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Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
  • 40 min drive from Home Alone House
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! (9,967 reviews)
Great room! Love the drawers and closet space! The only down side would be the tv not being able to connect through casting. However, TV channels weren’t all bad.

Reviewed on Mar 19, 2026

Congress Plaza Hotel
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
  • 37 min drive from Home Alone House
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! (3,569 reviews)
Staff was friendly, rooms were clean and breakfast was delicious

Reviewed on Mar 19, 2026

Hotel Riu Plaza Chicago
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St Chicago IL
  • 37 min drive from Home Alone House
Stay at this hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular ...
8.6/10 Excellent! (5,749 reviews)
The location was great, near plenty of restaurants and shopping. The room was a great layout plenty of space.

Reviewed on Mar 19, 2026

Embassy Suites by Hilton Chicago Downtown River North
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
  • 36 min drive from Home Alone House
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! (3,941 reviews)
Ridiculous parking charge, no parking garage for the building, the Sofitel would have been a much much better choice, the price difference of 80 dollars between the two places was made null by the price of parking, which is included in the booking for the Sofitel and also a far far superior ...

Reviewed on Mar 20, 2026

Hilton Chicago/Magnificent Mile Suites
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport Chicago IL
  • 24 min drive from Home Alone House
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! (2,236 reviews)
The hotel had no electricity upon arrival, inexplicably as there were no severe weather conditions. I was handed two glow sticks to be able to guide my way around the hotel and my room. You can’t make this stuff up. The fact that there was nothing provided to compensate for the matter (discount, ...

Reviewed on Mar 19, 2026

Hilton Chicago O'Hare Airport
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
660 North State Street Chicago IL
  • 37 min drive from Home Alone House
Book a stay at this spa hotel in Chicago. Enjoy free WiFi, a full-service spa, and a fitness center. Our guests praise the helpful staff and the clean rooms ...
9/10 Wonderful! (3,315 reviews)
It was ok

Reviewed on Mar 18, 2026

Eurostars Magnificent Mile
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

3 out of 5
243 E. Ontario Chicago IL
  • 37 min drive from Home Alone House
Stay at this hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the pool and the helpful staff in our reviews. ...
8.6/10 Excellent! (3,141 reviews)
Convenient location, good rooms, good wifi

Reviewed on Mar 19, 2026

Aloft Chicago Mag Mile
The Wade

The Wade

4.5 out of 5
644 N Lake Shore Dr Chicago IL
  • 37 min drive from Home Alone House
Book a stay at this luxury hotel in Chicago. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the helpful staff and ...
8.4/10 Very Good! (1,739 reviews)
Absolutely the worst hotel experience I’ve had. We were initially given a room that was already occupied, walking in on strangers at 1am felt incredibly unsafe, especially as a group of women. Staff showed little urgency or concern. What followed was a series of poor “solutions” and ongoing issues: ...

Reviewed on Mar 19, 2026

The Wade
Hyatt Regency Chicago

Hyatt Regency Chicago

4 out of 5
151 East Wacker Dr Chicago IL
  • 38 min drive from Home Alone House
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 4 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
9.4/10 Exceptional! (3,455 reviews)
Clean and large room. Reasonable price for early check in.

Reviewed on Mar 18, 2026

Hyatt Regency Chicago
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
323 E Wacker Dr Chicago IL
  • 38 min drive from Home Alone House
Book a stay at this luxury hotel in Chicago. Enjoy 2 bars/lounges, breakfast (surcharge), and 24-hour room service. Our guests praise the restaurant and the ...
9/10 Wonderful! (3,225 reviews)
The view was perfect, our room was comfortable, and well appointed. The staff was friendly and breakfast at the restaurant in the lobby was fabulous!

Reviewed on Mar 20, 2026

Swissotel - Chicago
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
  • 40 min drive from Home Alone House
Book a stay at this historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (2,693 reviews)
This hotel is awesome for visiting Chicago. The staff were consistently attentive, respectful and helpful with suggestions. The hotel room was clean and the view we had was fantastic. The pool and hot tub were relaxing — easy to access and get fresh towels. The only minor criticism was that the hotel ...

Reviewed on Mar 19, 2026

Hilton Chicago
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

4 out of 5
71 E Wacker Dr Chicago IL
  • 38 min drive from Home Alone House
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 restaurant ...
9.4/10 Exceptional! (3,331 reviews)
Great experience! The staff really goes out of their way to make sure you are comfortable and taken care of. I really enjoyed my stay! We were across the street from the river and the shopping direct and walking distance from all the tourist attractions! I’ll definitely be back!

Reviewed on Mar 19, 2026

The Royal Sonesta Chicago Downtown
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 Winnetka

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If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $134. 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 Winnetka hotel deals at the last minute.

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Frequently Asked Questions About Winnetka hotels

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

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How many hotels are there in Winnetka?

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