Ashburn Holidays

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Price found within the past 48 hours. Click for updated prices.
Eaglewood Resort and Spa

Eaglewood Resort and Spa

S$581
per person
2 Oct - 4 Oct
found 12 hours ago
Return flight included
New York (NYC) to Chicago (ORD)
8.8/10 Excellent! (1,249 reviews)
Stayed here for the nostalgia. My dad worked for Nordic Hills when I was a kid and I spent a lot of time there in the 70’s and 80’s. It has been significantly changed but not for the better. The cool octagonal indoor pool is gone, the outdoor pool is gone. There is a new indoor pool, which is decent. The lady who runs the little bowling alley is very nice. They really need to fix the bowling alley if they’re going to charge guests to use it. $30 per hour is a little expensive for electronics that doesn’t count the pins correctly. There aren’t enough sizes to use bowling shoes and the balls and lanes are very worn. Overall we had a fun time though. They should just include it in the price if they’re room honestly. The downstairs restaurant used to be awesome. Now it’s meh. Very limited menu of seemingly microwaved food. Bring back The Viking Room and the two-sided fireplace! We were charged $10 per car to park in the parking lot. Not sure why…Glad we went but they should have kept the stuff that made the place cool and unique back in the day. People seem to like the golf course.

Reviewed on 23 Aug, 2026

Staybridge Suites Chicago O'Hare - Rosemont by IHG

Staybridge Suites Chicago O'Hare - Rosemont by IHG

S$678
per person
2 Oct - 4 Oct
found 12 hours ago
Return flight included
New York (NYC) to Chicago (ORD)
9.2/10 Wonderful! (1,192 reviews)
Chicago Marriott Oak Brook

Chicago Marriott Oak Brook

S$637
per person
2 Oct - 4 Oct
found 12 hours ago
Return flight included
New York (NYC) to Chicago (ORD)
8.4/10 Very good! (1,001 reviews)
Holiday Inn Chicago O'Hare – Rosemont by IHG

Holiday Inn Chicago O'Hare – Rosemont by IHG

S$611
per person
2 Oct - 4 Oct
found 12 hours ago
Return flight included
New York (NYC) to Chicago (ORD)
9/10 Wonderful! (3,140 reviews)
The Hotel at Midtown

The Hotel at Midtown

Bucktown
S$972
per person
2 Oct - 4 Oct
found 12 hours ago
Return flight included
New York (NYC) to Chicago (ORD)
9/10 Wonderful! (905 reviews)
Pool

Reviewed on 23 Aug, 2026

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

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.

A river with yellow boats, a bridge, and tall buildings.

The Loop

Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean.

A neon sign reading "Blue Chicago on Clark" in an ornate archway.

Magnificent Mile

A dazzling array of boutiques, luxury shops, famous department stores and pleasant cafés, where shopaholics can lose themselves for hours.

A city street with a train passing overhead, cars, pedestrians, and a red brick building.

River North

Known for its fantastic nightlife, stunning river views and popular shops, there's plenty to explore in River North. Top attractions like Merchandise Mart and Bally's Casino Chicago are major draws. Catch the metro at Merchandise Mart Station or Chicago Station (Brown Line) to see more of the city.

A wooden pavilion with a view of a city skyline and a body of water.

Lincoln Park

Both a neighborhood and a park, this northern Chicago area has gorgeous scenery, residential streets lined with stately homes and extensive shopping and dining.

Top hotels in Ashburn

Congress Plaza Hotel

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
S$154
8 Sept - 9 Sept
includes taxes & fees
Congress Plaza Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
S$225
25 Aug - 26 Aug
includes taxes & fees
8/10 Very good! (2,084 reviews)
"Nice stay"

Reviewed on 24 Aug, 2026

The Chicago Hotel Collection Ambassador Gold Coast
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
S$384
18 Sept - 19 Sept
includes taxes & fees
8.4/10 Very good! (2,437 reviews)
"Convenient location and beautiful hotel!"

Reviewed on 23 Aug, 2026

Hilton Chicago O'Hare Airport
See all 4,575 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 S$581, 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$32
per adult
90% 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
Skydeck Chicago at Willis Tower

Skydeck Chicago at Willis Tower

S$55
per adult
Skydeck Chicago at Willis Tower
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.