Title: Hotels by Wyndham Extra Holidays in Historic Route 66 | 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) # Find Hotels by Wyndham Extra Holidays in Historic Route 66 - ![](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 prices for these dates Tonight [Dec 20 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=702654640613646336&startDate=2025-12-20&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 21 - Dec 22](https://www.expedia.ca/Hotel-Search?regionId=702654640613646336&startDate=2025-12-21&endDate=2025-12-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=702654640613646336&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=702654640613646336&startDate=2026-01-02&endDate=2026-01-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Historic Route 66 Wyndham Extra Holidays ![2 outdoor pools](https://images.trvl-media.com/lodging/1000000/540000/535600/535557/034f00ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/540000/535600/535557/9dd06093.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Condo, 2 Bedrooms, Kitchen | Balcony view](https://images.trvl-media.com/lodging/1000000/540000/535600/535557/7d89e097.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/540000/535600/535557/72f7bbf2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Club Wyndham Flagstaff [](https://www.expedia.ca/Grand-Canyon-Hotels-Club-Wyndham-Flagstaff.h535557.Hotel-Information) Flagstaff 9.0/10 Wonderful (561) "Would definitely stay again " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) mitzi [](https://www.expedia.ca/Grand-Canyon-Hotels-Club-Wyndham-Flagstaff.h535557.Hotel-Information) ![Courtyard](https://images.trvl-media.com/lodging/1000000/330000/329600/329508/ac34c87b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Mini-fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/1000000/330000/329600/329508/725b3758.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Studio, Non Smoking, Kitchenette | Property amenity](https://images.trvl-media.com/lodging/1000000/330000/329600/329508/12615777.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Studio, Non Smoking, Kitchenette](https://images.trvl-media.com/lodging/1000000/330000/329600/329508/6dceb5ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### WorldMark Santa Fe [](https://www.expedia.ca/Santa-Fe-Hotels-WorldMark-Santa-Fe.h329508.Hotel-Information) Downtown Santa Fe 9.4/10 Exceptional (140) "If you want a nice out of the way place to stay, this is it for you. I'd book this place over and over again. Loved it!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tami [](https://www.expedia.ca/Santa-Fe-Hotels-WorldMark-Santa-Fe.h329508.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-01-03&endDate=2026-01-04®ionId=702654640613646336&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](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%2FHistoric-Route-66-Hotels-Wyndham-Extra-Holidays.0-0-d702654640613646336--bWyndhamExtraHolidays.Travel-Guide-Filter-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FHistoric-Route-66-Hotels-Wyndham-Extra-Holidays.0-0-d702654640613646336--bWyndhamExtraHolidays.Travel-Guide-Filter-Hotels) ## Top Historic Route 66 Hotel Reviews ![Hilton Chicago](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/274f52b9_y.jpg) ### Hilton Chicago 10/10 Excellent "Amazing experience! The rooms were spotless, comfortable, and thoughtfully maintained. All hotel amenities were clean, well-organized, and ready to use. The breakfast was excellent, with a great variety of options to choose from. What truly made this stay extraordinary was the outstanding service. Brad, Vicente, Cruz, Eric, Ruby, and the entire team went above and beyond to ensure a memorable experience. Their professionalism, kindness, and attention to detail were exceptional. Without a doubt, this was a unique and unforgettable stay — truly a hotel that exceeds five-star expectations. ❤️" [](https://expedia.ca/Chicago-Hotels-Hilton-Chicago.h12570.Hotel-Information) ![Silversmith Hotel Chicago Downtown](https://images.trvl-media.com/lodging/1000000/120000/116700/116674/da03d6b4_y.jpg) ### Silversmith Hotel Chicago Downtown 10/10 Excellent "The staff went above and beyond for us. We got in real late after midnight and they were extremely accommodating. Since we were flying all day on my fiancé birthday i had asked for them to leave a little happy birthday note in the room when we arrived. They left a birtday card and a box of whoppers for her. That was amazing. The whole staff was top notch. " [](https://expedia.ca/Chicago-Hotels-Silversmith-Hotel-Chicago-Downtown.h116674.Hotel-Information) ![Crowne Plaza Chicago West Loop by IHG](https://images.trvl-media.com/lodging/2000000/1300000/1293300/1293276/f9d27fb3_y.jpg) ### Crowne Plaza Chicago West Loop by IHG 10/10 Excellent "The room was clean, but basic. The restaurant and food was great. The staff were very helpful and most were friendly. The location was excellent, a safe neighborhood with many restaurants and nice stores including Whole Foods in short walking distance. I'd stay here again. Try eating at Meli and Nancy's Pizza." [](https://expedia.ca/Chicago-Hotels-Crowne-Plaza-Chicago-West-Loop.h1293276.Hotel-Information) ![Homewood Suites by Hilton Chicago Downtown South Loop](https://images.trvl-media.com/lodging/34000000/33390000/33387400/33387384/2d5c8626_y.jpg) ### Homewood Suites by Hilton Chicago Downtown South Loop 10/10 Excellent "Yes room was clean ans staff great" [](https://expedia.ca/Chicago-Hotels-Homewood-Suites-By-Hilton-Chicago-Downtown-South-Loop.h33387384.Hotel-Information) ![Hyatt Regency Chicago](https://images.trvl-media.com/lodging/1000000/10000/5000/4903/w3837h2157x3y3-c3ed4c01_y.jpg) ### Hyatt Regency Chicago 10/10 Excellent "From beginning to end it was awesome.....Except for parking it was horrible I got lost for about 30 mins trying to find my rental....BUT the 🏨 employees were all very helpful and we found it in no time after that ❤️.....The 🏨 was awesome, views ❤️ and the vibe was on point everything was at a walking distance 🥰.... Beautiful city day or 🌃 please preserve it as much as you can. I'm from California and greatly appreciate the hospitality ❤️ 🙏" [](https://expedia.ca/Chicago-Hotels-Hyatt-Regency-Chicago.h4903.Hotel-Information) ![Eurostars Magnificent Mile](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/08bbf982_y.jpg) ### Eurostars Magnificent Mile 10/10 Excellent "Loved this hotel. The only thing I disliked was not having a microwave in my room. I ate out daily but sometimes did not finish my food and would have to throw it out due to not having anything to reheat it. The fridge was so stocked with their items that there was barely room to put your own stuff in there. " [](https://expedia.ca/Chicago-Hotels-Eurostars-Magnificent-Mile.h1880320.Hotel-Information) ![Warwick Allerton - Chicago](https://images.trvl-media.com/lodging/1000000/30000/25500/25452/w1261h711x0y1-96bd53d1_y.jpg) ### Warwick Allerton - Chicago 10/10 Excellent "N/A" [](https://expedia.ca/Chicago-Hotels-Warwick-Allerton-Chicago.h25452.Hotel-Information) ![Embassy Suites by Hilton Chicago Downtown River North](https://images.trvl-media.com/lodging/1000000/20000/11600/11580/w3840h2859x0y0-5fc518eb_y.jpg) ### Embassy Suites by Hilton Chicago Downtown River North 10/10 Excellent "free alc beverages at night, huge breakfast " [](https://expedia.ca/Chicago-Hotels-Embassy-Suites-Chicago-Downtown.h11580.Hotel-Information) ![Club Quarters Hotel Wacker at Michigan, Chicago](https://images.trvl-media.com/lodging/1000000/890000/889800/889753/f3eb640d_y.jpg) ### Club Quarters Hotel Wacker at Michigan, Chicago 10/10 Excellent "Easy check in/check out process. Staff was very friendly and helpful. Hotel is conveniently located for walking to shopping, food, and sightseeing " [](https://expedia.ca/Chicago-Hotels-Club-Quarters-Hotel.h889753.Hotel-Information) ## 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) - [Cabin Rentals in Ohio River Valley ](https://www.expedia.ca/Ohio-River-Valley-Cabins.d6233674-aaCabins.Travel-Guide-Accommodation) - [Chalets in Ohio River Valley ](https://www.expedia.ca/Ohio-River-Valley-Chalets.d6233674-aaChalets.Travel-Guide-Accommodation) - 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