Sterling Vacation Packages
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Your Sterling Vacation
The vibrant city of Sterling is calling your name. Uncover both its hidden gems and highlights with a Sterling vacation package that's custom made for you. If seeing the sights is a priority during your trip to Sterling, be sure to head over to big-name attractions like Sauk Valley Community College and Sinnissippi Park. Your perfect Sterling vacation is a couple of clicks away. Explore accommodations, flights and more on Expedia for a trip that's tailored just for you.
Top Sterling Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Red Roof Inn PLUS+ Chicago - Willowbrook
Price was CA $619, price is now CA $460 per person
CA $460
per person
Apr 23 - Apr 28
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Chicago (ORD)
6.4/10 (1,004 reviews)
Check in was quick and simple. The room was clean and that's all i needed for a few hours until i went to the airport. The extra lock on the,door was broken. There also was a coffee pot, but no coffee in the room
Reviewed on Feb 8, 2026
La Banque Hotel
Price was CA $1,403, price is now CA $852 per person
CA $852
per person
Apr 23 - Apr 28
found 2 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Chicago (ORD)
9.4/10 Exceptional! (447 reviews)
Courteous Staff, clean, one of the most beautiful and interesting hotel. The history is amazing. The restaurant is delicious and the community is outstanding. Plan to return in the spring.
Reviewed on Jan 26, 2026
Level Chicago Fulton Market
Downtown Chicago
Price was CA $1,994, price is now CA $1,286 per person
CA $1,286
per person
May 14 - May 18
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (347 reviews)
Room smelled like food but overall very clean, very great service and staff both night and morning shift.
Reviewed on Feb 16, 2026
Sterling Hotel Deals
Tru By Hilton Dixon
1806 S. Galena Ave Dixon IL
Fully refundableReserve now, pay when you stay
The price is CA $155 per night from Mar 8 to Mar 9
CA $155
CA $173 total
Mar 8 - Mar 9
includes taxes & fees
8.4/10 Very Good! (64 reviews)
Great place! Very clean and nice breakfast.
Reviewed on Feb 28, 2026
Quality Inn & Suites Dixon near I-88
136 Plaza Dr Dixon IL
Fully refundableReserve now, pay when you stay
The price is CA $134 per night from Mar 8 to Mar 9
CA $134
CA $149 total
Mar 8 - Mar 9
includes taxes & fees
8.2/10 Very Good! (647 reviews)
We were not given the room we had reserved,, they offered a substitute but at an uncharge, they didn't make their mistake right. We were given a smaller room at the same rate as our reserved suite.
Reviewed on Feb 17, 2026
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
