Sterling Holidays

  • Plan, book, travel with confidence

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    Better together

    Save up to €185 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Plan, book, and manage your trip all in one place

Top Flight + Hotel Deals in Sterling

Price found within the past 48 hours. Click for updated prices.
theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

4.5 out of 5
Downtown Chicago
Price was €1,169, price is now €779 per person
€779
per person
2 Nov - 7 Nov
found 6 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (1,008 reviews)
The service was excellent, they made my birthday very special!

Reviewed on 19 Aug 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was €1,927, price is now €1,160 per person
€1,160
per person
2 Nov - 7 Nov
found 6 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,679 reviews)
This property is beautiful and located in a great area.

Reviewed on 19 Aug 2025

The Langham, Chicago

The Langham, Chicago

5 out of 5
Downtown Chicago
Price was €1,782, price is now €1,218 per person
€1,218
per person
2 Nov - 7 Nov
found 6 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.8/10 Exceptional! (1,004 reviews)
Phenomenal service. Exactly how a 5* hotel should be run. Everything was perfect.

Reviewed on 12 Aug 2025

Chicago Athletic Association, a Hyatt Hotel

Chicago Athletic Association, a Hyatt Hotel

4.5 out of 5
Downtown Chicago
Price was €1,282, price is now €879 per person
€879
per person
2 Nov - 7 Nov
found 6 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (1,001 reviews)
One of the tvs didnt work, and neither did the room phone. Dislike the texting communication, and having to go thru 3rd party just to call front desk.

Reviewed on 17 Aug 2025

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
Price was €2,287, price is now €1,575 per person
€1,575
per person
2 Nov - 7 Nov
found 3 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.8/10 Exceptional! (1,004 reviews)
The most beautiful hotel !

Reviewed on 17 Aug 2025

Top hotels in Sterling

Quality Inn & Suites Dixon near I-88

Quality Inn & Suites Dixon near I-88

2.5 out of 5
136 Plaza Dr, Dixon, IL
Fully refundableReserve now, pay when you stay
The price is €87 per night from 31 Aug to 1 Sept
€87
31 Aug - 1 Sept
includes taxes & fees
8.2/10 Very Good! (572 reviews)
"The evening check-in staff were confused on how to handle my arrival, but they worked it out. The Breakfast was great and the staff that managed was excellent: the only hotel chain where I saw the attendant regularly checking/recording the food temp!!!! Pool looked great with a slide too, although ..."

Reviewed on 11 Aug 2025

Quality Inn & Suites Dixon near I-88
Tru By Hilton Dixon

Tru By Hilton Dixon

2.5 out of 5
1806 S. Galena Ave, Dixon, IL
Fully refundableReserve now, pay when you stay
The price is €113 per night from 14 Sept to 15 Sept
€113
14 Sept - 15 Sept
includes taxes & fees
7.8/10 Good! (30 reviews)
"No charging station for a phone."

Reviewed on 2 Aug 2025

Tru By Hilton Dixon
Country Inn & Suites by Radisson, Rock Falls, IL

Country Inn & Suites by Radisson, Rock Falls, IL

2.5 out of 5
2106 First Avenue, Rock Falls, IL
Fully refundable
The price is €87 per night from 31 Aug to 1 Sept
€87
31 Aug - 1 Sept
includes taxes & fees
7.8/10 Good! (714 reviews)
"Staff excellent, kind, responsive. Toilets filthy."

Reviewed on 16 Aug 2025

Country Inn & Suites by Radisson, Rock Falls, IL
See all 47 properties in Sterling
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 a Sterling holiday package cost?
Offering excellent value package deals from €779 on Expedia, you'll be thrilled with how little a holiday to Sterling costs! Our packages simplify travel planning and maximise your savings.
What are the cheapest months to go to Sterling?
If you're hoping to book a cheap Sterling holiday package, consider planning a trip in January, February and November. You'll usually find better prices on flights and accommodation during these quieter months — perfect for a budget-friendly getaway.
How many days is enough for Sterling?
The ideal length of your Sterling holiday depends on what you'd like to do. Typically, a few days to a week will give you plenty of time to go to all the top attractions and discover some hidden treasures along the way.
How to find the best Sterling package deals?
Use Expedia's filters to help you find some fabulous Sterling package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or search for Sterling package deals in the low season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book your holiday package as soon as possible.
Is it cheaper to book a Sterling holiday as a package?
You can enjoy significant savings on your next Sterling break by booking a tailored holiday package. Click on the "Package" heading, then select your destination and travel dates to browse the best flight and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a holiday package to Sterling?
Land incredible discounts by booking your flights early with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for a spur-of-the-moment Sterling escape.
How to plan a trip to Sterling?

  1. Choose your travel dates: What you'd like to do in Sterling and your preferred season will help you decide when to get away.
  2. Figure out your budget: Ensure you have enough money to pay for everything from transportation and dining out to airfares and activities. Your hotel will probably be the largest expense during your trip to Sterling.
  3. Set the duration of your trip: Start by compiling a list of the activities and sights you'd like to get to in Sterling. Then, estimate how long you'll need at each, along with any travel time.
  4. Combine your flights and hotel: Awesome destination, check. Length of stay, check. All that's left is to pick a Sterling holiday package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.