Title: Book the Best HISTORIC Hotels in Lakeland - Winter Haven in 2025 | Expedia.ca [Lakeland - Winter Haven Travel Guide](https://expedia.ca/Lakeland-Winter-Haven.dx6048230)[Hotels in Lakeland - Winter Haven](https://expedia.ca/Lakeland-Winter-Haven-Hotels.d6048230.Travel-Guide-Hotels)[Vacation Rentals in Lakeland - Winter Haven](https://expedia.ca/Lakeland-Winter-Haven-Vacation-Rentals.d6048230.Travel-Guide-VacationRentals)[Flights to Lakeland - Winter Haven](https://expedia.ca/Cheap-Flights-To-Lakeland-Winter-Haven.d6048230.Travel-Guide-Flights)[Things to do in Lakeland - Winter Haven](https://expedia.ca/Things-To-Do-In-Lakeland-Winter-Haven.d6048230.Travel-Guide-Activities)[Lakeland - Winter Haven Car Rentals](https://expedia.ca/Car-Rentals-In-Lakeland-Winter-Haven.d6048230.Car-Rental-Guide)[Lakeland - Winter Haven Vacation Packages](https://expedia.ca/Lakeland-Winter-Haven.d6048230.Destination-Travel-Guides) ![Lakeland - Winter Haven featuring rides and signage as well as an individual child](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/63000/63378-Lakeland-Winter-Haven.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Historic Hotels in Lakeland - Winter Haven, FL ![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 Lakeland - Winter Haven Historic Hotels Tonight [Sep 24 - Sep 25](https://www.expedia.ca/Hotel-Search?regionId=6048230&startDate=2025-09-24&endDate=2025-09-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 25 - Sep 26](https://www.expedia.ca/Hotel-Search?regionId=6048230&startDate=2025-09-25&endDate=2025-09-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Sep 26 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=6048230&startDate=2025-09-26&endDate=2025-09-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=6048230&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Lakeland - Winter Haven Historic Hotels ![Meeting facility](https://images.trvl-media.com/lodging/1000000/210000/209700/209651/d3314a29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/210000/209700/209651/0053dec2.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/210000/209700/209651/7c4454a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Terrace Hotel Lakeland, Tapestry Collection by Hilton Downtown Lakeland 9.2/10 Wonderful (327) "Great place to stay " CA $195 CA $219 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Lakeland-Hotels-The-Terrace-Hotel-Lakeland.h209651.Hotel-Information) ![Lounge](https://images.trvl-media.com/lodging/60000000/59300000/59293900/59293823/a245dc4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/60000000/59300000/59293900/59293823/72bedce0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/60000000/59300000/59293900/59293823/58d1548b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/60000000/59300000/59293900/59293823/4f3a4f09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AC Hotel by Marriott Orlando Downtown Downtown Orlando 9.2/10 Wonderful (1030) "love staying here for concerts!" CA $211 CA $237 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Orlando-Hotels-AC-Hotel-By-Marriott-Orlando-Downtown.h59293823.Hotel-Information) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/910000/904800/904781/081c4ef9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, Two Queen Beds, Accessible | Minibar](https://images.trvl-media.com/lodging/1000000/910000/904800/904781/0287c161.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/910000/904800/904781/e86e039a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/910000/904800/904781/b44c6a0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Orlando Intl Dr N International Drive District 9.2/10 Wonderful (1031) "Great place!!" CA $115 CA $130 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Orlando-Hotels-Hampton-Inn-Suites-Orlando-International-Drive-North.h904781.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/4000/3916/55b45a9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor wedding](https://images.trvl-media.com/lodging/1000000/10000/4000/3916/d5745363.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/10000/4000/3916/1fbd324f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard view](https://images.trvl-media.com/lodging/1000000/10000/4000/3916/ab16f193.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wyndham I-Drive Avanti Resort & Conference Center International Drive District 7.4/10 Good (3677) "Great place with comfy beds" CA $77 CA $114 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Orlando-Hotels-Avanti-Palms-Resort-And-Conference-Center.h3916.Hotel-Information) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/10000/800/702/74ea6ef2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/800/702/7b6f0287.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 9 AM to 10:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/800/702/e1a4eff1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![42-inch LED TV with cable channels, TV](https://images.trvl-media.com/lodging/1000000/10000/800/702/43789e2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Home 1 Suites Extended Stay - Kissimmee Kissimmee 6.6/10 (1017) "Everything was great " CA $82 CA $93 total includes taxes & fees Sep 25 - Sep 26 [](https://www.expedia.ca/Orlando-Hotels-Home-1-Suites-Extended-Stay-Kissimmee.h702.Hotel-Information) ![Indoor pool, a heated pool](https://images.trvl-media.com/lodging/34000000/33750000/33740900/33740892/baa4e474.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![7 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/34000000/33750000/33740900/33740892/47b21607.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33750000/33740900/33740892/9936c543.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) ### 7 BDRM, Private Pool, Hot Tub, Games, New Decor, New Mgmt., 10 min to parks! Kissimmee 9.2/10 Wonderful (57) "It was great and fabulous." CA $235 CA $741 total includes taxes & fees Sep 25 - Sep 26 [](https://www.expedia.ca/Orlando-Hotels-Huge-7-BDRM.h33740892.Hotel-Information) ![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) ![Smart TV, DVD player, books, video library](https://images.trvl-media.com/lodging/35000000/34590000/34580900/34580812/027523c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34590000/34580900/34580812/ca833898.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ON SALE! 4BD 3BTH 1.5 MILES TO DISNEY! Kissimmee 9.6/10 Exceptional (106) "Everything was great clean space great location " CA $186 CA $545 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Orlando-Hotels-Only-15-Miles-TO-Disney-World.h34580812.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/30000000/29640000/29635100/29635018/1443b0f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/30000000/29640000/29635100/29635018/90-4dc5a9a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/30000000/29640000/29635100/29635018/f073b8a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games, table tennis, stereo](https://images.trvl-media.com/lodging/30000000/29640000/29635100/29635018/e73784bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### BOOK NOW SEPT 27-OCT 5 POOL LAKE DISNEY FIREWORK VIEW 9:30PM LOVELY 1 BDR 2 BTH Orlando 9.4/10 Exceptional (142) "Great location close to everything - the bedroom needed attention with the ceiling fan, lights and a few of the outlets didn’t work- the master bath sink didn’t drain well- also the other bath had the same issue- but loved the balcony (minus the 70’s music selection lol) and space in the place! We would def stay here again! " CA $110 CA $358 total includes taxes & fees Oct 1 - Oct 2 [](https://www.expedia.ca/Orlando-Hotels-DEAL-DEC-11-25-79N-1-BDR-2BTHS-SUITE-8-FLPOOL.h29635018.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/22000000/21640000/21637500/21637460/b8feaeef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/22000000/21640000/21637500/21637460/579909e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/22000000/21640000/21637500/21637460/9852483f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/22000000/21640000/21637500/21637460/0f266c07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury 6BR, Theater, Game Rooms, Pool–Min to Disney/Universal Epic Universe! Reunion 9.4/10 Exceptional (71) "Beautiful house, 5 stars on the entire stay!" CA $228 CA $954 total includes taxes & fees Sep 30 - Oct 1 [](https://www.expedia.ca/Orlando-Hotels-Theater.h21637460.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/53000000/52810000/52806300/52806224/4f6897fb.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) ![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/53000000/52810000/52806300/52806224/cabdb925.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/53000000/52810000/52806300/52806224/w1276h850x4y0-a4de230a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Serene Oasis Lakefront Penthouse Facing Disney Orlando 10/10 Exceptional (10) "We stayed here for a week and had a wonderful time. The condo was the perfect size for 4 people. We enjoyed the hot tub and pool that was on the property and appreciated how close it is to Disney. We hope to stay here again!" CA $148 CA $412 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/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.ca/Hotel-Search?startDate=2025-10-08&endDate=2025-10-09®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](//images.trvl-media.com/lodging/1000000/900000/891000/890951/0b826e24_y.jpg) ### Hilton Vacation Club Mystic Dunes Orlando 10/10 Excellent "do" [](https://expedia.ca/Orlando-Hotels-Mystic-Dunes-Resort-Golf-Club-By-Diamond-Resorts.h890951.Hotel-Information) ![Destiny Palms Hotel Maingate West](//images.trvl-media.com/lodging/1000000/430000/427400/427337/d056f561_y.jpg) ### Destiny Palms Hotel Maingate West 10/10 Excellent "This property is older but always clean. We’ve been staying here for years. " [](https://expedia.ca/Orlando-Hotels-Destiny-Palms-Hotel-Maingate-West.h427337.Hotel-Information) ![Meliá Orlando Celebration](//images.trvl-media.com/lodging/2000000/1760000/1759600/1759572/b440f6b4_y.jpg) ### Meliá Orlando Celebration 10/10 Excellent "The room was very clean. The beds were comfortable. " [](https://expedia.ca/Orlando-Hotels-Melia-Orlando-Celebration.h1759572.Hotel-Information) ![Holiday Inn Club Vacations at Orange Lake Resort by IHG](//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 "I frequent this property yearly with my family , and we’re never disappointed. River island has the lazy river and volleyball. We love that pool the most. We’ve stay in river island and East in the villas(not the ones that look like houses) and they are very nice and up to date. " [](https://expedia.ca/Orlando-Hotels-Holiday-Inn-Club-Vacations-At-Orange-Lake-Resort.h6315.Hotel-Information) ![Hilton Vacation Club Aqua Sol Orlando West](//images.trvl-media.com/lodging/1000000/700000/692700/692650/0986573c_y.jpg) ### Hilton Vacation Club Aqua Sol Orlando West 10/10 Excellent "Everything about this resort is great " [](https://expedia.ca/Orlando-Hotels-Liki-Tiki-Village.h692650.Hotel-Information) ![Quality Inn & Suites By the Parks](//images.trvl-media.com/lodging/1000000/20000/18900/18866/7474f0f7_y.jpg) ### Quality Inn & Suites By the Parks 10/10 Excellent "Clean room" [](https://expedia.ca/Orlando-Hotels-Quality-Inn-Suites-By-The-Parks.h18866.Hotel-Information) ![The Inn at Celebration, Autograph Collection ](//images.trvl-media.com/lodging/1000000/330000/329700/329635/7fa866f7_y.jpg) ### The Inn at Celebration, Autograph Collection 10/10 Excellent "A great way to escape the Disney madness !! Great hotel , excellent team , convenient location . 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