Historic Route 66 5 Stars Hotels

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Our top choices for Historic Route 66 5-star hotels

Four Seasons Hotel Chicago

Four Seasons Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (999 reviews)
"Loved our suite- gorgeous views! Great service and excellent location "
United States
lora
The price is ₩904,464
₩1,075,317 total
includes taxes & fees
May 25 - May 26
Four Seasons Hotel Chicago

The Langham, Chicago

The Langham, Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,007 reviews)
"Fantastic hotel and amazing spa! Beautiful room with fantastic staff"
United Kingdom
Simon
The price is ₩904,464
₩1,075,317 total
includes taxes & fees
May 25 - May 26
The Langham, Chicago

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,873 reviews)
"Great property, staff was amazing"
United States
Mamta Singh
The price is ₩785,753
₩934,176 total
includes taxes & fees
Jun 3 - Jun 4
Trump International Hotel & Tower Chicago

The Peninsula Chicago

The Peninsula Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,005 reviews)
"Great stay!"
United States
Dennis
The price is ₩866,778
₩1,030,511 total
includes taxes & fees
May 25 - May 26
The Peninsula Chicago

Waldorf Astoria Chicago

Waldorf Astoria Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,000 reviews)
"Wonderful Hotel will definitely be looking forward to going back."
United States
Shante
The price is ₩843,111
₩1,002,374 total
includes taxes & fees
May 25 - May 26
Waldorf Astoria Chicago

The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago
5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,000 reviews)
"I have stayed at this hotel a few times and each time it is better than the last. Great service, great location. Can’t wait to come back again."
United States
Caryn
The price is ₩741,660
₩881,761 total
includes taxes & fees
Jun 18 - Jun 19
The Ritz-Carlton, Chicago

Park Hyatt Chicago

Park Hyatt Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,000 reviews)
"Great property "
United States
Kerry
The price is ₩762,388
₩906,404 total
includes taxes & fees
May 25 - May 26
Park Hyatt Chicago

Rosewood Inn of the Anasazi

Rosewood Inn of the Anasazi
5.0 star property
Downtown Santa Fe
9.6 out of 10, Exceptional, (897 reviews)
"The place is beautiful and the staff was exceptional"
United States
Teri
The price is ₩991,201
₩1,231,432 total
includes taxes & fees
May 26 - May 27
Rosewood Inn of the Anasazi

Nobu Hotel Chicago

Nobu Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (849 reviews)
"loved the property and restaurant"
United States
Kathryn
The price is ₩588,128
₩699,225 total
includes taxes & fees
May 25 - May 26
Nobu Hotel Chicago

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, (1,000 reviews)
"Wonderful location and beautiful."
United States
Daniel
The price is ₩324,250
₩433,794 total
includes taxes & fees
May 25 - May 26
La Posada de Santa Fe, A Tribute Portfolio Resort & Spa by Marriott

Four Seasons Hotel St Louis

Four Seasons Hotel St Louis
5.0 star property
Downtown St. Louis
9.4 out of 10, Exceptional, (1,000 reviews)
"The best hotel in STL by a mile. The service and food are a big step above the rest. The room is what you would expect in a Four Seasons, serene and elegant."
United States
Christine
The price is ₩535,141
₩625,735 total
includes taxes & fees
May 24 - May 25
Four Seasons Hotel St Louis

The Ritz-Carlton, St. Louis

The Ritz-Carlton, St. Louis
5.0 star property
Clayton
9.2 out of 10, Wonderful, (568 reviews)
"Excellent hotel with various restaurants and expansive lobby area.. staff very attentive."
United States
Diane M
The price is ₩752,213
₩878,114 total
includes taxes & fees
May 24 - May 25
The Ritz-Carlton, St. Louis

Bishop's Lodge, Auberge Collection

Bishop's Lodge, Auberge Collection
5.0 star property
Tesuque
9.2 out of 10, Wonderful, (106 reviews)
"Great place, going back this year "
United States
Jason
The price is ₩1,219,670
₩1,457,365 total
includes taxes & fees
May 25 - May 26
Bishop's Lodge, Auberge Collection

The St. Regis Chicago

The St. Regis Chicago
5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (116 reviews)
"Great hotel, large pool - although I wish it was a bit warmer for my liking. The hot sauna though was a nice addition ( there is no hut tub in the pool area). Large gym was also great- unbelievable views of Lake Michigan and Navy Pier! "
United States
Beata
The price is ₩896,927
₩1,066,378 total
includes taxes & fees
May 25 - May 26
The St. Regis Chicago

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, (278 reviews)
"Amazing experience "
United States
Brandon
The price is ₩1,153,192
₩1,386,805 total
includes taxes & fees
Jun 1 - Jun 2
Four Seasons Resort Rancho Encantado Santa Fe

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, (17 reviews)
"The room was spectacular and the staff is so attentive and welcoming. "
United States
claudia
The price is ₩1,383,830
₩1,593,999 total
includes taxes & fees
May 21 - May 22
The Inn of The Five Graces
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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 Skelly Field at H.A. Chapman Stadium.

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 ₩310,021

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.