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.
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.
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.
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.
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.
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.
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.
Great to stay at a hotel this close to WDW that has great food, terrific coffee, tremendous staff and fantastic rooms. Would not hesitate to recommend.
Great to stay at a hotel this close to WDW that has great food, terrific coffee, tremendous staff and fantastic rooms. Would not hesitate to recommend.
Peter
Reviewed November 24, 2022Reviewed November 24, 2022
Excellent all round. Everything was clean and the staff were lovely and very helpful. Price was great and so many extra facilities included. We were visiting from Western Australia for 8 days. Highly recommend and if we come back we will definitely stay here again. Thank you for making our stay amazing.
Excellent all round. Everything was clean and the staff were lovely and very helpful. Price was great and so many extra facilities included. We were visiting from Western Australia for 8 days. Highly recommend and if we come back we will definitely stay here again. Thank you for making our stay amazing.
Joanne
Reviewed November 4, 2025Reviewed November 4, 2025
You can discover great hotels in Winter Haven from AU$103 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
Serenity by the Lake: Discover the Enchantment of Winter Haven's Gardens and Adventures
Nestled in the heart of Florida, Winter Haven is a charming lakeside city that beckons vacationers with its lush gardens and vibrant waterways. Renowned for the thrilling Legoland Florida Resort, it offers family-friendly fun alongside serene outdoor adventures. Stroll through the picturesque Chain of Lakes, perfect for boating and fishing, or unwind in the stunning Bok Tower Gardens. With its unique blend of excitement and tranquillity, Winter Haven is an inviting retreat for those seeking both adventure and relaxation, making it an ideal destination for families, couples, and nature lovers alike.
Discover great hotels in Winter Haven
Winter Haven offers a variety of hotel accommodations, from affordable inns to comfortable chain hotels. Guests can expect well-appointed rooms, convenient amenities, and easy access to local attractions. Whether you're seeking budget-friendly options or a more upscale experience, you'll find a range of choices to suit your needs. Here are some of our travellers' favourite hotels in Winter Haven:
Best Western Auburndale Inn & Suitesopens in new window: Ideal for discerning leisure travellers, Best Western Auburndale Inn & Suites offers a sophisticated atmosphere with business-themed amenities that enhance the overall experience. The property boasts a range of high-quality features including a 24-hour business centre and accessible conference spaces, ensuring convenience and comfort. The presence of complimentary cribs adds a touch of family-friendly luxury, making it perfect for those who appreciate thoughtful details in their stays. Guests consistently highlight the seamless service and inviting environment that fosters relaxation and productivity alike.
OYO Hotel Dundee By Crystal Lakeopens in new window: For travellers seeking a welcoming and pet-friendly escape, OYO Hotel Dundee By Crystal Lake stands out with its charming atmosphere and thoughtful amenities. This property allows pets on-site, catering to those who wish to include their furry companions in their travels. The warm and accommodating environment ensures a comfortable stay, with special attention given to the needs of both guests and their pets. Positive sentiments revolve around the unique experiences provided, enhancing the overall leisure journey.
Rodeway Inn And Suitesopens in new window: Rodeway Inn And Suites presents a delightful option for those looking for a relaxed and entertaining stay. This motel features modern entertainment options such as flat-screen televisions and cable television, perfect for unwinding after a day of exploration. Located near the city centre, guests can easily access local attractions and immerse themselves in the vibrant surroundings. Reviewers appreciate the lively atmosphere and convenient location, making it a preferred choice for leisure travellers wanting a comfortable base for their adventures.
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 Auburndale. Haines City offers picturesque lakes and outdoor adventures, while Lake Wales is renowned for family-friendly attractions and scenic views. Auburndale is ideal for shopping enthusiasts. For first-time visitors, Lake Wales is particularly well-suited due to its variety of attractions.
Haines Cityopens in new window: Haines City is a charming destination known for its beautiful lakes and outdoor activities. Surrounded by stunning scenery, it's perfect for water sports enthusiasts and those looking to relax by the shore. The local parks offer a range of walking trails and picnic spots, making it an ideal place for families. You can also explore the vibrant local arts scene, with cultural attractions showcasing regional creativity. Haines City has a laid-back atmosphere that allows visitors to unwind while enjoying the natural beauty of Florida.
Lake Walesopens in new window: Lake Wales is renowned for its family-friendly attractions and picturesque landscapes. The area's lakes provide ample opportunities for fishing, boating, and enjoying the outdoors. A must-see is Bok Tower Gardens, a stunning landscape of lush gardens and a singing tower that creates a serene experience. This quaint town also features a variety of cultural events throughout the year, ensuring there's always something happening. Lake Wales is perfect for those looking to immerse themselves in nature while enjoying a friendly, small-town vibe.
Auburndaleopens in new window: Auburndale is a shopping haven, offering a variety of local boutiques and chain stores. It’s a great place for those who enjoy retail therapy while still being close to nature, with several parks and lakes nearby. The area hosts numerous community events and festivals, fostering a friendly atmosphere where visitors can mingle with locals. Auburndale’s convenient location makes it easy to access nearby attractions, perfect for those looking to blend shopping with exploration.
Things to do in Winter Haven
Winter Haven invites travellers to explore its stunning lakes and lush gardens, ideal for leisurely strolls and picnics. Thrill-seekers can enjoy water activities on serene waterways, while sports enthusiasts can catch exciting baseball games. With delightful dining options and vibrant entertainment, it's a fantastic getaway for all.
The Circle B Bar Reserveopens in new window – Venture into this beautiful nature reserve where you can explore scenic trails, spot wildlife, and enjoy tranquil views of the water. It's a great spot for birdwatching and photography, offering a glimpse of Florida's diverse ecosystems.
Lake Mirroropens in new window – Take a leisurely stroll around Lake Mirror, where you can admire stunning gardens and the picturesque surroundings. This serene spot is perfect for a peaceful picnic or simply relaxing by the water's edge, soaking in the natural beauty.
Bok Tower Gardensopens in new window – Discover the enchanting Bok Tower Gardens, featuring lush landscapes, vibrant flowers, and a stunning carillon tower. Wander through the pathways, enjoy the fragrant blooms, and listen to the melodic chimes that fill the air, creating a serene atmosphere.
ChampionsGate Golf Clubopens in new window – Tee off at the ChampionsGate Golf Club, where golf enthusiasts can enjoy a round on beautifully manicured courses. Whether you're a seasoned player or a beginner, this club offers a fantastic golfing experience amidst scenic views.
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 during August, September, and November, when hotel prices are lower. For a comprehensive exploration of the city's significant landmarks, historical sites, and cultural attractions, a stay of at least 3 to 4 days is recommended. Visitors can enjoy various family-friendly activities, including scenic lakes, beautiful gardens, and dining options that offer great value for money. Additionally, there are opportunities to engage in sports and entertainment, making it a perfect destination for those on a budget. As prices may drop during these months, it's an ideal time to experience Winter Haven's charm without straining your finances.
Look for last-minute deals on Hotels.com: To discover last-minute deals to Winter Haven, begin by exploring the Deals or Last-Minute Deals sections on Hotels.com, where you may find discounted accommodation rates as your travel date approaches. Enabling email alerts or push notifications can keep you informed about flash sales and special promotions, helping you secure the best price available. Additionally, the Smart Shopping tool in the app allows you to compare hotel prices and amenities, making it easier to identify the lowest rates. This way, if new rooms become available or prices drop, you’re more likely to see them first and book your getaway.
Be flexible with dates: Prices can fluctuate based on various factors such as the hotel's location, star rating, and the time of year, so being flexible with your travel dates might help you save on your stay at a Winter Haven hotel. For those seeking a distinctive experience, boutique hotels often provide a more personalised touch and can sometimes offer better value. When you book through Hotels.com, we'll inform you if the price for your chosen dates is above or below the average. If the price is on the higher end, we’ll suggest alternative dates that could be more affordable, enhancing your chances of securing a better deal.
Consider your location: Hotels situated near the city centre usually tend to be pricier. However, thanks to Winter Haven's superb public transport links, you may discover a more affordable independent hotel a bit further out that remains well connected. For those keen to explore alternative, less crowded neighbourhoods or even some 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.