Book Cheap Hotels in Winter Haven

Check hotel availability in Winter Haven

Tonight

Dec 19 - Dec 20

Tomorrow night

Dec 20 - Dec 21

This weekend

Dec 19 - Dec 21

Most frequently booked Winter Haven hotels

Best Western Plus Winter Haven Inn & Suites

5801 Roosevelt Dr Winter Haven FL

Free cancellation

Reserve now, pay when you stay

5.51 km from city centre

CA $185

CA $208 total

Dec 21 - Dec 22

includes taxes & fees

Book a stay at this business-friendly hotel in Winter Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions LEGOLAND® Florida and Peppa Pig Theme Park Florida are located nearby.

Pool

Breakfast included

Legoland Florida Hotel

1 Legoland Way Winter Haven FL

5.21 km from city centre

CA $481

CA $593 total

Jan 4 - Jan 5, 2026

includes taxes & fees

Stay at this hotel in Winter Haven. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Popular attractions LEGOLAND® Florida and Peppa Pig Theme Park Florida are located nearby.

Pool

Breakfast included

Staybridge Suites Winter Haven Auburndale by IHG

305 5th St NW and Avenue D NW Winter Haven FL

Free cancellation

0.4 km from city centre

CA $210

CA $235 total

Dec 28 - Dec 29

includes taxes & fees

Stay at this hotel in Winter Haven. Enjoy free breakfast, free WiFi, and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions LEGOLAND® Florida and Winter Haven Public Library are located nearby.

Pool

Breakfast included

The Grove Resort & Water Park Orlando

14501 Grove Resort Avenue Winter Garden FL

Free cancellation

Reserve now, pay when you stay

38.43 km from city centre

CA $192

CA $292 total

Dec 21 - Dec 22

includes taxes & fees

Book a stay at this family-friendly resort in Four Corners. Enjoy free WiFi, 6 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's Hollywood Studios® are located nearby.

Pool

Hot tub

Margaritaville Resort Orlando

8000 Fins Up Circle Kissimmee FL

Free cancellation

Reserve now, pay when you stay

37.6 km from city centre

CA $176

CA $275 total

Jan 6 - Jan 7, 2026

includes taxes & fees

Book a stay at this spa resort in Kissimmee. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the restaurant in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's Hollywood Studios® are located nearby.

Pool

Hot tub

Kompose Boutique Resort at Theme Parks

7491 W Irlo Bronson Memorial Hwy Kissimmee FL

Free cancellation

Reserve now, pay when you stay

37.53 km from city centre

CA $95

CA $163 total

Jan 4 - Jan 5, 2026

includes taxes & fees

Stay at this resort in Kissimmee. Enjoy free WiFi, 2 hot tubs, and 2 outdoor pickleball courts. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN Wide World of Sports Complex are located nearby.

Pool

Hot tub

Hilton Vacation Club Mystic Dunes Orlando

7600 Mystic Dunes Lane Kissimmee FL

35.53 km from city centre

CA $138

CA $204 total

Jan 19 - Jan 20, 2026

includes taxes & fees

Book a stay at this golf property in Kissimmee. Enjoy free WiFi, free parking, and 4 outdoor pools. Our guests praise the pool and the restaurant in our reviews. Popular attractions ESPN Wide World of Sports Complex and Disney's Animal Kingdom® Theme Park are located nearby.

Pool

Parking included

Comfort Inn & Suites Kissimmee by the Parks

7675 W Irlo Bronson Hwy Kissimmee FL

37.6 km from city centre

Get rates

Stay at this hotel in Kissimmee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN Wide World of Sports Complex are located nearby.

Pool

Hot tub

Holiday Inn Club Vacations at Orange Lake Resort by IHG

8505 W Irlo Bronson Memorial Hwy Kissimmee FL

38.35 km from city centre

CA $164

CA $245 total

Jan 4 - Jan 5, 2026

includes taxes & fees

Book a stay at this golf resort in Kissimmee. Enjoy free WiFi, free parking, and 7 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's Hollywood Studios® are located nearby.

Pool

Hot tub

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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 family friendly Winter Haven hotel deals

Howard Johnson by Wyndham Winter Haven FL

1300 3rd St Winter Haven FL

CA $117

CA $131 total

Dec 30 - Dec 31

includes taxes & fees

6.8/10 (1,015 reviews)

Top cheap Winter Haven hotel deals

Howard Johnson by Wyndham Winter Haven FL

1300 3rd St Winter Haven FL

CA $117

CA $131 total

Dec 30 - Dec 31

includes taxes & fees

6.8/10 (1,015 reviews)

Winter Haven hotels essential information

Accommodation	39,655 hotels
Lowest Price	CA $128
Highest Price	CA $593
Popular hotels	Best Western Plus Winter Haven Inn & Suites , Legoland Florida Hotel, Staybridge Suites Winter Haven Auburndale by IHG, The Grove Resort & Water Park Orlando, Margaritaville Resort Orlando, Kompose Boutique Resort at Theme Parks, Hilton Vacation Club Mystic Dunes Orlando, Comfort Inn & Suites Kissimmee by the Parks, Holiday Inn Club Vacations at Orange Lake Resort by IHG

Frequently asked questions

What are the top kid-friendly hotels in Winter Haven?

Take some of the trials out of traveling with young ones by booking a family-friendly Winter Haven hotel. From entertaining amenities to more services, these properties come with perks that'll make your trip run smoothly: Unpack your bags at FALL/WINTER SPECIAL RATES Mid-century Mod w/ Fireplaces - Downtown Near Legoland. It comes with a water park, a swimming pool and a talent for making families feel welcome. Otherwise, spend your Winter Haven getaway at Budget Inn Winter Haven. Make the most of a picnic area, front desk services and more here.

Where can I find cheap hotels in Winter Haven?

At Travelocity you'll find really nice hotels in Winter Haven at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Winter Haven rather than in Winter Haven. We may find you even better rates, too.

How do I find the best Winter Haven hotel deals?

Simple! On Travelocity, look through the fantastic offers we've already found in Winter Haven then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.

How much does it cost to stay in a hotel in Winter Haven?

The cheapest hotel in Winter Haven is CA $128 This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.

How many hotels are in Winter Haven?

There are 39,655 hotels in Winter Haven on Travelocity.

What are the best hotels in Winter Haven?

Winter Haven has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Winter Haven for you!

When is the best time to visit Winter Haven?

If you want the joy of a fun-filled trip in peak season, visit Winter Haven during February, March and July. If you'd prefer the peace of off-season, book a stay during quieter months, such as January, September and October.

When is the cheapest time to stay in Winter Haven?

Based on historic data is usually the cheapest month to visit Winter Haven. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.

Are there any great family-friendly hotels in Winter Haven?

There are multiple hotels in Winter Haven that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Winter Haven. We have plenty of kid-friendly hotels in Winter Haven to choose from on Travelocity!

Why book a hotel in Winter Haven through Travelocity?

Because we have the top hotels in Winter Haven! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!

How do I cancel my hotel booking in Winter Haven on Travelocity?

Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.