
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.

La Banque Hotel
Price was CA $1,383, price is now CA $889 per person
CA $889
per person
Jun 5 - Jun 10
found 5 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (480 reviews)
The staff was friendly and the bed was very comfortable! Easy to find parking, many food options within walking distance.
Reviewed on Apr 21, 2026

Level Chicago – Old Town
Downtown Chicago
Price was CA $1,873, price is now CA $1,261 per person
CA $1,261
per person
Jun 19 - Jun 22
found 6 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (463 reviews)
I was blown away by our room. So big, clean. Also the 8th floor amenities were amazing! Will definitely be back! Everything about this place was incredible and so clean!
Reviewed on Apr 26, 2026

Wind Creek Southland Casino and Hotel
East Hazel Crest
Price was CA $1,524, price is now CA $1,030 per person
CA $1,030
per person
Jun 11 - Jun 18
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
9.4/10 Exceptional! (327 reviews)
Rooms were modern, clean and comfortable. The staff was amazing! The concierge host, Charles, was the best. So kind, helpful, genuine and friendly.
Reviewed on Apr 27, 2026

Level Chicago - River North
Downtown Chicago
Price was CA $1,812, price is now CA $1,256 per person
CA $1,256
per person
Jul 23 - Jul 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (932 reviews)
We had a great time! Room was clean, spacious, and nice views! Staff was friendly and helpful. Will stay again
Reviewed on Apr 26, 2026

Trump International Hotel & Tower Chicago
Downtown Chicago
Price was CA $2,254, price is now CA $1,578 per person
CA $1,578
per person
Jun 4 - Jun 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,853 reviews)
Fabulous food and outstanding bar and staff with a phenomenal panoramic view of the heart of Chicago. Love!!!
Reviewed on Apr 27, 2026
Sterling Hotel Deals

Fairfield By Marriott Inn & Suites Dixon
1755 Fulfs Lane Dixon IL
Fully refundableReserve now, pay when you stay
The price is CA $150 per night from May 10 to May 11
CA $150
per night
May 10 - May 11
10/10 Exceptional! (17 reviews)
We had a wonderful stay at the Fairfield in Dixon. my family and I really enjoyed our time there. The pool was a big hit, the breakfast was great each morning, and the staff went above and beyond by giving us a sweet Easter basket, which was such a kind and thoughtful touch. That gesture really made ...
Reviewed on Apr 13, 2026

Quality Inn & Suites Dixon near I-88
136 Plaza Dr Dixon IL
Fully refundable
The price is CA $122 per night from May 10 to May 11
CA $122
per night
May 10 - May 11
8/10 Very Good! (662 reviews)
When we arrived to our room at 5:30pm, 2 1/2 hours after the time we could check in, the bed was not made, there were dirty towels and wash cloths in the tub. Went to front desk since the phone wasn’t working to call guest services. Told clerk the issues, she said they were full so couldn’t change ...
Reviewed on Apr 12, 2026

Country Inn & Suites by Radisson, Rock Falls, IL
2106 First Avenue Rock Falls IL
Fully refundable
The price is CA $139 per night from May 3 to May 4
CA $139
per night
May 3 - May 4
7.8/10 Good! (795 reviews)
Would stay again. Location convenient and staff was friendly.
Reviewed on Apr 22, 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.







