Steward Vacations from $203

Book a Hotel + Flight or Car together to unlock savings

Your Steward Vacation

Our vacation packages to Steward let you create your own adventure. Tailor your journey to your interests and style and make every moment count in this interesting city. There's loads to do and see during your trip to Steward, including Rochelle Railroad Park and Chicagoland Skydiving Center. Whoever you're escaping with and whether your budget is big or small, your dream Steward vacation is only clicks away with Expedia.

The Latest Steward vacation packages

Price found within the past 48 hours. Click for updated prices.
Level Chicago Fulton Market
Level Chicago – Old Town
The Blackstone, Autograph Collection
The Emily Hotel
Hotel Riu Plaza Chicago
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Steward Hotel Deals

Hampton Inn DeKalb, IL

Hampton Inn DeKalb, IL

3 out of 5
663 S. Annie Glidden Road DeKalb IL
Fully refundableReserve now, pay when you stay
$114 nightly
The price is $129 total per night from Dec 10 to Dec 11
$129 total
Dec 10 - Dec 11
Total with taxes and fees
9.2/10 Wonderful! (1,006 reviews)
always a sure thing for clean room and bathroom and overall building + very comfy bed + best breakfast of any Hampton Inn that I stay in — by far...

Reviewed on Nov 28, 2025

Hampton Inn DeKalb, IL
Comfort Inn DeKalb - University Area

Comfort Inn DeKalb - University Area

2.5 out of 5
W Lincoln Hwy, 1314,1314 DeKalb IL
Fully refundableReserve now, pay when you stay
$76 nightly
The price is $86 total per night from Dec 18 to Dec 19
$86 total
Dec 18 - Dec 19
Total with taxes and fees
6.8/10 (269 reviews)
Room was clean and comfortable. Good location, we will be back next time we’re in town.

Reviewed on Nov 25, 2025

Comfort Inn DeKalb - University Area
Country Inn & Suites by Radisson, Sycamore, IL

Country Inn & Suites by Radisson, Sycamore, IL

2.5 out of 5
1450 South Peace Road Sycamore IL
Fully refundable
$88 nightly
The price is $98 total per night from Dec 25 to Dec 26
$98 total
Dec 25 - Dec 26
Total with taxes and fees
8.4/10 Very Good! (933 reviews)
The staff were very courteous and the room was clean. The bed was also very comfortable.nIt was a very pleasant stay.

Reviewed on Dec 3, 2025

Country Inn & Suites by Radisson, Sycamore, IL
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.

Find the Best Steward Vacation Packages

Steward Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Rockford, IL (RFD-Greater Rockford)
Population
260
Top Sights
Shabbona Lake State Park, Chicagoland Skydiving Center and Rochelle Railroad Park

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Frequently asked questions

How much does a Steward vacation package cost?
You can pick up a vacation package to this top destination from $203 on Expedia. However, how much your vacation to Steward costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Steward?
If you're looking to book a cheap Steward vacation package, consider visiting in November, December and January. You'll usually find lower prices on flights and hotels during these months — ideal for travelers wishing to save money.
How many days is enough for Steward?
With a well-planned itinerary, you can easily visit the main Steward sights in a handful of days. But if you'd like to venture off the beaten track or go on day tours, think about booking your Steward vacation for longer.
How to find the best Steward package deals?
Use Expedia's filter tool to find some fabulous Steward package deals. When you begin your search, just 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 look for Steward package deals in the off-peak season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package well in advance.
Is it cheaper to book a Steward vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your flight, hotel and car rental into one great-value price and enjoy significant savings. You'll typically get a better deal than booking each component individually. And you'll still get the flexibility to create a customized Steward vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Steward?
If you have your Steward vacation dates confirmed, book as soon as you can to score some incredible deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spontaneous adventures? Our last-minute deals are great for setting off on a whim.
Does Expedia offer Book Now, Pay Later Steward vacation packages?
Secure your dream escape to Steward with our Book Now, Pay Later vacations. There's no need to save up or wait until the next payday — we've teamed up with online lender Affirm to give you more financial flexibility. Our vacation packages with payment plans let you spread the total cost over 3, 6 or 12 months. With no hidden or late payment fees, it's easy to stick to your budget and snap up travel deals before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.