Steward Vacations from $460
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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
Downtown Chicago
Save 100% on your flight
Price was $739, price is now $460 per person
$460
per person
Sep 5 - Sep 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.2/10 Very Good! (2,879 reviews)
Loved the place! Amazing staff and cute hotel
Reviewed on Aug 5, 2026
Four Seasons Hotel Chicago
Downtown Chicago
Save 100% on your flight
Price was $4,667, price is now $2,726 per person
$2,726
per person
Sep 13 - Sep 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,002 reviews)
Late on room service. Forgot items requested, making room service even later.
Tv was not plugged in correctly and wasted my time. If i pay this much for a room for 2 nights I really expect these simple things to work the first time and me not have to waste my time trying to figure out why the tv isnt working.
Idk i think some of the staff is a little confused or lazy im not sure. Beautiful hotel and beautiful room with a great view.
Also the wings from room service could be SOO muchh better. Thanks for taking all my money tho!
Reviewed on Aug 4, 2026
Steward Hotel Deals
Best Western Sycamore Inn
1935 Dekalb Ave Sycamore IL
Fully refundableReserve now, pay when you stay
$81 nightly
The price is $90 total per night from Aug 12 to Aug 13
$90 total
Aug 12 - Aug 13
Total with taxes and fees
8.4/10 Very Good! (463 reviews)
"The only positive was my room was close to the front desk/entrance. The main problem was the bathroom. 1. Countertop was brownish stone color that made it easy to lose small objects or clear pieces. Solid color please. 2. Shower water volume was underwhelming. 3. The shower-head was supposed to be ..."
Reviewed on Aug 3, 2026
Super 8 by Wyndham Rochelle
601 E Highway 38 Rochelle IL
Fully refundableReserve now, pay when you stay
$69 nightly
The price is $77 total per night from Aug 9 to Aug 10
$77 total
Aug 9 - Aug 10
Total with taxes and fees
Hampton Inn DeKalb, IL
663 S. Annie Glidden Road DeKalb IL
Fully refundableReserve now, pay when you stay
$106 nightly
The price is $121 total per night from Aug 30 to Aug 31
$121 total
Aug 30 - Aug 31
Total with taxes and fees
9.4/10 Exceptional! (1,001 reviews)
"Nice place to stay"
Reviewed on Aug 2, 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.
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
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
