Ashburn Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Holiday Package Deals in Ashburn
Price found within the past 48 hours. Click for updated prices.
Where to stay in Ashburn
Find the best Ashburn areas and neighborhoods for the activities you enjoy most. Learn more about Ashburn
Downtown Chicago
4 out of top 10 points of interest in this area
The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.
Magnificent Mile
Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.
River North
Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building.
The Loop
Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.
Lincoln Park
Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads.
Ashburn Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
CA $147
CA $175 total
Nov 22 - Nov 23
includes taxes & fees
8/10 Very good! (10,183 reviews)
"The staff is amazing, very knowledgeable and helpful. The only downside of my stay is the bed. It is super firm! No pillow top here."
Reviewed on Oct 22, 2026
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
CA $169
CA $201 total
Nov 11 - Nov 12
includes taxes & fees
8/10 Very good! (2,550 reviews)
"Probably one if the worst places ive stayed on Hotels.com. Overall, the hotel is fine, however the pictures look and feel quite different than what the rooms actually felt like. The rooms just felt old and dirty with carpeted floors and stains. Not amenities in the rooms and the front desk wasn’t ..."
Reviewed on Oct 21, 2026
River Hotel
75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
CA $163
CA $194 total
Nov 22 - Nov 23
includes taxes & fees
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.
Frequently asked questions
How much does an Ashburn vacation package cost?
Perhaps less than you imagined — from only CA $965, actually! By combining hotels, flights and car rentals into a custom-made travel package, your getaway to Ashburn is only clicks away.
How do I get a cheap travel package to Ashburn?
Think of all the fabulous things you could do in Ashburn with a pile of extra cash in your pocket. Watch your savings stack up when you bundle your airfare and hotel bookings into an Ashburn vacation package. You have plenty of choice when you book with Expedia too. In fact, you can choose from more than 550 airlines and 1,000,000 properties around the globe. Whether you're taking a break with the whole family or traveling on your own, organizing a getaway to Ashburn is better with a package.
Where should I stay in Ashburn?
A trip to Ashburn isn't complete without a visit to Highland Community Bank. Why not choose a hotel close to this much-loved tourist attraction?
What are the top hotels in Ashburn?
Aloha Motel is one of Ashburn's most popular properties. Book a room here and you'll be able to rest easy knowing you're in good hands.
How far in advance should I book my Ashburn vacation?
It depends on the air carrier, but you can usually browse through international airfares on Expedia up to 12 months in advance. While it's a good idea to book ahead of time, lucky customers will sometimes score a cheaper ticket just weeks before the date of departure.
What does an Expedia Ashburn travel package include?
From hotels and flights to car rentals, Expedia can help you put together an Ashburn package that fits you. Heading off for a few weeks? Check out a rental car, hotel and flight bundle. If your break is short, a flight and hotel deal could suit you better. Tours and activities can be added once you've made your booking. Our packages make it a breeze to save and plan.
What should I know before booking an Ashburn travel package?
You'll save plenty with an Expedia travel package. Bundle your airfares, rental cars and hotels and land terrific discounts. Hotels aren't your only option, though. Book with us and select from beach villas, cabins in the mountains and even treehouses and ranches!
Can I choose my airline with an Ashburn Expedia vacation package?
With a vacation package, the choice is in your hands. Whether you're eager to fly to Ashburn in coach or first class, simply choose from the available airline options. Expedia has access to over 550 airline partners across the world.
If I'm not able to travel, can I cancel my Ashburn vacation package?
We totally understand that life sometimes gets in the way of your plans. If you've locked in an Ashburn vacation package and need to cancel or amend it, we can help. We recommend having a look at our Customer Service Portal first for information. But in general, if you've taken out your package in the last 24 hours, you may be able to cancel or amend your itinerary at no cost. If it's been longer than 24 hours, your airline, hotel or car rental company may charge a fee.
Things to do
Skydeck Chicago at Willis Tower
CA $59
per adult
88% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.