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Check availability on Winter Haven Luxury Hotels

Tonight
Jul 25 - Jul 26
Tomorrow
Jul 26 - Jul 27
This weekend
Jul 25 - Jul 27
Next weekend
Aug 1 - Aug 3

Top Winter Haven Luxury Hotels

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

Howard Johnson by Wyndham Winter Haven FL

2.0 star property
6.8 out of 10, (1005)
"I require a handicap room. The bathroom and shower were perfect and very clean. The bed was comfortable and the entire room clean. Cleaning crew was nice and left extra as requested. The location was also great. Within 5-10 minute drive to a lot of restaurants."
David
The price is CA $116
CA $130 total
includes taxes & fees
Jul 27 - Jul 28
Howard Johnson by Wyndham Winter Haven FL
Lake Roy Beach Inn
Property grounds

Lake Roy Beach Inn

2.0 star property
7.0 out of 10, Good, (969)
"Very nice and friendly the lake and pool are beautiful at night"
Whitney
The price is CA $120
CA $135 total
includes taxes & fees
Jul 26 - Jul 27
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.

Top Winter Haven Hotel Reviews

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

10/10 Excellent
"Great place "
LATONDRIA 3-night trip
Posted 9 hours ago
The Grove Resort & Water Park Orlando

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.
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, Indigo's Family Fun Center, and Theatre Winter Haven. If you have extra time while you're in the area, you might want to stop by Chain of Lakes Park and Peppa Pig Theme Park Florida.
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.