Find 5 Star Hotels in Historic Route 66 from ￥17,084

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Check availability on Historic Route 66 5 Star Hotels

Our top choices for Historic Route 66 5-star hotels

Reception
Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1000)
"Amazing hotel"
United States
David
The price is ￥65,864
￥77,319 total
includes taxes & fees
Dec 28 - Dec 29
Four Seasons Hotel Chicago
Lobby
The Langham, Chicago

The Langham, Chicago

5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1002)
"Langham is always a superior stay"
United States
THADDEUS LAMONT
The price is ￥64,806
￥76,076 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Langham, Chicago
Front of property - evening/night
The Peninsula Chicago

The Peninsula Chicago

5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1003)
"Excellent service throughout the hotel"
United States
Karen
The price is ￥74,490
￥87,444 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Peninsula Chicago
Bar (on property)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1777)
"Amazing hotel, location, staff, and food!!"
United States
Wendy
The price is ￥43,361
￥50,900 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Trump International Hotel & Tower Chicago
Exterior
Waldorf Astoria Chicago

Waldorf Astoria Chicago

5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1004)
"Absolutely fantastic hotel great service, you couldn’t ask for more."
United States
J Michael
The price is ￥61,693
￥72,421 total
includes taxes & fees
Dec 21 - Dec 22
Waldorf Astoria Chicago
Suite, Terrace (Water Tower) | Premium bedding, down comforters, pillowtop beds, minibar
Park Hyatt Chicago

Park Hyatt Chicago

5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1001)
"Stay was amazing!!! The staff was so friendly, kind, and thoughtful! The rooms were soooo beyond perfect and lovely! And the food at the restaurant was amazing.. especially breakfast! You won’t regret staying here!!! "
United States
Larissa
The price is ￥67,769
￥79,554 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Park Hyatt Chicago
Indoor pool, open 6:00 AM to 9:00 PM, sun loungers
Nobu Hotel Chicago

Nobu Hotel Chicago

5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (757)
"Great location, amenities and staff. "
United States
Nicholas
The price is ￥49,658
￥58,293 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Nobu Hotel Chicago
Rooftop bar
Four Seasons Hotel St Louis

Four Seasons Hotel St Louis

5.0 star property
Downtown St. Louis
9.4 out of 10, Exceptional, (1002)
"The staff was amazing. The bed was so comfortable. "
United States
Mary
The price is ￥64,653
￥75,599 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Four Seasons Hotel St Louis
Bar (on property)
The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago

5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1001)
"Great breakfast a la carte menu, perfect bar setting, room was spotless, and service in accordance to the Ritz Brand."
United States
Alejandro Randolph
The price is ￥57,720
￥67,758 total
includes taxes & fees
Jan 2 - Jan 3, 2026
The Ritz-Carlton, Chicago
2 restaurants, breakfast served
The St. Regis Chicago

The St. Regis Chicago

5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (83)
"Nice place "
United States
John
The price is ￥69,482
￥81,563 total
includes taxes & fees
Dec 25 - Dec 26
The St. Regis Chicago
Meeting facility
The Ritz-Carlton, St. Louis

The Ritz-Carlton, St. Louis

5.0 star property
Clayton
9.2 out of 10, Wonderful, (553)
"Service is exceptional!!!"
United States
Jorge
The price is ￥77,739
￥90,751 total
includes taxes & fees
Dec 22 - Dec 23
The Ritz-Carlton, St. Louis
Exterior
Rosewood Inn of the Anasazi

Rosewood Inn of the Anasazi

5.0 star property
Downtown Santa Fe
9.6 out of 10, Exceptional, (861)
"Wonderful staff and very clean accommodations "
United States
Virginia
The price is ￥62,316
￥80,209 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Rosewood Inn of the Anasazi
Exterior
Bishop's Lodge, Auberge Collection

Bishop's Lodge, Auberge Collection

5.0 star property
Tesuque
9.4 out of 10, Exceptional, (89)
"Great location, Resort, amenities, excellent service and great restaurant chef!!!!!"
United States
James R
Bishop's Lodge, Auberge Collection
Property amenity
La Posada de Santa Fe, A Tribute Portfolio Resort & Spa by Marriott

La Posada de Santa Fe, A Tribute Portfolio Resort & Spa by Marriott

5.0 star property
Historic Eastside
8.2 out of 10, Very Good, (1004)
"Convenient location and friendly helpful staff. "
United States
B. Diane
The price is ￥27,902
￥38,371 total
includes taxes & fees
Dec 15 - Dec 16
La Posada de Santa Fe, A Tribute Portfolio Resort & Spa by Marriott
Terrace/patio
Four Seasons Resort Rancho Encantado Santa Fe

Four Seasons Resort Rancho Encantado Santa Fe

5.0 star property
Santa Fe
9.4 out of 10, Exceptional, (265)
"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 ￥81,011
￥100,622 total
includes taxes & fees
Dec 16 - Dec 17
Four Seasons Resort Rancho Encantado Santa Fe
Deep-tissue massages, Swedish massages, massages
The Inn of The Five Graces

The Inn of The Five Graces

5.0 star property
Downtown Santa Fe
10.0 out of 10, Exceptional, (11)
"My favorite place to stay in Santa Fe. "
United States
Jenn
The price is ￥157,738
￥181,694 total
includes taxes & fees
Dec 14 - Dec 15
The Inn of The Five Graces
Interior
Art Villa

Art Villa

5.0 star property
West Town
10.0 out of 10, Exceptional, (2)
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.
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

600 N State St Chicago IL
The price is ￥14,553 per night from Dec 18 to Dec 19
￥14,553
￥17,084 total
Dec 18 - Dec 19
includes taxes & fees
8.4/10 Very Good! (5,357 reviews)
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Learn more about Historic Route 66

Check out the local area in Historic Route 66—home to attractions like National Route 66 Museum and Cherokee Casino.

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North Central Arizona featuring signage

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 ￥17,084

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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