Hotels in Winter Haven

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Check prices for these dates

Tonight
Dec 24 - Dec 25
Tomorrow
Dec 25 - Dec 26
This weekend
Dec 26 - Dec 28
Next weekend
Jan 2 - Jan 4

Where to stay in Winter Haven?

Outdoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, sun loungers
LEGOLAND Beach Retreat
LEGOLAND Beach Retreat
3.0 star property
9.2 out of 10, Wonderful, (145)
The price is $244
$312 total
includes taxes & fees
Jan 3 - Jan 4, 2026
LEGOLAND Beach Retreat
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.
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Budget hotels in Winter Haven and vicinity

Courtyard
Nobile Hotel Parkway at Celebration Orlando

Nobile Hotel Parkway at Celebration Orlando

Nobile Hotel Parkway at Celebration Orlando
2.5 star property
Kissimmee
8.0 out of 10, Very Good, (1003)
The price is $43
$80 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Nobile Hotel Parkway at Celebration Orlando
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.
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Check out pet-friendly hotels in Winter Haven

Terrace/patio
Home2 Suites By Hilton Winter Haven

Home2 Suites By Hilton Winter Haven

Home2 Suites By Hilton Winter Haven
3.0 star property
Winter Haven
9.4 out of 10, Exceptional, (265)
The price is $147
$164 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Home2 Suites By Hilton Winter Haven
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You may also like hotels with pools in Winter Haven

Terrace/patio
Home2 Suites By Hilton Winter Haven

Home2 Suites By Hilton Winter Haven

Home2 Suites By Hilton Winter Haven
3.0 star property
Winter Haven
9.4 out of 10, Exceptional, (265)
The price is $147
$164 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Home2 Suites By Hilton Winter Haven
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You can also stay at family-friendly hotels in Winter Haven

Exterior
Hampton Inn Winter Haven

Hampton Inn Winter Haven

Hampton Inn Winter Haven
2.5 star property
Winter Haven
9.0 out of 10, Wonderful, (1004)
The price is $106
$118 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hampton Inn Winter Haven
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.
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When is the best time to visit Winter Haven?

Our prices for hotels in Winter Haven are cheapest in July
Price trends for hotels in Winter Haven
Pricing is based on two traveler single night rates
View properties in December
Currently viewing crowd sizes and weather for December.
Typical weather for Winter Haven
December
Moderate crowds
High 23°C / low 14°C. Sunny most days.
View properties in December
23°
weather_sun
December, Moderate crowds, average high temperature 23 degrees Celsius, average low temperature 14 degrees Celsius. Sunny most days.
14°
21°
weather_sun
January, Low crowds, average high temperature 21 degrees Celsius, average low temperature 11 degrees Celsius. Sunny most days.
11°
24°
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February, Moderate crowds, average high temperature 24 degrees Celsius, average low temperature 13 degrees Celsius. Sunny most days.
13°
26°
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March, High crowds, average high temperature 26 degrees Celsius, average low temperature 15 degrees Celsius. Sunny most days.
15°
28°
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April, High crowds, average high temperature 28 degrees Celsius, average low temperature 18 degrees Celsius. Sunny most days.
18°
31°
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May, Moderate crowds, average high temperature 31 degrees Celsius, average low temperature 20 degrees Celsius. Sunny most days.
20°
32°
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June, High crowds, average high temperature 32 degrees Celsius, average low temperature 23 degrees Celsius. Partly sunny.
23°
32°
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July, High crowds, average high temperature 32 degrees Celsius, average low temperature 24 degrees Celsius. Partly sunny.
24°
32°
weather_partly_sunny
August, Low crowds, average high temperature 32 degrees Celsius, average low temperature 24 degrees Celsius. Partly sunny.
24°
31°
weather_partly_sunny
September, Low crowds, average high temperature 31 degrees Celsius, average low temperature 23 degrees Celsius. Partly sunny.
23°
29°
weather_sun
October, Low crowds, average high temperature 29 degrees Celsius, average low temperature 20 degrees Celsius. Sunny most days.
20°
25°
weather_sun
November, Moderate crowds, average high temperature 25 degrees Celsius, average low temperature 16 degrees Celsius. Sunny most days.
16°
Monthly weather averages (˚C)

Top landmarks in Winter Haven

Legoland Florida showing rides as well as a small group of people

LEGOLAND® Florida

4.4/5 (1,704 reviews)
Why not give yourself a treat with a trip to LEGOLAND® Florida, one of the most popular family attractions located 3.2 mi (5.2 km) from central Winter Haven. If you have fun at LEGOLAND® Florida, you'll love Peppa Pig Theme Park Florida, just a short walk away.
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Scenic view of Winter Park, Chain of Lakes canal. The Chain of Lakes is a popular tourist destination for residents and visitors to Winter Park, Florida, USA.

Chain of Lakes Park

4.0/5 (130 reviews)
You can catch an event at Chain of Lakes Park, located 1.6 mi (2.5 km) from central Winter Haven. If you think Chain of Lakes Park is cool, you also might like Winter Haven City Tennis Center, located nearby.
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Learn more about Winter Haven

Beyond the splash and color of LEGOLAND Florida, Winter Haven reveals itself as a watery playground across its famed Chain of Lakes. Rent a pontoon boat and discover why locals treasure these interconnected waterways above all else. The recently added Peppa Pig Theme Park offers gentler thrills for the smallest travelers. Theatre Winter Haven stages surprisingly professional productions in this modest-sized community. Between adventures, duck into Andy's Igloo for old-Florida milkshakes that haven't changed their recipe since your grandparents' era. The Circle B Bar Reserve rewards early risers with boardwalk trails where alligators and wading birds seem utterly unimpressed by human visitors. Come evening, lakeside restaurants offer sunset views that explain why snowbirds refuse to leave.

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Winter Haven showing rides

Check out reviews of Winter Haven hotels guests love

Galleria Palms Hotel

Galleria Palms Hotel

10/10 Excellent
"Clean and good price. "
Randy 1-night trip
Posted 1 day ago
Galleria Palms Hotel

Frequently asked questions

What hotels do travelers recommend in Winter Haven?
Staybridge Suites Winter Haven Auburndale by IHG, Home2 Suites By Hilton Winter Haven and Courtyard by Marriott Winter Haven are all properties that our guests really like.
Can I book a refundable hotel in Winter Haven?
If you want the flexibility to change your plans to Winter Haven, most accommodations offer refundable* bookable rates. You can find these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.
Where can I stay in Winter Haven if I want a vacation home instead of a hotel?
If you want a good alternative to a hotel, browse our selection of 63 vacation homes. You can also consider one of the 14 apartments or 9 cottages.
What will the weather in Winter Haven be like during my vacation?
August and July are typically the warmest months in Winter Haven when the average temp is 81°F. January and February are the coldest months when the average temperature is 64°F. August and July are the months with the most rain.
Why should I book my Winter Haven hotel with Hotels.com?
There are lots of reasons to book your Winter Haven trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.