Title: Book the Best HISTORIC Hotels in Caledon in 2026 | Expedia.ca [Caledon Travel Guide](https://expedia.ca/Caledon.dx6348495)[Hotels in Caledon](https://expedia.ca/Caledon-Hotels.d6348495.Travel-Guide-Hotels)[Vacation Rentals in Caledon](https://expedia.ca/Caledon-Vacation-Rentals.d6348495.Travel-Guide-VacationRentals)[Flights to Caledon](https://expedia.ca/Cheap-Flights-To-Caledon.d6348495.Travel-Guide-Flights)[Things to do in Caledon](https://expedia.ca/Things-To-Do-In-Caledon.d6348495.Travel-Guide-Activities)[Caledon Car Rentals](https://expedia.ca/Car-Rentals-In-Caledon.d6348495.Car-Rental-Guide)[Caledon Vacation Packages](https://expedia.ca/Caledon.d6348495.Destination-Travel-Guides) ![The Cheltenham Badlands in Caledon in summer, Ontario, Canada. “Badlands” is a geologic term for an area of soft rock devoid of vegetation and soil cover.](https://images.trvl-media.com/place/6348495/92d36c0e-0752-4ed3-b1fc-feb82cb0322d.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Historic Hotels in Caledon from CA $190 - ![](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 Caledon Historic Hotels Tonight [Dec 17 - Dec 18](https://www.expedia.ca/Hotel-Search?regionId=6348495&startDate=2025-12-17&endDate=2025-12-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 18 - Dec 19](https://www.expedia.ca/Hotel-Search?regionId=6348495&startDate=2025-12-18&endDate=2025-12-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=6348495&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6348495&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Caledon historic hotels ![Rooftop terrace](https://images.trvl-media.com/lodging/100000000/99440000/99436700/99436603/d763d477.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/100000000/99440000/99436700/99436603/ee305f7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/100000000/99440000/99436700/99436603/3e3789c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive Room, 1 King Bed, Non Smoking | Private kitchen](https://images.trvl-media.com/lodging/100000000/99440000/99436700/99436603/8f5813d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Postmark Hotel [](https://www.expedia.ca/Toronto-Hotels-The-Postmark-Hotel.h99436603.Hotel-Information) Newmarket 9.0/10 Wonderful (216) "Beautiful boutique hotel in the best of a quaint old main street. Great place to stay." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Lisa CA $161 CA $190 total includes taxes & fees Dec 31 - Jan 1, 2026 [](https://www.expedia.ca/Toronto-Hotels-The-Postmark-Hotel.h99436603.Hotel-Information) ![Breakfast and dinner served](https://images.trvl-media.com/lodging/1000000/920000/914400/914322/15571ccb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/920000/914400/914322/6809efc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/920000/914400/914322/183f2b23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/920000/914400/914322/f41cf114.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Old Mill Toronto [](https://www.expedia.ca/Toronto-Hotels-Old-Mill-Toronto.h914322.Hotel-Information) Etobicoke 9.2/10 Wonderful (1074) "Nice hotel" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Santiago CA $235 CA $301 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Toronto-Hotels-Old-Mill-Toronto.h914322.Hotel-Information) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/20000/10200/10136/db1d92ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/10200/10136/fffacfdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Banquet hall](https://images.trvl-media.com/lodging/1000000/20000/10200/10136/ebf29305.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/20000/10200/10136/d3daa277.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Glenerin Inn [](https://www.expedia.ca/Toronto-Hotels-Glenerin-Inn.h10136.Hotel-Information) Erin Mills 8.4/10 Very good (1000) "Beautiful hotel. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bailee CA $189 CA $226 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/Toronto-Hotels-Glenerin-Inn.h10136.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/16500/16456/78b835fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/16500/16456/e0eeaf81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive Room, 2 Double Beds](https://images.trvl-media.com/lodging/1000000/20000/16500/16456/24a4d41a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Queen Bed with Sofa bed](https://images.trvl-media.com/lodging/1000000/20000/16500/16456/4f414fb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Novotel Toronto North York [](https://www.expedia.ca/Toronto-Hotels-Novotel-Toronto-North-York.h16456.Hotel-Information) North York 8.2/10 Very good (1239) "Very convenient and comfortable place" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Jacqueline Glance CA $188 CA $231 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Toronto-Hotels-Novotel-Toronto-North-York.h16456.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/115000000/114170000/114164000/114163903/9eb78dc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/115000000/114170000/114164000/114163903/48586580.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114170000/114164000/114163903/2ee09b0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/115000000/114170000/114164000/114163903/57b31cdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming bungalow in lovely Richmond Hill with AC, WiFi [](https://www.expedia.ca/Toronto-Hotels-Charming-Bungalow-In-Lovely-Richmond-Hill-With-AC.h114163903.Hotel-Information) Richmond Hill 8.2/10 Very good (10) "Highly recommend, will come again" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Aileen CA $100 CA $201 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Toronto-Hotels-Charming-Bungalow-In-Lovely-Richmond-Hill-With-AC.h114163903.Hotel-Information) ![Smart TV, foosball, offices](https://images.trvl-media.com/lodging/112000000/111350000/111349300/111349250/e3622d3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111350000/111349300/111349250/5b9aa642.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111350000/111349300/111349250/3228747f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111350000/111349300/111349250/6ed24bac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Modern B Appartment [](https://www.expedia.ca/Toronto-Hotels-Luxury-Modern-B-Appartment.h111349250.Hotel-Information) Richmond Hill 8.2/10 Very good (11) "The space was clean. Nicely decorated with a nice shower. Host was easy to talk with and the entry was easy. Thank you" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Steve L. CA $129 CA $240 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Toronto-Hotels-Luxury-Modern-B-Appartment.h111349250.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/110000000/109640000/109632100/109632093/23d1adea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/110000000/109640000/109632100/109632093/e77ecf3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/110000000/109640000/109632100/109632093/7783478a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/110000000/109640000/109632100/109632093/71c4fda7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Welcome to our luxurious villa in the heart of downtown Newmarket! [](https://www.expedia.ca/Toronto-Hotels-Welcome-To-Our-Luxurious-Villa-In-The-Heart-Of-Downtown-Newmarket.h109632093.Hotel-Information) Newmarket 8.8/10 Excellent (11) "Loved it here!! Go a head and book the host is amazing and his property is beautiful, I felt at home! " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) natia b. CA $450 CA $790 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Toronto-Hotels-Welcome-To-Our-Luxurious-Villa-In-The-Heart-Of-Downtown-Newmarket.h109632093.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=2025-12-31&endDate=2026-01-01®ionId=6348495&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Caledon Hotel Reviews ![Monte Carlo Inn Airport Suites](https://images.trvl-media.com/lodging/1000000/850000/849800/849781/c8127a88_y.jpg) ### Monte Carlo Inn Airport Suites 10/10 Excellent "Everything was good" [](https://expedia.ca/Toronto-Hotels-Monte-Carlo-Inn-Airport-Suites.h849781.Hotel-Information) ![Fairfield Inn and Suites by Marriott Toronto Airport](https://images.trvl-media.com/lodging/2000000/1050000/1046300/1046211/4da2f43a_y.jpg) ### Fairfield Inn and Suites by Marriott Toronto Airport 10/10 Excellent "Comfortable" [](https://expedia.ca/Toronto-Hotels-Fairfield-Inn-And-Suites-By-Marriott-Toronto-Airport.h1046211.Hotel-Information) ![Quality Inn & Suites - Toronto West](https://images.trvl-media.com/lodging/1000000/50000/41400/41392/19a8123f_y.jpg) ### Quality Inn & Suites - Toronto West 10/10 Excellent "Awesome breakfast, staff is helpful and friendly. Clean room. There’s a coffee machine in the lobby, can be accessed 24/7\. Will definitely return. Affordable rates" [](https://expedia.ca/Toronto-Hotels-Quality-Inn-Suites.h41392.Hotel-Information) ![Holiday Inn Toronto - Int'l Airport by IHG](https://images.trvl-media.com/lodging/1000000/10000/600/538/8a0d0133_y.jpg) ### Holiday Inn Toronto - Int'l Airport by IHG 10/10 Excellent "Clean room and nice staff. Airport shuttle was convenient. " [](https://expedia.ca/Toronto-Hotels-Holiday-Inn-Toronto-Intl-Airport.h538.Hotel-Information) ![Pan Pacific Toronto](https://images.trvl-media.com/lodging/1000000/20000/19200/19145/7ef38849_y.jpg) ### Pan Pacific Toronto 10/10 Excellent "Breakfast was delicious and staff was so attentive and friendly " [](https://expedia.ca/Toronto-Hotels-Pan-Pacific-Toronto.h19145.Hotel-Information) ![Embassy Suites by Hilton Toronto Airport](https://images.trvl-media.com/lodging/1000000/10000/8100/8051/15c31400_y.jpg) ### Embassy Suites by Hilton Toronto Airport 10/10 Excellent "It was clean, great size, helpful staff, good location to the airport. Would stay again." [](https://expedia.ca/Toronto-Hotels-Embassy-Suites-By-Hilton-Toronto-Airport.h8051.Hotel-Information) ![Hilton Toronto Airport Hotel & Suites](https://images.trvl-media.com/lodging/1000000/30000/22700/22628/46b2905e_y.jpg) ### Hilton Toronto Airport Hotel & Suites 10/10 Excellent "Clean and close. Great rate" [](https://expedia.ca/Toronto-Hotels-Hilton-Toronto-Airport-Hotel-Suites.h22628.Hotel-Information) ![Best Western Premier Toronto Airport Carlingview Hotel](https://images.trvl-media.com/lodging/12000000/11560000/11556800/11556720/1c6ae78b_y.jpg) ### Best Western Premier Toronto Airport Carlingview Hotel 10/10 Excellent "Very clean room and amenities The hottub and spa were an absolute delight.Very good guest service. Parking is very limited." [](https://expedia.ca/Toronto-Hotels-Best-Western-Premier-Toronto-Airport-Carlingview-Hotel.h11556720.Hotel-Information) ![DoubleTree by Hilton Toronto Airport West](https://images.trvl-media.com/lodging/1000000/30000/28600/28549/7f27d2f2_y.jpg) ### DoubleTree by Hilton Toronto Airport West 10/10 Excellent "Was a pleasant stay" [](https://expedia.ca/Toronto-Hotels-DoubleTree-By-Hilton-Toronto-Airport-West.h28549.Hotel-Information) ## Frequently asked questions ### What should a history buff expect from a stay in Caledon? ### How many historically relevant hotels are located in Caledon? ### What are the most important historical sites and other places in Caledon? ### What is a historic hotel like in Caledon? ### What is the difference between a historic hotel and a heritage hotel? ### Do historic hotels in Caledon have modern facilities? ## Explore a world of travel with Expedia - Lodging - Flights - [Casino Hotels in Airport Corporate ](https://www.expedia.ca/Airport-Corporate-Toronto-Hotels-Casino-Hotel.0-n553248633981726614-0-tCasinoHotel.Travel-Guide-Filter-Hotels) - 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