Five Star Hotels in Historic Route 66

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Top Historic Route 66 5 Stars Hotels

The Peninsula Chicago

5.0 star property
9.8 out of 10, Exceptional, (1006)
"Amazing service!! Beautiful hotel!"
The price is RM2,658
RM3,121 total
includes taxes & fees
29 Jun - 30 Jun
The Peninsula Chicago

The Langham, Chicago

5.0 star property
9.8 out of 10, Exceptional, (1001)
"Staff, hotel and its amenities were excellent. "
The price is RM2,201
RM2,584 total
includes taxes & fees
6 Jul - 7 Jul
The Langham, Chicago

Four Seasons Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (1001)
"great hotel and close to all the activite"
The price is RM2,212
RM2,596 total
includes taxes & fees
2 Jul - 3 Jul
Four Seasons Hotel Chicago

Trump International Hotel & Tower Chicago

5.0 star property
9.4 out of 10, Exceptional, (1626)
"Great hotel with great staff."
The price is RM1,994
RM2,341 total
includes taxes & fees
30 Jun - 1 Jul
Trump International Hotel & Tower Chicago

Waldorf Astoria Chicago

5.0 star property
9.4 out of 10, Exceptional, (1001)
"The room service and overall staff at this property is excellent "
The price is RM2,260
RM2,653 total
includes taxes & fees
6 Jul - 7 Jul
Waldorf Astoria Chicago

Rosewood Inn of the Anasazi

5.0 star property
9.4 out of 10, Exceptional, (827)
"great place"
The price is RM2,067
RM2,611 total
includes taxes & fees
30 Jun - 1 Jul
Rosewood Inn of the Anasazi

Nobu Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (679)
"We had an excellent experience staying at the Nobu and was treated like royalty!"
The price is RM1,443
RM1,693 total
includes taxes & fees
29 Jun - 30 Jun
Nobu Hotel Chicago

Four Seasons Hotel St Louis

5.0 star property
9.4 out of 10, Exceptional, (1002)
"5 star experience every time we stay here. The staff is incredible and everything is perfect!"
The price is RM2,042
RM2,387 total
includes taxes & fees
26 Jun - 27 Jun
Four Seasons Hotel St Louis

The Ritz-Carlton, St. Louis

5.0 star property
9.2 out of 10, Wonderful, (535)
"Great place"
The price is RM2,463
RM2,869 total
includes taxes & fees
29 Jun - 30 Jun
The Ritz-Carlton, St. Louis

Park Hyatt Chicago

5.0 star property
9.6 out of 10, Exceptional, (1001)
"Superb customer service, clean hotel!"
The price is RM2,191
RM2,572 total
includes taxes & fees
29 Jun - 30 Jun
Park Hyatt Chicago

The St. Regis Chicago

5.0 star property
9.0 out of 10, Wonderful, (68)
"Excellent service! Always a great time! "
The price is RM2,433
RM2,856 total
includes taxes & fees
13 Jul - 14 Jul
The St. Regis Chicago

The Ritz-Carlton, Chicago

5.0 star property
9.2 out of 10, Wonderful, (1002)
"Best hotel in Chicago "
The price is RM2,195
RM2,576 total
includes taxes & fees
23 Jul - 24 Jul
The Ritz-Carlton, Chicago

Bishop's Lodge Auberge Resorts Collection

5.0 star property
9.4 out of 10, Exceptional, (71)
"The staff was amazing and the rooms luxurious "
Bishop's Lodge Auberge Resorts Collection

Four Seasons Resort Rancho Encantado Santa Fe

5.0 star property
9.4 out of 10, Exceptional, (259)
"Beautiful property … amazing staff I think that is the most valuable asset of this four seasons. B they made our stay wonderful and went out of their way to make us comfortable.. highly recommend it ."
The price is RM3,445
RM4,104 total
includes taxes & fees
6 Jul - 7 Jul
Four Seasons Resort Rancho Encantado Santa Fe

The Inn of The Five Graces

5.0 star property
10.0 out of 10, Exceptional, (2)
"Beautiful accommodations and a stellar staff made this stay so memorable. "
The price is RM5,211
RM6,002 total
includes taxes & fees
30 Jun - 1 Jul
The Inn of The Five Graces
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Explore similar 4-star hotels

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Learn more about Historic Route 66

Venture to sights like National Route 66 Museum and Cherokee Casino as you discover Historic Route 66.

Tulsa which includes a city, a sunset and a river or creek

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Historic Route 66?
The amount you pay for a 5-star hotel in Historic Route 66 can vary depending on the time of year you travel and how long you plan to stay, among other factors. Take advantage of our price per night filter and other search tools to score the best rate on a luxurious stay.
  • Search for the lowest price per night from RM647

What makes a hotel 5 stars in Historic Route 66?
In Historic Route 66, a hotel must offer a specific number of upscale amenities to earn 5 stars. These can include on-site gyms, gourmet restaurants, saunas and spas, complimentary luxury toiletries, premium bedding and more. What also sets 5-star hotels apart is their superior service. You can expect things like nightly turn-down services, in-room massages and concierge services. Some may even offer special touches such as welcome gifts.
Are there any 5-star all-inclusive resorts in Historic Route 66?
Use Expedia's filters to find a high-end retreat in Historic Route 66 where most of what you need is included in the price. From there, narrow down your results for accommodation that have a 5-star rating and are categorised as "All inclusive." The first thing on the agenda at these stays? Pure relaxation and indulgence.