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Choose from 4805 Countryside Hotel Deals

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
  • 13 min drive from Wrigley Field
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and ...
8/10 Very Good! (10,135 reviews)
"The Congress was my number #1 place for 30 years. It's an older hotel and shows. Doors in my suite don't close or lock correctly. The room wasn't cleaned when requested so my travel mate could make bets if the room was serviced or not by the time we returned. Not even when I called House keeping. ..."

Reviewed on Jun 27, 2026

Congress Plaza Hotel
Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
676 N Michigan Ave Chicago IL
  • 9 min drive from Wrigley Field
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast and the helpful ...
9.2/10 Wonderful! (1,828 reviews)
"Best location on Michigan Avenue"

Reviewed on Jun 27, 2026

Omni Chicago Hotel
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
  • 9 min drive from Wrigley Field
Book a stay at this business-friendly hotel in Chicago. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful ...
9/10 Wonderful! (4,467 reviews)
"The housekeeper was always so friendly and did such a great job. Honestly, all the staff was fantastic and so helpful."

Reviewed on Jun 27, 2026

Hilton Chicago/Magnificent Mile Suites
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
  • 16 min drive from Wrigley Field
Book a stay at this business-friendly hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
8.8/10 Excellent! (2,735 reviews)
"This place was very busy but they managed to keep it clean. Friendly and helpful staff."

Reviewed on Jun 27, 2026

Hyatt Regency O'Hare Chicago
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
  • 10 min drive from Wrigley Field
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago ...
9.4/10 Exceptional! (4,555 reviews)
"Great experience from parking/ valet through checkout. Great outdoor terrace and the breakfast was a pleasant surprise! Check out and getting car back from valet was seamless!"

Reviewed on Jun 27, 2026

Hotel Riu Plaza Chicago
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport Chicago IL
  • 19 min drive from Wrigley Field
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...
8.4/10 Very Good! (2,320 reviews)
"Staffs were ridiculous. Never thought I would hear that “he works for tips not free”. I paid $500 including tax and this is what I was told. And daughter got bit by I don’t know what all over her body. I don’t know how all of the treatments they think was okay to a customer. We didn’t ask for much ..."

Reviewed on Jun 27, 2026

Hilton Chicago O'Hare Airport
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
  • 9 min drive from Wrigley Field
Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in ...
7.8/10 Good! (1,643 reviews)
"I must say this hotel is awesome and I truly recommend everyone that visits Chicago ti stay. The rooftop was awesome and breakfast was very delicious and also very clean. I must also add that the front desk staff Ebony and Raymond were the nicest people I’ve ever met, they were very helpful and courteous. ..."

Reviewed on Jun 27, 2026

The Chicago Hotel Collection - Magnificent Mile
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
  • 8 min drive from Wrigley Field
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful ...
8.2/10 Very Good! (1,650 reviews)
"Checking in was a breeze. Staff was very friendly and helpful. Love the complimentary gifts, drink and dinner coupons. What made it even better the area."

Reviewed on Jun 27, 2026

The Chicago Hotel Collection Ambassador Gold Coast
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
  • 11 min drive from Wrigley Field
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (5,264 reviews)
"Magnífico hotel por su localización y personal de servicio"

Reviewed on Jun 27, 2026

River Hotel
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2 out of 5
65 E Harrison St Chicago IL
  • 13 min drive from Wrigley Field
Stay at this hotel in Chicago. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our ...
7.6/10 Good! (2,638 reviews)
"Loved that w"

Reviewed on Jun 27, 2026

Travelodge by Wyndham Downtown Chicago
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St Chicago IL
  • 12 min drive from Wrigley Field
Book a stay at this luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff ...
8.6/10 Excellent! (2,499 reviews)
"Location, history, staff"

Reviewed on Jun 27, 2026

Palmer House a Hilton Hotel
Freehand Chicago

Freehand Chicago

4 out of 5
19 East Ohio Street Chicago IL
  • 10 min drive from Wrigley Field
Stay at this hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.8/10 Good! (3,128 reviews)
"Very nice looking and different than any other regular hotel! Small rooms but comfortable! Kind of Vintage looking but the best is the location! Some many places to eat, shop and walk around! It is closed to almost everything you want to visit in Chicago! Food and drinks are excellent!"

Reviewed on Jun 27, 2026

Freehand Chicago
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 cheap hotels in Countryside

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For you, intrepid voyager, Hotwire has a large selection of the best hotels in Countryside.

Choosing the right hotel in Illinois has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Countryside’s 4,805 hotels. Choose the one that best catches your trip’s tourist drift.

If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $137. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get great Countryside hotel deals at the last minute.

While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in Countryside. No matter your reason for visiting Countryside, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.

Frequently Asked Questions About Countryside hotels

Where can I find the best last-minute travel deals?

If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can unlock great deals on your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in Countryside for as low as $137.

How many hotels are there in Countryside?

With over 4,805 hotels in Countryside, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $137.

How to find cheap car rentals in Countryside?

Finding a cheap car rental deal in Countryside is as easy as scoring cheap hotels in Countryside. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can unlock great car rental deals if you book a Hotwire Hot Rate at the last minute.