Explore top 2025 5 Star Hotels in Historic Route 66

Name: La Posada de Santa Fe, A Tribute Portfolio Resort & Spa by Marriott
Price range: $267 total
Rating: 8.2

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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

$505 nightly

$592 total

Dec 5 - Dec 6

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! (1,018 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

$431 nightly

$506 total

Nov 16 - Nov 17

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

$490 nightly

$575 total

Nov 24 - Nov 25

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

$575 nightly

$675 total

Nov 16 - Nov 17

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! (1,025 reviews)

Amazing rooms, walkable to shopping and restaurants. Great rooftop bar

Reviewed on Oct 24, 2025

Waldorf Astoria Chicago

11 E. Walton Street, Chicago, IL

Fully refundableReserve now, pay when you stay

$489 nightly

$574 total

Nov 23 - Nov 24

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

$607 total

Nov 9 - Nov 10

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! (847 reviews)

Great location. Awesome food. Friendly, helpful and attentive staff.

Reviewed on Oct 23, 2025

Nobu Hotel Chicago

155 N. Peoria Street, Chicago, IL

Fully refundableReserve now, pay when you stay

$327 nightly

$384 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! (742 reviews)

yes

Reviewed on Oct 30, 2025

Park Hyatt Chicago

800 N Michigan Ave, Chicago, IL

Fully refundableReserve now, pay when you stay

$495 nightly

$581 total

Nov 23 - Nov 24

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)

This is a beautiful hotel with lots of amenities that feel kind of luxurious. We especially loved the huge tub in our room. Also, the staff was amazing. One gripe we had is that we paid quite a bit more for a lake view room and we were on the eighth floor, which did not really afford much of a view. ...

Reviewed on Oct 20, 2025

Four Seasons Hotel St Louis

999 North Second Street, St. Louis, MO

Fully refundableReserve now, pay when you stay

$425 nightly

$497 total

Nov 11 - Nov 12

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

$232 nightly

$267 total

Nov 21 - Nov 22

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! (1,002 reviews)

Staff was great! Location and grounds are beautiful!!

Reviewed on Oct 30, 2025

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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.