Lakeland - Winter Haven Holidays from £888
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Your Lakeland - Winter Haven Holiday
Do and see more with an Lakeland - Winter Haven holiday package. Whether you're making your way to Lakeland to enjoy its golfing, walking trails and family-friendly attractions, or someplace else, our package deals make travel planning easy. Start your trip to Lakeland - Winter Haven with a couple of days in Lakeland visiting popular attractions like RP Funding Centre and Lakeside Village. Winter Haven is another city that lures travellers from far and wide. LEGOLAND® Florida and The Circle B Bar Reserve are two of the leading places to see in this destination. If you're ready to stop dreaming and start packing, Expedia will help turn your Lakeland - Winter Haven holiday into a reality.
Top Lakeland - Winter Haven Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
Where to stay in Lakeland - Winter Haven
Find the best Lakeland - Winter Haven areas and neighborhoods for the activities you enjoy most. Learn more about Lakeland - Winter Haven
Downtown Lakeland
2 out of top 10 points of interest in this area
If you're spending some time in Downtown Lakeland, Polk Theatre and RP Funding Center are top sights worth seeing.
Lake Hollingsworth
While visiting Lake Hollingsworth, you might make a stop by sights like Lake Hollingsworth and Veterans Park.
South Lake Morton
South Lake Morton might not have many top sights, but Lake Mirror and Polk Theatre are two attractions nearby that you can check out.
Lakeland Highlands
While there might not be top attractions in Lakeland Highlands, you can explore the larger area and discover places like The Club at Eaglebrooke and Family Fun Center.
Downtown
When in Downtown, you can plan a visit to Robert W. Willaford Railroad Museum and Otis M. Andrews Sports Complex, some noteworthy sights in the nearby area.
Lakeland - Winter Haven Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Orlando Intl. Airport (MCO) |
Population | 37,700 |
Top hotels in Lakeland - Winter Haven
The Grove Resort & Water Park Orlando
14501 Grove Resort Avenue Winter Garden FL
Fully refundableReserve now, pay when you stay
£198
13 Oct - 14 Oct
includes taxes & fees
8/10 Very good! (10,825 reviews)
"The room was clean and smelled amazing walking in. The views from the room were spectacular. The amount of room for the family was great. Access to a kitchen and laundry was perfect. The hallways were not fully painted and did not give a great first impression after exiting the elevator forte first ..."
Reviewed on 13 Sept 2026
Margaritaville Resort Orlando with H2O Waterpark
8000 Fins Up Circle Kissimmee FL
Fully refundableReserve now, pay when you stay
£157
23 Sept - 24 Sept
includes taxes & fees
Holiday Inn Club Vacations at Orange Lake Resort by IHG
8505 W Irlo Bronson Memorial Hwy Kissimmee FL
Fully refundable
£124
15 Sept - 16 Sept
includes taxes & fees
8.8/10 Excellent! (3,320 reviews)
"We absolutely loved our stay here. The staff were all very friendly and helpful. The River Island section made for a fun pool day and we spent over 6 hours there with the pool, lazy river, slides and mini golf. Our room was clean and well maintained. There was a full kitchen and Publix less than ..."
Reviewed on 13 Sept 2026
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.
Stay near popular Lakeland - Winter Haven attractions
LEGOLAND® Florida
9.0/10 (2,150 reviews)
Take the kids to this dynamic theme park for a day full of exciting rides, LEGO® brick creations and the chance to build your own LEGO®robots.
Lakeside Village
7.8/10 (443 reviews)
You can find the perfect gifts to bring home at Lakeside Village during your visit to Lakeland. Amble around the area's lakeside or attend a sporting event.
Dinosaur World
8.6/10 (65 reviews)
With more than 200 life-size dinosaur models and many interactive games and activities, this educational theme park is great for families.
Photo by throwingsofas
Bok Tower Gardens
9.0/10 (158 reviews)
Bok Tower Gardens is just one of the places to see in Lake Wales, so why not enjoy the other things to explore during your travels? Stroll along the lakeside in this family-friendly area or visit its top-notch restaurants.
Sun N Fun Air Museum
7.6/10 (272 reviews)
You can spend time exploring the galleries in Sun N Fun Air Museum in Lakeland. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
RP Funding Center
7.6/10 (545 reviews)
You can enjoy a show at RP Funding Center during your stay in Lakeland. Amble around the area's lakeside or attend a sporting event.
Publix Field at Joker Marchant Stadium
7.8/10 (448 reviews)
Catch an event at Publix Field at Joker Marchant Stadium during your trip to Lakeland. Stroll along the lakeside or attend a sporting event in this family-friendly area.
Southern Dunes Golf and Country Club
7.8/10 (15 reviews)
Enjoy a round of golf in Haines City at Southern Dunes Golf and Country Club. Stroll along the lakeside in this family-friendly area or visit its top-notch restaurants.
What to do in Lakeland - Winter Haven
Walt Disney World® Theme Park Tickets
£499
per adult
88% of travellers recommend
Frequently asked questions
Why should I book my Lakeland - Winter Haven holiday with Expedia?
With excellent-value airfares, car hire and accommodation options all in the same place, Expedia makes booking your Lakeland - Winter Haven getaway a cinch. Plus, we can help you bundle your bookings into a package holiday so you can enjoy even more savings. Choose from awesome retreats, add flights and/or a hire car (and maybe even some exciting activities!) and get unbeatable prices. Need to change plans? Expedia offers a flexible cancellation policy for many bookings. To learn more, visit our Customer Service Portal link.
When is the best time of year to holiday in Lakeland - Winter Haven?
If you love the excitement that comes with peak season, head to Lakeland - Winter Haven in January, February and March. If you prefer a more relaxed vibe, June, July and August are better times to visit. To give you an idea of what type of weather you can experience, the average temperature during the day in January, the coolest time of year in Lakeland - Winter Haven, is 16ºC. The warmest month here is June, when temperatures are around 27ºC.
What are the top hotels for my holiday in Lakeland - Winter Haven?
When it comes to properties in Davenport, Hyatt Place Lakeland Centre and Four Corners Area Pool Homes by SVV are two fantastic options. If you're heading to Haines City, Quality Inn Clermont West Kissimmee and Baymont by Wyndham Lakeland look forward to welcoming you.
How do I get a cheap holiday to Lakeland - Winter Haven?
Bundling your hotel and flight with Expedia won't just save you time — it'll save you a tidy sum too. A Lakeland - Winter Haven holiday makes it a cinch to create the perfect trip. With more than 400 airlines all over the world to pick from, finding flights that fit your busy schedule won't be a challenge. Not only that, we've got over 321,000 hotel options globally to choose from. Talk about choice! Whatever your budget, Expedia brings the world within your reach. Learn more about how you can save money on your holiday when you combine your hotel and flight bookings with Expedia.
What should I do on my Lakeland - Winter Haven holiday?
Organise your next holiday in Lakeland - Winter Haven around popular attractions such as LEGOLAND® Florida and Publix Field at Joker Marchant Stadium. Many visitors also highly recommend Chain of Lakes Park and Polk Museum of Art.
What are the best cities to stay in when on holiday in Lakeland - Winter Haven?
To see popular sights like LEGOLAND® Florida and Chain of Lakes Park, Winter Haven is the place to be. Lots of travellers also love spending time in Lakeland, home to Publix Field at Joker Marchant Stadium and Polk Museum of Art. If time isn't an issue, why not visit both cities?
Do I need a visa for my Lakeland - Winter Haven holiday?
Research the latest rules on official government websites. Your nationality and whether you're travelling for leisure, business or study will determine if you'll need a visa for Lakeland - Winter Haven. Find out about the application process, including the required documentation, turnaround times and fees. Start your application well in advance to allow sufficient processing time. Some visas can take weeks or even months to obtain, depending on the country.
What should I wear on my Lakeland - Winter Haven holiday?
Although everyone's style is different, it can be helpful to have some guidelines for what to wear on your holiday in Lakeland - Winter Haven. Consider browsing style blogs before you head off for inspiration on local fashion trends. In Lakeland - Winter Haven, average daytime temperatures reach 27ºC during June, making it the warmest month. January is the coolest time of the year here, with the mercury hovering around 16ºC during the day. Make packing a cinch by checking the forecast for every place you're visiting.
What does an Expedia Lakeland - Winter Haven holiday include?
That depends entirely on you. Simply choose from a variety of Lakeland - Winter Haven packages, such as a hotel, flight and hire car. You can also book a hotel and a flight, or a car hire with a flight. Once you've made your booking, add on the fun stuff like experiences and activities. Whatever your ideal Lakeland - Winter Haven break looks like, get set to save! Explore all sorts of styles on Expedia and discover the perfect fit for you and your travel companions. From the most sought-after property types, like private holiday homes and villas, to many other options, there are plenty of holiday retreats in Lakeland - Winter Haven to choose from so you can plan your stay to suit your needs.
Does Expedia offer Book Now, Pay Later Lakeland - Winter Haven holidays?
Good news! We do. Expedia has partnered with online lender Klarna to help you easily pay for your holiday in manageable instalments. Simply select the payment plan that suits best during checkout and take away the stress of budgeting for your trip. Don't forget to bundle your accommodation, flights and activities with Expedia to get the biggest bang for your travel buck. Take a look at our flexible payment options below:
- Pay monthly holidays: Realise your holiday dreams sooner with Klarna's convenient payment plans. If paying in multiple transactions sounds right for you, pick this option at checkout.
- No-deposit holidays: When you spot an incredible deal but don't have the full amount yet, Klarna's no-deposit holiday plan will allow you to Book Now, Pay Later to lock it in.
Can I choose my airline with a Lakeland - Winter Haven Expedia holiday?
Yes, and with over 400 airlines to select from globally, it's all about choice. Take a look at the available options and find out which airline suits your budget and needs.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.
