Explore top 2025 5 Star Hotels in Historic Route 66
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Top Historic Route 66 5 Star hotels
The Langham, Chicago
330 North Wabash Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
$479 nightly
The price is $562 total per night from Dec 7 to Dec 8
$562 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. Traveling on business? Take advantage of the 24-hour business center, ...
9.6/10 Exceptional! (1,000 reviews)
Remarkable stay! I will return for my next stay in downtown Chicago. Have stayed at other 5 Star Hotels but this one is now my #1 choice. Thank you to all the staff that made my family's stay a memorable one.
Reviewed on Oct 28, 2025
Trump International Hotel & Tower Chicago
401 N Wabash Ave, Chicago, IL
Fully refundableReserve now, pay when you stay
$394 nightly
The price is $462 total per night from Dec 7 to Dec 8
$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! (1,762 reviews)
The Trump International Hotel was absolutely immaculate in appearance and the entire staff were fantastic in all aspects. The location is extremely desirable and within walking distance to numerous restaurants and attractions. However, my suite was somewhat underwhelming in regard to the bathroom. ...
Reviewed on Nov 3, 2025
Four Seasons Hotel Chicago
120 East Delaware Place, Chicago, IL
Fully refundableReserve now, pay when you stay
$445 nightly
The price is $522 total per night from Dec 7 to Dec 8
$522 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 smoke-free hotel. Traveling on business? Take advantage of the 24-hour business ...
9.4/10 Exceptional! (998 reviews)
Wonderful
Reviewed on Oct 28, 2025
The Peninsula Chicago
108 East Superior Street, Chicago, IL
Fully refundableReserve now, pay when you stay
$511 nightly
The price is $600 total per night from Dec 8 to Dec 9
$600 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! (1,002 reviews)
Staff is always there for your every need. Excellent clean room. Quiet and luxurious
Reviewed on Nov 7, 2025
Waldorf Astoria Chicago
11 E. Walton Street, Chicago, IL
Fully refundableReserve now, pay when you stay
$468 nightly
The price is $549 total per night from Dec 7 to Dec 8
$549 total
Dec 7 - Dec 8
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! (1,001 reviews)
Beautiful place and service
Reviewed on Oct 29, 2025
Rosewood Inn of the Anasazi
113 Washington Avenue, Santa Fe, NM
Fully refundableReserve now, pay when you stay
$527 nightly
The price is $607 total per night from Nov 16 to Nov 17
$607 total
Nov 16 - Nov 17
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and ...
9.4/10 Exceptional! (848 reviews)
This is a wonderful hotel. Convenient for everything in Santa Fe. The rooms were comfortable and clean with a bonus of a fireplace. Bathroom was nice and had all the amenities you need. Staff was kind and helpful. I can not recommend this hotel more!
Reviewed on Oct 31, 2025
Nobu Hotel Chicago
155 N. Peoria Street, Chicago, IL
Fully refundableReserve now, pay when you stay
$309 nightly
The price is $363 total per night from Nov 23 to Nov 24
$363 total
Nov 23 - Nov 24
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! (744 reviews)
yes
Reviewed on Oct 30, 2025
Park Hyatt Chicago
800 N Michigan Ave, Chicago, IL
Fully refundableReserve now, pay when you stay
$465 nightly
The price is $546 total per night from Dec 7 to Dec 8
$546 total
Dec 7 - Dec 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, ...
9.4/10 Exceptional! (999 reviews)
the stay was wonderful. Hospitality along with the room was great. thank you!
Reviewed on Nov 4, 2025
Four Seasons Hotel St Louis
999 North Second Street, St. Louis, MO
Fully refundableReserve now, pay when you stay
$425 nightly
The price is $497 total per night from Nov 20 to Nov 21
$497 total
Nov 20 - Nov 21
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! (1,003 reviews)
Relaxing trip in a beautiful space
Reviewed on Nov 1, 2025
La Posada de Santa Fe, A Tribute Portfolio Resort & Spa by Marriott
330 E Palace Ave, Santa Fe, NM
Fully refundableReserve now, pay when you stay
$250 nightly
The price is $288 total per night from Nov 16 to Nov 17
$288 total
Nov 16 - Nov 17
Total with taxes and fees
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business ...
8.2/10 Very Good! (1,001 reviews)
Wonderful place to stsy
Reviewed on Nov 6, 2025
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View all propertiesLowest 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
Embassy Suites by Hilton Chicago Downtown River North
5 out of 5
Posted 2 days ago
Travelocity Verified Review
"Amazing Hotel, Quality,, Food and Service. Best place location wise as well."
A verified traveler stayed at Embassy Suites by Hilton Chicago Downtown River North
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