Title: Luxury Vacations in Lakeland - Winter Haven 2025/2026 | Expedia.ca ![](https://images.trvl-media.com/place/6048230/bbb73a5f-6b75-4096-a6be-af69b3da7b8d.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Lakeland - Winter Haven Luxury Vacations ## Book a Hotel + Flight or Car together to unlock savings Photo by Lakeland Convention and Visitors Bureau Stay added Flight added Car - Economy - Premium economy - Business class - First class Leaving from Going to Dates Travellers ## Room 1 Adults ChildrenAges 2 to 17 InfantsYounger than 2 I only need accommodation for part of my trip - ## Plan, book, travel with confidence ### Better together Save up to CA $1,096 when you book a flight and hotel together\* ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package ### Rest easy Plan, book, and manage your trip all in one place ## 4 Night Luxury holidays in Lakeland - Winter Haven Price found within the past 48 hours. Click for updated prices. ![La Quinta Inn & Suites by Wyndham Lakeland East](https://images.trvl-media.com/lodging/1000000/70000/67700/67610/d0ef5d1f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### La Quinta Inn & Suites by Wyndham Lakeland East CA $558 per person Dec 24 - Dec 28 found 21 hours ago Roundtrip flight included Montreal (YMQ) to Orlando (ORL) 6.6/10 (1,008 reviews) Food was okay did enjoy the stay. Reviewed on Oct 13, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-24/2025-12-28/?FromAirport=YMQ&Destination=ORL&NumRoom=1&NumAdult=2&NumChild=0&hotelId=67610&paandie=true&dealMarker=lDTH6YKwALsfVcTMdz6RtK_vFk2QUgy4uv7w4QJ_fDe5NPMXmNBe4E8LvsuZFNhV) ![Holiday Inn Express Lake Wales N-Winter Haven by IHG](https://images.trvl-media.com/lodging/3000000/2850000/2840600/2840563/ec483d12_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Holiday Inn Express Lake Wales N-Winter Haven by IHG CA $792 per person Dec 12 - Dec 16 found 6 hours ago Roundtrip flight included Toronto (YYZ) to Tampa (TPA) 9.2/10 Wonderful! (1,007 reviews) Hotel is clean and well maintained. Unfortunately the hotel had noisy guests on the second evening until very late which interfered with sleep. Reviewed on Oct 22, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-12/2025-12-16/?FromAirport=YYZ&Destination=TPA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=2840563&paandie=true&dealMarker=KQD9kewTqX9lPN6lcr1zA4gFKxJl10o7G0RqdnjtZGiyfPG1_seGrSPLo93xAk-Q) ![Days Inn & Suites by Wyndham Lakeland](https://images.trvl-media.com/lodging/2000000/1640000/1635700/1635682/9412c3cb_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Days Inn & Suites by Wyndham Lakeland CA $570 per person Dec 24 - Dec 28 found 21 hours ago Roundtrip flight included Montreal (YMQ) to Orlando (ORL) 8.6/10 Excellent! (40 reviews) Very enjoyable stay. Friendly staff. Breakfast needs some improving. Will stay again! Reviewed on Oct 22, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-24/2025-12-28/?FromAirport=YMQ&Destination=ORL&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1635682&paandie=true&dealMarker=lDTH6YKwALsfVcTMdz6RtK_vFk2QUgy4uv7w4QJ_fDdl6wI6d-a7fOKPZ5H_q363) Don't see what you're looking for? See all available trips from Columbus to Lakeland - Winter Haven [View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-11-23/2025-11-30/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=ORL&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Plan the perfect luxury Lakeland - Winter Haven vacation with Expedia #### What are some benefits when booking luxury Lakeland - Winter Haven vacations? When you book a luxury Lakeland - Winter Haven vacation, you get to enjoy some of the best amenities and special features available. Luxury vacation options often feature spa facilities right in your accommodation, along with room service and an on-site restaurant. The quality of the bedding and even the water pressure tends to be better, so it's the perfect solution for travellers looking to put their feet up and relax. #### How can I find all-inclusive luxury vacations in Lakeland - Winter Haven? If you're looking for something luxurious in Lakeland - Winter Haven, all you have to do is take advantage of our search filters. You can implement a filter to only show 5-star accommodations as well as some amenities you may be interested in, like spa facilities and hot tubs. When you opt for an all-inclusive package, you can enjoy luxury alongside a potential discount for booking your accommodation and flight together. #### Can I book a cheap luxury vacation? While luxury vacations tend to be on the more costly end of the spectrum, ranging from CA $558, there are a few methods you can try to lower the price as much as possible. When booking a flight and accommodation together, you can enjoy savings of up to 16. After implementing filters for luxury features, you can also sort by price to list the cheapest luxury packages first. #### Are there luxury spa vacations? Yes, luxury spa vacations are available and quite popular in Lakeland - Winter Haven. When you book one of these experiences, it's easier than ever to relax, unwind and recharge in between excursions. Either way, you can easily find spa vacations by implementing the spa filter in your search. #### What should I look for in a luxury family vacation in Lakeland - Winter Haven? When booking something for the whole family, it's important to consider exactly what kind of experience your family will want.Luxury packages make it easy to keep everyone happy with creature comforts. Kids especially enjoy features like pools, a delicious breakfast and plenty of space. Suites tend to offer your family members a bit more privacy and comfort compared to simple rooms throughout Lakeland - Winter Haven. #### Can I book last-minute luxury vacations? Yes, last-minute bookings are often available in Lakeland - Winter Haven. All you have to do is enter your travel dates to see what's available. Sometimes, you'll even find additional discounts for booking last-minute, as accommodations are desperate to fill their last remaining spaces. #### What can help me find the best luxury vacation deals in Lakeland - Winter Haven? You can use a few strategies to find the best deals on luxury vacation packages. Consider travelling during the off-season to take advantage of the typically lower overall prices. Additionally, staying in the less popular parts of Lakeland - Winter Haven or travelling to more obscure destinations altogether can often lead to lower prices. #### Can I book a luxury vacation that is fully refundable? Yes, fully refundable reservations are sometimes available on luxury vacation packages in Lakeland - Winter Haven. You can implement a filter for it specifically or check out the policy section on any one of your search results. It should clearly state what's necessary to qualify for a fully refundable booking. #### Why should I book my luxury vacation with Expedia? When you book with Expedia, you can enjoy a one-stop shop for all your travel planning needs. We offer accommodations as well as flights, and you may even be able to enjoy discounts by booking them together. Of course, Expedia Rewards members will find even more discounts and earn points that can be put toward discounts on future bookings. ## Luxury Hotels in Lakeland - Winter Haven ![The Terrace Hotel Lakeland, Tapestry Collection by Hilton](https://images.trvl-media.com/lodging/1000000/210000/209700/209651/d3314a29_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Terrace Hotel Lakeland, Tapestry Collection by Hilton 329 E Main St, Lakeland, FL - 43 min drive from LEGOLAND® Florida Book a stay at this historic hotel in Lakeland. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff in ... 9/10 Wonderful! (331 reviews) As usual one of the best stays in the Lakeland area.I come often for business and have stayed at a few place, The Terrace is one of the best locations. Reviewed on Oct 22, 2025 [](https://expedia.ca/Lakeland-Hotels-The-Terrace-Hotel-Lakeland.h209651.Hotel-Information) ![Howard Johnson by Wyndham Winter Haven FL](https://images.trvl-media.com/lodging/1000000/10000/8800/8718/71d67783_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Howard Johnson by Wyndham Winter Haven FL 1300 3rd St, SW, Winter Haven, FL - 7 min drive from LEGOLAND® Florida Stay at this motel in Winter Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ... 6.8/10 (1,020 reviews) Everything seem fine, remodeled Howard Johnson’s by Wyndham but the first thing I noticed in the room it smelled like urine a little bit. That’s the only thing other than the beds were comfortable and it was clean. That’s the only thing I noticed Reviewed on Oct 19, 2025 [](https://expedia.ca/Winter-Haven-Hotels-Howard-Johnson-By-Wyndham-Winter-Haven-FL.h8718.Hotel-Information) ![Budget Inn](https://images.trvl-media.com/lodging/11000000/10090000/10087200/10087112/b545b398_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Budget Inn 530 South Scenic Highway, Lake Wales, FL - 24 min drive from LEGOLAND® Florida Stay at this motel in Lake Wales. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ... 8.4/10 Very Good! (671 reviews) Great Reviewed on Oct 22, 2025 [](https://expedia.ca/Lake-Wales-Hotels-Budget-Inn.h10087112.Hotel-Information) [See all 45,144 properties in Lakeland - Winter Haven](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=6048230) 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. ## More vacations you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ### Top Luxury Vacation Destinations > - [Luxury vacations in Portugal](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/147/Portugal) > - [Luxury vacations in India](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/80/India) > - [Luxury vacations in France](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/59/France) > - [Luxury vacations in Switzerland](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/174/Switzerland) > - [Luxury vacations in Canada](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/31/Canada) > - [Luxury vacations in Jamaica](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/88/Jamaica) > - [Luxury vacations in Italy](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/86/Italy) > - [Luxury vacations in New Zealand](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/133/New-Zealand) > - [Luxury vacations in the Maldives](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/109/Maldives) > - [Luxury vacations in Costa Rica](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/42/Costa-Rica) > - [Luxury vacations in Florida Keys](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/6023765/Florida-Keys) > - [Luxury vacations in Mexico](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/117/Mexico) > - [Luxury vacations in the Caribbean](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/6022969/Caribbean) > - [Luxury vacations in Zanzibar](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/4186/Zanzibar) > - [Luxury vacations in Cancun](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/179995/Cancun) > - [Luxury vacations in Kerala](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/602187/Kerala) > - [Luxury vacations in Australia](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/10/Australia) > - [Luxury vacations in Puglia](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/6048562/Puglia) > - [Luxury vacations in Cuba](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/44/Cuba) > - [Luxury vacations in Cyprus](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/45/Cyprus) ## More Vacations Ideas [Flights to Lakeland - Winter Haven](https://expedia.ca/Cheap-Flights-To-Lakeland-Winter-Haven.d6048230.Travel-Guide-Flights)[Lakeland - Winter Haven Hotels](https://expedia.ca/Lakeland-Winter-Haven-Hotels.d6048230.Travel-Guide-Hotels)[Lakeland - Winter Haven Vacation Rentals](https://expedia.ca/Lakeland-Winter-Haven-Vacation-Rentals.d6048230.Travel-Guide-VacationRentals)[Lakeland - Winter Haven Car Rentals](https://expedia.ca/Car-Rentals-In-Lakeland-Winter-Haven.d6048230.Car-Rental-Guide)[Lakeland - Winter Haven Vacations](https://expedia.ca/Lakeland-Winter-Haven.d6048230.Destination-Travel-Guides)[Things to do in Lakeland - Winter Haven](https://expedia.ca/Things-To-Do-In-Lakeland-Winter-Haven.d6048230.Travel-Guide-Activities) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)