Title: Book the Best HISTORIC Hotels in Uptown in 2025 | 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) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/498000/498390-fountain-of-youth.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Historic Hotels in Uptown, FL from CA $98 ![](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 [Oct 12 - Oct 13](https://www.expedia.ca/Hotel-Search?regionId=808446908111208448&startDate=2025-10-12&endDate=2025-10-13&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 13 - Oct 14](https://www.expedia.ca/Hotel-Search?regionId=808446908111208448&startDate=2025-10-13&endDate=2025-10-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=808446908111208448&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=808446908111208448&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Uptown Historic Hotels ![Breakfast, lunch and dinner served](https://images.trvl-media.com/lodging/1000000/20000/14500/14483/135b7fed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/1000000/20000/14500/14483/0a10153a.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/cea75835.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Hotel St. Augustine Historic District Uptown 8.6/10 Excellent (1011) "Great staff, walking distance to old town." CA $148 CA $165 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/St-Augustine-Hotels-DoubleTree-By-Hilton-Hotel-St-Augustine-Historic-District.h14483.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/30000/22500/22456/adb6ae6a.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) ![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) ![Deluxe Room, 2 Queen Beds, Non Smoking | Interior](https://images.trvl-media.com/lodging/1000000/30000/22500/22456/9b627017.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa 1565 Uptown 7.8/10 Good (1861) "Very beautiful and quiet " [](https://www.expedia.ca/St-Augustine-Hotels-Villa-1565.h22456.Hotel-Information) ![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) ![Down comforters, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/880000/871300/871240/99c857e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn St. Augustine Downtown Historic District Uptown 9.2/10 Wonderful (548) "Great accommodations.Clean and quiet rooms." CA $160 CA $178 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/St-Augustine-Hotels-Holiday-Inn-St-Augustine-Historic.h871240.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) ![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/1000000/30000/27100/27013/0b03d6e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/30000/27100/27013/30505369.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Days Inn by Wyndham St Augustine/Historic Downtown Uptown 7.4/10 Good (1011) "Everything was great" CA $88 CA $98 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/St-Augustine-Hotels-Days-Inn-By-Wyndham-St-AugustineHistoric-Downtown.h27013.Hotel-Information) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/50000/41500/41440/6ca0284c.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) ![Point of interest](https://images.trvl-media.com/lodging/1000000/50000/41500/41440/a3e58fe5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/50000/41500/41440/3c8f3d94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Renaissance St. Augustine Historic Downtown Hotel Uptown 9.4/10 Exceptional (406) "Very good food on site. " CA $314 CA $350 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/St-Augustine-Hotels-Renaissance-St-Augustine-Historic-Downtown-Hotel.h41440.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) ![Exterior](https://images.trvl-media.com/lodging/77000000/76740000/76734600/76734518/3a5f976e.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) ![Room, 2 Queen Beds, Balcony](https://images.trvl-media.com/lodging/77000000/76740000/76734600/76734518/13e5a020.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn St. Augustine Historic District Uptown 8.6/10 Excellent (376) "Clean quiet very nice little hotel loved it " CA $171 CA $191 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/St-Augustine-Hotels-Hilton-Garden-Inn-St-Augustine-Historic-District.h76734518.Hotel-Information) ![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) ![2 bedrooms, 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) ![Dining](https://images.trvl-media.com/lodging/84000000/83810000/83808100/83808013/217ac856.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/84000000/83810000/83808100/83808013/35fea606.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mission Manor - Chic Apt- 15 Min Walk to Downtown! Uptown 10/10 Exceptional (16) "Great walking distance to the downtown" CA $127 CA $471 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/St-Augustine-Hotels-Old-Mission-Manor-Chic-2br-1ba-Apartment-Sleeps-6-Pool-Table-15-Min-Walk.h83808013.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/111000000/110220000/110212100/110212057/46747357.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/111000000/110220000/110212100/110212057/2bcbbb8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110220000/110212100/110212057/03214d5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/111000000/110220000/110212100/110212057/433b5b1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Welcome to a sketch-book-like themed studio! 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." CA $123 CA $244 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/St-Augustine-Hotels-Welcome-To-A-Sketch-Book-Like-Themed-Studio.h110212057.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/118000000/117170000/117162600/117162520/057177e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/118000000/117170000/117162600/117162520/f714933d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/118000000/117170000/117162600/117162520/0060b14b.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/e4c024d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Uptown Delight l Dog Friendly l Walk to Downtown! Uptown 10/10 Exceptional (1) "Owner was responsive and accommodating. We had a great time!" CA $127 CA $503 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/St-Augustine-Hotels-Uptown-Delight-L-Dog-Friendly-L-Walk-To-Downtown.h117162520.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/102000000/101330000/101325900/101325873/7cc3f4a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books, offices](https://images.trvl-media.com/lodging/102000000/101330000/101325900/101325873/c9e24df4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/102000000/101330000/101325900/101325873/49ababf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books, offices](https://images.trvl-media.com/lodging/102000000/101330000/101325900/101325873/2d279bad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Uptown Loft - Bright - Modern - Walkable Uptown 10/10 Exceptional (4) "The property was beautiful and the owners were very nice. Everything was within walking distance. We really enjoyed our stay. " CA $141 CA $349 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/St-Augustine-Hotels-Uptown-Loft-Bright-Modern-Walkable.h101325873.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=2025-10-26&endDate=2025-10-27®ionId=808446908111208448&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Uptown Hotel Reviews ![Renaissance St. Augustine Historic Downtown Hotel](//images.trvl-media.com/lodging/1000000/50000/41500/41440/6ca0284c_y.jpg) ### Renaissance St. Augustine Historic Downtown Hotel 10/10 Excellent "This is a beautiful new hotel built to look like a famous historic one in Saint Augustine. Everyone at the hotel and the attached restaurant were incredibly friendly and extremely helpful. The location is perfect! A quarter of a mile walk and you are right in the middle of historic Saint Augustine. We’ll definitely stay here again! " [](https://expedia.ca/St-Augustine-Hotels-Renaissance-St-Augustine-Historic-Downtown-Hotel.h41440.Hotel-Information) ![Rodeway Inn St. Augustine Historic District](//images.trvl-media.com/lodging/1000000/870000/869100/869006/d2e221d3_y.jpg) ### Rodeway Inn St. Augustine Historic District 10/10 Excellent "Room was very clean and bed was so comfortable " [](https://expedia.ca/St-Augustine-Hotels-Rodeway-Inn-St-Augustine.h869006.Hotel-Information) ![The Smart Stay Inn](//images.trvl-media.com/lodging/13000000/12780000/12770800/12770740/789a216d_y.jpg) ### The Smart Stay Inn 10/10 Excellent "Incredible service by a very friendly hostess. Pool hot tub and playground were all well kept and my daughter loved it!" [](https://expedia.ca/St-Augustine-Hotels-The-Smart-Stay-Inn.h12770740.Hotel-Information) ![Southern Oaks Inn](//images.trvl-media.com/lodging/1000000/20000/17600/17534/01d94618_y.jpg) ### Southern Oaks Inn 10/10 Excellent "Pet friendly " [](https://expedia.ca/St-Augustine-Hotels-Southern-Oaks-Inn.h17534.Hotel-Information) ![The Ponce St. Augustine Hotel](//images.trvl-media.com/lodging/1000000/10000/7000/6922/e68af6b1_y.jpg) ### The Ponce St. Augustine Hotel 10/10 Excellent "The room was very roomy and clean. The bed very comfy. I liked all the amenities, (microwave, fridge, coffee maker). Loved the disposable shower cap. AC worked great. Very secure entrance with double locks. Felt safe." [](https://expedia.ca/St-Augustine-Hotels-The-Ponce-St-Augustine-Hotel.h6922.Hotel-Information) ![Hampton Inn St. Augustine Downtown Historic District](//images.trvl-media.com/lodging/1000000/880000/871300/871240/de55622b_y.jpg) ### Hampton Inn St. Augustine Downtown Historic District 10/10 Excellent "The staff was amazing, very helpful, polite and professional. The rooms were clean, stocked with towels and, toiletries, bed where soft, pillows just right. In the morning the breakfast was rather good, my mom was worried she wouldn't like it but she really liked it (I was worried she wouldn't eat) We would definitely stay here again if we passed on our next road trip. " [](https://expedia.ca/St-Augustine-Hotels-Holiday-Inn-St-Augustine-Historic.h871240.Hotel-Information) ![Days Inn by Wyndham St Augustine/Historic Downtown](//images.trvl-media.com/lodging/1000000/30000/27100/27013/bdfd0a00_y.jpg) ### Days Inn by Wyndham St Augustine/Historic Downtown 10/10 Excellent "Excellent Location Historical Area, plenty of restaurants and shopping" [](https://expedia.ca/St-Augustine-Hotels-Days-Inn-By-Wyndham-St-AugustineHistoric-Downtown.h27013.Hotel-Information) ![DoubleTree by Hilton Hotel St. Augustine Historic District](//images.trvl-media.com/lodging/1000000/20000/14500/14483/135b7fed_y.jpg) ### DoubleTree by Hilton Hotel St. Augustine Historic District 10/10 Excellent "Easy early check in. Fast with request for extra blankets. " [](https://expedia.ca/St-Augustine-Hotels-DoubleTree-By-Hilton-Hotel-St-Augustine-Historic-District.h14483.Hotel-Information) ![Casa Monica Resort & Spa, Autograph Collection](//images.trvl-media.com/lodging/1000000/330000/329700/329630/186cf1c7_y.jpg) ### Casa Monica Resort & Spa, Autograph Collection 10/10 Excellent "This hotel is centrally located and we had an awesome experience. " [](https://expedia.ca/St-Augustine-Hotels-Casa-Monica-Resort-Spa.h329630.Hotel-Information) ## Frequently asked questions ### What can I expect on my historical trip to Uptown? > The historical sites in Uptown are probably a big part of your travel plans. And while you're visiting the area, why not also explore all there is to see and do? ### How many historical hotels are located in Uptown? > In Uptown, there are 200 hotels and other accommodations bookable on Expedia but not many designated as historic hotels. ### What are the top historical places and other sights in Uptown? > Uptown is notable for landmarks like Ponce de Leon's Fountain of Youth Archaeological Park, Mission of Nombre de Dios, and Old Jail Museum. Cultural venues include Limelight Theatre and Florida Heritage Museum. Additionally, you'll find St. Augustine Beach in the area. ### What is a historic hotel like in Uptown? > Guests who book a historic hotel can stay someplace that has an officially recognized historic designation. A palace, castle, stately home or even a lodge, pub, or skyscraper can be identified as a historic hotel provided that it has special significance. Traditional architecture and period features are typically preserved in the public spaces and guestrooms of these historic hotels in Uptown, giving a real sense of character. ### What is the difference between a historic hotel and a heritage hotel? > You'll often hear the term "heritage hotel" in Asia and Europe, while "historic hotel" is more common in the U.S. though overall the terms are quite similar. The architecture and building of a historic hotel is generally the most significant aspect. For a heritage hotel, often it's the cultural value as well as how it influenced the community. ### Do historic hotels in Uptown have modern facilities? > Hotels have the safety features and modern conveniences you've come to expect, but every effort is made to preserve treasured traditions and historic facades. Private rooms with updated bathroom facilities, heating and air conditioning, free and fast Internet, and the amenities found at a contemporary hotel will be available in a historic hotel. 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