Sterling Vacations from ￥246,450

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    Save up to ￥45,448 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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The Latest Sterling Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Arlo Chicago

Arlo Chicago

4 out of 5
Downtown Chicago
per person
Aug 25 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (1,769 reviews)
This was an amazing hotel, polite staff and accommodating as well.

Reviewed on Jul 12, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug 25 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,635 reviews)
I didn’t like the staff insinuating that I couldn’t afford a bottle of Dom. I didn’t like the 3 calls to my room to make sure I understood what the price was. I didn’t like how Brandy told me the reason for doubting my ability to pay for a $700 bottle of champagne was because of what my “profile” said about me. I would love to see this profile they had on me. I did not appreciate being embarrassed in front of my wife. We spent close to 10K at this place for the 7 days we spent there. We chose to stay at Trump Intl in Chicago because we can afford to do so. I understood before checking in that it would be very expensive. I did not know that a profile would be built about me and I would be judged by the staff according to it. I will never stay at a Trump hotel again. There are too many hotels to chose from to have to deal with this kind of treatment.

Reviewed on Jul 12, 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug 25 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.6/10 Exceptional! (1,002 reviews)
Superb customer service, clean hotel!

Reviewed on Jun 13, 2025

Virgin Hotels Chicago

Virgin Hotels Chicago

4.5 out of 5
Downtown Chicago
per person
Aug 25 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (1,334 reviews)
Hotel staff and room were awesome..bed very comfortable. Coffee shop was great had great fast breakfast options. Had Miss Rickie's one day was really great food. Only complaint would be the rooftop bar evening clientele...did not feel comfortable and they were loud and raucous.

Reviewed on Jul 8, 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug 25 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,006 reviews)
Nice property, very walkable. Front desk was great. Bar area nice & welcome drink nice. Concierge was not around. Got suite with 2 full baths which was awesome with teens. Great stay overall!

Reviewed on Jul 12, 2025

Find the Best Sterling Vacation Packages

Sterling Hotel Deals

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 ￥16,055 per night from Jul 27 to Jul 28
￥16,055
￥17,817 total
Jul 27 - Jul 28
includes taxes & fees
8.4/10 Very Good! (550 reviews)
"Good place"

Reviewed on Jul 6, 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 ￥16,291 per night from Aug 10 to Aug 11
￥16,291
￥18,079 total
Aug 10 - Aug 11
includes taxes & fees
8.4/10 Very Good! (23 reviews)
"Great Stay"

Reviewed on Jun 20, 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 ￥15,871 per night from Jul 27 to Jul 28
￥15,871
￥17,613 total
Jul 27 - Jul 28
includes taxes & fees
7.8/10 Good! (688 reviews)
"Always nice"

Reviewed on Jun 24, 2025

Country Inn & Suites by Radisson, Rock Falls, IL
See all 46 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 vacation package cost?
Offering excellent value package deals from ￥246,450 on Expedia, you'll be thrilled with how little a vacation to Sterling costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Sterling?
If you're hoping to book a cheap Sterling vacation package, consider planning a trip in January, February and November. You'll usually find better prices on flights and accommodations during these quieter months --- perfect for a budget-friendly getaway.
How many days is enough for Sterling?
The ideal length of your Sterling vacation 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 vacation package as soon as possible.
Is it cheaper to book a Sterling vacation as a package?
You can enjoy significant savings on your next Sterling break by booking a tailored vacation package. Click on the "Package" heading, then select your destination and travel dates to browse the best flight and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation 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 vacation 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.