Title: 5 Stars Hotels in Historic Route 66, United States of America from CA $185 - Find Cheap Historic Route 66 Hotels With 5 Stars | Expedia.ca

  

[Historic Route 66 Travel Guide](https://expedia.ca/Historic-Route-66.dx702654640613646336)[Hotels in Historic Route 66](https://expedia.ca/Historic-Route-66-Hotels.d702654640613646336.Travel-Guide-Hotels)[Vacation Rentals in Historic Route 66](https://expedia.ca/Historic-Route-66-Vacation-Rentals.d702654640613646336.Travel-Guide-VacationRentals)[Flights to Historic Route 66](https://expedia.ca/Cheap-Flights-To-Historic-Route-66.d702654640613646336.Travel-Guide-Flights)[Historic Route 66 Car Rentals](https://expedia.ca/Car-Rentals-In-Historic-Route-66.d702654640613646336.Car-Rental-Guide)[Historic Route 66 Vacation Packages](https://expedia.ca/Historic-Route-66.d702654640613646336.Destination-Travel-Guides)

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# 5 Stars Hotels in Historic Route 66, United States of America from CA $185

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## Check availability on Historic Route 66 5 Star Hotels

Tonight

[Oct 30 - Oct 31](https://www.expedia.ca/Hotel-Search?regionId=702654640613646336&startDate=2025-10-30&endDate=2025-10-31&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Oct 31 - Nov 1](https://www.expedia.ca/Hotel-Search?regionId=702654640613646336&startDate=2025-10-31&endDate=2025-11-01&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=702654640613646336&startDate=2025-10-31&endDate=2025-11-02&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=702654640613646336&startDate=2025-11-07&endDate=2025-11-09&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Top Historic Route 66 5 Star Hotels

![Lobby](https://images.trvl-media.com/lodging/7000000/6310000/6309400/6309326/33b4ff92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dinner served, Mediterranean cuisine](https://images.trvl-media.com/lodging/7000000/6310000/6309400/6309326/71f6a2f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Club Suite, 1 Bedroom, Lake View](https://images.trvl-media.com/lodging/7000000/6310000/6309400/6309326/9a653c17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/7000000/6310000/6309400/6309326/0ab012f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Langham, Chicago

Downtown Chicago

9.8/10

Exceptional

(1018)

"Great place to stay. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Shawn

CA $698

CA $819 total

includes taxes & fees

Nov 23 - Nov 24

[](https://www.expedia.ca/Chicago-Hotels-The-Langham.h6309326.Hotel-Information)

![Bar (on property)](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/209f8cff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Body treatments, body wraps, body scrubs, facials](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/743bf216.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Gym](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/4f5517f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/4465cc02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Trump International Hotel & Tower Chicago

Downtown Chicago

9.4/10

Exceptional

(1756)

"Very accommodating and friendly staff, brilliant location"

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Aaron

CA $601

CA $706 total

includes taxes & fees

Nov 9 - Nov 10

[](https://www.expedia.ca/Chicago-Hotels-Trump-International-Hotel-Tower-Chicago.h1723215.Hotel-Information)

![Reception](https://images.trvl-media.com/lodging/1000000/30000/25800/25748/7da48e89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/1000000/30000/25800/25748/ee956af2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior entrance](https://images.trvl-media.com/lodging/1000000/30000/25800/25748/d00895ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, premium bedding, minibar, in-room safe](https://images.trvl-media.com/lodging/1000000/30000/25800/25748/56d62feb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Four Seasons Hotel Chicago

Downtown Chicago

9.4/10

Exceptional

(999)

"Amazing hotel"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

David

CA $683

CA $802 total

includes taxes & fees

Nov 24 - Nov 25

[](https://www.expedia.ca/Chicago-Hotels-Four-Seasons-Hotel-Chicago.h25748.Hotel-Information)

![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/590000/581300/581213/f1144862.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Ballroom](https://images.trvl-media.com/lodging/1000000/590000/581300/581213/5616df34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/1000000/590000/581300/581213/e294b3a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/590000/581300/581213/acbf2aab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Peninsula Chicago

Downtown Chicago

9.8/10

Exceptional

(1025)

"Amazing rooms, walkable to shopping and restaurants. Great rooftop bar"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mary

CA $802

CA $941 total

includes taxes & fees

Nov 16 - Nov 17

[](https://www.expedia.ca/Chicago-Hotels-The-Peninsula-Chicago.h581213.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/3000000/2720000/2717600/2717582/1040fa3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/3000000/2720000/2717600/2717582/cc9f9fd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Courtyard](https://images.trvl-media.com/lodging/3000000/2720000/2717600/2717582/c47ab94b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/3000000/2720000/2717600/2717582/5001f31e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Waldorf Astoria Chicago

Downtown Chicago

9.4/10

Exceptional

(1001)

"Simply love this hotel"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

laura

CA $658

CA $772 total

includes taxes & fees

Nov 23 - Nov 24

[](https://www.expedia.ca/Chicago-Hotels-Waldorf-Astoria-Chicago.h2717582.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/2200/2125/f0a7407b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/2200/2125/3e8aa782.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Room, 2 Double Beds](https://images.trvl-media.com/lodging/1000000/10000/2200/2125/067ceb17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/1000000/10000/2200/2125/fd2c83d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Rosewood Inn of the Anasazi

Downtown Santa Fe

9.4/10

Exceptional

(848)

"Lovely hotel with great service "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Cynthia

CA $530

CA $686 total

includes taxes & fees

Nov 24 - Nov 25

[](https://www.expedia.ca/Santa-Fe-Hotels-Rosewood-Inn-Of-The-Anasazi.h2125.Hotel-Information)

![Indoor pool, open 6:00 AM to 9:00 PM, sun loungers](https://images.trvl-media.com/lodging/37000000/36480000/36475600/36475533/486e1134.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/37000000/36480000/36475600/36475533/82915bb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior entrance](https://images.trvl-media.com/lodging/37000000/36480000/36475600/36475533/8f021abe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Designer toiletries, hair dryer, bathrobes, towels](https://images.trvl-media.com/lodging/37000000/36480000/36475600/36475533/ab9e9616.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Nobu Hotel Chicago

Downtown Chicago

9.4/10

Exceptional

(742)

"Great location, amenities and staff. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Nicholas

CA $483

CA $567 total

includes taxes & fees

Nov 23 - Nov 24

[](https://www.expedia.ca/Chicago-Hotels-Nobu-Hotel-Chicago.h36475533.Hotel-Information)

![Suite, Terrace (Water Tower)](https://images.trvl-media.com/lodging/1000000/30000/20700/20695/c7c718ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, lunch, dinner served; American cuisine, alfresco dining ](https://images.trvl-media.com/lodging/1000000/30000/20700/20695/6526f50f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/30000/20700/20695/3c600fe1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/30000/20700/20695/ca3d604d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Park Hyatt Chicago

Downtown Chicago

9.6/10

Exceptional

(1000)

"beautiful room and hotel great bar!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

ravi

CA $690

CA $810 total

includes taxes & fees

Nov 23 - Nov 24

[](https://www.expedia.ca/Chicago-Hotels-Park-Hyatt-Chicago.h20695.Hotel-Information)

![Rooftop bar](https://images.trvl-media.com/lodging/3000000/2860000/2851500/2851438/89e020ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/3000000/2860000/2851500/2851438/641d7f21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Rooftop bar](https://images.trvl-media.com/lodging/3000000/2860000/2851500/2851438/5b370fff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Couples treatment rooms, hot tub, body treatments, aromatherapy](https://images.trvl-media.com/lodging/3000000/2860000/2851500/2851438/941b0ba8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Four Seasons Hotel St Louis

Downtown St. Louis

9.4/10

Exceptional

(1001)

"Beautiful stay at the four seasons! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Maria

CA $593

CA $693 total

includes taxes & fees

Oct 31 - Nov 1

[](https://www.expedia.ca/St-Louis-Hotels-Four-Seasons-Hotel-St-Louis.h2851438.Hotel-Information)

![Property amenity](https://images.trvl-media.com/lodging/1000000/20000/11700/11610/b07a93ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 restaurants, breakfast served](https://images.trvl-media.com/lodging/1000000/20000/11700/11610/caeb6114.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, pool umbrellas](https://images.trvl-media.com/lodging/1000000/20000/11700/11610/38b9cae0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/20000/11700/11610/ead96afe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Historic Eastside

8.2/10

Very good

(1005)

"Great location, friendly staff in historic hotel but rooms and almost all indoor spaces greatly in need of an update. Looked worn!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

jodi

CA $262

CA $358 total

includes taxes & fees

Nov 21 - Nov 22

[](https://www.expedia.ca/Santa-Fe-Hotels-La-Posada-De-Santa-Fe.h11610.Hotel-Information)

![Bar (on property)](https://images.trvl-media.com/lodging/1000000/20000/14500/14447/30b68b68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior detail](https://images.trvl-media.com/lodging/1000000/20000/14500/14447/75bfc3f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/20000/14500/14447/2fe2113a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 Bedroom](https://images.trvl-media.com/lodging/1000000/20000/14500/14447/bedaec25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Ritz-Carlton, Chicago

Downtown Chicago

9.2/10

Wonderful

(1001)

"Great location"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Peter

CA $619

CA $727 total

includes taxes & fees

Nov 9 - Nov 10

[](https://www.expedia.ca/Chicago-Hotels-The-Ritz-Carlton.h14447.Hotel-Information)

![2 restaurants, breakfast served](https://images.trvl-media.com/lodging/92000000/91140000/91139000/91138950/0d225744.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Banquet hall](https://images.trvl-media.com/lodging/92000000/91140000/91139000/91138950/bd0f84f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/92000000/91140000/91139000/91138950/43b7d4aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/92000000/91140000/91139000/91138950/w4000h2645x0y22-fdcb2993.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The St. Regis Chicago

Downtown Chicago

9.2/10

Wonderful

(77)

"Nice place "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

John

CA $647

CA $760 total

includes taxes & fees

Nov 24 - Nov 25

[](https://www.expedia.ca/Chicago-Hotels-The-St-Regis-Chicago.h91138950.Hotel-Information)

![Meeting facility](https://images.trvl-media.com/lodging/1000000/10000/6200/6132/9a597e77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Banquet hall](https://images.trvl-media.com/lodging/1000000/10000/6200/6132/8fec4778.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, premium bedding, minibar, in-room safe](https://images.trvl-media.com/lodging/1000000/10000/6200/6132/dbe99670.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/1000000/10000/6200/6132/w4000h2663x0y0-dfd3faff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Ritz-Carlton, St. Louis

Clayton

9.2/10

Wonderful

(551)

"Service is exceptional!!!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jorge

CA $752

CA $877 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/St-Louis-Hotels-The-Ritz-Carlton.h6132.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/50000/40800/40737/dc73db0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/1000000/50000/40800/40737/93204597.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite (Kiva) | Bathroom](https://images.trvl-media.com/lodging/1000000/50000/40800/40737/bba54b63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room (Bunkhouse)](https://images.trvl-media.com/lodging/1000000/50000/40800/40737/807aba16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bishop's Lodge, Auberge Collection

Tesuque

9.4/10

Exceptional

(87)

"The Best service we have received in any of our travels- fabulous!!!! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lori

[](https://www.expedia.ca/Santa-Fe-Hotels-Bishops-Lodge.h40737.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/50000/40800/40731/eb9982cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Couples treatment rooms, body treatments, hot stone massages](https://images.trvl-media.com/lodging/1000000/50000/40800/40731/459f0ba7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/50000/40800/40731/7f6e9855.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/50000/40800/40731/753685a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Four Seasons Resort Rancho Encantado Santa Fe

Santa Fe

9.4/10

Exceptional

(263)

"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"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

ILAN

CA $816

CA $1,002 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Santa-Fe-Hotels-Four-Seasons-Resort-Rancho-Encantado-Santa-Fe.h40731.Hotel-Information)

![Deep-tissue massages, Swedish massages, massages](https://images.trvl-media.com/lodging/36000000/35210000/35209200/35209175/d0c59f0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Suite (Junior)](https://images.trvl-media.com/lodging/36000000/35210000/35209200/35209175/f64c054b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa, 3 Bedrooms (Luminaria) | Terrace/patio](https://images.trvl-media.com/lodging/36000000/35210000/35209200/35209175/c76355cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Courtyard](https://images.trvl-media.com/lodging/36000000/35210000/35209200/35209175/376a5600.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Inn of The Five Graces

Downtown Santa Fe

9.8/10

Exceptional

(9)

"My favorite place to stay in Santa Fe. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jenn

[](https://www.expedia.ca/Santa-Fe-Hotels-The-Inn-Of-The-Five-Graces.h35209175.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/116000000/115170000/115163800/115163763/00656023.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Design Townhome, 3 Bedrooms, Kitchen, City View | Terrace/patio](https://images.trvl-media.com/lodging/116000000/115170000/115163800/115163763/93a33738.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115170000/115163800/115163763/3b336ff1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115170000/115163800/115163763/6cef91d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Art Villa

West Town

10/10

Exceptional

(2)

" "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

tomonobu

CA $396

CA $935 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/Chicago-Hotels-Art-Villa.h115163763.Hotel-Information)

![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg)

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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](https://images.trvl-media.com/lodging/1000000/20000/11600/11580/w3840h2859x0y0-5fc518eb_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Embassy Suites by Hilton Chicago Downtown River North

600 N State St, Chicago, IL

CA $177

CA $207 total

Nov 16 - Nov 17

includes taxes & fees

8.4/10 Very Good! (5,162 reviews)

[](https://expedia.ca/Chicago-Hotels-Embassy-Suites-Chicago-Downtown.h11580.Hotel-Information)

![Hyatt Regency O'Hare Chicago](https://images.trvl-media.com/lodging/1000000/10000/5500/5403/46cc150a_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Hyatt Regency O'Hare Chicago

9300 Bryn Mawr Ave, Rosemont, IL

CA $165

CA $188 total

Nov 24 - Nov 25

includes taxes & fees

8.6/10 Excellent! (2,106 reviews)

[](https://expedia.ca/Chicago-Hotels-Hyatt-Regency-OHare-Chicago.h5403.Hotel-Information)

![Warwick Allerton - Chicago](https://images.trvl-media.com/lodging/1000000/30000/25500/25452/w1261h711x0y1-96bd53d1_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Warwick Allerton - Chicago

701 North Michigan Avenue, Chicago, IL

CA $123

CA $185 total

Nov 23 - Nov 24

includes taxes & fees

8.4/10 Very Good! (2,938 reviews)

[](https://expedia.ca/Chicago-Hotels-Warwick-Allerton-Chicago.h25452.Hotel-Information)

Still don't see what you're looking for?

[See all properties in Historic Route 66.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=31%2F10%2F2025&endDate=01%2F11%2F2025&regionId=702654640613646336&star=50)

You can also use these popular filters to refine your search.

[Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=31%2F10%2F2025&endDate=01%2F11%2F2025&regionId=702654640613646336&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=31%2F10%2F2025&endDate=01%2F11%2F2025&regionId=702654640613646336&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=31%2F10%2F2025&endDate=01%2F11%2F2025&regionId=702654640613646336&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=31%2F10%2F2025&endDate=01%2F11%2F2025&regionId=702654640613646336&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=31%2F10%2F2025&endDate=01%2F11%2F2025&regionId=702654640613646336&star=50&star=50&amenities=WATER_PARK)

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](https://www.expedia.ca/Hotel-Search?startDate=2025-11-13&endDate=2025-11-14&adults=2&regionId=702654640613646336)

![Woody Guthrie Center featuring outdoor art](https://images.trvl-media.com/place/553248621561870385/84ae69cd-06d7-48b8-a04a-f0221ac6efc7.jpg?impolicy=fcrop&w=900&h=506&p=1&q=high)

## Top Historic Route 66 Hotel Reviews

## Find out more about Historic Route 66

Luxury is the name of the game at the best 5 Stars hotels in Historic Route 66. If you want to vacation like a true VIP, these are the places to go; from spacious resorts to boutique-inspired hot spots, the top Historic Route 66 5 Stars hotels are dedicated to immersing you in the ultimate experience. Want to relax with a serene treatment at a designer spa? These properties offer them.

Interested in tasting delicious dishes from top chefs? The gourmet restaurants at the 5 Stars Historic Route 66 hotels have you covered. You’ll even find first-class hotels near the city’s must-see attractions and most upscale entertainment districts. Plus, when you book your trip with Expedia.ca, you’ll get access to fantastic rates and seasonal discounts, so you can take advantage of a cheap deal on 5 Stars hotels Historic Route 66 without giving up even an inch of quality. Everything your heart desires (and a few perks designed to make it skip a beat): That’s what’s on offer when you plan a trip to the hotels with 5 Stars in Historic Route 66.

## 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 when you want to travel and how long you plan to stay, among other factors. Use our price per night filter and other search tools to land the best deal on a high-end getaway.
> 
>   
> 
> -   Search for the lowest price per night from CA $185

### What makes a hotel 5 stars in Historic Route 66?

> In Historic Route 66, a hotel must provide a certain number of top-notch amenities to earn a 5-star rating. These may include gourmet restaurants, saunas and spas, on-site gyms, luxury toiletries, premium bedding and more. What also sets 5-star hotels apart is their guest-focused standard of service. You can expect things like concierge services, in-room massages and nightly turn-down services. Some may also offer extra touches such as welcome gifts.

### Are there any 5-star all-inclusive resorts in Historic Route 66?

> Our handy filters are the best way to find exactly what you're looking for. Select "5-star" and "All inclusive" to show the most luxurious hotels in Historic Route 66 where your meals, room, entertainment and activities are included in the upfront price. At these retreats, your vacation is pure relaxation and indulgence from the moment you put down your suitcase.

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