Title: 5 Stars Hotels in Historic Route 66, United States of America from CA $144 - 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) # 5 Stars Hotels in Historic Route 66, United States of America from CA $144 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Historic Route 66 5 Star Hotels Tonight [Dec 31 - Jan 1](https://www.expedia.ca/Hotel-Search?regionId=702654640613646336&startDate=2025-12-31&endDate=2026-01-01&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 1 - Jan 2](https://www.expedia.ca/Hotel-Search?regionId=702654640613646336&startDate=2026-01-01&endDate=2026-01-02&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=702654640613646336&startDate=2026-01-02&endDate=2026-01-04&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=702654640613646336&startDate=2026-01-09&endDate=2026-01-11&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Historic Route 66 5-star hotels ![Reception](https://images.trvl-media.com/lodging/1000000/30000/25800/25748/7da48e89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, minibar, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/30000/25800/25748/56d62feb.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/25800/25748/fc796025.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) "Excellent customer service and we loved the room and accommodations." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sean CA $575 CA $675 total includes taxes & fees Jan 11 - Jan 12, 2026 [](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) ![Indoor pool](https://images.trvl-media.com/lodging/7000000/6310000/6309400/6309326/0ab012f2.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) ![Front of property](https://images.trvl-media.com/lodging/7000000/6310000/6309400/6309326/0c7c3240.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 (1004) "Amazing stay. Definitely our favorite hotel in Chicago! The staff was so kind and our room was absolutely spotless. 20/10 as our daughter would say!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amela CA $584 CA $685 total includes taxes & fees Jan 25 - Jan 26, 2026 [](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) ![Couples treatment rooms, body treatments, hydrotherapy, aromatherapy](https://images.trvl-media.com/lodging/1000000/590000/581300/581213/6ca152e8.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) ![Ballroom](https://images.trvl-media.com/lodging/1000000/590000/581300/581213/5616df34.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 (1017) "Our stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tashauannea CA $651 CA $764 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Chicago-Hotels-The-Peninsula-Chicago.h581213.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) ![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) ![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) ### 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 (1808) "Amazing hotel, location, staff, and food!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Wendy CA $383 CA $450 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Chicago-Hotels-Trump-International-Hotel-Tower-Chicago.h1723215.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) ![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) ![Breakfast, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/3000000/2720000/2717600/2717582/9baa79de.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) ### Waldorf Astoria Chicago [](https://www.expedia.ca/Chicago-Hotels-Waldorf-Astoria-Chicago.h2717582.Hotel-Information) Downtown Chicago 9.4/10 Exceptional (1000) "Super comfortable bed, and the deep bathtub alone is worth the stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jacqueline CA $542 CA $637 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/Chicago-Hotels-Waldorf-Astoria-Chicago.h2717582.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) ![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) ![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) ### Park Hyatt Chicago [](https://www.expedia.ca/Chicago-Hotels-Park-Hyatt-Chicago.h20695.Hotel-Information) 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 $529 CA $621 total includes taxes & fees Jan 6 - Jan 7, 2026 [](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) ![Terrace/patio](https://images.trvl-media.com/lodging/37000000/36480000/36475600/36475533/37b7786f.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 [](https://www.expedia.ca/Chicago-Hotels-Nobu-Hotel-Chicago.h36475533.Hotel-Information) Downtown Chicago 9.4/10 Exceptional (770) "Staff was amazing, room was spotless and the whole vibe of the hotel is relaxing. Celebrated our anniversary and it was intimate and perfect. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Filjelaine CA $349 CA $410 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/Chicago-Hotels-Nobu-Hotel-Chicago.h36475533.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) ![View from room](https://images.trvl-media.com/lodging/3000000/2860000/2851500/2851438/e177092f.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 [](https://www.expedia.ca/St-Louis-Hotels-Four-Seasons-Hotel-St-Louis.h2851438.Hotel-Information) Downtown St. Louis 9.4/10 Exceptional (1000) "Everything exceeded my expectations from the welcoming staff to the luxuriously appointed room, to the 4 feet deep bathtub in which to soak my cares away--it was a total dream come true. I would come back in a heartbeat at this home away from home. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lynne CA $568 CA $664 total includes taxes & fees Jan 15 - Jan 16, 2026 [](https://www.expedia.ca/St-Louis-Hotels-Four-Seasons-Hotel-St-Louis.h2851438.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/14500/14447/4690ab59.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) ### The Ritz-Carlton, Chicago [](https://www.expedia.ca/Chicago-Hotels-The-Ritz-Carlton.h14447.Hotel-Information) Downtown Chicago 9.2/10 Wonderful (1002) "great location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Curtis CA $507 CA $596 total includes taxes & fees Jan 3 - Jan 4, 2026 [](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) ![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) ![Lobby](https://images.trvl-media.com/lodging/92000000/91140000/91139000/91138950/43b7d4aa.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) ### The St. Regis Chicago [](https://www.expedia.ca/Chicago-Hotels-The-St-Regis-Chicago.h91138950.Hotel-Information) Downtown Chicago 9.2/10 Wonderful (86) "Nice place " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John CA $660 CA $775 total includes taxes & fees Jan 19 - Jan 20, 2026 [](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) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/10000/6200/6132/a54897ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, minibar, in-room safe, desk](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 [](https://www.expedia.ca/St-Louis-Hotels-The-Ritz-Carlton.h6132.Hotel-Information) Clayton 9.2/10 Wonderful (554) "The stay was ok even though nothing was explained to be. The hours of restaurant, where the gym is located about the bar in the room nothing. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shemelle CA $683 CA $797 total includes taxes & fees Jan 4 - Jan 5, 2026 [](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) ![Junior Studio Suite, Balcony](https://images.trvl-media.com/lodging/1000000/10000/2200/2125/acdcbbc7.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) ![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) ### 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 (867) "Wonderful staff and very clean accommodations " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Virginia CA $657 CA $831 total includes taxes & fees Jan 5 - Jan 6, 2026 [](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/dc73db0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/50000/40800/40737/4b0bf4d8.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 [](https://www.expedia.ca/Santa-Fe-Hotels-Bishops-Lodge.h40737.Hotel-Information) Tesuque 9.4/10 Exceptional (94) "Great location, Resort, amenities, excellent service and great restaurant chef!!!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James R [](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) ![2 restaurants, breakfast served](https://images.trvl-media.com/lodging/1000000/20000/11700/11610/c297766f.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 [](https://www.expedia.ca/Santa-Fe-Hotels-La-Posada-De-Santa-Fe.h11610.Hotel-Information) Historic Eastside 8.2/10 Very good (1003) "The staff was super friendly and helpful and we really enjoyed the fireplace in the cold evenings!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeffrey Keith CA $208 CA $295 total includes taxes & fees Jan 5 - Jan 6, 2026 [](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/eb9982cf.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) ![Property entrance](https://images.trvl-media.com/lodging/1000000/50000/40800/40731/06dccf6c.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 [](https://www.expedia.ca/Santa-Fe-Hotels-Four-Seasons-Resort-Rancho-Encantado-Santa-Fe.h40731.Hotel-Information) Santa Fe 9.4/10 Exceptional (265) "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 $723 CA $896 total includes taxes & fees Jan 26 - Jan 27, 2026 [](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) ![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) ![Villa (Luminaria) | Private kitchen](https://images.trvl-media.com/lodging/36000000/35210000/35209200/35209175/598e1564.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 (13) "Everything was perfect! Staff were very helpful and courteous and room and grounds were beautiful!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Javier CA $1,410 CA $1,624 total includes taxes & fees Jan 2 - Jan 3, 2026 [](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) ![Point of interest](https://images.trvl-media.com/lodging/116000000/115170000/115163800/115163763/c0bd1b1b.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) [](https://www.expedia.ca/Chicago-Hotels-Art-Villa.h115163763.Hotel-Information) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Historic-Route-66-Hotels.s50-0-d702654640613646336.Travel-Guide-Filter-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Historic-Route-66-Hotels.s50-0-d702654640613646336.Travel-Guide-Filter-Hotels) ## 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 $122 CA $144 total Jan 6 - Jan 7, 2026 includes taxes & fees 8.4/10 Very Good! (5,478 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 $195 CA $263 total Jan 27 - Jan 28, 2026 includes taxes & fees 8.4/10 Very Good! (2,175 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 $327 CA $384 total Jan 30 - Jan 31, 2026 includes taxes & fees 8.2/10 Very Good! (2,175 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=01%2F01%2F2026&endDate=02%2F01%2F2026®ionId=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=01%2F01%2F2026&endDate=02%2F01%2F2026®ionId=702654640613646336&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=01%2F01%2F2026&endDate=02%2F01%2F2026®ionId=702654640613646336&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=01%2F01%2F2026&endDate=02%2F01%2F2026®ionId=702654640613646336&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=01%2F01%2F2026&endDate=02%2F01%2F2026®ionId=702654640613646336&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=01%2F01%2F2026&endDate=02%2F01%2F2026®ionId=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=2026-01-14&endDate=2026-01-15&adults=2®ionId=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 $144 ### What makes a hotel 5 stars in Historic Route 66? ### Are there any 5-star all-inclusive resorts in Historic Route 66? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [5 Star Hotels in Quad Cities ](https://www.expedia.ca/5Star-Quad-Cities-Hotels.s50-0-d603001.Travel-Guide-Filter-Hotels) - [Hotels near Lake Michigan ](https://www.expedia.ca/Lake-Michigan-Hotels.0-l6338716-0.Travel-Guide-Filter-Hotels) - [Aparthotels in Ohio River Valley ](https://www.expedia.ca/Ohio-River-Valley-Apart-Hotels.d6233674-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Ohio River Valley ](https://www.expedia.ca/Ohio-River-Valley-Bed-And-Breakfast.d6233674-aaBedAndBreakfast.Travel-Guide-Accommodation) - 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