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 - ![](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 Lakeland - Winter Haven Historic Hotels Tonight [Nov 3 - Nov 4](https://www.expedia.ca/Hotel-Search?regionId=6048230&startDate=2025-11-03&endDate=2025-11-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 4 - Nov 5](https://www.expedia.ca/Hotel-Search?regionId=6048230&startDate=2025-11-04&endDate=2025-11-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6048230&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=6048230&startDate=2025-11-14&endDate=2025-11-16&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) ![Exterior](https://images.trvl-media.com/lodging/1000000/210000/209700/209651/7c4454a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/210000/209700/209651/3c5a406e.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) ### The Terrace Hotel Lakeland, Tapestry Collection by Hilton Downtown Lakeland 9.2/10 Wonderful (337) "Very clean and centrally located. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alexander CA $183 CA $205 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Lakeland-Hotels-The-Terrace-Hotel-Lakeland.h209651.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) ![Standard Room, 1 King Bed, Accessible, Kitchenette | Private kitchenette](https://images.trvl-media.com/lodging/1000000/10000/800/702/38c9c0f1.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) ![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) ### Home 1 Suites Extended Stay - Kissimmee Kissimmee 6.6/10 (1016) "Ive stayed at this hotel years ago " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) George CA $83 CA $94 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Orlando-Hotels-Home-1-Suites-Extended-Stay-Kissimmee.h702.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/34000000/33710000/33703900/33703840/495f3e85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33710000/33703900/33703840/1968fb21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33710000/33703900/33703840/cae201ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/34000000/33710000/33703900/33703840/f2400863.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 ! Brandon 9.8/10 Exceptional (199) "The property is perfect. Relaxing, tranquil and convenient! Very clean! It had all the necessities for a stay. Great area with plenty of places to eat and easy access. You might consider black out curtains for the bedroom. :)" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Darren W. CA $167 CA $497 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Tampa-Hotels-Lake-View-2-Bed-2-Bath-Loft-With-Pool.h33703840.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/68000000/67050000/67045900/67045843/w4089h2720x7y0-b93cf7d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/68000000/67050000/67045900/67045843/effc7e37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, offices](https://images.trvl-media.com/lodging/68000000/67050000/67045900/67045843/a25e767a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/68000000/67050000/67045900/67045843/w1021h679x3y4-2b99f806.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury 3BR Lake Morton Bungalow Walk to Downtown East Lake Morton 9.6/10 Exceptional (21) "Loved the property. Very nice kitchen for holiday cooking. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christie P. CA $132 CA $433 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Lakeland-Hotels-Luxury-3BR-Lake-Morton-Bungalow-Walk-To-Downtown.h67045843.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/ea7afc28.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) ### 95+/N TODAY-30, NOV 20-DEC 26 POOL LAKE FIREWORK VIEW 9:30PM LOVELY 1 BDR 2 BTHS 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! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Crystal B. CA $133 CA $382 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Orlando-Hotels-DEAL-DEC-11-25-79N-1-BDR-2BTHS-SUITE-8-FLPOOL.h29635018.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/34000000/33580000/33572400/33572398/f8de6cd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/34000000/33580000/33572400/33572398/a3c13515.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33580000/33572400/33572398/d80b3bc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/34000000/33580000/33572400/33572398/aa407b89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stay in the Charming Historic District ~ Walk to FSC, Downtown & Lake Morton East Lake Morton 9.8/10 Exceptional (47) "Everything at this property is great. This was my second stay and the house is comfortable, well maintained, and near the things we wanted to do. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dana S. CA $162 CA $468 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Lakeland-Hotels-Lake-Morton-Luxury-3BR-2BA-Get-Away-Downtown-Lakeland-Florida-Southern-College.h33572398.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/25000000/24160000/24156100/24156005/53878cf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/25000000/24160000/24156100/24156005/35b628ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/25000000/24160000/24156100/24156005/w1179h786x0y3-5c2a1345.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/25000000/24160000/24156100/24156005/w1602h1200x158y0-29ad31c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lucaya, 4br, 3ba, 13’ to Disney Parks & Outlets. 3’ to Walmart, Publix and Aldi. Kissimmee 9.0/10 Wonderful (12) "All is good" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angelo L. CA $196 CA $653 total includes taxes & fees Nov 21 - Nov 22 [](https://www.expedia.ca/Orlando-Hotels-Lucaya-Village-Close-To-Disney-Parks-Outlets.h24156005.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/27000000/26690000/26685200/26685198/62ea5ab9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, Netflix, DVD player, books](https://images.trvl-media.com/lodging/27000000/26690000/26685200/26685198/df8828ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/27000000/26690000/26685200/26685198/e7278a58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/27000000/26690000/26685200/26685198/c882a453.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Remodeled 3/2 condo minutes to Parks, shopping and entertainment Royal Palm Bay 9.4/10 Exceptional (44) "The location was perfect for our needs and true to it's online description." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angie S. CA $125 CA $362 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Orlando-Hotels-Remodeled-32-Condo-Minutes-To-Parks.h26685198.Hotel-Information) ![Smart TV, video games, DVD player, foosball](https://images.trvl-media.com/lodging/34000000/33590000/33584900/33584838/fb1d15ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games, DVD player, foosball](https://images.trvl-media.com/lodging/34000000/33590000/33584900/33584838/e71c9e30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/34000000/33590000/33584900/33584838/e1b49758.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33590000/33584900/33584838/a9db2dc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### \*Tinkerbells Castle 2\* Private Pool & Spa Overlooking Lake & Disney Fire Works kissimmee 9.4/10 Exceptional (77) "The location was great and very clean. Would stay there again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bryan H. CA $210 CA $609 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Orlando-Hotels-Tinkerbells-Castle-2-Private-Pool-Spa-Overlooking-Lake-Disney-Fire-Works.h33584838.Hotel-Information) ![Smart TV, DVD player, foosball, 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/34000000/33650000/33648300/33648289/4658c592.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, foosball, books](https://images.trvl-media.com/lodging/34000000/33650000/33648300/33648289/cb82f442.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33650000/33648300/33648289/3ef6b534.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### \*Tinkerbells Castle 1\* Private Pool & Spa Overlooking Lake & Disney Fire Works Kissimmee 9.6/10 Exceptional (134) "Excellent location, clean and spacious! Will definitely stay again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathy L. CA $217 CA $617 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/Orlando-Hotels-Tinkerbells-Castle-1-Private-Pool-Spa-Overlooking-Lake-Disney-Fire-Works.h33648289.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=2025-11-17&endDate=2025-11-18®ionId=6048230&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Lakeland - Winter Haven Hotel Reviews ![Meliá Orlando Celebration](//images.trvl-media.com/lodging/2000000/1760000/1759600/1759572/b440f6b4_y.jpg) ### Meliá Orlando Celebration 10/10 Excellent "Liam was very get busy baby friendly and " [](https://expedia.ca/Orlando-Hotels-Melia-Orlando-Celebration.h1759572.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 "This resort had everything we could want for a great stay! The kids waterpark was amazing, the staff was all kind, friendly, and joyful. Our room was very big and extremely comfortable. We could even see the fireworks at Disney from our balcony in building 500! Very happy with our whole experience. " [](https://expedia.ca/Orlando-Hotels-Liki-Tiki-Village.h692650.Hotel-Information) ![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 "clean, staff" [](https://expedia.ca/Orlando-Hotels-Mystic-Dunes-Resort-Golf-Club-By-Diamond-Resorts.h890951.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 "The property was more than we expected and the stay was amazing! We loved everything about the place, and the ad doesn’t do it justice. 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