Title: TOP Historic Hotels in Lakeland - Winter Haven, FL for 2026 | Expedia.co.uk [Lakeland - Winter Haven Travel Guide](https://expedia.co.uk/Lakeland-Winter-Haven.dx6048230)[Hotels in Lakeland - Winter Haven](https://expedia.co.uk/Lakeland-Winter-Haven-Hotels.d6048230.Travel-Guide-Hotels)[Holiday Rentals in Lakeland - Winter Haven](https://expedia.co.uk/Lakeland-Winter-Haven-Holiday-Rentals.d6048230.Travel-Guide-HolidayRentals)[Flights to Lakeland - Winter Haven](https://expedia.co.uk/Cheap-Flights-To-Lakeland-Winter-Haven.d6048230.Travel-Guide-Flights)[Things to do in Lakeland - Winter Haven](https://expedia.co.uk/Things-To-Do-In-Lakeland-Winter-Haven.d6048230.Travel-Guide-Activities)[Lakeland - Winter Haven Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Lakeland-Winter-Haven.d6048230.Car-Hire-Guide)[Lakeland - Winter Haven Holidays](https://expedia.co.uk/Lakeland-Winter-Haven.d6048230.Holidays-City-Breaks) ![Lakeland - Winter Haven which includes aircraft](https://images.trvl-media.com/place/6048230/acc91465-25e0-4c9a-8d30-5268c597e4d5.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Visit Central Florida ![](https://images.trvl-media.com/place/6048230/acc91465-25e0-4c9a-8d30-5268c597e4d5.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/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 Lakeland - Winter Haven Historic Hotels Tonight [18 Jan - 19 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=6048230&startDate=2026-01-18&endDate=2026-01-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [19 Jan - 20 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=6048230&startDate=2026-01-19&endDate=2026-01-20&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [23 Jan - 25 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=6048230&startDate=2026-01-23&endDate=2026-01-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [30 Jan - 1 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=6048230&startDate=2026-01-30&endDate=2026-02-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Lakeland - Winter Haven historic hotels ![Lobby](https://images.trvl-media.com/lodging/1000000/210000/209700/209651/c64bc232.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch and dinner served](https://images.trvl-media.com/lodging/1000000/210000/209700/209651/79fa5cd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch and dinner served](https://images.trvl-media.com/lodging/1000000/210000/209700/209651/12f4d0d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/210000/209700/209651/e5dc7fa0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Terrace Hotel Lakeland, Tapestry Collection by Hilton [](https://www.expedia.co.uk/Lakeland-Hotels-The-Terrace-Hotel-Lakeland.h209651.Hotel-Information) Downtown Lakeland 9.2/10 Wonderful (367 reviews) "Very nice and comfortable hotel " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ISIS £133 includes taxes & fees 1 Feb - 2 Feb [](https://www.expedia.co.uk/Lakeland-Hotels-The-Terrace-Hotel-Lakeland.h209651.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/34000000/33710000/33703900/33703840/1968fb21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/34000000/33710000/33703900/33703840/ffd04972.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33710000/33703900/33703840/13a47fa0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33710000/33703900/33703840/d20e966e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lake View 2 Bed 2 Bath LOFT With Pool, Gym, Pickleball ---- L@@K FOR DISCOUNTS ! [](https://www.expedia.co.uk/Tampa-Hotels-Lake-View-2-Bed-2-Bath-Loft-With-Pool.h33703840.Hotel-Information) Brandon 9.8/10 Exceptional (205 reviews) "Excellent location, perfect little condo with all the necessities. Had a wonderful time. Loved the added bonus of having a washer and dryer" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steve H. £250 includes taxes & fees 19 Jan - 20 Jan [](https://www.expedia.co.uk/Tampa-Hotels-Lake-View-2-Bed-2-Bath-Loft-With-Pool.h33703840.Hotel-Information) ![Smart TV, video games, DVD player, table football](https://images.trvl-media.com/lodging/34000000/33590000/33584900/33584838/fb1d15ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33590000/33584900/33584838/16122c73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/34000000/33590000/33584900/33584838/a37fcdf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33590000/33584900/33584838/174077ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### \*Tinkerbells Castle 2\* Private Pool & Spa Overlooking Lake & Disney Fire Works [](https://www.expedia.co.uk/Orlando-Hotels-Tinkerbells-Castle-2-Private-Pool-Spa-Overlooking-Lake-Disney-Fire-Works.h33584838.Hotel-Information) kissimmee 9.4/10 Exceptional (77 reviews) "The house was absolutely great and perfect for our family. Its located close to Disney. We have finally found our Disney vacation spot!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Terrianne T. £329 includes taxes & fees 19 Jan - 20 Jan [](https://www.expedia.co.uk/Orlando-Hotels-Tinkerbells-Castle-2-Private-Pool-Spa-Overlooking-Lake-Disney-Fire-Works.h33584838.Hotel-Information) ![Smart TV, DVD player, table football, books](https://images.trvl-media.com/lodging/34000000/33650000/33648300/33648289/1726442e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/34000000/33650000/33648300/33648289/22c12933.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33650000/33648300/33648289/3cdad71b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/34000000/33650000/33648300/33648289/f2307ae5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### \*Tinkerbells Castle 1\* Private Pool & Spa Overlooking Lake & Disney Fire Works [](https://www.expedia.co.uk/Orlando-Hotels-Tinkerbells-Castle-1-Private-Pool-Spa-Overlooking-Lake-Disney-Fire-Works.h33648289.Hotel-Information) Kissimmee 9.6/10 Exceptional (136 reviews) "The pool was great for the whole family, and everything worked and matched the listing " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert S. £317 includes taxes & fees 26 Jan - 27 Jan [](https://www.expedia.co.uk/Orlando-Hotels-Tinkerbells-Castle-1-Private-Pool-Spa-Overlooking-Lake-Disney-Fire-Works.h33648289.Hotel-Information) ![4 bedrooms, memory-foam beds, desk, iron/ironing board](https://images.trvl-media.com/lodging/35000000/34590000/34580900/34580812/abab03f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34590000/34580900/34580812/ddfe41e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books, video library](https://images.trvl-media.com/lodging/35000000/34590000/34580900/34580812/3962225b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/35000000/34590000/34580900/34580812/ed31fe65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ON SALE! 4BD 3BTH 1.5 MILES TO DISNEY! [](https://www.expedia.co.uk/Orlando-Hotels-Price-Drop-4BD-3bth-15-Miles-TO-Disney.h34580812.Hotel-Information) Kissimmee 9.6/10 Exceptional (113 reviews) "Family friendly. Clean apartment. Host was very responsive and friendly. Highly recommend for family functions. Very close to WDW attractions ." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maria M. £301 includes taxes & fees 19 Jan - 20 Jan [](https://www.expedia.co.uk/Orlando-Hotels-Price-Drop-4BD-3bth-15-Miles-TO-Disney.h34580812.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/49000000/48580000/48573700/48573679/cb9f118d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/49000000/48580000/48573700/48573679/w1280h898x0y0-41a9741d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/49000000/48580000/48573700/48573679/36f436df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/49000000/48580000/48573700/48573679/91230f14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2BR/2BA Getaway – 7 Miles from Orlando Parks [](https://www.expedia.co.uk/Orlando-Hotels-Lovely-Condo-2BR2-BA.h48573679.Hotel-Information) Kissimmee 7.0/10 Good (2 reviews) "We had a wonderful time at this condo. Very clean a bit outdated with a few things that could improve but the overall experience at this condo was very good. It is a lot bigger then seen in photos both bedrooms are fairly big and nice big walk in closet in both rooms and two full bathrooms and. Laundry in suite was an excellent addition and convenient will definitely returning in the future ! " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Jessica R. £174 includes taxes & fees 19 Jan - 20 Jan [](https://www.expedia.co.uk/Orlando-Hotels-Lovely-Condo-2BR2-BA.h48573679.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/61000000/60040000/60034000/60033919/a3382cb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games, DVD player, table football](https://images.trvl-media.com/lodging/61000000/60040000/60034000/60033919/55f20f06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/61000000/60040000/60034000/60033919/dfcfc23e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/61000000/60040000/60034000/60033919/11783d8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa with a pool/spa - close to Disney! [](https://www.expedia.co.uk/Orlando-Hotels-Villa-With-A-Poolspa-Close-To-Disney.h60033919.Hotel-Information) Davenport 9.6/10 Exceptional (105 reviews) "Perfect for a large family group. Second year we stayed there ." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sherrie S. £540 includes taxes & fees 19 Jan - 20 Jan [](https://www.expedia.co.uk/Orlando-Hotels-Villa-With-A-Poolspa-Close-To-Disney.h60033919.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/70000000/69680000/69671300/69671236/3682188c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Gift shop](https://images.trvl-media.com/lodging/70000000/69680000/69671300/69671236/5a3d0e9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/70000000/69680000/69671300/69671236/51e3af88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/70000000/69680000/69671300/69671236/w1024h679x0y3-6f645f82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 🌴 Relax & Recharge Near Disney – Top-Floor 3BR Condo at Windsor Palms 🌴 [](https://www.expedia.co.uk/Orlando-Hotels-Making-Memories-Resort.h69671236.Hotel-Information) Kissimmee 9.8/10 Exceptional (19 reviews) "I really enjoyed the Disney theme at the place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller £230 includes taxes & fees 23 Jan - 24 Jan [](https://www.expedia.co.uk/Orlando-Hotels-Making-Memories-Resort.h69671236.Hotel-Information) ![Sports court](https://images.trvl-media.com/lodging/34000000/33750000/33740900/33740892/7da7d731.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/34000000/33750000/33740900/33740892/d535217d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33750000/33740900/33740892/0d17e385.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33750000/33740900/33740892/280931b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 7 BDRM, Private Pool, Hot Tub, Games, New Decor, New Mgmt., 10 min to parks! [](https://www.expedia.co.uk/Orlando-Hotels-Huge-7-BDRM.h33740892.Hotel-Information) Kissimmee 9.2/10 Wonderful (60 reviews) "It was great and fabulous." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eunice M. £427 includes taxes & fees 19 Jan - 20 Jan [](https://www.expedia.co.uk/Orlando-Hotels-Huge-7-BDRM.h33740892.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/53000000/52810000/52806300/52806224/w1276h850x4y0-a4de230a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/53000000/52810000/52806300/52806224/4f6897fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games, books, computer monitors](https://images.trvl-media.com/lodging/53000000/52810000/52806300/52806224/b56bbf31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/53000000/52810000/52806300/52806224/w1280h851x0y0-6316b5b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Serene Oasis Lakefront Penthouse Facing Disney [](https://www.expedia.co.uk/Orlando-Hotels-Serene-Oasis-Lakefront-Penthouse-Facing-Disney.h52806224.Hotel-Information) Orlando 10/10 Exceptional (10 reviews) "Great place to stay for WDW! Host is great! Location is great!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kay R. £343 includes taxes & fees 19 Jan - 20 Jan [](https://www.expedia.co.uk/Orlando-Hotels-Serene-Oasis-Lakefront-Penthouse-Facing-Disney.h52806224.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.co.uk/Hotel-Search?startDate=2026-02-01&endDate=2026-02-02®ionId=6048230&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Lakeland - Winter Haven Hotel Reviews ![Hilton Vacation Club Mystic Dunes Orlando](https://images.trvl-media.com/lodging/1000000/900000/891000/890951/0b826e24_y.jpg) ### Hilton Vacation Club Mystic Dunes Orlando 10/10 Excellent "Great accommodations. Friendly staff. " [](https://expedia.co.uk/Orlando-Hotels-Mystic-Dunes-Resort-Golf-Club-By-Diamond-Resorts.h890951.Hotel-Information) ![Meliá Orlando Celebration](https://images.trvl-media.com/lodging/2000000/1760000/1759600/1759572/b440f6b4_y.jpg) ### Meliá Orlando Celebration 10/10 Excellent "Pleasant and accommodating reception " [](https://expedia.co.uk/Orlando-Hotels-Melia-Orlando-Celebration.h1759572.Hotel-Information) ![Westgate Vacation Villas Resort](https://images.trvl-media.com/lodging/1000000/100000/99000/98920/b8afec09_y.jpg) ### Westgate Vacation Villas Resort 10/10 Excellent "The place was great and convenient to everything " [](https://expedia.co.uk/Orlando-Hotels-Westgate-Vacation-Villas-Resort.h98920.Hotel-Information) ![Holiday Inn Club Vacations at Orange Lake Resort by IHG](https://images.trvl-media.com/lodging/1000000/10000/6400/6315/ac7826b3_y.jpg) ### Holiday Inn Club Vacations at Orange Lake Resort by IHG 10/10 Excellent "Always awesome! Had a great time." [](https://expedia.co.uk/Orlando-Hotels-Holiday-Inn-Club-Vacations-At-Orange-Lake-Resort.h6315.Hotel-Information) ![Hilton Vacation Club Aqua Sol Orlando West](https://images.trvl-media.com/lodging/1000000/700000/692700/692650/0986573c_y.jpg) ### Hilton Vacation Club Aqua Sol Orlando West 10/10 Excellent "Pool area fantastic Staff lovely Room huge and clean Bar and food a little expensive But besides that brilliant " [](https://expedia.co.uk/Orlando-Hotels-Liki-Tiki-Village.h692650.Hotel-Information) ![Destiny Palms Hotel Maingate West](https://images.trvl-media.com/lodging/1000000/430000/427400/427337/d056f561_y.jpg) ### Destiny Palms Hotel Maingate West 10/10 Excellent "Clean room, nice staff and service, nice accommodations!! Plenty of parking and great location!!" 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