Hotels & Accommodation in Winter Haven

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Where to stay in Winter Haven?

LEGOLAND Beach Retreat
LEGOLAND Beach Retreat
3.0 star property
Winter Haven
9.0 out of 10, Wonderful, (164 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 R3 578
R4 633 total
includes taxes & fees
20 Feb - 21 Feb
LEGOLAND Beach Retreat
BlockHaven near Legoland & Disney
BlockHaven near Legoland & Disney
3.5 star property
Winter Haven
10.0 out of 10, Exceptional, (1 review)
The price is R1 220
R4 277 total
includes taxes & fees
01 Mar - 02 Mar
BlockHaven near Legoland & Disney
Lake Ida Beach Resort
Lake Ida Beach Resort
3.0 star property
Winter Haven
7.2 out of 10, Good, (188 reviews)
Immerse yourself in lakeside tranquility at this Winter Haven retreat with an outdoor pool and garden terrace. Just a 15-minute drive from LEGOLAND® Florida, these cottages feature soaking tubs and kitchenettes for a comfortable family stay.
The price is R1 196
R1 339 total
includes taxes & fees
16 Feb - 17 Feb
Lake Ida Beach Resort
Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn
Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn
3.0 star property
Winter Haven
10.0 out of 10, Exceptional, (3 reviews)
Escape to this charming cottage just 15 minutes from LEGOLAND® Florida. The cosy retreat offers a full kitchen, patio, and fireplace. With free parking and easy access to Inman Park, you'll enjoy both comfort and convenience.
Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn
Home2 Suites By Hilton Winter Haven
Home2 Suites By Hilton Winter Haven
3.0 star property
Winter Haven
9.4 out of 10, Exceptional, (301 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 centre.
The price is R2 865
R3 209 total
includes taxes & fees
01 Mar - 02 Mar
Home2 Suites By Hilton Winter Haven
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, (710 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 accommodation and free WiFi.
The price is R2 759
R3 090 total
includes taxes & fees
22 Feb - 23 Feb
Staybridge Suites Winter Haven Auburndale by IHG
Lake Roy Beach Inn
Lake Roy Beach Inn
2.0 star property
Winter Haven
7.0 out of 10, Good, (1 001 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 R1 837
R2 057 total
includes taxes & fees
18 Feb - 19 Feb
Lake Roy Beach Inn
Hampton Inn Winter Haven
Hampton Inn Winter Haven
2.5 star property
Winter Haven
9.0 out of 10, Wonderful, (1 000 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 centre, or walk to Winter Haven Station. Guests praise the helpful staff and convenient parking.
The price is R2 443
R2 737 total
includes taxes & fees
23 Feb - 24 Feb
Hampton Inn Winter Haven
Howard Johnson by Wyndham Winter Haven FL
Howard Johnson by Wyndham Winter Haven FL
2.0 star property
Winter Haven
7.0 out of 10, Good, (1 004 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 R1 626
R1 822 total
includes taxes & fees
17 Feb - 18 Feb
Howard Johnson by Wyndham Winter Haven FL
Best Western Plus Winter Haven Inn & Suites 
Best Western Plus Winter Haven Inn & Suites 
3.5 star property
Winter Haven
9.6 out of 10, Exceptional, (1 144 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 R2 539
R2 843 total
includes taxes & fees
22 Feb - 23 Feb
Best Western Plus Winter Haven Inn & Suites 
Legoland Florida Hotel
Legoland Florida Hotel
3.0 star property
Winter Haven
8.8 out of 10, Excellent, (73 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 R4 188
R5 316 total
includes taxes & fees
01 Mar - 02 Mar
Legoland Florida Hotel
Holiday Inn Winter Haven by IHG
Holiday Inn Winter Haven by IHG
3.0 star property
Winter Haven
9.0 out of 10, Wonderful, (1 001 reviews)
The price is R2 424
R2 715 total
includes taxes & fees
01 Mar - 02 Mar
Holiday Inn Winter Haven by IHG
Courtyard by Marriott Winter Haven
Courtyard by Marriott Winter Haven
3.0 star property
Winter Haven
9.4 out of 10, Exceptional, (743 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 centre.
The price is R2 966
R3 322 total
includes taxes & fees
22 Feb - 23 Feb
Courtyard by Marriott Winter Haven
Budget Inn Winter Haven
Budget Inn Winter Haven
2.0 star property
Winter Haven
6.8 out of 10, (275 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 R1 323
R1 482 total
includes taxes & fees
18 Feb - 19 Feb
Budget Inn Winter Haven
Economy Suites
Economy Suites
2.0 star property
Winter Haven
4.8 out of 10, (394 reviews)
Feel refreshed at this Winter Haven motel with an inviting outdoor pool and convenient pool bar. Just minutes from LEGOLAND® Florida and Peppa Pig Theme Park, this budget-friendly spot offers free WiFi and parking. Guests consistently praise the exceptional staff service.
The price is R1 387
R1 554 total
includes taxes & fees
16 Feb - 17 Feb
Economy Suites
Rodeway Inn & Suites Winter Haven Chain Of Lakes
Rodeway Inn & Suites Winter Haven Chain Of Lakes
2.0 star property
Winter Haven
5.4 out of 10, (258 reviews)
Set near LEGOLAND® and Peppa Pig Theme Park, this Winter Haven motel offers complimentary breakfast, WiFi and parking. Dive into the outdoor pool after exploring Chain Of Lakes, with Winter Haven Station just 9 minutes away.
The price is R1 355
R1 518 total
includes taxes & fees
16 Feb - 17 Feb
Rodeway Inn & Suites Winter Haven Chain Of Lakes
Disney's All Star Sports Resort
Disney's All Star Sports Resort
3.0 star property
Lake Buena Vista
8.6 out of 10, Excellent, (1 001 reviews)
Disney's All Star Sports Resort
Disney's All-Star Music Resort
Disney's All-Star Music Resort
3.0 star property
Lake Buena Vista
8.8 out of 10, Excellent, (1 003 reviews)
Disney's All-Star Music Resort
Kompose Boutique Resort at Theme Parks
Kompose Boutique Resort at Theme Parks
3.0 star property
Kissimmee
9.4 out of 10, Exceptional, (2 714 reviews)
Kissimmee's boutique resort offers 2 hot tubs and an outdoor pool with a bar. After a day at Disney's Animal Kingdom or ESPN Complex, enjoy spa services and a bite at the café, all just a short drive from theme parks.
The price is R1 075
R1 925 total
includes taxes & fees
22 Feb - 23 Feb
Kompose Boutique Resort at Theme Parks
Disney's Animal Kingdom Lodge
Disney's Animal Kingdom Lodge
4.5 star property
Bay Lake
8.8 out of 10, Excellent, (1 002 reviews)
Disney's Animal Kingdom Lodge
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.

You may also like hotels with pools in Winter Haven

You can also stay at family-friendly hotels in 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.

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 traveller single night rates
View properties in February
Currently viewing crowd sizes and weather for February.
Typical weather for Winter Haven
February
High 24°C / low 13°C. Sunny most days.
View properties in February
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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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October, no crowd data, average high temperature 29 degrees Celsius, average low temperature 20 degrees Celsius. Sunny most days.
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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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January, no crowd data, average high temperature 21 degrees Celsius, average low temperature 11 degrees Celsius. Sunny most days.
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Monthly weather averages (˚C)

Top landmarks in Winter Haven

Learn more about Winter Haven

Beyond the splash and colour 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 travellers. 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.

Winter Haven showing rides

Check out reviews of Winter Haven hotels guests love

Frequently asked questions

How much does a hotel room cost in Winter Haven?
You can discover great hotels in Winter Haven from R1 339 with properties to suit all budgets and needs. To find an affordable hotel in Winter Haven that meets all of your requirements, just apply filters on Hotels.com and sort hotels by "Price: low to high".
How much does a hotel room cost in Winter Haven?
You can discover great hotels in Winter Haven from R1 339 with properties to suit all budgets and needs. To find an affordable hotel in Winter Haven that meets all of your requirements, just apply filters on Hotels.com, and sort hotels by "Price: low to high". If you're a member, don't forget to sign in to your account to unlock more savings.
How can I find deals and earn rewards at Winter Haven hotels?
Discover great deals on Winter Haven hotel stays with Hotels.com. Take a look at hotel prices mid-week or during the low season as to find those off-peak deals. If you're up for a spontaneous trip, don't forget to check out our last-minute deals on Winter Haven hotels.
How can I find deals and earn rewards at Winter Haven hotels?
Members can save up to 20% on select hotels in Winter Haven. Plus, Silver, Gold and Platinum members earn extra rewards on VIP Access bookings, making each stay even more rewarding.

Can I book Winter Haven hotels with free cancellation?
To book a refundable Winter Haven hotel on Hotels.com, just filter hotels by "Property cancellation options" and select "Fully refundable property". The majority of hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.
What are some top pet-friendly hotels in Winter Haven?
Our travellers' favourite pet-friendly hotels in Winter Haven include:You can check "Pet friendly" on the Hotels.com "Amenities" filter in your search to find even more pet-friendly hotels in Winter Haven.
What are some of the best kid-friendly hotels in Winter Haven?
Some of the most well reviewed Winter Haven hotels for kids include Holiday Inn Winter Haven by IHG and Legoland Florida Hotel. Holiday Inn Winter Haven by IHG is a kid-friendly hotel with a guest score of 9 out of 10 offering family-friendly amenities like an outdoor pool and free parking, plus free cots in guestrooms. Check out Legoland Florida Hotel with a guest score of 9. This popular hotel has 2 outdoor pools, children's meals, a free full breakfast, and more. Discover more kid-friendly hotels in Winter Haven by using the Hotels.com "Family friendly" filter in your search.
What are some of the best Winter Haven hotels with free parking?
If you're exploring by car, finding a great Winter Haven hotel with free parking is a win. Our travellers' favourites include:
What are some popular hotels in central Winter Haven?
For hotels in central Winter Haven, check out Best Western Plus Winter Haven Inn & Suites  and Staybridge Suites Winter Haven Auburndale by IHG. Travellers love Best Western Plus Winter Haven Inn & Suites for its location, as well as the outdoor pool, free full breakfast and free parking this hotel offers. Staybridge Suites Winter Haven Auburndale by IHG is another popular central hotel with an outdoor pool, a free continental breakfast and concierge services. When you stay at one of these central hotels, you'll be in easy reach of top sights including LEGOLAND® Florida.
Can I book a refundable accommodation option in Winter Haven?
If you want the flexibility to change your plans to Winter Haven, most hotels offer refundable* rates that you can book. You can find these properties 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 holiday rental instead of a hotel?
If you want a good alternative to a hotel, review our selection of 66 holiday homes. You can also consider one of the 11 apartments or 7 cottages.
What will the weather in Winter Haven be like during my visit?
August and July are typically the warmest months in Winter Haven, when the average temperature is 27°C. January and February are the coldest months, when the average temperature is 18°C. August and July are the months with the most rain.

Find out more about Winter Haven

Whispers of Wonderland: Discover the Enchantment of Winter Haven's Lakes and Gardens

Nestled in the heart of Florida, Winter Haven beckons with its enchanting lakes and lush gardens, offering a perfect blend of nature and relaxation. Home to the iconic Legoland theme park, this charming city is a haven for families and adventure seekers alike. Stroll through the picturesque Cypress Gardens or savour the serene beauty of Lake Eloise. With its inviting atmosphere and delightful outdoor activities, Winter Haven is an idyllic escape for those seeking a unique getaway that celebrates the best of Florida’s natural splendour and vibrant attractions.

Top locations to stay in Winter Haven

Some of the best areas to stay in when visiting Winter Haven, Florida, are Haines City, Lake Wales, and Bartow. Haines City offers scenic lakes and outdoor adventures, while Lake Wales is renowned for family-friendly attractions and natural beauty. Bartow boasts charming cafes and shopping experiences. For first-time visitors, Lake Wales is the ideal choice for its diverse attractions.

  1. Haines CityOpens in a new window: Haines City is a charming destination known for its picturesque lakes and outdoor activities. Nestled between Orlando and Tampa, it offers a relaxed atmosphere with plenty of opportunities for water sports, fishing, and scenic walks along the shores. The city's vibrant parks, such as Lake Haines Park, are perfect for family outings and picnics. For those who enjoy nature, the nearby Bok Tower Gardens provides stunning views and beautiful gardens to explore. Haines City also boasts a variety of local shops and cafes, making it a lovely spot to unwind and experience the local culture.
  2. Lake WalesOpens in a new window: Lake Wales is a delightful town renowned for its family-friendly attractions and serene lakes. The area is home to the famous Bok Tower Gardens, which features a stunning carillon tower and beautiful landscapes perfect for leisurely strolls. Outdoor enthusiasts will appreciate Lake Kissimmee State Park, where hiking, birdwatching, and fishing await. The historic downtown area offers quaint shops and inviting cafes, making it an ideal place to relax and enjoy the local vibe. With its friendly atmosphere and scenic beauty, Lake Wales is a wonderful choice for a memorable stay.
  3. BartowOpens in a new window: Bartow is a hidden gem with a rich history and a welcoming community. Known for its charming cafes and unique shopping options, the downtown area invites visitors to explore its quaint streets and discover local boutiques. The city is also home to several parks that provide ample space for outdoor activities and family gatherings. Cultural enthusiasts will enjoy the Polk County Historical Museum, which showcases the area’s heritage. With its friendly charm and a variety of local experiences, Bartow offers a delightful escape for travelers looking to immerse themselves in the local community.

Things to do in Winter Haven

Winter Haven beckons with its stunning lakes and lush gardens, offering a perfect backdrop for outdoor fun. Enjoy leisurely boating, invigorating hikes, or thrilling sports events. With its pleasant climate and vibrant atmosphere, it’s an ideal spot for relaxation and recreation alike, making it a delightful getaway.

  • The Circle B Bar ReserveOpens in a new window – Discover the natural beauty of The Circle B Bar Reserve, a stunning preserve that invites you to explore its vast landscapes. With opportunities to stroll through lush gardens, enjoy serene lakeside views, and observe local wildlife, this spot is a nature lover's paradise. Grab your camera and wander along the trails, where you might spot an array of birds and other creatures thriving in their natural habitat. Whether you fancy a peaceful picnic or a leisurely walk, the reserve offers a refreshing escape into the great outdoors. Don't forget to take a moment to soak in the tranquil atmosphere; it's the perfect place to unwind and connect with nature while enjoying the scenic beauty of Florida.

4 tips for savvy savings when booking a hotel in Winter Haven

  1. Book for the cheapest times: The most affordable time to visit Winter Haven is during August, September, and November, when hotel prices are lower. For a budget-friendly experience, it is recommended to stay for at least 3 to 4 days to fully explore the area’s key historical landmarks and cultural attractions. Visitors can enjoy the scenic lakes, picturesque gardens, and family-friendly venues, along with baseball events, delightful dining options, and various sports activities. Additionally, the local theme park offers great entertainment, making it an ideal destination for those seeking value for money. Furthermore, prices may drop during these months, providing an even better opportunity for those on a budget.
  2. Look for last-minute deals on Hotels.com: To uncover last-minute deals to Winter Haven, visit the DealsOpens in a new window or Last-Minute Deals sections on Hotels.com, where you may discover discounted rates on hotels as your travel date approaches. Additionally, consider enabling email alerts or push notifications from Hotels.com to keep informed about flash sales and special promotions, so you don't miss potential savings. The Smart Shopping feature available on the app allows you to compare hotel prices and amenities, ensuring you’re more likely to see the best options. You'll be promptly updated if rooms become available or prices drop, making booking a last-minute getaway easier.
  3. Be flexible with dates: Prices may fluctuate depending on factors such as the hotel's location, star rating, and the time of year. Therefore, having some flexibility with your travel dates could help you save on your stay in a Winter Haven hotel. For those seeking a distinctive experience, boutique hotels often provide a more personalised touch and, at times, better value. When you book through Hotels.com, we will inform you whether the price for your chosen dates is above or below the average. If the price appears to be on the higher side, we will suggest alternative dates that may offer more affordable options, helping you to secure a better deal.
  4. Consider your location: Hotels situated near the city centre usually tend to be more expensive, but with Winter Haven's superb public transport connections, you may discover a more affordable independent hotel a bit further out that remains well linked. For those keen to explore alternative, less congested neighbourhoods or even lesser-known nearby towns, there is often excellent value for money to be had. Opting for these alternative destinations could provide a more authentic and budget-friendly experience.

Best time to go to Winter Haven

Winter Haven experiences its lowest average temperature in January, at 60.4°F (15.8°C), while August is the hottest month, with an average temperature of 81.9°F (27.7°C). August tends to be the wettest month. The peak travel months to visit Winter Haven are March, April, and September, which see a higher number of tourists. During this peak period, the weather is mostly sunny, accompanied by light to moderate rainfall. In contrast, August, October, and November are ideal if you're looking for a calmer vacation, marked by no to moderate rainfall and mostly sunny conditions.

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