Lakeland - Winter Haven Luxury Holidays

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Photo by Lakeland Convention and Visitors Bureau
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All you need to know about luxury holidays in Lakeland - Winter Haven

What can I expect from a luxury Lakeland - Winter Haven holiday?

Luxury on holiday is all about relaxing and feeling good. Whether you choose a sumptuous spa, Michelin-starred restaurant or super-king bed is your call. Use our amenities filters to find the things that tick all your boxes.

How can I find all-inclusive luxury holidays in Lakeland - Winter Haven?

Tick the all-inclusive and 5-star filters to find the crème de la crème of Lakeland - Winter Haven holidays. With everything included in the package price, you can drink and dine to your heart’s content, without worrying about that bill at the end.

Can I book a cheap luxury holiday to Lakeland - Winter Haven?

A luxury holiday doesn’t have to break the bank. Travel out of peak season, choose a hotel or resort a little way out or go for a last-minute getaway and you’ll find some cracking deals. Sort by price to find luxury holidays to Lakeland - Winter Haven starting at . Prices and availability are subject to change. Additional terms may apply.

Are there luxury spa holidays in Lakeland - Winter Haven?

For sunset massages on the shoreline and view-filled saunas, use our spa filter to find your ideal Lakeland - Winter Haven spa hotel. Book a whole weekend soaking away your stresses, or hop into the spa after the beach, some golf or a local advent-ahhhh.

What should I look for when booking a luxury family holiday in Lakeland - Winter Haven?

Luxury isn’t just for adults. Those little touches designed for little people make a family holiday genuinely stress free … which is the greatest luxury of all. Look for spacious suites, pools toddlers can splash in, and breakfast buffets with waffles, pancakes and Nutella galore.

Can I book luxury last-minute holidays to Lakeland - Winter Haven?

You can wangle a top-notch luxury holiday in Lakeland - Winter Haven for a fraction of the normal price by booking last minute. Just enter your dates and see what’s available – if you’re flexible ... even better!

Can I book a luxury holiday in Lakeland - Winter Haven with free cancellation and/or flexible dates?

If you’re splashing out on a luxury holiday, make sure your money is safe by booking with free cancellation. Just use the fully refundable filter and make sure you read all the terms and conditions.

Why should I book my luxury travel to Lakeland - Winter Haven with Expedia?

Nobody does luxury quite like Expedia. With so many gorgeous properties in Lakeland - Winter Haven to choose from, as well as access to first-class flight deals and hire cars with horsepower, there’s no better place to book.

Top Luxury Lakeland - Winter Haven Hotels

The Terrace Hotel Lakeland, Tapestry Collection by Hilton
The Terrace Hotel Lakeland, Tapestry Collection by Hilton
3.5 out of 5
329 E Main St, Lakeland, FL
  • 43 min drive from LEGOLAND® Florida
Stay at this historic hotel in Lakeland. Enjoy free Wi-Fi, breakfast (surcharge) and a 24-hour fitness centre. Our guests praise the helpful staff in their reviews. ...
9/10 Wonderful! (298 reviews)
"What a culture; you have a super pleasant staff in all disciplines! Thank you!!"

Reviewed on 29 Jun 2025

The Terrace Hotel Lakeland, Tapestry Collection by Hilton
Howard Johnson by Wyndham Winter Haven FL
Howard Johnson by Wyndham Winter Haven FL
2 out of 5
1300 3rd St, SW, Winter Haven, FL
  • 7 min drive from LEGOLAND® Florida
Stay at this motel in Winter Haven. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms in their reviews. ...
6.8/10 (1,000 reviews)
"Great customer service, lots of restaurants within walking distance."

Reviewed on 3 Jul 2025

Howard Johnson by Wyndham Winter Haven FL
Budget Inn
Budget Inn
2 out of 5
530 South Scenic Highway, Lake Wales, FL
  • 24 min drive from LEGOLAND® Florida
Stay at this motel in Lake Wales. Enjoy free Wi-Fi, free parking and room service. Our guests praise the helpful staff and the clean rooms in their reviews. ...
8.4/10 Very Good! (656 reviews)
"Excellent stay. Rooms are very nicely updated. Hightly recommend."

Reviewed on 18 Jun 2025

Budget Inn
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.

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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.