reviews)
During your visit to Leesburg, you can browse for the perfect souvenirs at Leesburg Premium Outlets. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
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Tally Ho Theatre

8.2/10 (33 reviews)
You can make plans for a show at Tally Ho Theatre during your trip to Leesburg. Make time to visit the area's shops, or simply enjoy its top-notch restaurants.
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Dulles Sportsplex

8.0/10 (179 reviews)
Catch an event at Dulles Sportsplex during your trip to Dulles Town Center. Attend a sporting event or visit the shops in this family-friendly area.
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What to do in Loudoun County

Waterfalls Adventure, A Hidden Gem In Nature

Waterfalls Adventure, A Hidden Gem In Nature

$65
per adult
100% of travellers recommend
Waterfalls Adventure, A Hidden Gem In Nature
Leesburg Premium Outlets Shopping Tour

Leesburg Premium Outlets Shopping Tour

$100
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
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Other vacations you might like

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