Properties are selected based on real traveller reviews and popularity among guests who’ve booked a night in Winter Haven on Hotels.com. These Winter Haven hotels consistently deliver on quality, location and traveller experience. Last updated on 4 November 2026.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
Escape to Auburndale where an outdoor pool awaits after exploring nearby shops and restaurants. The helpful staff, free breakfast, and complimentary WiFi enhance your stay while Auburndale City Park offers recreation just minutes away.
Escape to Auburndale where an outdoor pool awaits after exploring nearby shops and restaurants. The helpful staff, free breakfast, and complimentary WiFi enhance your stay while Auburndale City Park offers recreation just minutes away.
Set in Lake Wales, this welcoming hotel puts you 10 minutes from LEGOLAND® Florida and close to Eagle Ridge Mall. Morning swim? Head to the outdoor pool before enjoying your complimentary breakfast. The 24-hour fitness centre and helpful staff enhance your stay.
Set in Lake Wales, this welcoming hotel puts you 10 minutes from LEGOLAND® Florida and close to Eagle Ridge Mall. Morning swim? Head to the outdoor pool before enjoying your complimentary breakfast. The 24-hour fitness centre and helpful staff enhance your stay.
Unwind at this Marriott hotel where the 24-hour fitness centre and refreshing pool await after exploring nearby RP Funding Centre. Just an 18-minute walk from Lakeland Station with free breakfast, WiFi, and parking to enhance your stay.
Unwind at this Marriott hotel where the 24-hour fitness centre and refreshing pool await after exploring nearby RP Funding Centre. Just an 18-minute walk from Lakeland Station with free breakfast, WiFi, and parking to enhance your stay.
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.
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.
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.
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.
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.
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 might also like Winter Haven City Tennis Center, located nearby.
Theatre Winter Haven is 1.3 mi (2.2 km) from central Winter Haven, why not stop by during your stay? If you want to experience more of the culture Winter Haven has to offer, head to LEGOLAND® Florida, Chain of Lakes Park, and Indigo's Family Fun Center.
If thrills are what you're after, head to Peppa Pig Theme Park Florida, located 3.6 mi (5.8 km) from central Winter Haven. If you have fun at Peppa Pig Theme Park Florida, you'll love LEGOLAND® Florida, just a short walk away.
You might want to practise your swing at Cypresswood Golf and Country Club, a golf course located 5.2 mi (8.4 km) from central Winter Haven. If Cypresswood Golf and Country Club doesn't quite scratch your golfing itch, Winter Pines Golf Course, and Lake Region Golf Club are also nearby.
You might want to play some rounds at Willowbrook Golf Course, located 3.7 mi (6 km) from central Winter Haven. If Willowbrook Golf Course doesn't quite scratch your golfing itch, Lake Henry Golf Club, and Lake Region Golf Club are also nearby.
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.
You can discover great hotels in Winter Haven from RM 167 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 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.
Can I book Winter Haven hotels with free cancellation?
It's easy to book a refundable Winter Haven hotel on Hotels.com. Simply filter hotels by "Property cancellation options" and select "Fully refundable property". Many 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:
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 8.6. 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 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 a gym. When you stay at one of these central hotels, you'll be in easy reach of top sights including LEGOLAND® Florida. Florence Villa and Lucerne Park are some of the most central areas for your Winter Haven holiday.
Find out more about Winter Haven
Enchanted Lakeside Escapade in Winter Haven
Winter Haven, Florida, is a charming city known for its serene lakes, lush gardens, and vibrant theme parks. It offers a delightful blend of nature and entertainment, making it an ideal destination for families, couples, and nature enthusiasts. Explore scenic trails, enjoy leisurely boat rides, and immerse yourself in the local culture. Winter Haven's unique attractions promise a memorable escape with a touch of Florida's irresistible charm.
Discover great hotels near Winter Haven
Hotel options near Winter Haven, Florida offer convenient stays featuring everything from cosy guesthouses to elegant 5-star accommodations. Many properties boast friendly service and well-reviewed facilities, making them ideal for a family holiday or a leisurely retreat. Here are some of our travelers' favorite hotels near Winter Haven:
Best Western Auburndale Inn & Suitesopens in new window: This elegant 3.5-star hotel appeals to leisure travellers seeking a refined holiday experience. It boasts a guest rating of 8.2 out of 10 and offers an inviting atmosphere with meticulously clean rooms, updated décor and a delicious breakfast. Frequent travellers will appreciate the attention to detail and the smooth, high-quality service, enhanced by an express check-in and thoughtfully curated experiences. Designed with a boutique appeal, the hotel features standout architectural design and a selection of key amenities that promise comfort and sophistication. The ambience is relaxed and modern, making it a perfect choice for those keen to enjoy a distinctive journey with a focus on leisure and comfort.
OYO Hotel Dundee By Crystal Lakeopens in new window: This budget-friendly hotel is tailored for leisure travellers who value a relaxed and comfortable stay. It offers a guest experience that is both practical and pleasant, with key amenities that ensure a smooth journey. Travellers can enjoy the benefits of efficient express check-in and the convenience of services that cater to a curated travel experience. The hotel’s clean and updated rooms provide a welcoming retreat, and its focus on comfort is evident in every detail. With a design that embraces simplicity and elegance, this hotel stands as a testament to understated quality and a commitment to making every stay memorable.
Rodeway Inn & Suites Haines City - Winter Havenopens in new window: Ideal for leisure travellers, this budget-friendly motel offers a comfortable and relaxing stay with modern amenities such as a Flatscreen Television and Cable Television for in-room entertainment. The establishment delivers a clean, well-maintained environment with thoughtful attention to detail and a focus on comfort. With an emphasis on a smooth journey and a boutique feel, the property provides an experience enriched by curated local insights and convenient express check-in. Its clean and stylish rooms, paired with a welcoming ambience, make it a delightful choice for those seeking an excellent blend of comfort and modern design.
Where to stay in and around Winter Haven
Some of the best areas to stay in Winter Haven, Florida, are Eloise, Haines City, and Lake Wales. Eloise offers family-friendly activities with beautiful lakes and stunning sunsets, while Haines City is perfect for birdwatching and has attractions like LEGOLAND® Florida. Lake Wales boasts nature and gardens, ideal for camping and hiking. Haines City is best suited for first-time visitors.
Eloiseopens in new window: Eloise is a charming spot perfect for families and nature lovers. Nestled near the tranquil lakes, this area offers stunning sunsets that create a picturesque backdrop for outdoor activities. You can enjoy various sports, including baseball, making it an excellent choice for sports enthusiasts. The nearby parks provide a great space for picnics and family-friendly fun, ensuring everyone has a memorable experience. For accommodations, look for hotels that offer easy access to the lakes and nature trails, allowing you to immerse yourself in the beautiful surroundings.
Haines Cityopens in new window: Haines City is a delightful destination for those looking to combine relaxation with adventure. With its beautiful lakes and opportunities for fishing and birdwatching, it’s ideal for nature enthusiasts. The area is also home to LEGOLAND® Florida, a fantastic theme park that promises fun for the whole family. Don’t miss the chance to explore Snodgrass Island and Ember Dog Park for scenic walks and outdoor activities. Haines City’s vibrant community and array of accommodations make it a suitable base for exploring nearby attractions.
Lake Walesopens in new window: Lake Wales is a hidden gem for nature lovers and families. Home to the stunning Bok Tower Gardens, this area boasts beautiful landscapes and serene gardens perfect for leisurely strolls. Outdoor enthusiasts will appreciate Lake Kissimmee State Park for camping and hiking adventures. The local atmosphere is friendly and welcoming, making it a lovely place to relax and unwind. Look for lodging options that offer easy access to these natural attractions, ensuring an enjoyable stay filled with outdoor activities and gorgeous views.
Things to do in Winter Haven
Winter Haven offers a refreshing escape with its serene lakes, lush gardens and nature trails. Visitors can enjoy boating on sparkling waters, exploring scenic parks, and engaging in lively sports and baseball games—making it a delightful retreat for travellers seeking relaxation and active pursuits.
Bok Tower Gardensopens in new window – Discover the beauty of Bok Tower Gardens, a historic tower set amidst lush gardens. Stroll through vibrant flower beds and enjoy the serene lakeside views while listening to the melodic carillon bells that ring out across the landscape. It's a peaceful retreat perfect for a leisurely afternoon.
Common Ground Parkopens in new window – Visit Common Ground Park, an urban park that offers a delightful mix of recreational facilities and natural beauty. You can wander along the walking paths, enjoy a picnic by the lake, or let the kids play in the well-maintained playground. This space is great for families looking to relax and enjoy the outdoors.
The Circle B Bar Reserveopens in new window – Explore The Circle B Bar Reserve, a nature preserve teeming with wildlife. As you hike the scenic trails, keep an eye out for various birds and alligators that call this reserve home. It's an ideal spot for nature enthusiasts eager to connect with Florida's unique ecosystem.
Sun N Fun Air Museumopens in new window – Aviation lovers will appreciate the Sun N Fun Air Museum, showcasing a fascinating collection of aircraft and aviation memorabilia. Engage with interactive exhibits and learn about the history of flight through various displays that highlight the innovation and excitement of aviation.
Lake Mirroropens in new window – Head to Lake Mirror, where you can enjoy a leisurely stroll along the picturesque shoreline. The park surrounding the lake features beautiful landscaping, and it's a great spot to relax or take photos of the stunning views. Don’t forget to bring your camera!
4 tips for savvy savings when booking a hotel in Winter Haven
Book for the cheapest times: The most affordable time to visit Winter Haven is in August, September, and November, when hotels may drop to lower prices. A stay of at least 3 to 4 days is ideal for exploring the key landmarks, historical sites and cultural attractions, such as the lake, gardens, family-friendly venues, baseball spots, dining options, sports events, theme parks, entertainment venues, nature trails and cosy cafes. This period offers great value for money, making it an excellent choice for travellers on a budget.
Look for last-minute deals on Hotels.com: You may discover enticing hotel deals for Winter Haven by exploring the Dealsopens in new window section on Hotels.com. If you’re planning a spontaneous trip, the Last-Minute Deals section could reveal discounted options near your travel date. Additionally, Hotels.com's Smart Shopping tool, a handy comparison feature available via the app, allows you to assess hotel prices and amenities to ensure you’re receiving the best offer. Sign up for email alerts or push notifications to stay informed, so you’re more likely to see flash sales and special promotions when room availability or prices change.
Be flexible with dates: Prices can vary according to factors such as the hotel's location, star rating, and time of year, so being flexible with your dates may help you save on your stay at Winter Haven Hotel. For those seeking a unique experience, boutique hotels can provide a more personalised touch and occasionally offer better value. When you book with Hotels.com, we will inform you if the price for your selected dates is above or below the average, and if it appears to be on the higher side, we may suggest alternative dates that could be more affordable.
Consider your location: Hotels situated near the city centre generally tend to be more expensive, but with Winter Haven's commendable public transport links, you may discover a more affordable independent hotel located a bit further out that remains well connected. For those keen to explore alternative, less crowded neighbourhoods or even lesser-known nearby towns, there is often excellent value for money to be found. 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 is usually the wettest month. March, April, and September are the peak travel months in Winter Haven, attracting a higher number of tourists. During this peak period, the weather is mostly sunny, accompanied by light to moderate rainfall. On the other hand, August, October, and November tend to be quieter times to visit, marked by no to moderate rainfall and mostly sunny conditions.