Title: The Best 5 Star Hotels in Middleburg, FL from $112 | Expedia.com [Middleburg Travel Guide](https://expedia.com/Middleburg.dx183107)[Hotels in Middleburg](https://expedia.com/Middleburg-Hotels.d183107.Travel-Guide-Hotels)[Vacation Rentals in Middleburg](https://expedia.com/Middleburg-Vacation-Rentals.d183107.Travel-Guide-VacationRentals)[Flights to Middleburg](https://expedia.com/Cheap-Flights-To-Middleburg.d183107.Travel-Guide-Flights)[Things to do in Middleburg](https://expedia.com/Things-To-Do-In-Middleburg.d183107.Travel-Guide-Activities)[Car Rentals in Middleburg](https://expedia.com/Car-Rentals-In-Middleburg.d183107.Car-Rental-Guide)[Middleburg Vacation Packages](https://expedia.com/Middleburg.d183107.Destination-Travel-Guides) ![Sunset on Doctors lake Florida ](https://images.trvl-media.com/place/183107/007e9504-1219-4efe-ae2b-823126703daa.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/183107/007e9504-1219-4efe-ae2b-823126703daa.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Upfront pricing Our total price for your stay includes taxes and fees - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save 10% or more on over 100,000 hotels worldwide with Member Prices [Learn about One Key](https://www.expedia.com/welcome-one-key) - ![](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 [Mar 12 - Mar 13](https://www.expedia.com/Hotel-Search?regionId=183107&startDate=2026-03-12&endDate=2026-03-13&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 13 - Mar 14](https://www.expedia.com/Hotel-Search?regionId=183107&startDate=2026-03-13&endDate=2026-03-14&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Mar 13 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=183107&startDate=2026-03-13&endDate=2026-03-15&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 20 - Mar 22](https://www.expedia.com/Hotel-Search?regionId=183107&startDate=2026-03-20&endDate=2026-03-22&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Middleburg 5-star hotels ![Premium bedding, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/43000000/42410000/42409000/42408904/9e726b77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room Suite 4 | Bathroom | Combined shower/tub, deep soaking tub, rainfall showerhead, hair dryer](https://images.trvl-media.com/lodging/43000000/42410000/42409000/42408904/0a1e1a48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/43000000/42410000/42409000/42408904/46f817c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Room Suite 1 | Premium bedding, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/43000000/42410000/42409000/42408904/099c60c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Azaleana Manor [](https://www.expedia.com/Jacksonville-Hotels-Azaleana-Manor.h42408904.Hotel-Information) Orange Park 8.8/10 Excellent (43 reviews) "The property was very nice and quiet. Loved the river view." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Denita [](https://www.expedia.com/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.com/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.com/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/1000000/570000/563200/563167/3a788b1c_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hyatt Regency Jacksonville 225 E Coastline Dr Jacksonville FL $155 nightly $175 total Apr 3 - Apr 4 Total with taxes and fees 9/10 Wonderful! (1,521 reviews) [](https://expedia.com/Jacksonville-Hotels-Hyatt-Regency-Jacksonville.h563167.Hotel-Information) ![DoubleTree by Hilton Hotel Jacksonville Riverfront](https://images.trvl-media.com/lodging/1000000/50000/40800/40756/d20eb01b_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### DoubleTree by Hilton Hotel Jacksonville Riverfront 1201 Riverplace Boulevard Jacksonville FL $149 nightly $169 total Mar 22 - Mar 23 Total with taxes and fees 6.8/10 (1,612 reviews) [](https://expedia.com/Jacksonville-Hotels-DoubleTree-By-Hilton-Hotel-Jacksonville-Riverfront.h40756.Hotel-Information) ![Delta Hotels by Marriott™ Jacksonville Deerwood](https://images.trvl-media.com/lodging/1000000/20000/17100/17002/c0129880_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Delta Hotels by Marriott™ Jacksonville Deerwood 4700 Salisbury Rd Jacksonville FL $99 nightly $112 total Apr 5 - Apr 6 Total with taxes and fees 8.6/10 Excellent! (555 reviews) [](https://expedia.com/Jacksonville-Hotels-Jacksonville-Premier-Deerwood-Hotel.h17002.Hotel-Information) Still don't see what you're looking for? [See all properties in Middleburg.](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F13%2F2026&endDate=3%2F14%2F2026®ionId=183107&star=50) You can also use these popular filters to refine your search. [Pool](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F13%2F2026&endDate=3%2F14%2F2026®ionId=183107&star=50&star=50&amenities=POOL)[Spa](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F13%2F2026&endDate=3%2F14%2F2026®ionId=183107&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F13%2F2026&endDate=3%2F14%2F2026®ionId=183107&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F13%2F2026&endDate=3%2F14%2F2026®ionId=183107&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F13%2F2026&endDate=3%2F14%2F2026®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.com/Hotel-Search?startDate=2026-03-26&endDate=2026-03-27&adults=2®ionId=183107) ![Sunset on Doctors lake Florida ](https://images.trvl-media.com/place/183107/007e9504-1219-4efe-ae2b-823126703daa.jpg?impolicy=fcrop&w=900&h=347&p=1&q=high) ## Top Middleburg Hotel Reviews ## Find out more about Middleburg Ready for an incredible adventure? Add further luxury on your next trip to Middleburg by treating yourself to the best of the best when it comes to accommodation. It's an ideal combination. After all, you love the finer things in life, both at home and when you book a getaway. You'll join the multitudes of vacationers who have made Middleburg so popular in the last year. There's no reason to delay a getaway to Middleburg any longer. You can also expect excellent customer service from these hotels, so get ready to kick back and indulge. Our 5-star hotels in Middleburg are the perfect places to relax in when you really need to escape. You deserve the great vacation you're dreaming about. ### Book the Best Middleburg 5-Star Hotels You'll have a wonderful time at one of these 5-star hotels. Spa treatments, delicious meals, and personalized service are all ready for you. You're sure to find exactly the accommodation you need. You can also look forward to an outstanding experience and fantastic customer care, so get ready to kick back and indulge. What creature comforts do you want in your lodging? A mud wrap treatment that will leave you feeling like a million bucks? 24-hour room service, so you can order that filet mignon in the wee hours of the morning? A Swedish massage to help your cares fall away? Want to see for yourself? Explore our listings and pick the perfect accommodation for your needs. Can't wait to get outside? We hear you. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. No matter what's on your agenda, the 5-star hotels in Middleburg are the perfect place to relax after an exciting day. ### Your Getaway Starts Today The results are in, and Middleburg 5-star hotels are the place to be when you book your next vacation. If you've been dreaming about a vacation set here, then go ahead and book it. Expedia can help you land a great deal on accommodation. It's time to plan your next great escape. Select one of the 5-star hotels in Middleburg today and soothe yourself in total tranquility tomorrow. ## Frequently asked questions ### How much does it cost to stay in a 5-star hotel in Middleburg? > - Search for the lowest price per night from $112 ### What makes a hotel 5 stars in Middleburg? ### Are there any 5-star all-inclusive resorts in Middleburg? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - Other - [Cottages in Penney Farms ](https://www.expedia.com/Penney-Farms-Cottages.d3000345343-aaCottages.Travel-Guide-Accommodation) - [Penney Farms Hotels ](https://www.expedia.com/Penney-Farms-Hotels.d3000345343.Travel-Guide-Hotels) - [Cabin Rentals in Penney Farms ](https://www.expedia.com/Penney-Farms-Cabins.d3000345343-aaCabins.Travel-Guide-Accommodation) - [B&B in Penney Farms ](https://www.expedia.com/Penney-Farms-Bed-And-Breakfast.d3000345343-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Condo Rentals in Penney Farms ](https://www.expedia.com/Penney-Farms-Condos.d3000345343-aaCondos.Travel-Guide-Accommodation) - 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