Explore top 2026 5 Star Hotels in Historic Route 66

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Top Historic Route 66 5 Star hotels

The Langham, Chicago

The Langham, Chicago

5 out of 5
330 North Wabash Avenue Chicago IL
Fully refundableReserve now, pay when you stay
$435 nightly
The price is $511 total per night from Apr 26 to Apr 27
$511 total
Apr 26 - Apr 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, ...
9.8/10 Exceptional! (1,000 reviews)
I got the club suite and everything was beautiful and perfect. It was very clean and the walk in closet was awesome.

Reviewed on Apr 1, 2026

Opens in a new windowThe Langham, Chicago
The Peninsula Chicago

The Peninsula Chicago

5 out of 5
108 East Superior Street Chicago IL
Fully refundableReserve now, pay when you stay
$504 nightly
The price is $592 total per night from Apr 5 to Apr 6
$592 total
Apr 5 - Apr 6
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. ...
9.8/10 Exceptional! (1,001 reviews)
Awesome staff and over the top wonderful staff

Reviewed on Mar 30, 2026

Opens in a new windowThe Peninsula Chicago
Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

5 out of 5
120 East Delaware Place Chicago IL
Fully refundableReserve now, pay when you stay
$400 nightly
The price is $470 total per night from Apr 12 to Apr 13
$470 total
Apr 12 - Apr 13
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! (1,001 reviews)
Perfect!

Reviewed on Apr 3, 2026

Opens in a new windowFour Seasons Hotel Chicago
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
401 N Wabash Ave Chicago IL
Fully refundableReserve now, pay when you stay
$371 nightly
The price is $436 total per night from Apr 12 to Apr 13
$436 total
Apr 12 - Apr 13
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! (1,849 reviews)
Curtis who works front desk is 10/10 phenomenal everytime we are here he assists us and makes us feel so welcomed!

Reviewed on Apr 4, 2026

Opens in a new windowTrump International Hotel & Tower Chicago
Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
800 N Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
$438 nightly
The price is $514 total per night from Apr 7 to Apr 8
$514 total
Apr 7 - Apr 8
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, ...
9.6/10 Exceptional! (1,001 reviews)
Amazing hotel. Excellent staff.

Reviewed on Mar 30, 2026

Opens in a new windowPark Hyatt Chicago
Waldorf Astoria Chicago

Waldorf Astoria Chicago

5 out of 5
11 E. Walton Street Chicago IL
Fully refundableReserve now, pay when you stay
$453 nightly
The price is $532 total per night from Apr 19 to Apr 20
$532 total
Apr 19 - Apr 20
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 ...
9.4/10 Exceptional! (1,001 reviews)
It is really a beautiful hotel .. one of the best , I have ever stayed at

Reviewed on Mar 24, 2026

Opens in a new windowWaldorf Astoria Chicago
The Ritz-Carlton, St. Louis

The Ritz-Carlton, St. Louis

5 out of 5
100 Carondelet Plaza St. Louis MO
Fully refundableReserve now, pay when you stay
$499 nightly
The price is $583 total per night from Apr 5 to Apr 6
$583 total
Apr 5 - Apr 6
Total with taxes and fees
This smoke-free hotel's 2 restaurants, 3 bars/lounges, and gym are some of the featured amenities. Traveling on business? Take advantage of the 24-hour business ...
9.2/10 Wonderful! (562 reviews)
Excellent and the room service food was AMAZING. We are making this hotel our go to everytime we visit st. Louis

Reviewed on Mar 28, 2026

Opens in a new windowThe Ritz-Carlton, St. Louis
Nobu Hotel Chicago

Nobu Hotel Chicago

5 out of 5
155 N. Peoria Street Chicago IL
Fully refundableReserve now, pay when you stay
$339 nightly
The price is $398 total per night from Apr 5 to Apr 6
$398 total
Apr 5 - Apr 6
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 ...
9.4/10 Exceptional! (812 reviews)
We stayed for 2 nights. Our room was not cleaned. When asked housekeeping about cleaning our room we were told that as it was after 3 they will do a light clean up. The worst was that they did not replace our dirty coffee cups. This is very disappointing! Never expected this out of Nobu. I have never ...

Reviewed on Mar 30, 2026

Opens in a new windowNobu Hotel Chicago
The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago

5 out of 5
160 E Pearson Street Chicago IL
Fully refundableReserve now, pay when you stay
$396 nightly
The price is $465 total per night from Apr 12 to Apr 13
$465 total
Apr 12 - Apr 13
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, ...
9.2/10 Wonderful! (1,000 reviews)
Enjoyed a very comfortable stay.

Reviewed on Mar 30, 2026

Opens in a new windowThe Ritz-Carlton, Chicago
Four Seasons Hotel St Louis

Four Seasons Hotel St Louis

5 out of 5
999 North Second Street St. Louis MO
$470 nightly
The price is $550 total per night from Apr 5 to Apr 6
$550 total
Apr 5 - Apr 6
Total with taxes and fees
A full-service spa, an outdoor pool, and a restaurant are all featured at this luxury hotel. Families will appreciate kid-friendly dining and in-room childcare. ...
9.4/10 Exceptional! (1,000 reviews)
Great hotel!

Reviewed on Mar 16, 2026

Opens in a new windowFour Seasons Hotel St Louis
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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.

Historic Route 66 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 Historic Route 66 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. Historic Route 66 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 Historic Route 66 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.

Recent Historic Route 66 hotel reviews by fellow wanderers

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

5 out of 5
Posted 3 hours ago
Travelocity Verified Review
"Great location. Very clean. Staff was helpful and very attentive. Our room was spacious and clean. Loved the in house food options. All the food we had there was amazing. Bar and bartender was awesome. Chris makes the BEST drinks. Pool area and gym on the top floor had spectacular views of the city and was also well maintained and clean. We will be back!"
A verified traveler stayed at Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile Suites

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