Explore top 2025 5 Star Hotels in Maywood

Name: Art Villa
Price range: $628 total
Rating: 10

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Top Maywood 5 Star hotels

Trump International Hotel & Tower Chicago

401 N Wabash Ave, Chicago, IL

Fully refundableReserve now, pay when you stay

$431 nightly

$506 total

Nov 2 - Nov 3

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! (1,730 reviews)

"Clean room. Great staff"

Reviewed on Oct 2, 2025

The Langham, Chicago

330 North Wabash Avenue, Chicago, IL

Fully refundableReserve now, pay when you stay

$544 nightly

$638 total

Oct 26 - Oct 27

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! (1,012 reviews)

"Y"

Reviewed on Sep 21, 2025

The Peninsula Chicago

108 East Superior Street, Chicago, IL

Fully refundableReserve now, pay when you stay

$650 nightly

$763 total

Nov 2 - Nov 3

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! (1,002 reviews)

"Excellent hotel, my only complaint would be the Peninsula food service. We ate at the Shanghai Terrace our first night on site and honestly the food was only 2 stars. Specifically the appetizers were minuscule, and 90% pastry dough. Whatever filling was supposed to be inside all the dough largely ..."

Reviewed on Sep 27, 2025

Four Seasons Hotel Chicago

120 East Delaware Place, Chicago, IL

Fully refundableReserve now, pay when you stay

$530 nightly

$622 total

Nov 2 - Nov 3

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! (999 reviews)

"Clean room excellent staff great stay"

Reviewed on Oct 1, 2025

Waldorf Astoria Chicago

11 E. Walton Street, Chicago, IL

Fully refundableReserve now, pay when you stay

$582 nightly

$684 total

Nov 3 - Nov 4

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! (1,000 reviews)

"What can you say that hasn't been said about this iconic hotel - the service, accommodations and amenities are first rate."

Reviewed on Sep 29, 2025

Park Hyatt Chicago

800 N Michigan Ave, Chicago, IL

$545 nightly

$640 total

Nov 3 - Nov 4

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! (999 reviews)

"My wife and I spent an incredibly enjoyable weekend at the hotel. It is within walking distance to many different points of interest in the heart of the Magnificent Mile. The service, amenities, and stay were memorable. We will definitely return."

Reviewed on Sep 29, 2025

Nobu Hotel Chicago

155 N. Peoria Street, Chicago, IL

Fully refundableReserve now, pay when you stay

$525 nightly

$616 total

Oct 30 - Oct 31

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! (729 reviews)

"Well appointed rooms with great service. The restaurant is decent too; there are also abundant dining options nearby that are open even on Labor Day."

Reviewed on Sep 25, 2025

The Ritz-Carlton, Chicago

160 E Pearson Street, Chicago, IL

Fully refundableReserve now, pay when you stay

$536 nightly

$629 total

Nov 6 - Nov 7

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! (1,000 reviews)

"Be prepared to be treated like you are the most important guest at the hotel. The staff here is incredibly professional, helpful and service oriented. Every single one."

Reviewed on Sep 15, 2025

The St. Regis Chicago

401 East Upper Wacker Drive, Chicago, IL

Fully refundableReserve now, pay when you stay

$644 nightly

$756 total

Oct 23 - Oct 24

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! (77 reviews)

"Clean room, amazing view"

Reviewed on Sep 7, 2025

Art Villa

467 N Armour St, Chicago, IL

$509 nightly

$628 total

Oct 14 - Oct 15

Total with taxes and fees

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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Maywood 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 Maywood 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. Maywood 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 Maywood 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.