Find 5 Star Hotels in Historic Route 66 from SAR 627

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Check availability on Historic Route 66 5 Star Hotels

Tonight
3 Sep - 4 Sep
Tomorrow
4 Sep - 5 Sep
This weekend
5 Sep - 7 Sep
Next weekend
12 Sep - 14 Sep

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

Our top choices for Historic Route 66 5-star hotels

Trump International Hotel & Tower Chicago
Bar (on property)

Trump International Hotel & Tower Chicago

5.0 star property
9.4 out of 10, Exceptional, (1701)
"Location, staff and accommodations were excellent. "
The price is SAR 1,731
SAR 2,032 total
includes taxes & fees
21 Sep - 22 Sep
Trump International Hotel & Tower Chicago
Four Seasons Hotel Chicago
Reception

Four Seasons Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (999)
"Great location "
The price is SAR 2,214
SAR 2,599 total
includes taxes & fees
28 Sep - 29 Sep
Four Seasons Hotel Chicago
The Langham, Chicago
Lobby

The Langham, Chicago

5.0 star property
9.8 out of 10, Exceptional, (1006)
"Location can’t be beat. Hotel is excellent! "
The price is SAR 2,111
SAR 2,478 total
includes taxes & fees
21 Sep - 22 Sep
The Langham, Chicago
The Peninsula Chicago
Front of property - evening/night

The Peninsula Chicago

5.0 star property
9.8 out of 10, Exceptional, (1014)
"Fantastic hotel "
The price is SAR 2,345
SAR 2,753 total
includes taxes & fees
14 Sep - 15 Sep
The Peninsula Chicago
Waldorf Astoria Chicago
Exterior

Waldorf Astoria Chicago

5.0 star property
9.4 out of 10, Exceptional, (1000)
"Great location "
The price is SAR 1,997
SAR 2,344 total
includes taxes & fees
21 Sep - 22 Sep
Waldorf Astoria Chicago
The Ritz-Carlton, St. Louis
Meeting facility

The Ritz-Carlton, St. Louis

5.0 star property
9.2 out of 10, Wonderful, (547)
"Service is exceptional!!!"
The price is SAR 1,948
SAR 2,269 total
includes taxes & fees
21 Sep - 22 Sep
The Ritz-Carlton, St. Louis
Park Hyatt Chicago
Suite, Terrace (Water Tower) | 1 bedroom, premium bedding, down comforters, pillowtop beds

Park Hyatt Chicago

5.0 star property
9.6 out of 10, Exceptional, (1001)
"The hotel was amazing. The staff were friendly. There is so much to do in the area. "
The price is SAR 2,308
SAR 2,709 total
includes taxes & fees
21 Sep - 22 Sep
Park Hyatt 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, (718)
"Great location, amenities and staff. "
The price is SAR 1,272
SAR 1,493 total
includes taxes & fees
21 Sep - 22 Sep
Nobu Hotel Chicago
The Ritz-Carlton, Chicago
Bar (on property)

The Ritz-Carlton, Chicago

5.0 star property
9.2 out of 10, Wonderful, (1001)
"Beautiful place "
The price is SAR 2,026
SAR 2,379 total
includes taxes & fees
2 Oct - 3 Oct
The Ritz-Carlton, 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, (1003)
"It felt more like we were living in a community than at a hotel. Very nice, clean, quiet and safe. "
The price is SAR 993
SAR 1,294 total
includes taxes & fees
9 Sep - 10 Sep
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, (1000)
"We’ve stayed at this hotel several times and keep coming back. Great hotel staff and property. "
The price is SAR 1,595
SAR 1,865 total
includes taxes & fees
29 Sep - 30 Sep
Four Seasons Hotel St Louis
Rosewood Inn of the Anasazi
Exterior

Rosewood Inn of the Anasazi

5.0 star property
9.4 out of 10, Exceptional, (840)
"Loved this hotel! Gorgeous rooms."
The price is SAR 2,101
SAR 2,623 total
includes taxes & fees
7 Sep - 8 Sep
Rosewood Inn of the Anasazi
The St. Regis Chicago
2 restaurants, breakfast served

The St. Regis Chicago

5.0 star property
9.0 out of 10, Wonderful, (73)
"Top tier "
The price is SAR 2,450
SAR 2,876 total
includes taxes & fees
21 Sep - 22 Sep
The St. Regis Chicago
Bishop's Lodge Auberge Resorts Collection
Exterior

Bishop's Lodge Auberge Resorts Collection

5.0 star property
9.4 out of 10, Exceptional, (79)
"Great place "
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, (262)
"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"
The price is SAR 2,702
SAR 3,243 total
includes taxes & fees
21 Sep - 22 Sep
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
9.8 out of 10, Exceptional, (8)
"My favorite place to stay in Santa Fe. "
The Inn of The Five Graces
Art Villa
Hot tub

Art Villa

5.0 star property
10.0 out of 10, Exceptional, (2)
" "
The price is SAR 2,814
SAR 4,654 total
includes taxes & fees
8 Sep - 9 Sep
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.
The Wade

The Wade

644 N Lake Shore Dr, Chicago, IL
The price is SAR 627 per night from Sep 22 to Sep 23
SAR 627
SAR 736 total
22 Sep - 23 Sep
includes taxes & fees
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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

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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.

  • Search for the lowest price per night from SAR 627

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.