Find 5 Star Hotels in Historic Route 66 from ¥18,124

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Compare Historic Route 66 5 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

The Langham, Chicago
5.0 star property
9.8 out of 10, Exceptional, (1016)
"Great place to stay. "
United States
Shawn
The price is ¥76,468
¥89,766 total
includes taxes & fees
Nov 16 - Nov 17
The Langham, Chicago
Trump International Hotel & Tower Chicago
5.0 star property
9.4 out of 10, Exceptional, (1762)
"Very accommodating and friendly staff, brilliant location"
United Kingdom
Aaron
The price is ¥65,921
¥77,386 total
includes taxes & fees
Nov 2 - Nov 3
Trump International Hotel & Tower Chicago
Four Seasons Hotel Chicago
5.0 star property
9.4 out of 10, Exceptional, (999)
"Amazing hotel"
United States
David
The price is ¥74,901
¥87,925 total
includes taxes & fees
Nov 24 - Nov 25
Four Seasons Hotel Chicago
The Peninsula Chicago
5.0 star property
9.8 out of 10, Exceptional, (1021)
"Great weekend get away"
United States
craig
The price is ¥87,895
¥103,179 total
includes taxes & fees
Nov 16 - Nov 17
The Peninsula Chicago
Waldorf Astoria Chicago
5.0 star property
9.4 out of 10, Exceptional, (1001)
"Simply love this hotel"
United States
laura
The price is ¥72,073
¥84,605 total
includes taxes & fees
Nov 23 - Nov 24
Waldorf Astoria Chicago
Rosewood Inn of the Anasazi
5.0 star property
9.4 out of 10, Exceptional, (848)
"Lovely hotel with great service "
United States
Cynthia
The price is ¥58,851
¥76,058 total
includes taxes & fees
Nov 24 - Nov 25
Rosewood Inn of the Anasazi
Nobu Hotel Chicago
5.0 star property
9.4 out of 10, Exceptional, (739)
"Great location, amenities and staff. "
United States
Nicholas
The price is ¥52,966
¥62,176 total
includes taxes & fees
Nov 23 - Nov 24
Nobu Hotel Chicago
Park Hyatt Chicago
5.0 star property
9.6 out of 10, Exceptional, (1000)
"beautiful room and hotel great bar!"
United States
ravi
The price is ¥75,666
¥88,823 total
includes taxes & fees
Nov 23 - Nov 24
Park Hyatt Chicago
Four Seasons Hotel St Louis
5.0 star property
9.4 out of 10, Exceptional, (1002)
"Beautiful stay at the four seasons! "
United States
Maria
The price is ¥64,851
¥75,831 total
includes taxes & fees
Oct 31 - Nov 1
Four Seasons Hotel St Louis
La Posada de Santa Fe, A Tribute Portfolio Resort & Spa by Marriott
5.0 star property
8.2 out of 10, Very Good, (1003)
"Great location, friendly staff in historic hotel but rooms and almost all indoor spaces greatly in need of an update. Looked worn!"
United States
jodi
The price is ¥31,504
¥42,405 total
includes taxes & fees
Nov 21 - Nov 22
La Posada de Santa Fe, A Tribute Portfolio Resort & Spa by Marriott
The Ritz-Carlton, Chicago
5.0 star property
9.2 out of 10, Wonderful, (1002)
"Great location"
United States
Peter
The price is ¥64,201
¥75,366 total
includes taxes & fees
Nov 24 - Nov 25
The Ritz-Carlton, Chicago
The St. Regis Chicago
5.0 star property
9.2 out of 10, Wonderful, (77)
"Nice place "
United States
John
The price is ¥72,303
¥84,877 total
includes taxes & fees
Nov 23 - Nov 24
The St. Regis Chicago
The Ritz-Carlton, St. Louis
5.0 star property
9.2 out of 10, Wonderful, (551)
"Service is exceptional!!!"
United States
Jorge
The price is ¥77,668
¥90,668 total
includes taxes & fees
Oct 26 - Oct 27
The Ritz-Carlton, St. Louis
Bishop's Lodge, Auberge Collection
5.0 star property
9.4 out of 10, Exceptional, (85)
"This hotel is set on the mountain and has most incredible views, gardens, people, service, food and amenities. It's pricey but it was so worth it to me. My mission of total decompression was accomplished."
United States
Catherine
Bishop's Lodge, Auberge Collection
Four Seasons Resort Rancho Encantado Santa Fe
5.0 star property
9.4 out of 10, Exceptional, (263)
"Food options were good, but limited. The scenery was breathtaking as well as the nearby Santa Fe and the tours we took to the Indian reservation and Los Alamos"
United States
ILAN
The price is ¥97,352
¥118,698 total
includes taxes & fees
Nov 9 - Nov 10
Four Seasons Resort Rancho Encantado Santa Fe
The Inn of The Five Graces
5.0 star property
9.8 out of 10, Exceptional, (9)
"My favorite place to stay in Santa Fe. "
United States
Jenn
The Inn of The Five Graces
Art Villa
5.0 star property
10.0 out of 10, Exceptional, (2)
" "
United States
tomonobu
The price is ¥82,246
¥157,272 total
includes taxes & fees
Nov 10 - Nov 11
Art Villa
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Historic Route 66.
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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.

Learn more about Historic Route 66

Check out the local area in Historic Route 66—home to attractions like National Route 66 Museum and Skelly Field at H.A. Chapman Stadium.

Woody Guthrie Center featuring outdoor art

Top Historic Route 66 Hotel Reviews

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Historic Route 66?
There are a range of pricing options for a 5-star hotel in Historic Route 66 on Expedia. The amount you pay will depend on when you travel, length of stay and other factors. Compare all of the available accommodations for your desired dates and make use of our pricing and other filters to lock in the ideal luxury stay.

  • Search for the lowest price per night from ¥18,124

What makes a hotel 5 stars in Historic Route 66?
In Historic Route 66, a hotel is required to offer a specific number of high-end amenities to earn a 5-star rating. These can include on-site gyms, spas and saunas, gourmet restaurants, luxury bathroom products, premium bedding and more. What also sets 5-star hotels apart is their outstanding standard of service. You can look forward to things like in-room massages, nightly turn-down services and concierge services. Some may even offer additional touches like welcome gifts.
Are there any 5-star all-inclusive resorts in Historic Route 66?
Use our handy filters to find an upscale retreat in Historic Route 66 where everything you need is included in the price. After your initial search, refine your results for resorts that have a rating of 5 stars and are categorized as "All inclusive." The most important thing to look forward to at these stays? Pure indulgence and relaxation.

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