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Top Winter Haven Luxury Hotels

Our top choices for Winter Haven luxury hotels

Howard Johnson by Wyndham Winter Haven FL

2.0 star property
6.8 out of 10, (1005)
"Nice and convenient nice staff at check-in "
$85 nightly
The price is $95
Sep 7 - Sep 8
Total with taxes and fees
Howard Johnson by Wyndham Winter Haven FL

Lake Roy Beach Inn

2.0 star property
7.0 out of 10, Good, (972)
"Love this place, "
$73 nightly
The price is $82
Sep 2 - Sep 3
Total with taxes and fees
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

Find out more about Winter Haven

Find out more about Winter Haven

Winter Havenand its attractions for luxury travelers

Winter Haven, Florida, offers a blend of luxury and adventure for travelers. Start your journey at the stunning Legoland Florida Resort, where families can enjoy a mix of thrilling rides and intricate LEGO displays, creating memorable experiences for both kids and adults. For a more serene outing, visit the picturesque Bok Tower Gardens, where you can stroll through lush landscapes and enjoy the melodic carillon bells—a perfect spot for relaxation. Those seeking aquatic thrills will find excitement at Cypress Gardens, known for its beautiful botanical gardens and water ski shows that dazzle audiences. For a taste of local culture, the Chain of Lakes offers opportunities for private yacht charters, allowing you to explore the tranquil waters in style. When it comes to accommodation, consider the luxurious hotels near Lake Eloise, where you can unwind in high-end rooms with stunning lake views and exceptional amenities. Enjoy the convenience of fine dining and pampering services that cater to your every need, ensuring a truly indulgent stay in Winter Haven.

Find the best luxury hotels and resorts in Winter Haven

For travelers seeking a luxurious experience in Winter Haven, Florida, these hotels offer a blend of comfort and upscale amenities for an unforgettable stay.

Best Western Plus Winter Haven Inn & Suites

  • Why it's great for a luxury retreat: The Best Western Plus Winter Haven Inn & Suites is an excellent choice for travelers looking for a touch of luxury with a warm atmosphere. With a remarkable review rating of 9.4, guests can enjoy the comfort of air-conditioned rooms and a range of upscale amenities, ensuring a pleasant and relaxing experience during their stay.
  • Other amenities: In addition to its luxurious features, this hotel offers a variety of conveniences such as a beautiful outdoor pool with sun loungers, electric car charging stations, and daily housekeeping. Guests will also appreciate the complimentary full breakfast served daily, a fitness center, and spacious rooms that include kitchenettes equipped with refrigerators and microwaves, making it ideal for longer stays.
  • Nearby attractions: LEGOLAND® Florida - 0.6 miles, Peppa Pig Theme Park Florida - 0.66 miles, Chain Of Wakes - 1.08 miles

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, 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.

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