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Check availability on Historic Route 66 5 Star Hotels

Next weekend
3 Jul - 5 Jul
In two weeks
10 Jul - 12 Jul

Our top choices for Historic Route 66 5-star hotels

Terrace/patio

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,912 reviews)
"Great stay and location."
United States
Tammy Lynn
The price is AED 1,722
AED 2,047 total
includes taxes & fees
12 Jul - 13 Jul
Trump International Hotel & Tower Chicago
Suite, 2 Bedrooms, Terrace (Lakeshore) | Lake view

Four Seasons Hotel Chicago

Four Seasons Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,003 reviews)
"Loved our suite- gorgeous views! Great service and excellent location "
United States
lora
The price is AED 1,947
AED 2,314 total
includes taxes & fees
5 Jul - 6 Jul
Four Seasons Hotel Chicago
Lobby

The Langham, Chicago

The Langham, Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,002 reviews)
"Very good hotel"
United States
Sanjay
The price is AED 2,068
AED 2,459 total
includes taxes & fees
12 Jul - 13 Jul
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, (1,003 reviews)
"Great stay!"
United States
Dennis
The price is AED 2,210
AED 2,627 total
includes taxes & fees
29 Jun - 30 Jun
The Peninsula Chicago
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, (1,002 reviews)
"Wonderful location and beautiful."
United States
Daniel
The price is AED 856
AED 1,133 total
includes taxes & fees
29 Jun - 30 Jun
La Posada de Santa Fe, A Tribute Portfolio Resort & Spa by Marriott
Exterior

Waldorf Astoria Chicago

Waldorf Astoria Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,008 reviews)
"Our third time at this hotel and still enjoying it."
United States
Jorge
The price is AED 1,882
AED 2,238 total
includes taxes & fees
5 Jul - 6 Jul
Waldorf Astoria Chicago
Cafe

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 AED 1,639
AED 1,949 total
includes taxes & fees
2 Jul - 3 Jul
The Ritz-Carlton, Chicago
Breakfast, lunch, dinner and brunch served

Park Hyatt Chicago

Park Hyatt Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,002 reviews)
"This is a very good hotel. It is in a great location and it does everything so well."
United States
Claire
The price is AED 1,967
AED 2,338 total
includes taxes & fees
5 Jul - 6 Jul
Park Hyatt Chicago
Terrace/patio

Four Seasons Hotel St Louis

Four Seasons Hotel St Louis
5.0 star property
Downtown St. Louis
9.4 out of 10, Exceptional, (1,002 reviews)
"Food was excellent! Room was clean and wonderful!"
United States
Maria
The price is AED 1,304
AED 1,525 total
includes taxes & fees
29 Jun - 30 Jun
Four Seasons Hotel St Louis
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, (878 reviews)
"Beautiful room and property"
United States
Girlynda
The price is AED 1,336
AED 1,588 total
includes taxes & fees
2 Jul - 3 Jul
Nobu Hotel Chicago
Meeting facility

The Ritz-Carlton, St. Louis

The Ritz-Carlton, St. Louis
5.0 star property
Clayton
9.2 out of 10, Wonderful, (572 reviews)
"Everything was clean and in excellent shape. The room was spacious and comfortable."
United States
Virginia
The price is AED 1,833
AED 2,140 total
includes taxes & fees
5 Jul - 6 Jul
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, (906 reviews)
"great location and very convenient valet parking - restaurant was excellent for dinners and staff were very helpful. rooms are excellent !!! would definately recommend !"
Canada
Franco
The price is AED 1,852
AED 2,351 total
includes taxes & fees
6 Jul - 7 Jul
Rosewood Inn of the Anasazi
2 restaurants; breakfast, lunch, dinner, and brunch served

The St. Regis Chicago

The St. Regis Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (124 reviews)
"We had a great stay and will come back again in the near future!"
United States
Princess
The price is AED 2,597
AED 3,087 total
includes taxes & fees
12 Jul - 13 Jul
The St. Regis Chicago
Exterior

Bishop's Lodge, Auberge Collection

Bishop's Lodge, Auberge Collection
5.0 star property
Tesuque
9.2 out of 10, Wonderful, (113 reviews)
"It was a wonderful and peaceful property. Our room was incredibly spacious and beautifully decorated. The views were amazing! The staff was exceptionally nice and accommodating. The service was top-notch. It had a small spa and beautiful pool. The restaurant was wonderful and it was easy to access hiking trails from the property. I would highly recommend!"
United States
Bridget
The price is AED 2,972
AED 3,551 total
includes taxes & fees
30 Jun - 1 Jul
Bishop's Lodge, Auberge Collection
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, (280 reviews)
"Everything was absolutely perfect already extended our stay . That’s how much we loved it . I would definitely recommend this place for spa and relaxing in a quiet resort"
United States
Sonali
The price is AED 2,586
AED 3,128 total
includes taxes & fees
26 Jul - 27 Jul
Four Seasons Resort Rancho Encantado Santa Fe
Exterior

The Inn of The Five Graces

The Inn of The Five Graces
5.0 star property
Downtown Santa Fe
9.8 out of 10, Exceptional, (19 reviews)
"The room was spectacular and the staff is so attentive and welcoming. "
United States
claudia
The price is AED 3,289
AED 3,789 total
includes taxes & fees
29 Jun - 30 Jun
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.
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

O'Hare International Airport Chicago IL
The price is AED 933 per night from Jul 4 to Jul 5
AED 933
AED 1,095 total
4 Jul - 5 Jul
includes taxes & fees
8.4/10 Very Good! (2,323 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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A guitar-shaped sign for The Museum Club with Route 66 directions.

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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.

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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.

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