Title: Book the Best Lakeland - Winter Haven LUXURY Hotels - Upscale Hotels in Lakeland - Winter Haven, FL | 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) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/bex-affinities/luxury.jpeg?impolicy=fcrop&w=1200&h=500&q=medium) # Find luxury 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 Luxury Hotels Tonight [Dec 5 - Dec 6](https://www.expedia.ca/Hotel-Search?regionId=6048230&startDate=2025-12-05&endDate=2025-12-06&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Tomorrow [Dec 6 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=6048230&startDate=2025-12-06&endDate=2025-12-07&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) This weekend [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=6048230&startDate=2025-12-05&endDate=2025-12-07&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Next weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=6048230&startDate=2025-12-12&endDate=2025-12-14&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) ## Top Lakeland - Winter Haven Luxury 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) ![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) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/210000/209700/209651/3c5a406e.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) ### The Terrace Hotel Lakeland, Tapestry Collection by Hilton Downtown Lakeland 9.2/10 Wonderful (350) "Good place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Octavio CA $170 CA $191 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Lakeland-Hotels-The-Terrace-Hotel-Lakeland.h209651.Hotel-Information) ![Blackout drapes, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/10000/8800/8718/71d67783.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 8:30 AM to 9:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/8800/8718/24439804.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/1000000/10000/8800/8718/e9fdf4e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Blackout drapes, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/10000/8800/8718/e4447b5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Howard Johnson by Wyndham Winter Haven FL Winter Haven 7.0/10 Good (1000) "Nice hotel. Clean and great location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Raylene CA $119 CA $133 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Winter-Haven-Hotels-Howard-Johnson-By-Wyndham-Winter-Haven-FL.h8718.Hotel-Information) ![Standard Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/11000000/10090000/10087200/10087112/b545b398.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/11000000/10090000/10087200/10087112/6d45def9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker](https://images.trvl-media.com/lodging/11000000/10090000/10087200/10087112/138a9e3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/11000000/10090000/10087200/10087112/48474f4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Budget Inn Lake Wales 8.6/10 Excellent (677) "Comfortable stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tommy CA $98 CA $109 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Lake-Wales-Hotels-Budget-Inn.h10087112.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/570000/569400/569376/277498d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/1000000/570000/569400/569376/dba41a1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Double Beds, Accessible, Non Smoking](https://images.trvl-media.com/lodging/1000000/570000/569400/569376/6de6774a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/570000/569400/569376/f5479633.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Baymont by Wyndham Lakeland Lakeland 4.6/10 (1001) "It Was Very Clean & The Staff Was Very Helpful" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brianna CA $72 CA $81 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Lakeland-Hotels-Baymont-By-Wyndham-Lakeland.h569376.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1890000/1887700/1887650/66ef3784.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/2000000/1890000/1887700/1887650/91512114.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor banquet area](https://images.trvl-media.com/lodging/2000000/1890000/1887700/1887650/20bcb6ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1890000/1887700/1887650/db1d10af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lake Roy Beach Inn Winter Haven 7.0/10 Good (983) "clean room" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) stephen CA $114 CA $128 total includes taxes & fees Dec 27 - Dec 28 [](https://www.expedia.ca/Winter-Haven-Hotels-Lake-Roy-Beach-Inn.h1887650.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/3000000/2850000/2840600/2840563/ec483d12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2850000/2840600/2840563/f9b3a913.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free buffet breakfast](https://images.trvl-media.com/lodging/3000000/2850000/2840600/2840563/21f69873.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds (310 Sq Ft)](https://images.trvl-media.com/lodging/3000000/2850000/2840600/2840563/543dab5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Lake Wales N-Winter Haven by IHG Lake Wales 9.2/10 Wonderful (1001) "Room was clean! Excellent room service and free breakfast with lot of different items. My family enjoyed the stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pratikkumar CA $166 CA $186 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Lake-Wales-Hotels-Holiday-Inn-Express-Lake-Wales-N-Winter-Haven.h2840563.Hotel-Information) ![Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/10000/9700/9688/2f9ce223.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/10000/9700/9688/ed6e6aad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Non Smoking](https://images.trvl-media.com/lodging/1000000/10000/9700/9688/5f49197d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/9700/9688/26a46aa2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rodeway Inn & Suites Haines City - Winter Haven Haines City 7.4/10 Good (841) "Great place " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Arnulfo CA $112 CA $125 total includes taxes & fees Dec 10 - Dec 11 [](https://www.expedia.ca/Haines-City-Hotels-Rodeway-Inn-And-Suites.h9688.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/1000000/20000/10400/10376/51f39477.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/20000/10400/10376/6ec37501.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/20000/10400/10376/db0f3517.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/20000/10400/10376/924788db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakeland Hotel Lakeland 6.0/10 (1002) "Very nice and very cool hotel." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bogdan CA $82 CA $91 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Lakeland-Hotels-Lakeland-Hotel.h10376.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/1000000/600000/599500/599415/4739f63a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/1000000/600000/599500/599415/55d92bb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/600000/599500/599415/f98927fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/1000000/600000/599500/599415/64d0d182.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Suburban Studios Lakeland North I-4 Lakeland 5.8/10 (701) "Room was clean and spacious " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) DK [](https://www.expedia.ca/Lakeland-Hotels-Suburban-Extended-Stay-Hotel-Lakeland-North-I-4.h599415.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/2000000/1640000/1635700/1635682/9412c3cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1640000/1635700/1635682/e2e0d46b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1640000/1635700/1635682/c3bca6a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1640000/1635700/1635682/ab9df6c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Days Inn & Suites by Wyndham Lakeland Lakeland 8.4/10 Very good (104) "Staff was great" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) George CA $76 CA $98 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Lakeland-Hotels-Days-Inn-Suites-By-Wyndham-Lakeland.h1635682.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=2025-12-19&endDate=2025-12-20®ionId=6048230&adults=2&star=50&sort=RECOMMENDED&openPlayBack=true) ## Find out more about Lakeland - Winter Haven ### Lakeland - Winter Havenand its attractions for luxury travelers For luxury travellers venturing to Lakeland - Winter Haven, a variety of high-end experiences await. Start your journey at the stunning Bok Tower Gardens, where you can stroll through beautifully manicured landscapes and listen to the ethereal carillon music echoing from the tower, creating a serene escape. The picturesque Lake Mirror Promenade offers a scenic waterfront for leisurely walks, with elegant parks and gardens that invite relaxation. Thrill-seekers can indulge in a day at LEGOLAND Florida Resort, where VIP experiences provide exclusive access to rides and attractions, perfect for families wanting to blend luxury with fun. Another must-visit is the historic downtown area, known for its charming boutiques and gourmet dining options, where you can savour exquisite cuisine at venues like The Terrace Hotel’s restaurant. For a truly indulgent stay, consider the stunning hotels located along the waterfront, where you can enjoy breathtaking views and amenities such as private balconies, fine dining, and spa services. The combination of natural beauty, upscale activities, and attentive service ensures a memorable getaway. ## Top Lakeland - Winter Haven Hotel Reviews ![The Grove Resort & Water Park Orlando](https://images.trvl-media.com/lodging/5000000/4700000/4691700/4691657/c5a7d392_y.jpg) ### The Grove Resort & Water Park Orlando 10/10 Excellent "One of the best resorts my family and I have ever been to! We had an amazing experience, very spacious, luxury-style service and accommodations. And the room was spotless…the cleanest room we’ve ever stayed in! The pool and water park 😍👌" [](https://expedia.ca/Orlando-Hotels-The-Grove-Resort-Water-Park-Orlando.h4691657.Hotel-Information) ![Summer Bay Orlando by Exploria Resorts](https://images.trvl-media.com/lodging/1000000/110000/104100/104060/9a5b9775_y.jpg) ### Summer Bay Orlando by Exploria Resorts 10/10 Excellent "Very good " [](https://expedia.ca/Orlando-Hotels-Summer-Bay-Orlando-By-Exploria-Resorts.h104060.Hotel-Information) ![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!" [](https://expedia.ca/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 "Great customer service. " [](https://expedia.ca/Orlando-Hotels-Melia-Orlando-Celebration.h1759572.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 "My stay was amazing. The employees were extra nice and I really appreciated it." [](https://expedia.ca/Orlando-Hotels-Liki-Tiki-Village.h692650.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 "very nice." [](https://expedia.ca/Orlando-Hotels-Holiday-Inn-Club-Vacations-At-Orange-Lake-Resort.h6315.Hotel-Information) ![Days Inn & Suites by Wyndham Lakeland](https://images.trvl-media.com/lodging/2000000/1640000/1635700/1635682/9412c3cb_y.jpg) ### Days Inn & Suites by Wyndham Lakeland 10/10 Excellent "The Hotel was very clean. The room was comfortable and very quiet. Hotel staff were all very polite and friendly. Breakfast was very good. I would recommend staying at this hotel." [](https://expedia.ca/Lakeland-Hotels-Days-Inn-Suites-By-Wyndham-Lakeland.h1635682.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 "Excellent " [](https://expedia.ca/Orlando-Hotels-Destiny-Palms-Hotel-Maingate-West.h427337.Hotel-Information) ![Quality Inn & Suites By the Parks](https://images.trvl-media.com/lodging/1000000/20000/18900/18866/7474f0f7_y.jpg) ### Quality Inn & Suites By the Parks 10/10 Excellent "I recommend this place to anyone it was very place and clean." 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