Five Star Hotels in Historic Route 66

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Check availability on Historic Route 66 5 Star Hotels

Tonight
30 Jun - 1 Jul
Tomorrow
1 Jul - 2 Jul
This weekend
4 Jul - 6 Jul
Next weekend
11 Jul - 13 Jul

Top 5 Stars Hotels in Historic Route 66

The Peninsula Chicago
Front of property – evening/night

The Peninsula Chicago

5.0 star property
9.8 out of 10, Exceptional, (1005)
"Amazing service!! Beautiful hotel!"
The price is S$936
includes taxes & fees
2 Jul - 3 Jul
The Peninsula Chicago
The Langham, Chicago
Lobby

The Langham, Chicago

5.0 star property
9.8 out of 10, Exceptional, (1003)
"I had such a lovely staycation, and I recommend a stay here to everyone I know. "
The price is S$821
includes taxes & fees
27 Jul - 28 Jul
The Langham, Chicago
Four Seasons Hotel Chicago
Reception

Four Seasons Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (1000)
"great hotel and close to all the activite"
The price is S$794
includes taxes & fees
6 Jul - 7 Jul
Four Seasons Hotel Chicago
Trump International Hotel & Tower Chicago
Bar (on property)

Trump International Hotel & Tower Chicago

5.0 star property
9.4 out of 10, Exceptional, (1628)
"Great hotel with great staff."
The price is S$699
includes taxes & fees
20 Jul - 21 Jul
Trump International Hotel & Tower Chicago
Waldorf Astoria Chicago
Exterior

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 S$796
includes taxes & fees
6 Jul - 7 Jul
Waldorf Astoria Chicago
Rosewood Inn of the Anasazi
Exterior

Rosewood Inn of the Anasazi

5.0 star property
9.4 out of 10, Exceptional, (828)
"Ou favorite place to stay"
The price is S$816
includes taxes & fees
6 Jul - 7 Jul
Rosewood Inn of the Anasazi
Nobu Hotel Chicago
Indoor pool, open 6:00 AM to 9:00 PM, pool loungers

Nobu Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (681)
"We had an excellent experience staying at the Nobu and was treated like royalty!"
The price is S$508
includes taxes & fees
2 Jul - 3 Jul
Nobu Hotel Chicago
Four Seasons Hotel St Louis
Rooftop bar

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 S$716
includes taxes & fees
2 Jul - 3 Jul
Four Seasons Hotel St Louis
Park Hyatt Chicago
1 bedroom, premium bedding, down duvets, pillow-top beds

Park Hyatt Chicago

5.0 star property
9.6 out of 10, Exceptional, (1000)
"Superb customer service, clean hotel!"
The price is S$801
includes taxes & fees
6 Jul - 7 Jul
Park Hyatt Chicago
The St. Regis Chicago
2 restaurants, breakfast served

The St. Regis Chicago

5.0 star property
9.0 out of 10, Wonderful, (69)
"Excellent service! Always a great time! "
The price is S$857
includes taxes & fees
13 Jul - 14 Jul
The St. Regis Chicago
The Ritz-Carlton, Chicago
Bar (on property)

The Ritz-Carlton, Chicago

5.0 star property
9.2 out of 10, Wonderful, (1001)
"Best hotel in Chicago "
The price is S$888
includes taxes & fees
27 Jul - 28 Jul
The Ritz-Carlton, Chicago
La Posada de Santa Fe, A Tribute Portfolio Resort & Spa
Outdoor pool, pool umbrellas

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

5.0 star property
8.2 out of 10, Very good, (1003)
"It's an amazing property, quiet, historic, and quintessentially Santa Fe but not cliche."
The price is S$366
includes taxes & fees
7 Jul - 8 Jul
La Posada de Santa Fe, A Tribute Portfolio Resort & Spa
Bishop's Lodge Auberge Resorts Collection
Exterior

Bishop's Lodge Auberge Resorts Collection

5.0 star property
9.4 out of 10, Exceptional, (73)
"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, (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 S$1,227
includes taxes & fees
20 Jul - 21 Jul
Four Seasons Resort Rancho Encantado Santa Fe
The Inn of The Five Graces
Courtyard

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 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.
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

600 N State St, Chicago, IL
The price is S$240 per night from 7 Jul to 8 Jul
S$240
7 Jul - 8 Jul
includes taxes & fees
8.4/10 Very Good! (4,310 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

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

See all hotels in Historic Route 66
Tulsa featuring a river or creek, a skyscraper and a city

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 accommodation 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 S$222

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.