Steward Holidays from £958

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Your Steward Holiday

Our holiday 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 Centre. Whoever you're escaping with and whether your budget is big or small, your dream Steward holiday is only clicks away with Expedia.

The Latest Steward Holiday Deals

Price found within the past 48 hours. Click for updated prices.
theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

4.5 out of 5
Downtown Chicago
per person
28 Aug - 4 Sept
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9/10 Wonderful! (1,002 reviews)
Great spot in the heart of the city

Reviewed on 25 Jun 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
28 Aug - 4 Sept
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.4/10 Exceptional! (1,613 reviews)
Pablo, the manager, got our great Chicago stay even better!

Reviewed on 24 Jun 2025

Arlo Chicago

Arlo Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
28 Aug - 4 Sept
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.2/10 Wonderful! (1,763 reviews)
Excellent property, beautiful rooms

Reviewed on 26 Jun 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
4 Aug - 11 Aug
found 1 day ago
Return direct flight included
Glasgow (GLA) to Chicago (ORD)
9.4/10 Exceptional! (1,005 reviews)
Beautiful property. Amazing customer service.

Reviewed on 17 Jun 2025

Virgin Hotels Chicago

Virgin Hotels Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
28 Aug - 4 Sept
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.2/10 Wonderful! (1,325 reviews)
Property location was perfect! Rooftop top views was amazing!

Reviewed on 23 Jun 2025

Kimpton Gray Hotel by IHG

Kimpton Gray Hotel by IHG

4.5 out of 5
Downtown Chicago
per person
28 Aug - 4 Sept
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.2/10 Wonderful! (1,001 reviews)
The hotel is clen and the stuff very police and nice i would recomend people to stay at this hotel " EXELENT"

Reviewed on 23 Jun 2025

Steward Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Rockford, IL (RFD-Greater Rockford)
Population
260
Max Temp Winter
-1.11ºC
Max Temp Summer
27ºC
Top Sights
Shabbona Lake State Park, Chicagoland Skydiving Centre and Rochelle Railroad Park

Our pick of the best Steward Hotel Deals

Hampton Inn DeKalb, IL
Hampton Inn DeKalb, IL
3 out of 5
663 S. Annie Glidden Road, DeKalb, IL
Stay at this 3-star business-friendly hotel in DeKalb. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms ...
9.2/10 Wonderful! (915 reviews)
Awesome
"Awesome overnight stay. This was my second stay at this location. I will be back!!"

Reviewed on 23 Jun 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
Stay at this business-friendly hotel in Sycamore. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. Popular ...
8.6/10 Excellent! (818 reviews)
"Great stay!"

Reviewed on 23 Jun 2025

Country Inn & Suites by Radisson, Sycamore, IL
Comfort Inn & Suites Rochelle - DeKalb
Comfort Inn & Suites Rochelle - DeKalb
2.5 out of 5
1133 N 7th St, Rochelle, IL
Stay at this business-friendly hotel in Rochelle. Enjoy free breakfast, free parking and a 24-hour front desk. Our guests praise the helpful staff in their reviews. ...
7.8/10 Good! (404 reviews)
"I can't say it was a bad stay overnight, bed was comfy, everything was clean and neat. Not a fan of the small pillows, but that's a minor detail. Hubby heard the lobby door close a lot overnight, even though we were on the second floor. We were really hoping for an early check in to unload our stuff ..."

Reviewed on 23 Jun 2025

Comfort Inn & Suites Rochelle - DeKalb
See all 33 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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does a Steward travel package cost?
Browse and book everything in one place with our Steward travel packages, which start from a low £958. Choose the flights and hotels that match your travel plans. Then, add on a few tours or activities for a one-of-a-kind adventure.
If I'm not able to travel, can I cancel my Steward travel package?
If your travel plans in Steward have been upended, it's a relief to know that you can cancel or amend your booking. If you made your booking less than 24 hours ago, you may be able to receive a refund. If your booking is older than that, your hotel, airline or car rental company may impose fees. To find out more, visit our Customer Service Portal.
How do I get a cheap travel package to Steward?
Just imagine all the fun things you could do in Steward with extra cash in your wallet. Watch your savings stack up when you bundle your flights and hotel into a Steward travel package. You have loads of choice when you book with Expedia too. In fact, you can take your pick of over 550 airlines and 1,000,000 properties worldwide. Whether you're heading off with the family or travelling solo, planning a trip to Steward is better with a package.
Does Expedia offer Book Now, Pay Later Steward holidays?
Your bank balance shouldn't stop you from going on holiday, so Expedia has worked out a solution to help. Now that we've teamed up with online lender Klarna, it's easier than ever to book your dream getaway without drying up your savings. Klarna offers flexible payment options at checkout that take the worry out of budgeting for your trip. Consider one of these flexible payment options:
  • Pay monthly holidays: If paying small amounts each month sounds best for you, Klarna offers just that! Paying in easy monthly instalments will make that dream holiday possible.
  • Pay in instalments holidays: If you'd like to pay for your escape in multiple transactions, holidays paid in instalments might be right for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: If paying a small percentage of your trip (rather than all of it upfront) makes it easier to click that "book now" button, consider a low deposit holiday payment plan from Klarna.

What are the top hotels in Steward?
Lock in a room at Hyatt Regency Chicago. It's one of the area's most sought-after hotels. Another top-rated option in Steward is The Godfrey Hotel Chicago.
How far in advance should I book my Steward holiday?
Savvy travellers book early. Airlines typically release flight tickets around a year prior to departure, and this is your chance to pick up some of the lowest prices. Just been told you need to take all your holiday days next month? That's fine too --- Expedia are never short of fantastic deals to help you have the getaway of your dreams, at an affordable price.
What does an Expedia Steward travel package include?
You can choose from a combination of hotels, rental cars and flights. Once you've made your booking, you can add the fun stuff like experiences and tours. Want to pick your airfare class? That's possible too. The choice is yours when it comes to creating your perfect Steward trip.
What should I know before booking a Steward travel package?
Get ready to save with an Expedia travel package. Bundle your flights, rental cars and hotels and be rewarded with great discounts. You're not restricted to hotels, though. Book with us and choose from beach villas, cabins in the mountains and everything in between!
Can I choose my airline with a Steward Expedia travel package?
Yes --- and it's simple too. Expedia has access to more than 550 partner airlines worldwide. Our travel packages give you the freedom to pick from available flight, hotel or activity options that suit you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.