Ashburn Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$1,300 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

Where to stay in Ashburn

Find the best Ashburn areas and neighborhoods for the activities you enjoy most. Learn more about Ashburn
A busy city street with tall buildings, a bus, and cars.

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

Top hotels in Ashburn

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
The price is S$237 per night from 27 Jul to 28 Jul
S$237
27 Jul - 28 Jul
includes taxes & fees
8.2/10 Very good! (1,721 reviews)
"Great location Lovely 🍸"

Reviewed on 9 Jul, 2026

The Chicago Hotel Collection Ambassador Gold Coast
Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
676 N Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is S$362 per night from 9 Aug to 10 Aug
S$362
9 Aug - 10 Aug
includes taxes & fees
9.2/10 Wonderful! (1,886 reviews)
"The room was amazing! It was spacious and clean. The staff were helpful and very considerate. The hotel is located in an ideal location, right off of Michigan Avenue, in the heart of downtown. Shopping and restaurants are within short walking distances."

Reviewed on 8 Jul, 2026

Omni Chicago Hotel
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$285 per night from 6 Aug to 7 Aug
S$285
6 Aug - 7 Aug
includes taxes & fees
8/10 Very good! (10,212 reviews)
"Perfect location right across the park for a phenomenal price. Room was a little warm but the fan could keep the temp down thankfully."

Reviewed on 9 Jul, 2026

Congress Plaza Hotel
See all 4,496 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.

Things to do

Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

S$31
per adult
88% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
Art Institute of Chicago

Art Institute of Chicago

S$52
per adult
92% of travellers recommend
Art Institute of Chicago
Chicago Architectural River Cruise

Chicago Architectural River Cruise

S$65
per adult
94% of travellers recommend
Chicago Architectural River Cruise
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.