Title: Book the Best HISTORIC Hotels in Uptown in 2026 | Expedia.ca [Uptown Travel Guide](https://expedia.ca/St-Augustine-Uptown.dx808446908111208448)[Vacation Rentals in St. Augustine](https://expedia.ca/St-Augustine-Vacation-Rentals.d6047864.Travel-Guide-VacationRentals)[Flights to St. Augustine](https://expedia.ca/Cheap-Flights-To-St-Augustine.d6047864.Travel-Guide-Flights)[Things to do in St. Augustine](https://expedia.ca/Things-To-Do-In-St-Augustine.d6047864.Travel-Guide-Activities)[Uptown Car Rentals](https://expedia.ca/Car-Rentals-In-Uptown.d808446908111208448.Car-Rental-Guide)[Uptown Vacations](https://expedia.ca/Uptown.d808446908111208448.Destination-Travel-Guides) ![Ponce de Leon\'s Fountain of Youth Archaeological Park featuring a park](https://images.trvl-media.com/place/6069637/dace87e2-b523-497f-957e-10f8e248dd29.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Historic Hotels in Uptown, FL from CA $116 - ![](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 Uptown Historic Hotels Tonight [Dec 15 - Dec 16](https://www.expedia.ca/Hotel-Search?regionId=808446908111208448&startDate=2025-12-15&endDate=2025-12-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 16 - Dec 17](https://www.expedia.ca/Hotel-Search?regionId=808446908111208448&startDate=2025-12-16&endDate=2025-12-17&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=808446908111208448&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=808446908111208448&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Uptown historic hotels ![Lobby](https://images.trvl-media.com/lodging/1000000/880000/871300/871240/de55622b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/880000/871300/871240/075d5961.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/880000/871300/871240/f7578bed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/880000/871300/871240/b08aca5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn St. Augustine Downtown Historic District [](https://www.expedia.ca/St-Augustine-Hotels-Holiday-Inn-St-Augustine-Historic.h871240.Hotel-Information) Uptown 9.2/10 Wonderful (645) "Enjoyed the stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brenda CA $164 CA $183 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/St-Augustine-Hotels-Holiday-Inn-St-Augustine-Historic.h871240.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/30000/22500/22456/109f93ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, 1 King Bed | Floor plan](https://images.trvl-media.com/lodging/1000000/30000/22500/22456/af3ae059.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/1000000/30000/22500/22456/68d041fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee service](https://images.trvl-media.com/lodging/1000000/30000/22500/22456/d84e1c19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa 1565 [](https://www.expedia.ca/St-Augustine-Hotels-Villa-1565.h22456.Hotel-Information) Uptown 7.8/10 Good (1913) "Friendly staff, big breakfast, great location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Leticia CA $105 CA $117 total includes taxes & fees Jan 12 - Jan 13, 2026 [](https://www.expedia.ca/St-Augustine-Hotels-Villa-1565.h22456.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/20000/14500/14483/2fc3962f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/1000000/20000/14500/14483/cea75835.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/1000000/20000/14500/14483/380a154d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/1000000/20000/14500/14483/a144618c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton St. Augustine Historic District [](https://www.expedia.ca/St-Augustine-Hotels-DoubleTree-By-Hilton-Hotel-St-Augustine-Historic-District.h14483.Hotel-Information) Uptown 8.6/10 Excellent (1006) "Friendly staff good location clean rooms" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Hammurabi CA $176 CA $196 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/St-Augustine-Hotels-DoubleTree-By-Hilton-Hotel-St-Augustine-Historic-District.h14483.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/1000000/30000/27100/27013/bdfd0a00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/30000/27100/27013/e22418b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/27100/27013/w3000h1997x0y0-028143fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, blackout drapes, iron/ironing board, rollaway beds](https://images.trvl-media.com/lodging/1000000/30000/27100/27013/816bbe87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Days Inn by Wyndham St Augustine/Historic Downtown [](https://www.expedia.ca/St-Augustine-Hotels-Days-Inn-By-Wyndham-St-AugustineHistoric-Downtown.h27013.Hotel-Information) Uptown 7.4/10 Good (1026) "Good hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Betzaida CA $104 CA $116 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/St-Augustine-Hotels-Days-Inn-By-Wyndham-St-AugustineHistoric-Downtown.h27013.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/77000000/76740000/76734600/76734518/6f8dde0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/77000000/76740000/76734600/76734518/9489140d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/77000000/76740000/76734600/76734518/8b2ec4c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/77000000/76740000/76734600/76734518/3a5f976e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn St. Augustine Historic District [](https://www.expedia.ca/St-Augustine-Hotels-Hilton-Garden-Inn-St-Augustine-Historic-District.h76734518.Hotel-Information) Uptown 8.8/10 Excellent (433) "Clean and close to historic center " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ninoska CA $208 CA $232 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/St-Augustine-Hotels-Hilton-Garden-Inn-St-Augustine-Historic-District.h76734518.Hotel-Information) ![2 bedrooms, travel crib, WiFi, bed sheets](https://images.trvl-media.com/lodging/84000000/83810000/83808100/83808013/b4e75f2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/84000000/83810000/83808100/83808013/77258b39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83810000/83808100/83808013/3b5a1fbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83810000/83808100/83808013/ec8178d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mission Manor - Chic Apt- 15 Min Walk to Downtown! [](https://www.expedia.ca/St-Augustine-Hotels-Old-Mission-Manor-Chic-2br-1ba-Apartment-Sleeps-6-Pool-Table-15-Min-Walk.h83808013.Hotel-Information) Uptown 10/10 Exceptional (17) "Great walking distance to the downtown" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Hayward H. CA $125 CA $550 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/St-Augustine-Hotels-Old-Mission-Manor-Chic-2br-1ba-Apartment-Sleeps-6-Pool-Table-15-Min-Walk.h83808013.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/1000000/50000/41500/41440/87c134e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/50000/41500/41440/6ca0284c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/50000/41500/41440/d0955cea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/1000000/50000/41500/41440/55b0be7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Renaissance St. Augustine Historic Downtown Hotel [](https://www.expedia.ca/St-Augustine-Hotels-Renaissance-St-Augustine-Historic-Downtown-Hotel.h41440.Hotel-Information) Uptown 9.4/10 Exceptional (419) "Very good food on site. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joseph CA $370 CA $413 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/St-Augustine-Hotels-Renaissance-St-Augustine-Historic-Downtown-Hotel.h41440.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/118000000/117170000/117162600/117162520/85fadc1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/118000000/117170000/117162600/117162520/5d483bde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/118000000/117170000/117162600/117162520/ab06a1e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/118000000/117170000/117162600/117162520/dd0e5509.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Uptown Delight l Dog Friendly l Walk to Downtown! [](https://www.expedia.ca/St-Augustine-Hotels-Uptown-Delight-L-Dog-Friendly-L-Walk-To-Downtown.h117162520.Hotel-Information) Uptown 10/10 Exceptional (1) "Owner was responsive and accommodating. We had a great time!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elliot G. CA $125 CA $550 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/St-Augustine-Hotels-Uptown-Delight-L-Dog-Friendly-L-Walk-To-Downtown.h117162520.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/118000000/117110000/117101100/117101049/ae78cc58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/118000000/117110000/117101100/117101049/081850b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/118000000/117110000/117101100/117101049/2c143f56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/118000000/117110000/117101100/117101049/0d30416c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard Cottage- 15 Min Walk to Downtown! [](https://www.expedia.ca/St-Augustine-Hotels-Courtyard-Cottage-15-Min-Walk-To-Downtown.h117101049.Hotel-Information) Uptown CA $114 CA $370 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/St-Augustine-Hotels-Courtyard-Cottage-15-Min-Walk-To-Downtown.h117101049.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/111000000/110220000/110212100/110212057/433b5b1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/111000000/110220000/110212100/110212057/d5ed6469.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110220000/110212100/110212057/52614764.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110220000/110212100/110212057/46747357.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Welcome to a sketch-book-like themed studio ! [](https://www.expedia.ca/St-Augustine-Hotels-Welcome-To-A-Sketch-Book-Like-Themed-Studio.h110212057.Hotel-Information) Uptown 10/10 Exceptional (2) "Host was friendly and communicative. We had a great stay, walking distance to tons of spots. We were in town for the weekend for Sing Out Loud and had a great time and this perfect little spot." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Katrina S. CA $121 CA $246 total includes taxes & fees Jan 12 - Jan 13, 2026 [](https://www.expedia.ca/St-Augustine-Hotels-Welcome-To-A-Sketch-Book-Like-Themed-Studio.h110212057.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=2025-12-29&endDate=2025-12-30®ionId=808446908111208448&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Uptown Hotel Reviews ![The Ponce St. Augustine Hotel](https://images.trvl-media.com/lodging/1000000/10000/7000/6922/26836a8d_y.jpg) ### The Ponce St. Augustine Hotel 10/10 Excellent "I have never stayed in a room that was so clean, the room overall was very nice and this is now our go to when we come to town! Will definitely be staying here next time and every time after that :) also a short walk to downtown. Mike was excellent and very nice as well! 10/10" [](https://expedia.ca/St-Augustine-Hotels-The-Ponce-St-Augustine-Hotel.h6922.Hotel-Information) ![Hampton Inn St. Augustine Downtown Historic District](https://images.trvl-media.com/lodging/1000000/880000/871300/871240/de55622b_y.jpg) ### Hampton Inn St. Augustine Downtown Historic District 10/10 Excellent "Beautiful lights" [](https://expedia.ca/St-Augustine-Hotels-Holiday-Inn-St-Augustine-Historic.h871240.Hotel-Information) ![Guy Harvey Resort on St Augustine Beach](https://images.trvl-media.com/lodging/1000000/10000/6500/6477/ae448125_y.jpg) ### Guy Harvey Resort on St Augustine Beach 10/10 Excellent "full moon on an empty beach at night...great food and drinks at santiagos. would recommend." [](https://expedia.ca/St-Augustine-Hotels-Guy-Harvey-Resort-On-St-Augustine-Beach.h6477.Hotel-Information) ![Villa 1565](https://images.trvl-media.com/lodging/1000000/30000/22500/22456/adb6ae6a_y.jpg) ### Villa 1565 10/10 Excellent "You said everything about the place was absolutely amazing from the check-in to the checkout." [](https://expedia.ca/St-Augustine-Hotels-Villa-1565.h22456.Hotel-Information) ![Courtyard by Marriott St. Augustine Beach](https://images.trvl-media.com/lodging/13000000/12570000/12569800/12569703/44d87f33_y.jpg) ### Courtyard by Marriott St. Augustine Beach 10/10 Excellent "Yes it was good. Staffs were friendly and welcoming Rooms were clean and facilities were very good. Would highly recommend for family , friends and solo travellers." [](https://expedia.ca/St-Augustine-Hotels-Courtyard-By-Marriott-St-Augustine-Beach.h12569703.Hotel-Information) ![The Smart Stay Inn](https://images.trvl-media.com/lodging/13000000/12780000/12770800/12770740/789a216d_y.jpg) ### The Smart Stay Inn 10/10 Excellent "The room was nice and clean. The grounds were well maintained and the area for the dogs was ample." [](https://expedia.ca/St-Augustine-Hotels-The-Smart-Stay-Inn.h12770740.Hotel-Information) ![Days Inn by Wyndham St Augustine/Historic Downtown](https://images.trvl-media.com/lodging/1000000/30000/27100/27013/bdfd0a00_y.jpg) ### Days Inn by Wyndham St Augustine/Historic Downtown 10/10 Excellent "Perfect" [](https://expedia.ca/St-Augustine-Hotels-Days-Inn-By-Wyndham-St-AugustineHistoric-Downtown.h27013.Hotel-Information) ![Spark by Hilton St. Augustine Historic District](https://images.trvl-media.com/lodging/2000000/1130000/1129100/1129025/2152db3f_y.jpg) ### Spark by Hilton St. Augustine Historic District 10/10 Excellent "Staff was very nice and helpful. The room was very clean. Love the shampoo, conditioner and shower gel dispensers." [](https://expedia.ca/St-Augustine-Hotels-Villa-Victor.h1129025.Hotel-Information) ![Hampton Inn St. Augustine Beach](https://images.trvl-media.com/lodging/1000000/60000/55200/55129/d30717ae_y.jpg) ### Hampton Inn St. Augustine Beach 10/10 Excellent "We have a wonderful stay in this hotel, everything clean, the room big and with spectacular view, the staff very friendly, 100% recommended." [](https://expedia.ca/St-Augustine-Hotels-Hampton-Inn-St-Augustine-Beach.h55129.Hotel-Information) ## Frequently asked questions ### What can I expect on my historical trip to Uptown? ### How many historical hotels are located in Uptown? ### What are the top historical places and other sights in Uptown? ### What is a historic hotel like in Uptown? ### What is the difference between a historic hotel and a heritage hotel? ### Do historic hotels in Uptown have modern facilities? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [5 Star Hotels in St. Augustine ](https://www.expedia.ca/5Star-St-Augustine-Hotels.s50-0-d6047864.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Amelia Island ](https://www.expedia.ca/Amelia-Island-Hotels-Hotel-With-Pool.0-0-d10814-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Hotels near Castillo de San Marcos National Monument ](https://www.expedia.ca/Castillo-De-San-Marcos-National-Monument-Hotels.0-l6068739-0.Travel-Guide-Filter-Hotels) - 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