Steward Vacations from $179

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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.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $306, price is now $179 per person
$179
per person
Jan 7 - Jan 11
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.2/10 Very Good! (2,273 reviews)
We enjoyed our stay here! There was no coffee maker in our room but instead a microwave which was odd. The facilities are nice. The building is old but still in great condition. The water has a smell to it so we had to keep refilling our water in the lobby to drink which was a bit annoying but the beds are comfy and the bathrooms decent!!

Reviewed on Oct 15, 2025

Art Villa

Art Villa

5 out of 5
West Town
Save 100% on your flight
Price was $985, price is now $454 per person
$454
per person
Dec 31 - Jan 3
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
10/10 Exceptional! (2 reviews)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $694, price is now $364 per person
$364
per person
Dec 31 - Jan 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (2,602 reviews)
Staff was amazing very help

Reviewed on Oct 17, 2025

The French Country Inn Lake Geneva

The French Country Inn Lake Geneva

3 out of 5
Save 100% on your flight
Price was $892, price is now $475 per person
$475
per person
Nov 22 - Nov 28
found 14 hours ago
Roundtrip flight included
San Juan (SJU) to Chicago (ORD)
8.6/10 Excellent! (154 reviews)
The rooms are cozy with deck space overlooking Lake Como and the Getaway restaurant was on the property with a beautiful terraced patio. The food and service were great!

Reviewed on Oct 16, 2025

Waldorf Astoria Chicago

Waldorf Astoria Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,287, price is now $769 per person
$769
per person
Dec 31 - Jan 3
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
9.4/10 Exceptional! (1,004 reviews)
This is a very nice hotel. The staff is super accommodating. The location is one of the best in the area for shopping and dining.

Reviewed on Oct 14, 2025

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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
$92 nightly
The price is $104 total per night from Oct 26 to Oct 27
$104 total
Oct 26 - Oct 27
Total with taxes and fees
9.2/10 Wonderful! (981 reviews)
"Excellent hot breakfast.Staff went all out to welcome Homecoming attendees with wonderful decorations, themed candy, Definitely THE place to stay when visiting NIU!"

Reviewed on Oct 10, 2025

Hampton Inn DeKalb, IL
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
$85 nightly
The price is $94 total per night from Oct 27 to Oct 28
$94 total
Oct 27 - Oct 28
Total with taxes and fees
8.4/10 Very Good! (906 reviews)
"very nice hotel no issues what so ever."

Reviewed on Oct 15, 2025

Country Inn & Suites by Radisson, Sycamore, IL
Motel 6 Sycamore, IL

Motel 6 Sycamore, IL

2 out of 5
1860 Dekalb Ave, Sycamore, IL
Fully refundableReserve now, pay when you stay
$69 nightly
The price is $77 total per night from Oct 22 to Oct 23
$77 total
Oct 22 - Oct 23
Total with taxes and fees
7.6/10 Good! (586 reviews)
"Restaurants nearby Room was very Area was quiet"

Reviewed on Oct 19, 2025

Motel 6 Sycamore, IL
See all 36 properties in Steward
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.

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 $179 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.