Ashburn Holidays

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    Save up to S$134 when you book a flight and hotel together*
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Where to stay in Ashburn

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

Downtown Chicago

5 out of top 10 points of interest in this area

Known for its fascinating museums, stunning river views and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Michigan Avenue and Navy Pier are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.

Find hotels in Downtown Chicago

Top hotels in Ashburn

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 S$135 per night from 18 Feb to 19 Feb
S$135
includes taxes & fees
18 Feb - 19 Feb
7.8/10 Good! (8,474 reviews)
"The last day of my stay, a guy with a huge balloon in the shape of a rat was making a lot of noise with a speaker at the main door of the hotel, something very unpleasant. I don't understand why the hotel allowed that."

Reviewed on 12 Feb,2025

Congress Plaza Hotel
L7 Chicago by LOTTE
L7 Chicago by LOTTE
4.5 out of 5
225 N Wabash Ave, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is S$203 per night from 23 Feb to 24 Feb
S$203
includes taxes & fees
23 Feb - 24 Feb
9.6/10 Exceptional! (1,625 reviews)
"We enjoyed the stay. Staff were attentive and responsive"

Reviewed on 14 Feb,2025

L7 Chicago by LOTTE
Hilton Chicago
Hilton Chicago
4 out of 5
720 S Michigan Ave, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is S$305 per night from 22 Feb to 23 Feb
S$305
includes taxes & fees
22 Feb - 23 Feb
8.2/10 Very Good! (1,642 reviews)
"I look forward to staying again!"

Reviewed on 3 Feb,2025

Hilton Chicago
See all 4,330 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.

Frequently asked questions

How much does an Ashburn holiday 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 holiday 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 travelling on your own, organising 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 holiday?
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 holiday package?
With a holiday 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 holiday package?
We totally understand that life sometimes gets in the way of your plans. If you’ve locked in an Ashburn holiday 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.

Popular places to visit

Wrigley Field which includes a sporting event, a city and central business district

Wrigley Field

4.5/5(40 reviews)

Chicago’s world-renowned baseball ground, Wrigley Field is an iconic stadium where you can learn about the all-American sport and even catch a game.

Wrigley Field
McCormick Place

McCormick Place

4.5/5(36 reviews)

Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.

McCormick Place
Soldier Field showing a city, modern architecture and a skyscraper

Soldier Field

4/5(44 reviews)

Events center, NFL stadium and historic landmark all in one, this waterfront field is one of Chicago’s most popular destinations.

Soldier Field

Things to do

Flyover in Chicago

Flyover in Chicago

S$52
per adult
96% of travellers recommend
Flyover in Chicago
Color Factory Chicago Ticket

Color Factory Chicago Ticket

S$46
per adult
100% of travellers recommend
Color Factory Chicago Ticket
Chicago: Willis Tower Skydeck and The Ledge Ticket

Chicago: Willis Tower Skydeck and The Ledge Ticket

S$61
per adult
88% of travellers recommend
Chicago: Willis Tower Skydeck and The Ledge Ticket
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.