Find Luxury Hotels in Winter Haven, FL

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Check availability on Winter Haven Luxury Hotels

Our top choices for Winter Haven luxury hotels

Blackout drapes, iron/ironing board, free cribs/infant beds
Howard Johnson by Wyndham Winter Haven FL

Howard Johnson by Wyndham Winter Haven FL

2.0 star property
Winter Haven
7.0 out of 10, Good, (1007)
"Nice hotel. Clean and great location. "
United States
Raylene
The price is SAR 319
SAR 357 total
includes taxes & fees
30 Dec - 31 Dec
Howard Johnson by Wyndham Winter Haven FL
Property grounds
Lake Roy Beach Inn

Lake Roy Beach Inn

2.0 star property
Winter Haven
7.0 out of 10, Good, (986)
"Great very nice comfortable room"
United States
Rian
The price is SAR 336
SAR 376 total
includes taxes & fees
20 Dec - 21 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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Top Winter Haven Hotel Reviews

Holiday Inn Club Vacations at Orange Lake Resort by IHG

Holiday Inn Club Vacations at Orange Lake Resort by IHG

10/10 Excellent
"Had everything we could have ask for, space, great pools, room was great."
Barbra 4-night trip
Posted 18 hours ago
Holiday Inn Club Vacations at Orange Lake Resort by IHG

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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 Lakeland Intl. Airport (LAL) airport or Kissimmee, FL (ISM-Kissimmee Gateway) 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.
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 Chain of Lakes Park. If you have extra time while you're in the area, you might want to stop by Peppa Pig Theme Park Florida and Willowbrook Golf Course.
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.