Hotels in Windsor Hills

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Where to stay in Windsor Hills?

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.

Our prices for Kissimmee are cheapest in September

See average prices and weather for all months
Price trends for hotels in Kissimmee
Pricing is based on two traveller single night rates
View properties in October
Currently viewing crowd sizes and weather for October.
Weather forecast for Kissimmee
October
Moderate crowds
High 28°C / low 21°C. Sunny most days.
View properties in October
28°
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October, Moderate crowds, average high temperature 28 degrees Celsius, average low temperature 21 degrees Celsius. Sunny most days.
21°
25°
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November, Low crowds, average high temperature 25 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
17°
23°
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December, High crowds, average high temperature 23 degrees Celsius, average low temperature 14 degrees Celsius. Sunny most days.
14°
21°
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January, Moderate crowds, average high temperature 21 degrees Celsius, average low temperature 12 degrees Celsius. Sunny most days.
12°
23°
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February, High crowds, average high temperature 23 degrees Celsius, average low temperature 14 degrees Celsius. Sunny most days.
14°
25°
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March, High crowds, average high temperature 25 degrees Celsius, average low temperature 15 degrees Celsius. Sunny most days.
15°
28°
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April, Moderate crowds, average high temperature 28 degrees Celsius, average low temperature 18 degrees Celsius. Sunny most days.
18°
30°
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May, Low crowds, average high temperature 30 degrees Celsius, average low temperature 21 degrees Celsius. Sunny most days.
21°
31°
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June, Moderate crowds, average high temperature 31 degrees Celsius, average low temperature 24 degrees Celsius. Sunny most days.
24°
32°
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July, High crowds, average high temperature 32 degrees Celsius, average low temperature 25 degrees Celsius. Sunny most days.
25°
32°
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August, Low crowds, average high temperature 32 degrees Celsius, average low temperature 25 degrees Celsius. Partly sunny.
25°
31°
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September, Low crowds, average high temperature 31 degrees Celsius, average low temperature 24 degrees Celsius. Sunny most days.
24°
Monthly weather averages (˚C)

Check out reviews of Windsor Hills hotels guests love

Frequently asked questions

Is Windsor Hills expensive to stay in?
You can find great hotels from ฿1,941 in Windsor Hills to suit a range of budgets. To find the best low-cost hotel on Hotels.com that meets your needs, apply your search filters and then sort hotels by "Price: low to high".
How can I find discounted rates and deals for Windsor Hills hotels?
Discover great deals on hotels in Windsor Hills with Hotels.com. Sign up for free to unlock member only prices and start earning rewards. It's also a good idea to look at hotel prices mid-week or during the low season as you're likely to find off-peak deals. If you're up for a spontaneous trip, don't forget to check out our last-minute deals on Windsor Hills hotels.
How can I find discounted rates and deals for Windsor Hills hotels?
Unlocking discounted rates at hotels in Windsor Hills couldn't be simpler. Members save up to 20% on select hotels when signed in. Silver, Gold, and Platinum members can earn additional rewards on VIP Access bookings.
Can I receive a refund if I cancel my Windsor Hills hotel booking?
The majority of hotels offer free cancellation, so you can receive a refund if you need to cancel your booking. Some Windsor Hills hotels require you to cancel more than 24 hours before check-in, so look at your booking beforehand. For extra peace of mind before you book, filter hotels by "Property cancellation options" and select "Fully refundable property".
What are some of the best family hotels in Windsor Hills?
If you're holidaying with your family, Windsor Hills Resort Homes, Townhomes & Condos is one of the best family hotels in Windsor Hills. Windsor Hills Resort Homes, Townhomes & Condos has a great average guest score of 6.4 out of 10 and amenities like an indoor pool, an arcade/game room and in-room cots. To explore more family hotels in Windsor Hills, use the "Family friendly" filter in your search on Hotels.com.
What are some of the top Windsor Hills hotels with free parking?
If you're travelling by car, make your life easier by booking a Windsor Hills hotel with free parking. Our travellers like:
Is it worth staying in Windsor Hills?
You're spoilt for choice with 1,783 hotels in the area so it's easy to find your perfect somewhere. Basing yourself in Windsor Hills makes it easy to explore Kissimmee, including the areas of Bay Lake and Reunion.
What are some great hotels in Windsor Hills with balconies?
There are some top hotels in Windsor Hills that offer rooms with a balcony. Check out Windsor Hills Resort Homes, Townhomes & Condos which has a high guest score of 6.4 out of 10, and balconies in some rooms.
Find out more about Windsor Hills

Windsor Hills: Where Adventure Meets Enchantment in a Tapestry of Thrills and Culture

Nestled in the heart of Florida, Windsor Hills is a captivating resort community that serves as an idyllic gateway to the enchanting world of nearby theme parks, including the iconic Disney World. Known for its luxurious villas and family-friendly atmosphere, Windsor Hills boasts a stunning water park, lush landscapes, and a variety of recreational facilities. Visitors can indulge in leisurely strolls, soak in the sun by the pool, or embark on thrilling adventures at the attractions just moments away. Perfect for families and those seeking a dash of magic, Windsor Hills offers a memorable blend of relaxation and excitement.

Things to do near Windsor Hills

Windsor Hills boasts a delightful blend of lush parks and serene lakes, perfect for outdoor enthusiasts. Visitors can enjoy thrilling theme parks, vibrant shopping areas, and picturesque golf courses. With options for boating, hiking, and relaxing by the water, this destination offers something for everyone to enjoy.

  • Walt Disney World® ResortOpens in a new window – Dive into a world of magic at Walt Disney World® Resort, where iconic attractions and beloved characters come to life. Experience thrilling rides, enchanting shows, and immersive themed lands that promise fun for all ages. Don’t miss the fireworks display to end your day with a bang!
  • Universal Orlando ResortOpens in a new window – Get ready for an action-packed day at Universal Orlando Resort, where you can explore thrilling rides based on your favourite movies. From roller coasters to interactive experiences, this is a perfect destination for families and film buffs alike. Be sure to check out The Wizarding World of Harry Potter for a truly magical encounter.
  • Lake EolaOpens in a new window – Take a leisurely stroll around Lake Eola, where the serene surroundings offer a peaceful escape from the hustle and bustle. Enjoy a scenic picnic, rent a swan boat, or simply relax on the grass while soaking up the sun. The park is a lovely spot for a family outing or a quiet afternoon.
  • Sanlando ParkOpens in a new window – Explore the natural beauty of Sanlando Park, an urban oasis that provides a perfect backdrop for outdoor activities. With walking trails, playgrounds, and picnic areas, it’s an ideal place for families to enjoy fresh air and nature. Don’t forget to snap a few pictures of the vibrant wildlife!
  • Lake Lotus Nature ParkOpens in a new window – Experience the wonders of nature at Lake Lotus Nature Park. This serene preserve is perfect for birdwatching, hiking, and enjoying the tranquillity of Florida's natural landscape. Wander along the trails and keep an eye out for local wildlife, making it a fantastic spot for nature enthusiasts and photographers.

4 tips for savvy savings when booking a hotel in Windsor Hills

  1. Book for the cheapest times: The most budget-friendly time to visit Windsor Hills is during August, September, and November, when hotel prices are generally lower. For an enriching experience that allows you to explore the area's historical and cultural landmarks, it is advisable to stay for at least 4 to 5 days. During your visit, you can discover attractions like the history museum, wildlife park, and historic buildings, which offer great value for money. Other notable sites include the national park and various recreational areas that enhance your cultural immersion in this charming locale.
  2. Look for last-minute deals on Hotels.com: To uncover last-minute deals to Windsor Hills on Hotels.com, begin by exploring the DealsOpens in a new window or Last-Minute Deals sections, where you may discover discounted rates on hotels as your travel date approaches. You could also enable email alerts or push notifications to keep informed about flash sales and special promotions, helping you seize opportunities to save. Additionally, the Smart Shopping tool in the app allows you to compare hotel prices and amenities, ensuring you're the first to know if rooms become available or prices drop, making it easier to plan your last-minute getaway.
  3. Be flexible with dates: Prices can fluctuate depending on factors such as the hotel's location, star rating, and the time of year, so being flexible with your dates may help you save on your stay at a hotel in Windsor Hills. For those seeking distinctive accommodations, boutique hotels can provide a more personalised experience and occasionally 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 is on the higher end, we’ll suggest more affordable dates to increase your chances of securing the best deal.
  4. Consider your location: Opting for accommodation closer to key attractions or city centres may offer convenience, but it often comes with a higher price tag. For more affordable options, consider hotels located in less central areas or neighbourhoods, allowing you to balance cost with accessibility to the sights you intend to visit. You might look into independent hotels situated further afield, which are usually more likely to be affordable and can provide a more authentic experience.

Best time to go to Windsor Hills

Windsor Hills has a varied climate due to its size, so the best time to visit depends on the region and your preferences for weather and crowds. The peak travel months to visit Windsor Hills are January, March, and April, which see a higher number of tourists. During this peak period, the weather is mostly sunny, accompanied by light rainfall. In contrast, October to December are ideal if you're looking for a calmer vacation, marked by no to light rainfall and mostly sunny conditions.

What's Windsor Hills like?

If you're looking for the perfect area to explore, consider Windsor Hills. Top places in the larger area to visit include Disney's Animal Kingdom® Theme Park and Epcot®. Disney Springs™ and Walt Disney World® Resort are a couple of popular sights nearby.

How to get to Windsor Hills

Flying to:

  • Kissimmee, FL (ISM-Kissimmee Gateway), 10 mi (16 km) from Windsor Hills
  • Orlando International Airport (MCO), 19.2 mi (30.8 km) from Windsor Hills

Things to see and do in and around Windsor Hills

Things to see near Windsor Hills:

  • ESPN Wide World of Sports Complex (2.7 mi/4.4 km away)
  • Lake Davenport (3.8 mi/6.2 km away)
  • Northeast Regional Park (4.1 mi/6.6 km away)
  • Melt-Away Bay (2.5 mi/4 km away)
  • Champion Stadium (2.7 mi/4.4 km away)

Things to do near Windsor Hills:

  • Disney's Animal Kingdom® Theme Park (2.7 mi/4.3 km away)
  • Epcot® (4.6 mi/7.3 km away)
  • Disney's Hollywood Studios® (3.3 mi/5.4 km away)
  • Old Town (5 mi/8 km away)
  • Mystic Dunes Golf Club (0.7 mi/1.1 km away)

When is the best time to visit Four Corners?

  • Hottest months: August, July, June, September (average 27°C)
  • Coldest months: January, February, December, March (average 18°C)
  • Rainiest months: August, July, September, June (average 216 mm of rainfall)

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