Title: Book the Best BOUTIQUE 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) ![Mission of Nombre de Dios which includes a bridge and general coastal views](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/109000/109472-Mission-Of-Nombre-De-Dios.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Boutique Hotels in Uptown, FL from CA $397 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 Boutique Hotels Tonight [Sep 28 - Sep 29](https://www.expedia.ca/Hotel-Search?regionId=808446908111208448&startDate=2025-09-28&endDate=2025-09-29&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 29 - Sep 30](https://www.expedia.ca/Hotel-Search?regionId=808446908111208448&startDate=2025-09-29&endDate=2025-09-30&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=808446908111208448&startDate=2025-10-03&endDate=2025-10-05&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=808446908111208448&startDate=2025-10-10&endDate=2025-10-12&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Uptown Boutique Hotels ![View from property](https://images.trvl-media.com/lodging/3000000/2940000/2936900/2936880/9cd08ba0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/3000000/2940000/2936900/2936880/98ac16c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed](https://images.trvl-media.com/lodging/3000000/2940000/2936900/2936880/c5146890.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed | Terrace/patio](https://images.trvl-media.com/lodging/3000000/2940000/2936900/2936880/512fc1aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bayfront Westcott House St Augustine B&B St. Augustine Historic District 9.8/10 Exceptional (259) "We enjoyed our stay. This is such a fun and relaxing place." CA $356 CA $397 total includes taxes & fees Sep 30 - Oct 1 [](https://www.expedia.ca/St-Augustine-Hotels-Bayfront-Westcott-House-St-Augustine-BB.h2936880.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=2025-10-13&endDate=2025-10-14®ionId=808446908111208448&adults=2&specialized_stays_group_explore=boutique_property&sort=RECOMMENDED&openPlayBack=true) ## Top Uptown Hotel Reviews ## Frequently asked questions ### What's there to see and do in Uptown? > Once you've decided where you'd like to stay, consider what to do for fun during your trip. Activities and attractions to experience around Uptown include St. Augustine Beach, Ripley's Believe It Or Not, and St. Augustine Pirate and Treasure Museum. You might also want to consider exploring Ponce de Leon's Fountain of Youth Archaeological Park, Mission of Nombre de Dios, and Old Jail Museum while you're here. ## 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) - [Hotels near Cathedral Basilica of St. Augustine](https://www.expedia.ca/Cathedral-Basilica-Of-St-Augustine-Hotels.0-l6069643-0.Travel-Guide-Filter-Hotels) - [Best Western Hotels in Colonial Quarter](https://www.expedia.ca/Colonial-Quarter-St-Augustine-Hotels-Best-Western.0-n811713423814750208-0--bBestWestern.Travel-Guide-Filter-Hotels) - 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