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 hotelStaybridge Suites Winter Haven - Auburndale by IHG – 4.8

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

  • You've locked in your ideal flight. Now let that same clever search engine find you the best deals on Winter Haven hotels. These tips will get you one step closer to making that trip official.

  • Save on your Winter Haven hotel and get access to a fuller range of rooms by booking early. You'll also have extra time to weigh your options and choose the perfect place.

  • Still, be ready to grab any last-minute deals. Some places reduce their rates shortly before check-in to fill rooms. This is more likely to happen in off-peak season or on quieter days, though.

  • The more flexible your dates, the better your savings. Change up your trip timing to discover what deals pop up. Prices are typically cheaper midweek and during low-season months.

  • Explore the range of accommodation options with free cancellation and book without the pressure. You can cancel your stay without penalty if your plans shift or you spot a better offer.

Where to stay in Winter Haven

Central Winter Haven

  • Choose the city centre and you'll be surrounded by things to do. Take your pick of these accommodation options that keep you close to the main attractions in central Winter Haven.

  • Spend your stay at Hampton Inn Winter Haven if you want to be near Historic Ritz Theatre, Inc. Around 2 kilometres from this popular sight, this Winter Haven hotel sets you up to explore with ease.

  • Looking to stay near Museum Of Winter Haven History? Lake Roy Beach Inn - Winter Haven is about 3 kilometres away. This hotel in Winter Haven delivers on both comfort and convenience.

  • Hotels near Hartridge-Idylwild Canal are also well worth checking out. Staybridge Suites Winter Haven - Auburndale by IHG is 3 kilometres or so from this leading sight. It's a good base for discovering the city more broadly.

When to go to Winter Haven

  • Good weather can make all the difference when choosing travel dates. If you prefer warmer conditions, August typically delivers with temperatures reaching up to 34ºC (93ºF).

  • January is the coolest time of year, with lows of 7ºC (45ºF).

  • To dodge grey skies, search for Winter Haven hotels during December. With an average of three days of rain, this is the driest month.

  • August has the wettest weather. 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 ten budget Winter Haven hotels to choose from, you can spend more on what matters and less on where you rest your head. Expect basic comforts like simple breakfasts, standard toiletries, and cosy beds at these affordable stays.

  • Best Western Plus Winter Haven Inn Suites is a 3-star option that focuses on comfort without overcomplicating things. Heating and accessible parking are some of its amenities.

  • Best Western Auburndale Inn Suites delivers 3-star value. Conveniences including heating and a laundry are there to make your Winter Haven hotel stay smoother.

  • Another great match for budget trips is Rodeway Inn & Suites Haines City - Winter Haven. This 2-star stay features a microwave and Wi-Fi in designated areas.

Best hotels in Winter Haven for families

  • Bringing the kids along? You need a hotel that adds more comfort to the chaos. Activity centres, childcare services, and connecting rooms help make family escapes easier. You'll find roughly nine family-friendly hotels in Winter Haven ready to welcome your crew.

  • Pack up the family and save big at Holiday Inn Express Lake Wales N-WINTER Haven by IHG. A first aid room and Wi-Fi are among the things you'll find at this affordable 2-star option. It's a guest favourite, with overall ratings typically above 4 out of 5.

  • Give your family trip a luxury twist at Legoland Florida Resort. Rated 4 stars, this Winter Haven hotel offers entertainment rooms and internet access.

Best hotels with a spa

  • Swap your walking shoes for a pair of fluffy slippers at a Winter Haven hotel with a spa. They make relaxation a priority, offering features like hot tubs, steam rooms, beauty salons, and serene indoor pools. (And of course, plush robes!)

  • Your sanctuary is waiting at Eagle Lake Home Less Than 7 Mi to Legoland!. This popular accommodation option comes with all the thoughtful touches, including a spa.

Best hotels with a pool

  • There are at least 20 pool hotels in Winter Haven, each bringing something different to your trip. City hotels tend to come with rooftop or indoor pools, while resorts generally go big with open-air setups and extras like lazy rivers. Whether you're here for rest or play, there's a stay to match.

  • Make relaxing poolside a priority at Legoland Florida Resort. With an outdoor swimming pool, a private beach and a nightclub, this Winter Haven hotel delivers a stay that balances leisure and convenience.

  • Camp Margaritaville Auburndale RV Resort and Cabana Cabins also guarantees you a good time. Settle into this popular option and make the most of an outdoor swimming pool, Wi-Fi and a shop.

  • Alternatively, make room for a little fun at Courtyard by Marriott Winter Haven. An outdoor swimming pool, this hotel has a 24-hour front desk and a games room.

Finding cheap hotels in Winter Haven: FAQs

In Winter Haven, the expected average temperature in July is 27°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 51 € per night. If you need somewhere in the next 24 hours, we've found you somewhere to stay for 60 € per night.
The average price of a hotel during the week is 227 € per night, and the average price on weekends is 228 €. Overall, it looks like the cheapest day to stay in Winter Haven could be Friday.
The nearest airport to Winter Haven is Lakeland Airport (LAL), which is 28.0km 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 71.5km from the city centre.
Tampa International Airport, which is 79.1km from the city centre.
We crunched some numbers on our calendar and found that Friday 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 131 € per night. And the cheapest 3-star hotel we found is 87 € per night.
The cheapest month to stay in a hotel in Winter Haven is July, with an average price of 164 € per night. The most expensive month is March, when the average room rate can rise to 265 € 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 August is 215 € per night, which is around 6% lower than the rest of the year.
If you're hitting up Winter Haven with kids in tow, try Howard Johnson by Wyndham Winter Haven FL.