Ashburn Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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
Price found within the past 48 hours. Click for updated prices.
  • Lobby
    Jul 10 - Jul 14

    Hotel Felix River North/Magnificent Mile + Flight

    Downtown Chicago
    4 nights
    4.0 star property
    8.2/10 - Very good (2,748 reviews)
    Roundtrip • Toronto (YTZ) - Chicago (ORD)
    YTZ - ORD • Nonstop ORD - YYZ • Nonstop
    CA $1,518
    CA $1,069
    per traveller
    found 1 day ago
    Hotel Felix River North/Magnificent Mile
  • Smart TV
    Jul 10 - Jul 14

    Level Chicago Fulton Market + Flight

    Downtown Chicago
    4 nights
    4.0 star property
    9.2/10 - Wonderful (492 reviews)
    "Fully equipmet"
    Reviewed June 2, 2026
    Roundtrip • Toronto (YTZ) - Chicago (ORD)
    YTZ - ORD • Nonstop ORD - YYZ • Nonstop
    CA $1,707
    CA $1,097
    per traveller
    found 1 day ago
    Level Chicago Fulton Market
  • Terrace/patio
    Jul 31 - Aug 3

    Sable at Navy Pier Chicago, Curio Collection by Hilton + Flight

    Downtown Chicago
    3 nights
    4.0 star property
    9.4/10 - Exceptional (2,522 reviews)
    "The room itself was excellent — 9/10. The view was amazing, the bed was very comfortable, and the room was spacious and well-designed. However, for the price and for a hotel that markets itself as a 4-star property, many amenities were disappointing. First, the coffee machine in the room was very low quality, more comparable to what you would typically find at a Comfort Inn. There were also no bathrobes or hotel slippers provided, which I would expect at this price point. The lobby was..."
    Reviewed June 2, 2026
    Roundtrip • Toronto (YTZ) - Chicago (ORD)
    YTZ - ORD • Nonstop ORD - YTZ • Nonstop
    CA $2,552
    CA $1,684
    per traveller
    found 2 days ago
    Sable at Navy Pier Chicago, Curio Collection by Hilton
  • Indoor wedding
    Jul 31 - Aug 3

    Swissotel - Chicago + Flight

    Downtown Chicago
    3 nights
    4.5 star property
    9.0/10 - Wonderful (3,360 reviews)
    "The gym is on 43 floor.. amazing"
    Reviewed May 31, 2026
    Roundtrip • Toronto (YTZ) - Chicago (ORD)
    YTZ - ORD • Nonstop ORD - YTZ • Nonstop
    CA $1,831
    CA $1,212
    per traveller
    found 2 days ago
    Swissotel - Chicago
  • Front of property
    Aug 12 - Aug 16

    Urban Chicago Oasis + Flight

    Lakeview
    4 nights
    2.0 star property
    Roundtrip • Montreal (YUL) - Chicago (ORD)
    YUL - ORD • 1 stop ORD - YUL • 1 stop
    CA $2,463
    CA $1,671
    per traveller
    found 1 day ago
    Urban Chicago Oasis

Where to stay in Ashburn

Find the best Ashburn areas and neighborhoods for the activities you enjoy most. Learn more about Ashburn
Downtown Chicago

Downtown Chicago

5 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.

Find hotels in Downtown Chicago

Ashburn Hotel Deals

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $193 per night from Jun 29 to Jun 30
CA $193
CA $230 total
Jun 29 - Jun 30
includes taxes & fees
8/10 Very Good! (10,160 reviews)
"Hotel was clean, staff friendly. Old hotel that is being improved. Our room was small but otherwise good for our purposes. Good spot that launch our adventure!"

Reviewed on Jun 3, 2026

Congress Plaza Hotel
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $210 per night from Jun 28 to Jun 29
CA $210
CA $250 total
Jun 28 - Jun 29
includes taxes & fees
7.8/10 Good! (1,507 reviews)
"What an amazing place! The staff was so welcoming when we first arrived and so helpful - especially Raymond at the front desk! The location is perfect, we could walk everywhere. And the rooftop bar was great, at night if we felt like staying in we could just go upstairs and have a drink and relax. ..."

Reviewed on Jun 3, 2026

The Chicago Hotel Collection - Magnificent Mile
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $262 per night from Jun 30 to Jul 1
CA $262
CA $350 total
Jun 30 - Jul 1
includes taxes & fees
9.4/10 Exceptional! (4,323 reviews)
"Clean room, the breakfast was great, and the lobby bar serves a really good guava lemon drop!"

Reviewed on Jun 3, 2026

Hotel Riu Plaza Chicago
See all 4,706 properties in Ashburn
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does an Ashburn vacation package cost?
Perhaps less than you imagined — from only , 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.

Discover the most popular places to visit in Ashburn

Wrigley Field

Wrigley Field

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Chicago Skyline, Chicago, Illinois shows amazing architecture in panoramic format

Naval Base Great Lakes

After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.

Naval Base Great Lakes
Navy Pier

Navy Pier

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

CA $37
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Wendella's Lake and River Architecture Tour

Wendella's Lake and River Architecture Tour

CA $62
per adult
94% of travellers recommend
Wendella's Lake and River Architecture Tour
Flyover in Chicago

Flyover in Chicago

CA $31
per child
98% of travellers recommend
Flyover in Chicago
See all activities in Chicago
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.