Find 5 Star Hotels in Historic Route 66 from AED 658

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Check availability on Historic Route 66 5 Star Hotels

Tonight
24 Jul - 25 Jul
Tomorrow
25 Jul - 26 Jul
This weekend
25 Jul - 27 Jul
Next weekend
1 Aug - 3 Aug

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

Trump International Hotel & Tower Chicago
Bar (on property)

Trump International Hotel & Tower Chicago

5.0 star property
9.4 out of 10, Exceptional, (1663)
"Great hotel "
The price is AED 1,722
AED 2,021 total
includes taxes & fees
3 Aug - 4 Aug
Trump International Hotel & Tower Chicago
The Peninsula Chicago
Front of property - evening/night

The Peninsula Chicago

5.0 star property
9.8 out of 10, Exceptional, (1008)
"Excellent very clean Quiet great location"
The price is AED 2,296
AED 2,695 total
includes taxes & fees
10 Aug - 11 Aug
The Peninsula Chicago
The Langham, Chicago
Lobby

The Langham, Chicago

5.0 star property
9.8 out of 10, Exceptional, (1008)
"I had such a lovely staycation, and I recommend a stay here to everyone I know. "
The price is AED 1,997
AED 2,345 total
includes taxes & fees
17 Aug - 18 Aug
The Langham, Chicago
Four Seasons Hotel Chicago
Reception

Four Seasons Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (999)
"great hotel and close to all the activite"
The price is AED 1,965
AED 2,307 total
includes taxes & fees
24 Aug - 25 Aug
Four Seasons Hotel Chicago
Nobu Hotel Chicago
Indoor pool, open 6:00 AM to 9:00 PM, sun loungers

Nobu Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (700)
"Beautiful, staffed with great people."
The price is AED 1,437
AED 1,687 total
includes taxes & fees
27 Jul - 28 Jul
Nobu Hotel Chicago
Waldorf Astoria Chicago
Exterior

Waldorf Astoria Chicago

5.0 star property
9.4 out of 10, Exceptional, (1005)
"Great location "
The price is AED 1,983
AED 2,327 total
includes taxes & fees
17 Aug - 18 Aug
Waldorf Astoria Chicago
La Posada de Santa Fe, A Tribute Portfolio Resort & Spa
Property amenity

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

5.0 star property
8.2 out of 10, Very Good, (1007)
"Well located and walkable to both center of town and Canyon road. Ate there and it was delicious"
The price is AED 955
AED 1,247 total
includes taxes & fees
10 Aug - 11 Aug
La Posada de Santa Fe, A Tribute Portfolio Resort & Spa
Four Seasons Hotel St Louis
Rooftop bar

Four Seasons Hotel St Louis

5.0 star property
9.4 out of 10, Exceptional, (1006)
"Great hotel, loved the room"
The price is AED 1,818
AED 2,126 total
includes taxes & fees
27 Jul - 28 Jul
Four Seasons Hotel St Louis
Park Hyatt Chicago
1 bedroom, premium bedding, down comforters, pillowtop beds

Park Hyatt Chicago

5.0 star property
9.6 out of 10, Exceptional, (1003)
"It's a beautiful and comfortable hotel."
The price is AED 2,160
AED 2,535 total
includes taxes & fees
22 Aug - 23 Aug
Park Hyatt Chicago
The Ritz-Carlton, Chicago
Bar (on property)

The Ritz-Carlton, Chicago

5.0 star property
9.2 out of 10, Wonderful, (1005)
"Beautiful place "
The price is AED 1,748
AED 2,052 total
includes taxes & fees
24 Aug - 25 Aug
The Ritz-Carlton, Chicago
The St. Regis Chicago
2 restaurants, breakfast served

The St. Regis Chicago

5.0 star property
9.0 out of 10, Wonderful, (72)
"Amazing hotel"
The price is AED 2,200
AED 2,583 total
includes taxes & fees
10 Aug - 11 Aug
The St. Regis Chicago
Rosewood Inn of the Anasazi
Exterior

Rosewood Inn of the Anasazi

5.0 star property
9.4 out of 10, Exceptional, (836)
"Loved this hotel! Gorgeous rooms."
The price is AED 1,763
AED 2,230 total
includes taxes & fees
10 Aug - 11 Aug
Rosewood Inn of the Anasazi
The Ritz-Carlton, St. Louis
Meeting facility

The Ritz-Carlton, St. Louis

5.0 star property
9.2 out of 10, Wonderful, (539)
"Wish they still had a pool"
The price is AED 2,127
AED 2,477 total
includes taxes & fees
27 Jul - 28 Jul
The Ritz-Carlton, St. Louis
Bishop's Lodge Auberge Resorts Collection
Exterior

Bishop's Lodge Auberge Resorts Collection

5.0 star property
9.4 out of 10, Exceptional, (75)
"Close to downtown but everything you would want in a high end resort from stargazing to horseback riding to quality restaurant and pool with attentive and friendly staff"
Bishop's Lodge Auberge Resorts Collection
Four Seasons Resort Rancho Encantado Santa Fe
Terrace/patio

Four Seasons Resort Rancho Encantado Santa Fe

5.0 star property
9.4 out of 10, Exceptional, (260)
"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 AED 2,810
AED 3,359 total
includes taxes & fees
24 Aug - 25 Aug
Four Seasons Resort Rancho Encantado Santa Fe
The Inn of The Five Graces
Deep-tissue massages, Swedish massages, massages

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 AED 4,499
AED 5,183 total
includes taxes & fees
3 Aug - 4 Aug
The Inn of The Five Graces
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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.
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

505 N Michigan Ave, Chicago, IL
The price is AED 896 per night from Aug 22 to Aug 23
AED 896
AED 1,170 total
22 Aug - 23 Aug
includes taxes & fees
9/10 Wonderful! (2,098 reviews)
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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.

See all hotels in Historic Route 66
Tulsa featuring a bridge, a city and a high rise building

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?
How much you pay for a 5-star hotel in Historic Route 66 can vary based on when you decide to travel and how long you plan to stay, among a number of factors. Take advantage of our price per night filter and other search tools to score the best rate on a luxurious getaway.

  • Search for the lowest price per night from AED 658

What makes a hotel 5 stars in Historic Route 66?
Faultless guest service is integral to every 5-star hotel in Historic Route 66. From the minute you step through the door, staff cater to your every whim, whether arranging valet parking or providing in-room massages. In addition, hotels must offer top-rate conveniences to be entitled to a 5-star rating. These can include luxury bath products, a wellness center, swimming pools, gourmet kitchens and knowledgeable concierge.
Are there any 5-star all-inclusive resorts in Historic Route 66?
Use Expedia's filter tool to find an upscale getaway in Historic Route 66 where everything you need is included in the price. Next, narrow down your results for resorts that have 5 stars and are deemed "All inclusive." The first thing on the to-do list at these stays? Relaxation and enjoyment.