Hotels in Winter Haven

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Prices may change – pop in your dates for the best estimate. Note that prices are based on previous traveller searches and partner prices.
Prices may change – pop in your dates for the best estimate. Note that prices are based on previous traveller searches and partner prices.
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Luxury stay or budget getaway?

Whether you're after 5-star comfort or ease on your wallet, we do the searching so you can sleep easy during your stay in Winter Haven.

Fast facts

Sleep easy, armed with the stuff that's good to know before you go.
Highest rated hotelCourtyard by Marriott Winter Haven – 4.6

How to find the best hotel deals in Winter Haven

Want to use the same magic that powers our award-winning flight search to find the best room rates on the internet? Here are a few tips to help you search and save in seconds.

How to find the best hotel deal in Winter Haven

  • Our search engine is a genius at tracking down flight deals. The good news? It's every bit as clever at tracking down great rates on Winter Haven hotels. Book smarter and pay less with these tips.

  • Save on your Winter Haven hotel and get first pick of what's on offer when you book early. You'll also have extra time to compare and choose the perfect place.

  • However, it's still possible to get last-minute deals. Although prices generally rise closer to your stay, some places drop rates a day or two before to avoid rooms sitting empty, especially in low season.

  • Stay flexible with your dates, snag better rates. Search for hotels across different months or seasons. Even going middle of the week (instead of weekends) can lead to big savings.

  • Book without the worry by searching for stays that offer free cancellation. If your schedule changes or you spot a better offer, you can cancel or modify your booking without penalty.

Where to stay in Winter Haven

Central Winter Haven

When to go to Winter Haven

  • Think about the type of weather you prefer before you go. With maximum highs of 34ºC, August offers the warmest conditions.

  • The coolest month is January. Expect lows of 7ºC.

  • Search for Winter Haven hotels in December to enjoy mostly clear skies. Averaging three days of rain, this is the driest month.

  • August brings the wettest conditions. You can expect around 25 days of rainfall.

Best hotels in Winter Haven

Best budget hotels

  • A great trip doesn't have to mean a huge hotel bill. With at least 20 budget Winter Haven hotels available, you can spend more on the fun stuff and less on where you sleep. You can expect basic comforts like Wi-Fi, grab-and-go breakfasts, and cosy beds at these well-priced stays.

  • Sleep well without going all out at Best Western Plus Winter Haven Inn Suites. It has a 3-star rating and amenities such as a fitness centre and heating.

  • Alternatively, book a room at Lake Roy Beach Inn - Winter Haven. Featuring conveniences such as a microwave and a laundry, this 2-star Winter Haven hotel keeps things simple and affordable.

  • You'll also get a good deal at Holiday Inn Winter Haven, which is rated 3 stars. It features air conditioning and heating.

Best hotels in Winter Haven for families

  • Taking off with the kids? You need a hotel that comes with more support built in. Baby-sitting services, high chairs, and connecting rooms help make family escapes easier. You'll find roughly seven family-friendly hotels in Winter Haven ready for your crew.

  • Turn your family escape into a luxurious one at Legoland Florida Resort. Rated 4 stars, this Winter Haven hotel features entertainment rooms and minigolf.

Best hotels with a pool

  • Add some extra fun to your trip with a pool. If you choose a city hotel, expect rooftop and indoor options. Resorts? They usually come with sprawling outdoor setups and maybe even a swim-up bar. There are at least 20 pool hotels in Winter Haven made for your next adventure.

  • Staybridge Suites Winter Haven - Auburndale offers an outdoor swimming pool, a laundry and a 24-hour front desk. Take a dip or simply take it easy by the water at this Winter Haven hotel.

  • Lose track of time in the best way at Best Western Plus Winter Haven Inn Suites. This popular option features an outdoor swimming pool, a fitness centre and parking.

  • Courtyard by Marriott Winter Haven is one more stay that hits all the right notes. This hotel offers an outdoor swimming pool, Wi-Fi and internet access.

Best pet-friendly hotels

  • With around ten pet-friendly Winter Haven hotels, your best buddy can be part of the journey. Many have outdoor spaces or nearby parks to run around in, and some even offer extras like chew toys and grooming services. A few house rules may apply, but most places go out of their way to make your furry friend feel welcome.

  • At LEGOLAND Beach Retreat, pet-friendly perks make travel easier for you both. A 24-hour front desk and Wi-Fi are other amenities you'll find at this hotel in Winter Haven.

Finding cheap hotels in Winter Haven: FAQs

In Winter Haven, the expected average temperature in March is 20°C. The warmest month is typically August, which averages 31°C. The coolest month is January, with temperatures averaging 10°C. The rainiest month is June, and the driest month is November.
You can always cancel or amend your hotel reservation if you need to, but look out for hotels in Winter Haven with free cancellation or flexible booking options if you want to protect your money. Some hotels allow you to cancel and get your money back if your plans change.
Of course - the cheapest hotel deal we found within the next seven days is $126 per night. If you need somewhere in the next 24 hours, we've found you somewhere to stay for $152 per night.
The average price of a hotel during the week is $343 per night, and the average price on weekends is $321. Overall, it looks like the cheapest day to stay in Winter Haven could be Sunday.
The nearest airport to Winter Haven is Lakeland Airport (LAL), which is 27.9km from the city centre.

Other airports include:

Orlando International Airport, which is 60.6km from the city centre.
Tampa Peter O'Knight Airport, which is 71.3km from the city centre.
Tampa International Airport, which is 79.0km from the city centre.
We crunched some numbers on our calendar and found that Sunday is the cheapest day to stay in Winter Haven. And the most expensive day seems to be Tuesday
The average price of a 3-star hotel in Winter Haven is currently around $450 per night. And the cheapest 3-star hotel we found is $142 per night.
The cheapest month to stay in a hotel in Winter Haven is August, with an average price of $267 per night. The most expensive month is April, when the average room rate can rise to $580 per night. These average prices are based on all the hotels we found – from hostels through to fancy 5-star hotels.
The average price of a hotel in March is $350 per night, which is around 13% higher than the rest of the year.
If you're planning a trip with the whole family, the best rated hotels for you near Winter Haven are Hampton Inn Winter Haven, Rodeway Inn & Suites Haines City - Winter Haven and Howard Johnson by Wyndham Winter Haven FL.