Title: 5 Stars Hotels in Middleburg, Florida from CA $182 - Find Cheap Middleburg Hotels With 5 Stars | Expedia.ca [Middleburg Travel Guide](https://expedia.ca/Middleburg.dx183107)[Hotels in Middleburg](https://expedia.ca/Middleburg-Hotels.d183107.Travel-Guide-Hotels)[Vacation Rentals in Middleburg](https://expedia.ca/Middleburg-Vacation-Rentals.d183107.Travel-Guide-VacationRentals)[Flights to Middleburg](https://expedia.ca/Cheap-Flights-To-Middleburg.d183107.Travel-Guide-Flights)[Things to do in Middleburg](https://expedia.ca/Things-To-Do-In-Middleburg.d183107.Travel-Guide-Activities)[Middleburg Car Rentals](https://expedia.ca/Car-Rentals-In-Middleburg.d183107.Car-Rental-Guide)[Middleburg Vacation Packages](https://expedia.ca/Middleburg.d183107.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/c87fb2321ffa37419fb1afbde3239ce8.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Cindy Simmonds # 5 Stars Hotels in Middleburg, Florida from CA $182 ![](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 Middleburg 5 Star Hotels Tonight [Oct 16 - Oct 17](https://www.expedia.ca/Hotel-Search?regionId=183107&startDate=2025-10-16&endDate=2025-10-17&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 17 - Oct 18](https://www.expedia.ca/Hotel-Search?regionId=183107&startDate=2025-10-17&endDate=2025-10-18&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=183107&startDate=2025-10-17&endDate=2025-10-19&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=183107&startDate=2025-10-24&endDate=2025-10-26&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Middleburg 5 Star Hotels ![Deluxe Room Suite 4](https://images.trvl-media.com/lodging/43000000/42410000/42409000/42408904/5d4621fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room Suite 4 | Bathroom](https://images.trvl-media.com/lodging/43000000/42410000/42409000/42408904/af57d134.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Grand Room Suite 6](https://images.trvl-media.com/lodging/43000000/42410000/42409000/42408904/6500ad9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Room Suite 1](https://images.trvl-media.com/lodging/43000000/42410000/42409000/42408904/099c60c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Azaleana Manor Orange Park 8.8/10 Excellent (42) "The property was very nice and quiet. Loved the river view." [](https://www.expedia.ca/Jacksonville-Hotels-Azaleana-Manor.h42408904.Hotel-Information) ![](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%2F5Star-Middleburg-Hotels.s50-0-d183107.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Middleburg-Hotels.s50-0-d183107.Travel-Guide-Filter-Hotels) ## Explore similar 4-star hotels Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Middleburg. ![Hyatt Regency Jacksonville](https://images.trvl-media.com/lodging/1000000/570000/563200/563167/639b17f1_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hyatt Regency Jacksonville 225 E Coastline Dr, Jacksonville, FL CA $228 CA $261 total Oct 24 - Oct 25 includes taxes & fees 8.8/10 Excellent! (1,319 reviews) [](https://expedia.ca/Jacksonville-Hotels-Hyatt-Regency-Jacksonville.h563167.Hotel-Information) ![DoubleTree by Hilton Hotel Jacksonville Riverfront](https://images.trvl-media.com/lodging/1000000/50000/40800/40756/08e9014b_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### DoubleTree by Hilton Hotel Jacksonville Riverfront 1201 Riverplace Boulevard, Jacksonville, FL CA $160 CA $182 total Oct 26 - Oct 27 includes taxes & fees 6.6/10 (1,406 reviews) [](https://expedia.ca/Jacksonville-Hotels-DoubleTree-By-Hilton-Hotel-Jacksonville-Riverfront.h40756.Hotel-Information) ![Marriott Jacksonville Downtown](https://images.trvl-media.com/lodging/1000000/20000/15400/15387/7f49392d_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Marriott Jacksonville Downtown 245 Water St, Jacksonville, FL CA $160 CA $182 total Oct 26 - Oct 27 includes taxes & fees 8.2/10 Very Good! (1,011 reviews) [](https://expedia.ca/Jacksonville-Hotels-Omni-Jacksonville-Hotel.h15387.Hotel-Information) Still don't see what you're looking for? [See all properties in Middleburg.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=17%2F10%2F2025&endDate=18%2F10%2F2025®ionId=183107&star=50) You can also use these popular filters to refine your search. [Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=17%2F10%2F2025&endDate=18%2F10%2F2025®ionId=183107&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=17%2F10%2F2025&endDate=18%2F10%2F2025®ionId=183107&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=17%2F10%2F2025&endDate=18%2F10%2F2025®ionId=183107&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=17%2F10%2F2025&endDate=18%2F10%2F2025®ionId=183107&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=17%2F10%2F2025&endDate=18%2F10%2F2025®ionId=183107&star=50&star=50&amenities=WATER_PARK) 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. ## Learn more about Middleburg Saddle up for horseback riding through oak-lined trails or cast a line in Black Creek for largemouth bass. Don't miss the Clay County Fair's thrilling rides and local crafts, or explore nearby St. Augustine's historic Spanish colonial architecture. [See all hotels in Middleburg](https://www.expedia.ca/Hotel-Search?startDate=2025-10-30&endDate=2025-10-31&adults=2®ionId=183107) ![](https://mediaim.expedia.com/destination/2/c87fb2321ffa37419fb1afbde3239ce8.jpg?impolicy=fcrop&w=899&h=675&p=1&q=high) Photo by Cindy Simmonds ## Top Middleburg Hotel Reviews ## Find out more about Middleburg ## Five Star Hotels in Middleburg There's nothing wrong with enjoying the finer things in life. Indulge yourself on your next leisure time. After all, this is one of the Top 10 locations in Expedia's portfolio. You'll join the multitudes of vacationers who have made Middleburg so fashionable in the last year. We should also mention, the hotels in this area receive outstanding marks for guest services, so you know you'll be looked after during your getaway. You deserve the great vacation you're dreaming about. Book one of Expedia's luxurious 5-star hotels in Middleburg and get ready to be pampered like never before. #### Get a Great Deal on 5-Star Hotels in Middleburg Don't be afraid to live the high life while you're on vacation, along with pristine rooms. Excellent customer care, spacious rooms, and fabulous spa offerings are all on offer. We have a huge number of hotels in the region, and all of them offer outstanding amenities. Besides that, you'll find that these hotels are kept in fantastic condition and provide a fine place to kick back after your daily adventures. What kind of amenities will make your stay a wonderful one? A concierge to help you plan every detail of your day? A Swedish massage to help your cares fall away? Fluffy down pillows, piping hot coffees, and even space for your family pet in some cases...these hotels have it all. Want to see for yourself? Then explore the 31,943 reviews various guests have left on Expedia and get to know these places. Can't wait to get outside? We've got you covered. You'll find lots of attractions to see in a sprawling city like this one, like visiting art galleries and taking in live performances. Say hi to the locals—they're sure to have advice on what kind of excitement you can find in town. #### Make Your Escape to Middleburg The results are in, and Middleburg 5-star hotels are the place to be when you book your next vacation. Many visitors recommend a trip to this location, so don't wait any longer. This is a great time to find 5-star hotel deals in Middleburg! Don't put off your dream vacation any longer. Choose one of the 5-star hotels in Middleburg today and settle down in the lap of luxury tomorrow. ## Frequently asked questions ### How much does it cost to stay in a 5-star hotel in Middleburg? > How much you pay for a 5-star hotel in Middleburg depends on factors like when you want to go and the length of your break. Our insider tip for landing an awesome deal? Use our pricing filters to check out all of the available options for your chosen dates. > > > > - Search for the lowest price per night from CA $182 ### What makes a hotel 5 stars in Middleburg? > Faultless guest service is integral to every 5-star hotel in Middleburg. From the second you arrive, staff attend to your every need, whether recommending activities and tours or providing a nightly turn-down service. Plus, hotels must offer upscale conveniences to be entitled to a 5-star rating. These can include deluxe baths, spas or saunas, swimming pools, gastronomic restaurants and knowledgeable concierge. ### Are there any 5-star all-inclusive resorts in Middleburg? > Use our filter tool to find an upscale getaway in Middleburg where everything you need is included. After your initial search, narrow down your results for accommodations that have a 5-star rating and are listed as "All inclusive." The most important thing on the schedule at these stays? 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