Find Luxury Hotels in Winter Haven, FL

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Pick from 3 Winter Haven Luxury Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

Howard Johnson by Wyndham Winter Haven FL
Exterior
Howard Johnson by Wyndham Winter Haven FL
2.0 star property
7.0 out of 10, Good, (1002)
"Property was ok, Should have been more staff at the counter, had to pay a $50 room essential fee, which we got back after the room was checked. "
The price is SAR 383
SAR 422 total
includes taxes & fees
23 Nov - 24 Nov
Howard Johnson by Wyndham Winter Haven FL
Lake Roy Beach Inn
Property grounds
Lake Roy Beach Inn
2.0 star property
6.8 out of 10, (903)
"Beautiful view "
The price is SAR 361
SAR 397 total
includes taxes & fees
30 Nov - 1 Dec
Lake Roy Beach 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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Frequently asked questions

Are you searching for a great accommodation for your luxury trip to Winter Haven?
Expedia can help you arrange a flight to Kissimmee, FL (ISM-Kissimmee Gateway) airport or Avon Park, FL (AVO-Avon Park Executive) airport, and then you can select from various places to stay that will deliver the luxury you’d like to find. Amenities are important when you plan a trip, so we make it easy to find what you want to make your stay special. If you want an upscale hotel with a spa, an indoor pool, or luxury bedding, Expedia can assist you in finding the best luxury hotel experience that Winter Haven has to offer. Known for its entertainment and sporting events, Winter Haven also has some interesting things to see and do including LEGOLAND® Florida, so you may want to take in the local sights during your visit.
How many luxury hotels will I find in Winter Haven?
Lie in the lap of luxury during your getaway to Winter Haven in one of Expedia’s 12 luxury hotels.
When can I expect good weather in Winter Haven?
Planning for the weather is an important factor for making your trip to Winter Haven a success, especially when you’re splurging. The hottest months are usually August and July with an average temp of 81°F, while the coldest months are January and February with an average of 64°F. The rainiest months in Winter Haven are August, July, September, and June, with each month seeing an average of 8 inches of rainfall.
What's there to see and do in Winter Haven?
Take in the sights and attractions that Winter Haven offers with a visit to LEGOLAND® Florida, Theatre Winter Haven, and Inman Park. If you have extra time while you’re in the area, you might want to stop by Chain of Lakes Park and Northgate Shopping Center.
How can I get around Winter Haven?
It’s easier to get around town comfortably when you know your options. To venture out into the surrounding area, hop aboard a train at Winter Haven Station.