Hotels in Winter Haven from R399 - Find Cheap Hotels with momondo

The cheapest price for a room in Winter Haven found in the last 7 days is R573/night. This rate is available with Homestay - Private Room Rental for Travel Nurs.

When to book a hotel in Winter Haven

Check out the information below to find the best deal on a hotel room in Winter Haven

What is the cheapest day of the week to book a hotel in Winter Haven?

Tuesday is the cheapest day of the week to stay in Winter Haven, with an average cost of R2 261/night. The most expensive day to book is Friday with an average cost of R2 823/night.

What is the cheapest month to book a hotel in Winter Haven?

The cheapest month to stay in Winter Haven is August, with an average cost of R2 168/night. The expected decrease to stay in August is 22%. The most expensive month to stay in Winter Haven is February, with an average cost of R3 952/night. This is an expected increase of 41%.

How far in advance should I book a hotel in Winter Haven?

To get the best deal on a hotel in Winter Haven, book 2 months in advance, with the lowest price found 50 days ahead at R938/night. The most expensive prices can be found booking 52 days in advance at R4 618/night.

Information about staying in Winter Haven

Read these important travel tips before booking a hotel in Winter Haven

How much does a hotel cost in Winter Haven?

On average, rooms will be priced around R2 287 per night when booking a hotel in Winter Haven; however the price you pay for your room will vary significantly depending on seasonality, location and facilities.

When is the best time to book a hotel in Winter Haven?

Winter Haven hotels are at their most economical to book in the month of August. The rates you are charged may be 23% lower than in the high season, making it the best time to get a great deal.

Which day is cheapest to stay in Winter Haven?

Monday is the cheapest day for hotel rooms in Winter Haven. Thursday is the most expensive day.

Based on the weather in Winter Haven, what attractions are popular during September?

While temperatures are typically very high in Winter Haven during September, there is a higher chance for rainfall as the average for the month is about 166 mm. Taking into account the higher potential for rain in September, those staying at a hotel in Winter Haven should plan to visit popular indoor attractions such as Disney Springs and Bayside Marketplace.

How many operators does momondo search for hotels in Winter Haven?

There are 213 operators available for hotels in Winter Haven as of September 2025.

When did momondo last update prices for hotels in Winter Haven?

Prices for hotels in Winter Haven were last updated today.

Are there hotels available near LEGOLAND Florida?

momondo users have recommended 3 hotels to users looking to stay near LEGOLAND Florida. Hotels in this area have an average price of R3 260 per night. These prices may change based on several factors, such as time of year. Hotels near LEGOLAND Florida are typically 33% more expensive than the average hotel in Winter Haven, which is R2 185.

Why use momondo?

Why should I book accommodation in Winter Haven through momondo?

By quickly finding and returning Winter Haven hotels and accommodation options, momondo can save you time and money. We search for hotels and accommodation deals from numerous independent and larger businesses. All you have to do is choose where you want to stay.

How does momondo help me find a great place to stay in Winter Haven?

momondo finds you a great place to stay in Winter Haven by enabling you to filter and refine your search. You can filter by price, location, amenities, review score and so much more.