Title: The Best Hotels with a Pool in Middleburg from $83 in 2026 | 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)[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 Hotels with a Pool Tonight [Feb 27 - Feb 28](https://www.expedia.com/Hotel-Search?regionId=183107&startDate=2026-02-27&endDate=2026-02-28&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 28 - Mar 1](https://www.expedia.com/Hotel-Search?regionId=183107&startDate=2026-02-28&endDate=2026-03-01&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Feb 27 - Mar 1](https://www.expedia.com/Hotel-Search?regionId=183107&startDate=2026-02-27&endDate=2026-03-01&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 6 - Mar 8](https://www.expedia.com/Hotel-Search?regionId=183107&startDate=2026-03-06&endDate=2026-03-08&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Middleburg hotels with a pool ![Lobby](https://images.trvl-media.com/lodging/119000000/119000000/118998200/118998192/9196848e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/119000000/119000000/118998200/118998192/11d4393e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/119000000/119000000/118998200/118998192/1a58608f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/119000000/119000000/118998200/118998192/56a6c9c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### TownePlace Suites by Marriott Middleburg [](https://www.expedia.com/Middleburg-Hotels-TownePlace-Suites-By-Marriott-Middleburg.h118998192.Hotel-Information) Middleburg 10/10 Exceptional (62 reviews) $127 nightly $143 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Middleburg-Hotels-TownePlace-Suites-By-Marriott-Middleburg.h118998192.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/40000000/39920000/39916300/39916205/d66fc18b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, free cribs/infant beds, free WiFi](https://images.trvl-media.com/lodging/40000000/39920000/39916300/39916205/d22083d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/40000000/39920000/39916300/39916205/19e95c15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/40000000/39920000/39916300/39916205/w3839h2584x0y3-a3561561.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Middleburg [](https://www.expedia.com/Jacksonville-Hotels-Hampton-Inn-Suites-Middleburg.h39916205.Hotel-Information) Middleburg 9.2/10 Wonderful (647 reviews) - Take a refreshing dip in this spotless hotel's outdoor pool before unwinding on sun loungers. $114 nightly $128 total Mar 22 - Mar 23 Total with taxes and fees [](https://www.expedia.com/Jacksonville-Hotels-Hampton-Inn-Suites-Middleburg.h39916205.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/3000000/2390000/2384400/2384393/0a0c5708.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking, Refrigerator & Microwave (with Sofabed) | Pillowtop beds, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/3000000/2390000/2384400/2384393/894b95a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Accessible, Non Smoking (with Sofabed) | Pillowtop beds, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/3000000/2390000/2384400/2384393/f760ddb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/3000000/2390000/2384400/2384393/5ca419d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Waldo Inn and Suites [](https://www.expedia.com/Gainesville-Hotels-Best-Western-Waldo-Inn-And-Suites.h2384393.Hotel-Information) Waldo 8.8/10 Excellent (969 reviews) - Splash into serenity at this central hotel's outdoor pool with fitness center nearby. $108 nightly $122 total Mar 1 - Mar 2 Total with taxes and fees [](https://www.expedia.com/Gainesville-Hotels-Best-Western-Waldo-Inn-And-Suites.h2384393.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/56000000/55560000/55553300/55553245/e397dcaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/56000000/55560000/55553300/55553245/7c10e44e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, 2 Queen Beds, Refrigerator & Microwave (Wet bar) | Bed sheets](https://images.trvl-media.com/lodging/56000000/55560000/55553300/55553245/367a185d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bed sheets](https://images.trvl-media.com/lodging/56000000/55560000/55553300/55553245/4ebe8e78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites MacClenny I-10 [](https://www.expedia.com/Jacksonville-Hotels-Hampton-Inn-Suites-Macclenny-I-10.h55553245.Hotel-Information) MacClenny 9.4/10 Exceptional (797 reviews) - Poolside paradise awaits at this hotel, surrounded by lush greenery for ultimate relaxation. $107 nightly $117 total Mar 30 - Mar 31 Total with taxes and fees [](https://www.expedia.com/Jacksonville-Hotels-Hampton-Inn-Suites-Macclenny-I-10.h55553245.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/2000000/1960000/1957200/1957169/9ca4d2bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free buffet breakfast](https://images.trvl-media.com/lodging/2000000/1960000/1957200/1957169/b4bf00dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1960000/1957200/1957169/27de75f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/2000000/1960000/1957200/1957169/e2b94b24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Chaffee-Jacksonville West by IHG [](https://www.expedia.com/Jacksonville-Hotels-Holiday-Inn-Express-Suites-Chaffee-Jacksonville-West.h1957169.Hotel-Information) Westside 9.0/10 Wonderful (698 reviews) - Dive into sun-soaked bliss at this Jacksonville hotel's outdoor pool with lounge-ready deck. $111 nightly $126 total Mar 22 - Mar 23 Total with taxes and fees [](https://www.expedia.com/Jacksonville-Hotels-Holiday-Inn-Express-Suites-Chaffee-Jacksonville-West.h1957169.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1160000/1159700/1159667/de19c4d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/2000000/1160000/1159700/1159667/901bb644.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, Accessible, Non Smoking | Hypo-allergenic bedding, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1160000/1159700/1159667/8351f0f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1160000/1159700/1159667/c18d1973.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Jacksonville I-10 West [](https://www.expedia.com/Jacksonville-Hotels-Hampton-Inn-Jacksonville-I-10-West.h1159667.Hotel-Information) Westside 9.0/10 Wonderful (720 reviews) - Immerse in Jacksonville's sunny side with a dip in the refreshing outdoor pool, perfect for post-hike relaxation. $114 nightly $129 total Mar 5 - Mar 6 Total with taxes and fees [](https://www.expedia.com/Jacksonville-Hotels-Hampton-Inn-Jacksonville-I-10-West.h1159667.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/100000000/99500000/99494700/99494677/73de4390.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/100000000/99500000/99494700/99494677/1782c7c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/100000000/99500000/99494700/99494677/7cc1adc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/100000000/99500000/99494700/99494677/1ba40c17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tru by Hilton Jacksonville West I 295 [](https://www.expedia.com/Jacksonville-Hotels-Tru-By-Hilton-Jacksonville-West.h99494677.Hotel-Information) Northwest 9.0/10 Wonderful (221 reviews) - Soak in warm Florida sunshine at this modern hotel's refreshing outdoor pool and deck. $124 nightly $141 total Mar 26 - Mar 27 Total with taxes and fees [](https://www.expedia.com/Jacksonville-Hotels-Tru-By-Hilton-Jacksonville-West.h99494677.Hotel-Information) ![Outdoor pool, open 8:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823100/1e188a62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823100/e0f12673.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast meal](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823100/8d86966a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823100/e1367955.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Jacksonville E 295 Baymeadows by IHG [](https://www.expedia.com/Jacksonville-Hotels-Holiday-Inn-Jacksonville-E-295-Baymeadows.h1823100.Hotel-Information) Deerwood 8.6/10 Excellent (1,002 reviews) - Splash into paradise with a scenic outdoor pool escape featuring loungers and hot tub for ultimate unwinding. $105 nightly $119 total Mar 22 - Mar 23 Total with taxes and fees [](https://www.expedia.com/Jacksonville-Hotels-Holiday-Inn-Jacksonville-E-295-Baymeadows.h1823100.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2870000/2862700/2862619/74f83c06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/3000000/2870000/2862700/2862619/3f0cde9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, pillowtop beds, desk](https://images.trvl-media.com/lodging/3000000/2870000/2862700/2862619/84a74291.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2870000/2862700/2862619/9f6c2676.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites Jacksonville West/Chaffee Point [](https://www.expedia.com/Jacksonville-Hotels-Fairfield-Inn-Suites-Jacksonville-WestChaffee-Point.h2862619.Hotel-Information) Westside 8.6/10 Excellent (677 reviews) - Splash around in a year-round indoor pool at this welcoming Jacksonville hotel. $125 nightly $142 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Jacksonville-Hotels-Fairfield-Inn-Suites-Jacksonville-WestChaffee-Point.h2862619.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/50000/49700/49611/3d696fa0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/50000/49700/49611/3f67f9b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![King Suite | Bathroom | Free toiletries, hair dryer, towels, soap](https://images.trvl-media.com/lodging/1000000/50000/49700/49611/3c7bd288.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/50000/49700/49611/f736967c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Quinta Inn & Suites by Wyndham Jacksonville Mandarin [](https://www.expedia.com/Jacksonville-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Jacksonville-Mandarin.h49611.Hotel-Information) Jacksonville 7.4/10 Good (404 reviews) - Sunshine-soaked relaxation awaits at this pool sanctuary, complete with loungers and umbrellas for ultimate comfort. $73 nightly $83 total Mar 29 - Mar 30 Total with taxes and fees [](https://www.expedia.com/Jacksonville-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Jacksonville-Mandarin.h49611.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.com/Hotel-Search?startDate=2026-03-13&endDate=2026-03-14®ionId=183107&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Choose what matters most at hotels with a pool in Middleburg Breakfast included Hot tub 4 stars 5 stars Spa ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=AFFINITY_SPRING_PROMO_183107) ## Top Middleburg Hotel Reviews ![Holiday Inn St. Augustine - World Golf by IHG](https://images.trvl-media.com/lodging/1000000/220000/210300/210286/5b08f9a1_y.jpg) ### Holiday Inn St. Augustine - World Golf by IHG 10/10 Excellent "Very nice place, clean rooms, very polite staff." [](https://expedia.com/St-Augustine-Hotels-Holiday-Inn-St-Augustine-World-Golf.h210286.Hotel-Information) ![Hyatt Regency Jacksonville](https://images.trvl-media.com/lodging/1000000/570000/563200/563167/639b17f1_y.jpg) ### Hyatt Regency Jacksonville 10/10 Excellent "Staff was courteous and very nice. Room was clean and we had a nice view." [](https://expedia.com/Jacksonville-Hotels-Hyatt-Regency-Jacksonville.h563167.Hotel-Information) ![Baymont by Wyndham Jacksonville/Butler Blvd](https://images.trvl-media.com/lodging/1000000/540000/539500/539493/3e050dbd_y.jpg) ### Baymont by Wyndham Jacksonville/Butler Blvd 10/10 Excellent "Room was clean . Friendly staff " [](https://expedia.com/Jacksonville-Hotels-Baymont-By-Wyndham-JacksonvilleButler-Blvd.h539493.Hotel-Information) ![Homewood Suites by Hilton Jacksonville-South/St. Johns Ctr.](https://images.trvl-media.com/lodging/2000000/1210000/1209300/1209284/4bfc87e1_y.jpg) ### Homewood Suites by Hilton Jacksonville-South/St. Johns Ctr. 10/10 Excellent "Clean rooms. Very nice staff hospitality. Location, location and location! St. John downtown mall with major stores. Target, Marshall's?, DSW, Dick's and restaurant and more." [](https://expedia.com/Jacksonville-Hotels-Homewood-Suites-By-Hilton-Jacksonville-SouthSt-Johns-Ctr.h1209284.Hotel-Information) ![Southbank Hotel by Marriott Jacksonville Riverwalk](https://images.trvl-media.com/lodging/1000000/40000/34600/34600/a7e57e64_y.jpg) ### Southbank Hotel by Marriott Jacksonville Riverwalk 10/10 Excellent "Staff was nice and respectful " [](https://expedia.com/Jacksonville-Hotels-Southbank-Hotel-Jacksonville-Riverwalk.h34600.Hotel-Information) ![Comfort Suites Baymeadows Near Butler Blvd](https://images.trvl-media.com/lodging/1000000/30000/28500/28403/c90424b5_y.jpg) ### Comfort Suites Baymeadows Near Butler Blvd 10/10 Excellent "Rooms were clean and the hotel is well situated for easy access to lots of resteraunts, served its purpose and was a great price, thank you!" [](https://expedia.com/Jacksonville-Hotels-Comfort-Suites-Baymeadows-Near-Butler-Blvd.h28403.Hotel-Information) ![Candlewood Suites Jacksonville Southpoint by IHG](https://images.trvl-media.com/lodging/1000000/120000/117200/117118/42c95a73_y.jpg) ### Candlewood Suites Jacksonville Southpoint by IHG 10/10 Excellent "Clean room, updated hotel. Quiet setting. Staff was very friendly " [](https://expedia.com/Jacksonville-Hotels-Southpoint-Suites.h117118.Hotel-Information) ![DoubleTree by Hilton Hotel Jacksonville Riverfront](https://images.trvl-media.com/lodging/1000000/50000/40800/40756/08e9014b_y.jpg) ### DoubleTree by Hilton Hotel Jacksonville Riverfront 10/10 Excellent "It was great stay, the floors in the rooms need to be changed at this point, but overall good, clean room !" [](https://expedia.com/Jacksonville-Hotels-DoubleTree-By-Hilton-Hotel-Jacksonville-Riverfront.h40756.Hotel-Information) ![Wyndham Garden Jacksonville](https://images.trvl-media.com/lodging/1000000/20000/12900/12836/33fabc3d_y.jpg) ### Wyndham Garden Jacksonville 10/10 Excellent "I just have a drop from the ceiling on room 517" [](https://expedia.com/Jacksonville-Hotels-Wyndham-Garden-Jacksonville.h12836.Hotel-Information) ## Frequently asked questions ### What are the best hotels in Middleburg with outdoor pools? > Another outstanding option in Middleburg is the [TownePlace Suites by Marriott Middleburg](https://www.expedia.com/Middleburg-Hotels-TownePlace-Suites-By-Marriott-Middleburg.h118998192.Hotel-Information), which boasts an impressive superb score of 10.0 from guests. This hotel features an outdoor pool and a free breakfast, making it convenient for families on the go. With its spacious suites and family-friendly atmosphere, it's an ideal spot for those looking for comfort and quality during their stay. ### How much does a hotel with outdoor pool in Middleburg cost? ### Is it cheaper to book flights and a Middleburg hotel with a pool as a package? ### How can I save on a Middleburg hotel with a pool with Expedia? ### Can I cancel my hotel reservation on Expedia? ## 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) - 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