Find luxury hotels in Winter Haven, FL

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.

Lie in the lap of luxury during your getaway to Winter Haven in one of Expedia’s 12 luxury hotels.

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.

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 The Circle B Bar Reserve and Indigo’s Family Fun Center.

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.