Explore top 2025 5 Star Hotels in Northwest Side

Name: Art Villa
Rating: 10

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Top Northwest Side 5 Star hotels

Four Seasons Hotel Chicago

120 East Delaware Place Chicago IL

Fully refundableReserve now, pay when you stay

$420 nightly

$493 total

Dec 14 - Dec 15

Total with taxes and fees

A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business ...

9.4/10 Exceptional! (1,000 reviews)

We will be back!! Loved all the staff. Especially the young man who checked us in and our housekeeper/house service was SO sweet and polite and good at her job. Honestly maybe the best we’ve had and we travel quite a bit. Thank you! See you in 2026

Reviewed on Nov 20, 2025

The Langham, Chicago

330 North Wabash Avenue Chicago IL

Fully refundableReserve now, pay when you stay

$457 nightly

$536 total

Dec 21 - Dec 22

Total with taxes and fees

A full-service spa, an indoor pool, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, ...

9.6/10 Exceptional! (1,006 reviews)

Spa ,pool are awesome

Reviewed on Nov 16, 2025

The Peninsula Chicago

108 East Superior Street Chicago IL

Fully refundableReserve now, pay when you stay

$506 nightly

$594 total

Dec 8 - Dec 9

Total with taxes and fees

A full-service spa, 2 restaurants, and an indoor pool are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities and babysitting. ...

9.6/10 Exceptional! (1,008 reviews)

Room is great and service has been exceptional!!

Reviewed on Nov 24, 2025

Trump International Hotel & Tower Chicago

401 N Wabash Ave Chicago IL

Fully refundableReserve now, pay when you stay

$394 nightly

$462 total

Dec 7 - Dec 8

Total with taxes and fees

A full-service spa, an indoor pool, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly ...

9.4/10 Exceptional! (1,782 reviews)

Everything perfect , comfortable room , nice staff make out stay unforgettable.

Reviewed on Nov 27, 2025

Waldorf Astoria Chicago

11 E. Walton Street Chicago IL

Fully refundableReserve now, pay when you stay

$396 nightly

$465 total

Dec 14 - Dec 15

Total with taxes and fees

A full-service spa, a gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center, free WiFi ...

9.2/10 Wonderful! (1,006 reviews)

My room was great

Reviewed on Nov 24, 2025

Park Hyatt Chicago

800 N Michigan Ave Chicago IL

Fully refundableReserve now, pay when you stay

$450 nightly

$528 total

Dec 8 - Dec 9

Total with taxes and fees

A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, ...

9.4/10 Exceptional! (1,000 reviews)

Room was beautiful, large, clean, well equipped. Staff was super friendly and helpful. I wish I could have stayed longer to enjoy the spa and restaurants. Would stay again.

Reviewed on Nov 18, 2025

Nobu Hotel Chicago

155 N. Peoria Street Chicago IL

Fully refundableReserve now, pay when you stay

$250 nightly

$294 total

Dec 21 - Dec 22

Total with taxes and fees

This luxury hotel includes 2 restaurants, an indoor pool, and a gym. Enjoy the steam room and perks like free WiFi. There's a bar/lounge on site, and a 24-hour ...

9.2/10 Wonderful! (750 reviews)

The room was fantastic. I enjoyed everything about it. From the tea offered at check-in to the valet bringing my car around quickly was I was checking out and everything in between, this was a great stay. I will definitely stay here again!

Reviewed on Nov 24, 2025

The Ritz-Carlton, Chicago

160 E Pearson Street Chicago IL

Fully refundableReserve now, pay when you stay

$386 nightly

$453 total

Dec 28 - Dec 29

Total with taxes and fees

A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center, ...

9/10 Wonderful! (1,001 reviews)

Good location, beautiful room, clean and nice bathroom.

Reviewed on Nov 21, 2025

The St. Regis Chicago

401 East Upper Wacker Drive Chicago IL

Fully refundableReserve now, pay when you stay

$446 nightly

$524 total

Dec 14 - Dec 15

Total with taxes and fees

A full-service spa, 2 restaurants, and an indoor pool are all featured at this luxury hotel. Traveling on business? Take advantage of the free WiFi in public ...

9/10 Wonderful! (81 reviews)

Room was wonderful

Reviewed on Nov 6, 2025

Art Villa

467 N Armour St Chicago IL

A full-service spa and a hot tub are featured at this luxury aparthotel. Enjoy the a rooftop terrace and perks like free self parking and a free airport shuttle. ...

10/10 Exceptional! (2 reviews)

Reviewed on Aug 12, 2025

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Northwest Side Resorts & 5 Star Hotels

Looking for your own little slice of heaven during your next trip? Check out all the best 5-star hotels in Northwest Side to make sure your trip is as extravagantly comfortable as you expect.

Whether you plan on staying in your room the whole time or getting out and enjoying the city, you’ll be living the life while staying at your luxury accommodation. With so many amenities at your beck and call, you might try to turn your stay into a staycation!

Many of the 5-star hotels have award-winning restaurants you can dine at, as well as plush bedding and a concierge service to take care of your every need. Most also offer pools and modern fitness centers, not to mention high-speed Wi-Fi.

For your next trip, book a hotel that can be your own little hideaway, whether you’re in town for business or leisure. Northwest Side 5-star hotels provide you with all the comforts and amenities you expect from a sophisticated hotel, with a staff that’s happy to ensure you have everything you need to feel at home.

Whether you’re a first-time guest, or you’ve stayed in 5-star hotels in Northwest Side before, you’ll have no shortage of options to choose from on your next trip when you book with Travelocity. Browse our vast selection and find great deals on luxury lodging.