Title: 5 Stars Hotels in Historic Route 66, United States of America from CA $169 - 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)

![North Central Arizona showing signage](https://images.trvl-media.com/place/1218/93b64b3e-64f1-4166-b6ae-c4c686f3ea8b.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/1218/93b64b3e-64f1-4166-b6ae-c4c686f3ea8b.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check availability on Historic Route 66 5 Star Hotels

Tonight

[Jan 30 - Jan 31](https://www.expedia.ca/Hotel-Search?regionId=702654640613646336&startDate=2026-01-30&endDate=2026-01-31&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Jan 31 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=702654640613646336&startDate=2026-01-31&endDate=2026-02-01&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=702654640613646336&startDate=2026-01-30&endDate=2026-02-01&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=702654640613646336&startDate=2026-02-06&endDate=2026-02-08&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Historic Route 66 5-star hotels

![Suite, 2 Bedrooms, Terrace (Lakeshore) | Lake view](https://images.trvl-media.com/lodging/1000000/30000/25800/25748/e5b56b9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/30000/25800/25748/1e19db6b.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)

### Four Seasons Hotel Chicago

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

Downtown Chicago

9.4/10

Exceptional

(999 reviews)

"Beautiful hotel"

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

Sean

CA $567

CA $665 total

includes taxes & fees

Feb 8 - Feb 9

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

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

![Couples treatment rooms, sauna, hot tub, steam room, body treatments](https://images.trvl-media.com/lodging/7000000/6310000/6309400/6309326/af38c666.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)

![Lobby](https://images.trvl-media.com/lodging/7000000/6310000/6309400/6309326/a75a4abb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Langham, Chicago

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

Downtown Chicago

9.8/10

Exceptional

(1,000 reviews)

"Staff was wonderful. "

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

Marie

CA $528

CA $620 total

includes taxes & fees

Mar 1 - Mar 2

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

![Lobby](https://images.trvl-media.com/lodging/1000000/590000/581300/581213/bbac06a5.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

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

Downtown Chicago

9.8/10

Exceptional

(1,001 reviews)

"The best hotel ! Always pleasant to stay ! "

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

Maysa

CA $609

CA $715 total

includes taxes & fees

Feb 15 - Feb 16

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

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

![Exterior](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/c35e7743.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![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)

![Indoor pool](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/c665b589.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Trump International Hotel & Tower Chicago

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

Downtown Chicago

9.4/10

Exceptional

(1,828 reviews)

"Exceptional service, great location, beautiful hotel"

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

Julie

CA $390

CA $458 total

includes taxes & fees

Feb 22 - Feb 23

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

![Front of property](https://images.trvl-media.com/lodging/3000000/2720000/2717600/2717582/1ede47da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pet-friendly](https://images.trvl-media.com/lodging/3000000/2720000/2717600/2717582/c2c59838.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/3000000/2720000/2717600/2717582/dfd1e89b.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)

### Waldorf Astoria Chicago

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

Downtown Chicago

9.4/10

Exceptional

(1,000 reviews)

"Completely loved our stay. Probably the best hotel in all Chicago. Amenities are great and the staff are even better. "

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

Glenn

CA $482

CA $566 total

includes taxes & fees

Feb 15 - Feb 16

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

![Breakfast, lunch, dinner served; American cuisine, alfresco dining ](https://images.trvl-media.com/lodging/1000000/30000/20700/20695/c8149674.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite (LAKE MICHIGAN SUITE) | View from room](https://images.trvl-media.com/lodging/1000000/30000/20700/20695/ef2f5d42.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)

![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)

### Park Hyatt Chicago

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

Downtown Chicago

9.6/10

Exceptional

(1,000 reviews)

"Everything was great… but the staff was absolutely amazing! Thank you for taking such great care of us. "

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

Gaybrielle

CA $533

CA $626 total

includes taxes & fees

Feb 3 - Feb 4

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

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

![Suite (Sake) | Living area](https://images.trvl-media.com/lodging/37000000/36480000/36475600/36475533/ed0b16bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Rooftop bar](https://images.trvl-media.com/lodging/37000000/36480000/36475600/36475533/fbfdc974.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Nobu Hotel Chicago

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

Downtown Chicago

9.4/10

Exceptional

(785 reviews)

"Everything was great about the property. Staff was super accomodating."

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

Paulo

CA $360

CA $423 total

includes taxes & fees

Feb 8 - Feb 9

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

![Terrace/patio](https://images.trvl-media.com/lodging/3000000/2860000/2851500/2851438/ef7a5612.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)

![Luxury Suite, 1 King Bed, Non Smoking | Living area](https://images.trvl-media.com/lodging/3000000/2860000/2851500/2851438/3714f01f.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/3000000/2860000/2851500/2851438/56a41562.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Four Seasons Hotel St Louis

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

Downtown St. Louis

9.4/10

Exceptional

(1,002 reviews)

"Great service, great staff , room service food really good,, great view of the arch and the river. "

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

Jose

CA $560

CA $655 total

includes taxes & fees

Jan 31 - Feb 1

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

![Cafe](https://images.trvl-media.com/lodging/1000000/20000/14500/14447/29a217ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Rooftop terrace](https://images.trvl-media.com/lodging/1000000/20000/14500/14447/w4000h2663x0y0-c4579ca4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/20000/14500/14447/4690ab59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, down comforters, pillowtop beds, minibar](https://images.trvl-media.com/lodging/1000000/20000/14500/14447/eab0af51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Ritz-Carlton, Chicago

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

Downtown Chicago

9.2/10

Wonderful

(1,002 reviews)

"Great location, service, and gym "

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

Maxim

CA $521

CA $611 total

includes taxes & fees

Feb 16 - Feb 17

[](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)

![2 restaurants, breakfast served](https://images.trvl-media.com/lodging/92000000/91140000/91139000/91138950/ff21d1f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/92000000/91140000/91139000/91138950/5bfebb1a.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

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

Downtown Chicago

9.2/10

Wonderful

(91 reviews)

"The staff was exceptional, and the amenities, coupled with the stunning views of the river or city, make this a fantastic choice. The on-site restaurants provide convenient access to food. My only minor complaint is the absence of a mini fridge in the room to keep some drinks cool. I would definitely be booking again "

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

Eddie

CA $602

CA $706 total

includes taxes & fees

Feb 16 - Feb 17

[](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/a54897ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Daily buffet breakfast for a fee](https://images.trvl-media.com/lodging/1000000/10000/6200/6132/f50e8b2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/1000000/10000/6200/6132/37a3040b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bars/lounges](https://images.trvl-media.com/lodging/1000000/10000/6200/6132/3f20ce75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Ritz-Carlton, St. Louis

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

Clayton

9.2/10

Wonderful

(556 reviews)

"Great property. Concierge level wonderful. "

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

Mike

CA $673

CA $786 total

includes taxes & fees

Feb 1 - Feb 2

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

![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)

![Meeting facility](https://images.trvl-media.com/lodging/1000000/10000/2200/2125/74c3676e.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)

### Rosewood Inn of the Anasazi

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

Downtown Santa Fe

9.4/10

Exceptional

(868 reviews)

"Wonderful staff and very clean accommodations "

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

Virginia

CA $648

CA $819 total

includes taxes & fees

Feb 8 - Feb 9

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

![Exterior](https://images.trvl-media.com/lodging/1000000/50000/40800/40737/4b0bf4d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/1000000/50000/40800/40737/ebb137d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite (Kiva) | View from room](https://images.trvl-media.com/lodging/1000000/50000/40800/40737/fa4f6dac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

### Bishop's Lodge, Auberge Collection

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

Tesuque

9.4/10

Exceptional

(97 reviews)

"Everyone was so kind and attentive and the rooms and grounds were so beautiful and clean."

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

Liza

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

![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)

![2 bars/lounges, cocktail bar](https://images.trvl-media.com/lodging/1000000/20000/11700/11610/0a81bc7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bars/lounges, cocktail bar](https://images.trvl-media.com/lodging/1000000/20000/11700/11610/e5dfee3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

Historic Eastside

8.2/10

Very good

(1,004 reviews)

"Room was spotless, the bar and lobby is a fun atmosphere to hangout in!"

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

Erin

CA $218

CA $305 total

includes taxes & fees

Feb 2 - Feb 3

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

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/50000/40800/40731/31eee379.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/1000000/50000/40800/40731/06dccf6c.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)

![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)

### Four Seasons Resort Rancho Encantado Santa Fe

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

Santa Fe

9.4/10

Exceptional

(269 reviews)

"Great service and property "

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

Sharmin

CA $661

CA $826 total

includes taxes & fees

Mar 1 - Mar 2

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

![Exterior](https://images.trvl-media.com/lodging/36000000/35210000/35209200/35209175/d29661b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/36000000/35210000/35209200/35209175/afaf0023.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Courtyard](https://images.trvl-media.com/lodging/36000000/35210000/35209200/35209175/9ca6289c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![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)

### The Inn of The Five Graces

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

Downtown Santa Fe

10/10

Exceptional

(15 reviews)

"The room was spectacular and the staff is so attentive and welcoming. "

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

claudia

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

![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/116000000/115170000/115163800/115163763/57a475a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Design Townhome, 3 Bedrooms, Kitchen, City View | Living area](https://images.trvl-media.com/lodging/116000000/115170000/115163800/115163763/133b5b58.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 

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

West Town

10/10

Exceptional

(2 reviews)

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

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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 $144

CA $169 total

Feb 8 - Feb 9

includes taxes & fees

8.4/10 Very Good! (5,616 reviews)

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

![Palmer House a Hilton Hotel](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/7f542141_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Palmer House a Hilton Hotel

17 E Monroe St Chicago IL

CA $182

CA $248 total

Feb 21 - Feb 22

includes taxes & fees

8.4/10 Very Good! (2,273 reviews)

[](https://expedia.ca/Chicago-Hotels-Palmer-House-A-Hilton-Hotel.h8079.Hotel-Information)

![Hilton Chicago O'Hare Airport](https://images.trvl-media.com/lodging/1000000/10000/8100/8058/ce2102d4_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Hilton Chicago O'Hare Airport

O'Hare International Airport Chicago IL

CA $264

CA $310 total

Feb 21 - Feb 22

includes taxes & fees

8.2/10 Very Good! (2,187 reviews)

[](https://expedia.ca/Chicago-Hotels-Hilton-Chicago-OHare-Airport.h8058.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%2F01%2F2026&endDate=01%2F02%2F2026&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%2F01%2F2026&endDate=01%2F02%2F2026&regionId=702654640613646336&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=31%2F01%2F2026&endDate=01%2F02%2F2026&regionId=702654640613646336&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=31%2F01%2F2026&endDate=01%2F02%2F2026&regionId=702654640613646336&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=31%2F01%2F2026&endDate=01%2F02%2F2026&regionId=702654640613646336&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=31%2F01%2F2026&endDate=01%2F02%2F2026&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=2026-02-13&endDate=2026-02-14&adults=2&regionId=702654640613646336)

![North Central Arizona showing signage](https://images.trvl-media.com/place/1218/93b64b3e-64f1-4166-b6ae-c4c686f3ea8b.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?

> - Search for the lowest price per night from CA $169

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

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

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