Hotels in Winter Haven

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Check prices for these dates

Tonight
May 7 - May 8
Tomorrow
May 8 - May 9
This weekend
May 8 - May 10
Next weekend
May 15 - May 17

Where to stay in Winter Haven?

Aerial view
The Grove Resort & Water Park Orlando
The Grove Resort & Water Park Orlando
4.0 star property
Winter Garden
8.0 out of 10, Very Good, (9,784 reviews)
Set in Four Corners, this vibrant family-friendly resort boasts a free water park with a lazy river just minutes from Disney's Animal Kingdom. Three restaurants, six outdoor pools, and three poolside bars create an entertaining vacation atmosphere with convenient Orlando airport access.
The price is $165
$241 total
includes taxes & fees
May 14 - May 15
The Grove Resort & Water Park Orlando
6 outdoor pools, free cabanas, pool umbrellas
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
4.0 star property
Orlando
9.2 out of 10, Wonderful, (5,388 reviews)
The price is $119
$134 total
includes taxes & fees
Jun 1 - Jun 2
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Exterior
Staybridge Suites Winter Haven Auburndale by IHG
Staybridge Suites Winter Haven Auburndale by IHG
3.0 star property
Winter Haven
9.8 out of 10, Exceptional, (775 reviews)
Escape to a quiet haven where the outdoor pool refreshes after LEGOLAND adventures just 10 minutes away. Enjoy kayaking nearby, complimentary breakfast, and helpful staff ready to enhance your Winter Haven getaway with comfortable accommodations and free WiFi.
The price is $134
$150 total
includes taxes & fees
May 10 - May 11
Staybridge Suites Winter Haven Auburndale by IHG
Reception
Holiday Inn Winter Haven by IHG
Holiday Inn Winter Haven by IHG
3.0 star property
Winter Haven
9.0 out of 10, Wonderful, (1,002 reviews)
The price is $114
$128 total
includes taxes & fees
Jun 7 - Jun 8
Holiday Inn Winter Haven by IHG
Standard Room, 2 Queen Beds, Non Smoking, Bathtub (Larger Room) | Desk, laptop workspace, blackout drapes, iron/ironing board
Best Western Plus Winter Haven Inn & Suites 
Best Western Plus Winter Haven Inn & Suites 
3.5 star property
Winter Haven
9.4 out of 10, Exceptional, (1,253 reviews)
Feel the Florida sun at this Winter Haven hotel, just a 10-minute walk from LEGOLAND® Florida. Start your day with a complimentary full breakfast before hitting the outdoor pool. Free WiFi and parking add value while the friendly staff ensures a memorable stay.
The price is $139
$155 total
includes taxes & fees
May 31 - Jun 1
Best Western Plus Winter Haven Inn & Suites 
Exterior
Hampton Inn Winter Haven
Hampton Inn Winter Haven
2.5 star property
Winter Haven
9.0 out of 10, Wonderful, (1,002 reviews)
Located just a short drive from LEGOLAND Florida, this hotel offers a complimentary breakfast and free WiFi. Take a dip in the outdoor pool, work out at the fitness center, or walk to Winter Haven Station. Guests praise the helpful staff and convenient parking.
The price is $137
$154 total
includes taxes & fees
May 10 - May 11
Hampton Inn Winter Haven
4 outdoor pools, open 7:00 AM to 11:00 PM, cabanas (surcharge)
Marriott's Grande Vista
Marriott's Grande Vista
4.0 star property
Orlando
9.0 out of 10, Wonderful, (4,276 reviews)
Unwind at this Orlando resort's 4 outdoor pools and full-service spa. The Grill at Grande Vista serves American cuisine while guests rave about the helpful staff. Located within driving distance of Disney Springs™ and Florida Mall, with golf course access.
The price is $127
$142 total
includes taxes & fees
May 18 - May 19
Marriott's Grande Vista
Property amenity
Courtyard by Marriott Winter Haven
Courtyard by Marriott Winter Haven
3.0 star property
Winter Haven
9.4 out of 10, Exceptional, (756 reviews)
Take a refreshing dip in the outdoor pool at this Winter Haven hotel. Grab a bite at The Bistro or unwind in the bar. Near Chain Of Wakes, with free parking, WiFi and a 24-hour fitness center.
The price is $161
$180 total
includes taxes & fees
May 13 - May 14
Courtyard by Marriott Winter Haven
Terrace/patio
Home2 Suites By Hilton Winter Haven
Home2 Suites By Hilton Winter Haven
3.0 star property
Winter Haven
9.4 out of 10, Exceptional, (325 reviews)
Start your morning with complimentary breakfast before taking a short 10-minute stroll to LEGOLAND® Florida or Peppa Pig Theme Park. After playing, cool off in the seasonal outdoor pool or maintain your routine at the fitness center.
The price is $155
$174 total
includes taxes & fees
May 18 - May 19
Home2 Suites By Hilton 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
Winter Haven
9.0 out of 10, Wonderful, (222 reviews)
Splash in the outdoor pool or children's pool while staying steps from LEGOLAND® Florida. Grab a bite at the restaurant and drinks at the bar or poolside lounge. Free breakfast fuels your day of theme park adventures near Peppa Pig Theme Park.
The price is $199
$262 total
includes taxes & fees
May 17 - May 18
LEGOLAND Beach Retreat
Blackout drapes, iron/ironing board, free cribs/infant beds
Howard Johnson by Wyndham Winter Haven FL
Howard Johnson by Wyndham Winter Haven FL
2.0 star property
Winter Haven
7.2 out of 10, Good, (1,006 reviews)
Just a 10-minute drive from LEGOLAND®, this peaceful retreat offers a refreshing outdoor pool and free breakfast. Enjoy Mexican cuisine at San Diego's Grill, with complimentary WiFi and parking. Winter Haven Station is just a 14-minute walk away.
The price is $85
$95 total
includes taxes & fees
May 10 - May 11
Howard Johnson by Wyndham Winter Haven FL
2 outdoor pools, open 11:00 AM to 9:00 PM, pool umbrellas, sun loungers
Legoland Florida Hotel
Legoland Florida Hotel
3.0 star property
Winter Haven
8.8 out of 10, Excellent, (117 reviews)
Immerse in LEGO-themed adventures at this Winter Haven hotel featuring character encounters and American cuisine at Bricks Family Restaurant. Just steps from LEGOLAND Florida and near Peppa Pig Theme Park, with free breakfast and WiFi.
The price is $287
$361 total
includes taxes & fees
May 13 - May 14
Legoland Florida Hotel
Double Room, 2 Double Beds | Desk, free WiFi, bed sheets
Budget Inn Winter Haven
Budget Inn Winter Haven
2.0 star property
Winter Haven
6.8 out of 10, (287 reviews)
Experience convenience at this Winter Haven motel, just a 10-minute drive from LEGOLAND® Florida. Enjoy complimentary WiFi and self parking, with 24-hour front desk service. Winter Haven Public Library and the train station are minutes away.
The price is $83
$93 total
includes taxes & fees
May 8 - May 9
Budget Inn Winter Haven
2 outdoor pools, a heated pool, open 8:00 AM to 10:00 PM, pool umbrellas
Lake Buena Vista Resort Village & Spa
Lake Buena Vista Resort Village & Spa
4.0 star property
Orlando
8.4 out of 10, Very Good, (9,868 reviews)
Just minutes from Disney Springs™, this lakeside Orlando condo offers 2 outdoor pools, 3 restaurants including Frankie Farrells Irish Pub, and full spa services. Rooms feature jetted tubs and complete kitchens, with Walt Disney World® Resort and Old Town both a short drive away.
Lake Buena Vista Resort Village & Spa
Property entrance
Holiday Inn Resort Orlando Suites - Waterpark by IHG
Holiday Inn Resort Orlando Suites - Waterpark by IHG
3.5 star property
Orlando
7.4 out of 10, Good, (360 reviews)
Splash into 2 outdoor pools and a vibrant waterpark at this resort with 5 restaurants serving American cuisine. Located minutes from Walt Disney World® Resort and surrounded by shopping options, guests love the relaxing atmosphere and convenient family amenities.
The price is $78
$132 total
includes taxes & fees
Jun 4 - Jun 5
Holiday Inn Resort Orlando Suites - Waterpark by IHG
5 outdoor pools, free cabanas, pool umbrellas
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando
4.0 star property
International Drive District
9.2 out of 10, Wonderful, (3,399 reviews)
The price is $108
$122 total
includes taxes & fees
May 28 - May 29
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando
Exterior
Lake Roy Beach Inn
Lake Roy Beach Inn
2.0 star property
Winter Haven
7.0 out of 10, Good, (1,000 reviews)
Just 5 minutes from LEGOLAND Florida, this Winter Haven hotel offers lakeside comfort with an outdoor pool. Rooms include refrigerators and microwaves, while free WiFi and parking add value. The helpful staff and peaceful garden terrace enhance every stay.
The price is $97
$109 total
includes taxes & fees
May 20 - May 21
Lake Roy Beach Inn
2 outdoor pools, cabanas (surcharge), pool umbrellas
Camp Margaritaville Auburndale RV Resort
Camp Margaritaville Auburndale RV Resort
4.0 star property
Auburndale
9.8 out of 10, Exceptional, (34 reviews)
Camp Margaritaville Auburndale RV Resort
Exterior
Caribe Royale Orlando
Caribe Royale Orlando
4.5 star property
Orlando
9.2 out of 10, Wonderful, (4,992 reviews)
The price is $159
$222 total
includes taxes & fees
May 9 - May 10
Caribe Royale Orlando
Water park
Balmoral Resort Florida
Balmoral Resort Florida
4.0 star property
Haines City
9.0 out of 10, Wonderful, (246 reviews)
Balmoral Resort Florida
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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Showing deals for:May 15 - May 17
Outdoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, sun loungers
LEGOLAND Beach Retreat

LEGOLAND Beach Retreat

LEGOLAND Beach Retreat
3.0 star property
Winter Haven
9.0 out of 10, Wonderful, (222 reviews)
The price is $284
per night
$715 total
includes taxes & fees
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LEGOLAND Beach Retreat

You may also like family-friendly hotels in Winter Haven

Blackout drapes, iron/ironing board, free cribs/infant beds
Howard Johnson by Wyndham Winter Haven FL

Howard Johnson by Wyndham Winter Haven FL

Howard Johnson by Wyndham Winter Haven FL
2.0 star property
Winter Haven
7.2 out of 10, Good, (1006)
The price is $85
$95 total
includes taxes & fees
May 10 - May 11
Howard Johnson by Wyndham Winter Haven FL
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.
View all properties

When is the best time to visit Winter Haven?

Our prices for hotels in Winter Haven are cheapest in September
Price trends for hotels in Winter Haven
Pricing is based on two traveler single night rates
View properties in May
Currently viewing crowd sizes and weather for May.
Typical weather for Winter Haven
May
High 31°C / low 20°C. Sunny most days.
View properties in May
31°
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May, no crowd data, average high temperature 31 degrees Celsius, average low temperature 20 degrees Celsius. Sunny most days.
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32°
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June, no crowd data, average high temperature 32 degrees Celsius, average low temperature 23 degrees Celsius. Partly sunny.
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32°
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July, no crowd data, average high temperature 32 degrees Celsius, average low temperature 24 degrees Celsius. Partly sunny.
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32°
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August, no crowd data, average high temperature 32 degrees Celsius, average low temperature 24 degrees Celsius. Partly sunny.
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31°
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September, no crowd data, average high temperature 31 degrees Celsius, average low temperature 23 degrees Celsius. Partly sunny.
23°
29°
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October, no crowd data, average high temperature 29 degrees Celsius, average low temperature 20 degrees Celsius. Sunny most days.
20°
25°
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November, no crowd data, average high temperature 25 degrees Celsius, average low temperature 16 degrees Celsius. Sunny most days.
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23°
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December, no crowd data, average high temperature 23 degrees Celsius, average low temperature 14 degrees Celsius. Sunny most days.
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21°
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January, no crowd data, average high temperature 21 degrees Celsius, average low temperature 11 degrees Celsius. Sunny most days.
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24°
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February, no crowd data, average high temperature 24 degrees Celsius, average low temperature 13 degrees Celsius. Sunny most days.
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26°
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March, no crowd data, average high temperature 26 degrees Celsius, average low temperature 15 degrees Celsius. Sunny most days.
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28°
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April, no crowd data, average high temperature 28 degrees Celsius, average low temperature 18 degrees Celsius. Sunny most days.
18°
Monthly weather averages (˚C)

Top landmarks in Winter Haven

A huge banyan tree in Cypress Garden inside Legoland Florida, Winter Haven, Florida

LEGOLAND® Florida

4.5/5 (2,150 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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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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Check out reviews of Winter Haven hotels guests love

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

10/10 Excellent
"Everything was amazing. Definitely will stay again."
Jessica 3-night trip
Posted 6 hours ago
Kompose Boutique Resort at Theme Parks

Frequently asked questions

What hotels do travelers recommend in Winter Haven?
Guests like Holiday Inn Winter Haven by IHG, Best Western Plus Winter Haven Inn & Suites  and Howard Johnson by Wyndham Winter Haven FL.
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 53 vacation homes. In addition, you can choose from 10 apartments.
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.