Sterling Vacation Packages 2026 from $547

Sterling flight + hotel vacation packages

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

Sheraton Grand Chicago Riverwalk

Downtown Chicago

$547

per person

Dec 20 - Dec 23

found 24 hours ago

Roundtrip flight included

Boston (BOS) to Chicago (ORD)

This smoke-free hotel includes 3 restaurants, an indoor pool, and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, a coffee shop, and a terrace are also offered.

Level Chicago – Old Town

Downtown Chicago

Save 100% on your flight

$826

per person

Dec 22 - Dec 29

just found

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

This aparthotel features a 24-hour gym and a seasonal outdoor pool. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. Enjoy the a rooftop terrace and perks like free WiFi.

Level Chicago Fulton Market

Downtown Chicago

Save 100% on your flight

$720

per person

Dec 22 - Dec 29

found 24 hours ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

This hotel features a gym and a seasonal outdoor pool. WiFi in public areas is free. Self parking, a business center, and a picnic area are also offered.

The Emily Hotel

Downtown Chicago

Save 100% on your flight

$684

per person

Dec 24 - Dec 29

found 1 day ago

Roundtrip flight included

Boston (BOS) to Chicago (ORD)

A restaurant and a 24-hour gym are featured at this hotel. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. A coffee shop, a snack bar/deli, and luggage storage are also on offer.

Four Seasons Hotel Chicago

Downtown Chicago

Save 100% on your flight

$1,782

per person

Dec 23 - Dec 29

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll appreciate the 24-hour gym, bar/lounge, and laundry facilities.

Top Sterling hotels deals

Fairfield By Marriott Inn & Suites Dixon

1755 Fulfs Lane Dixon IL

Free Cancellation

Reserve now, pay when you stay

$125 nightly

$139 total

Oct 25 - Oct 26

Total with taxes and fees

This hotel features an indoor pool and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like self-serve breakfast and free self parking.

Country Inn & Suites by Radisson, Rock Falls, IL

2106 First Avenue Rock Falls IL

Free Cancellation

$90 nightly

$99 total

Nov 8 - Nov 9

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the 24-hour gym and free perks like buffet breakfast and free self parking.

Pool

Hot Tub

Holiday Inn Express Dixon By Ihg

136 Plaza Dr Suite B Dixon IL

Free Cancellation

$125 nightly

$139 total

Nov 15 - Nov 16

Total with taxes and fees

Stay at this hotel in Dixon. Enjoy free breakfast. Popular attractions Ronald Reagan Boyhood Home and John Deere Historic Site are located nearby.

Candlewood Suites Dixon by IHG

136 Plaza Dr Dixon IL

Free Cancellation

$143 nightly

$159 total

Oct 25 - Oct 26

Total with taxes and fees

This hotel features an indoor pool and a 24-hour gym. Enjoy the hot tub and free perks like buffet breakfast and free self parking. A business center, free WiFi in public areas, and express check-in are also on offer.

Tru By Hilton Dixon

1806 S. Galena Ave Dixon IL

Free Cancellation

Reserve now, pay when you stay

$110 nightly

$122 total

Nov 1 - Nov 2

Total with taxes and fees

A gym is on site and the staff is available around-the-clock at the 24-hour front desk. Enjoy the free buffet breakfast each morning.

Breakfast included

Gym

Super 8 by Wyndham Rock Falls Sterling Area

2100 1st Ave Rock Falls IL

Free Cancellation

Reserve now, pay when you stay

$70 nightly

$78 total

Nov 1 - Nov 2

Total with taxes and fees

This motel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Staff at the 24-hour front desk can provide around-the-clock assistance.

Breakfast included

Parking included

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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 are vacation packages to Sterling?

Packages, which provide both flights and hotels in Sterling, start from just $547. Make your travel fantasies come to life and book your dream trip with Travelocity today.

Where can I get the best vacation package deals for Sterling?

You'll come across a tempting selection of Sterling package deals on Travelocity. With 400 air carriers and 1,000,000 properties around the globe, arranging your dream escape will be easy.

Why should I book my Sterling vacation package via Travelocity?

With our Price Match Guarantee, we'll match any lower price you find. Add to that our 24/7 support and superb service and your perfect vacation is well within reach.

Can I save money on my Sterling car rental if I bundle it with hotels and flights?

You sure can — combine your flight, car and hotel into a Sterling vacation package and you can save a ton. With so much to see and do in Sterling, having your own set of wheels will come in handy. Once you're behind the wheel, turn up the tunes and cruise toward Wrigley Field, a famous sight approximately 110 mi from Sterling.

Which airport is best for Sterling?

Quad City Intl. Airport (MLI) is where many travelers arrive. You'll find it located around 50 mi southwest from inner Sterling. You can also check out the fares to Rockford, IL (RFD-Greater Rockford), which is 40 mi away from central Sterling.