An aerial view of a residential area with numerous houses, roads, and several lakes.

Windsor Hills Hotels, Orlando

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Our top choices for Windsor Hills hotels

Mickey s Hideaway Windsor Hills Resort

Mickey s Hideaway Windsor Hills Resort
2.0 star property
Windsor Hills
The price is NZ$759
includes taxes & fees
2 July - 3 July
Mickey s Hideaway Windsor Hills Resort

Ultimate Adventure Villa Top Rated 5 Star Disney More

Ultimate Adventure Villa Top Rated 5 Star Disney More
2.0 star property
Windsor Hills
The price is NZ$1,712
includes taxes & fees
2 July - 3 July
Ultimate Adventure Villa Top Rated 5 Star Disney More

Magical Adv 5 Star Villa Movie Room Arcade Pool and More

Magical Adv 5 Star Villa Movie Room Arcade Pool and More
2.0 star property
Windsor Hills
The price is NZ$1,789
includes taxes & fees
5 July - 6 July
Magical Adv 5 Star Villa Movie Room Arcade Pool and More

Jedi Training Camp Top Rated 5 Star Villa

Jedi Training Camp Top Rated 5 Star Villa
2.0 star property
Windsor Hills
The price is NZ$1,717
includes taxes & fees
27 July - 28 July
Jedi Training Camp Top Rated 5 Star Villa

Drury Plaza Hotel Orlando - Disney Springs Area

Drury Plaza Hotel Orlando - Disney Springs Area
4.0 star property
10.7 km from Windsor Hills
9.8 out of 10, Exceptional, (5,960 reviews)
"Very clean, good breakfast, excellent place to stay."
United States
Xiomara
The price is NZ$274
includes taxes & fees
17 July - 18 July
Drury Plaza Hotel Orlando - Disney Springs Area

Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort
3.5 star property
20.3 km from Windsor Hills
9.0 out of 10, Wonderful, (7,089 reviews)
"Wonderful property and location."
United States
Pamela
The price is NZ$299
includes taxes & fees
19 July - 20 July
Universal's Cabana Bay Beach Resort

Wyndham Garden Lake Buena Vista – Disney Springs® Area

Wyndham Garden Lake Buena Vista – Disney Springs® Area
3.5 star property
10.3 km from Windsor Hills
8.2 out of 10, Very good, (4,149 reviews)
"Would stay again!"
United States
Heather
The price is NZ$230
includes taxes & fees
1 July - 2 July
Wyndham Garden Lake Buena Vista – Disney Springs® Area

avid hotel Orlando International Airport by IHG

avid hotel Orlando International Airport by IHG
2.5 star property
29.9 km from Windsor Hills
9.2 out of 10, Wonderful, (2,224 reviews)
"Great, easy convenient place to stay."
United States
Jacob
The price is NZ$155
includes taxes & fees
30 July - 31 July
avid hotel Orlando International Airport by IHG

Wyndham Garden Orlando Airport

Wyndham Garden Orlando Airport
3.0 star property
28.2 km from Windsor Hills
9.0 out of 10, Wonderful, (4,055 reviews)
"Good hotel near the airport"
United States
Brandon
The price is NZ$185
includes taxes & fees
1 July - 2 July
Wyndham Garden Orlando Airport

EVEN Hotel Orlando International Airport by IHG

EVEN Hotel Orlando International Airport by IHG
3.5 star property
29.9 km from Windsor Hills
9.4 out of 10, Exceptional, (585 reviews)
"Great location!"
United States
Mark
The price is NZ$185
includes taxes & fees
28 July - 29 July
EVEN Hotel Orlando International Airport by IHG

Rosen Shingle Creek

Rosen Shingle Creek
4.5 star property
19.7 km from Windsor Hills
9.6 out of 10, Exceptional, (4,975 reviews)
"Always love staying there"
United States
John
The price is NZ$210
includes taxes & fees
5 July - 6 July
Rosen Shingle Creek

Cambria Hotel Orlando Airport

Cambria Hotel Orlando Airport
3.0 star property
29.7 km from Windsor Hills
8.8 out of 10, Excellent, (1,908 reviews)
"The room was very spacious and clean! Great location by airport!"
United States
Hector
The price is NZ$184
includes taxes & fees
28 July - 29 July
Cambria Hotel Orlando Airport

Hilton Garden Inn Orlando I-4 Millenia Blvd Mall

Hilton Garden Inn Orlando I-4 Millenia Blvd Mall
3.0 star property
23.2 km from Windsor Hills
9.0 out of 10, Wonderful, (818 reviews)
"Very clean, the bed was very nice and soft the front desk clerk was very nice"
United States
Farnishia
The price is NZ$178
includes taxes & fees
2 July - 3 July
Hilton Garden Inn Orlando I-4 Millenia Blvd Mall

Caribe Royale Orlando

Caribe Royale Orlando
4.5 star property
11.1 km from Windsor Hills
9.2 out of 10, Wonderful, (5,166 reviews)
"Great place to stay"
United States
Charles Wellington
The price is NZ$383
includes taxes & fees
19 July - 20 July
Caribe Royale Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando
4.0 star property
22.2 km from Windsor Hills
8.6 out of 10, Excellent, (6,945 reviews)
"Great stay"
United States
Dianelly
The price is NZ$195
includes taxes & fees
13 July - 14 July
DoubleTree by Hilton at the Entrance to Universal Orlando

Universal's Endless Summer Resort - Dockside Inn and Suites

Universal's Endless Summer Resort - Dockside Inn and Suites
3.0 star property
20.3 km from Windsor Hills
9.2 out of 10, Wonderful, (5,407 reviews)
"Great place to stay!"
United States
GEOFFREY
The price is NZ$295
includes taxes & fees
15 July - 16 July
Universal's Endless Summer Resort - Dockside Inn and Suites

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
3.0 star property
7.1 km from Windsor Hills
9.4 out of 10, Exceptional, (5,084 reviews)
"Excelente hotel"
United States
Rene
The price is NZ$184
includes taxes & fees
28 July - 29 July
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

Home2 Suites by Hilton Orlando at Flamingo Crossings

Home2 Suites by Hilton Orlando at Flamingo Crossings
3.0 star property
7 km from Windsor Hills
9.4 out of 10, Exceptional, (5,705 reviews)
"Good place to stay .."
United States
Marcy
The price is NZ$194
includes taxes & fees
20 July - 21 July
Home2 Suites by Hilton Orlando at Flamingo Crossings

Florida Hotel & Conference Center in the Florida Mall

Florida Hotel & Conference Center in the Florida Mall
3.5 star property
24.1 km from Windsor Hills
9.2 out of 10, Wonderful, (1,376 reviews)
"Hotel was excellent employees are very nice"
United States
Dawn
The price is NZ$438
includes taxes & fees
11 July - 12 July
Florida Hotel & Conference Center in the Florida Mall

Sleep Inn & Suites Orlando International Airport

Sleep Inn & Suites Orlando International Airport
2.5 star property
27.5 km from Windsor Hills
8.0 out of 10, Very good, (1,601 reviews)
"Overall good stay"
United States
Nakia
The price is NZ$126
includes taxes & fees
2 July - 3 July
Sleep Inn & Suites Orlando International Airport
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 guide on where to stay in Windsor Hills

Find the best Windsor Hills areas for the activities you enjoy most.

International Drive District

Adventure activities, iconic attractions, shopping and world-class dining destinations make this famous street one of Orlando’s most popular tourist attractions.

Reunion

The top golf courses and fun-filled water parks are top of the list for many visitors to Reunion. A stop by Reunion Resort Golf Course or Jack Nicklaus Course might round out your trip.

Bay Lake

Exciting theme parks plentiful wildlife and top sights from Epcot® to Walt Disney World® Resort – discover Bay Lake, a destination also famous for its entertainment.

Champions Gate

Ample dining options and top golf courses are well-reviewed features of Champions Gate. Make a stop by top sights like ChampionsGate Golf Club while you're exploring the area.

Florida Center

If you're spending some time in Florida Center, Universal Orlando Resort and Universal Studios Florida are top sights worth seeing.

Top Windsor Hills Hotel Reviews

Recent Reviews in Windsor Hills

Find out more about Windsor Hills

Top reasons to visit Windsor Hills

  • Proximity to Disney: Windsor Hills is just a short distance from Disney World, making it perfect for families eager to visit the theme parks.
  • Family-Friendly Amenities: The resort features a water park, tennis courts, and various recreational facilities for family fun.
  • Diverse Accommodation Options: Choose from family-friendly resorts to charming villas, catering to all types of travellers.
  • Beautiful Outdoor Spaces: Enjoy stunning lakes and golf courses, ideal for outdoor adventures and relaxation.
  • Welcoming Community: Experience warm local hospitality and vibrant neighbourhood atmosphere during your stay.

Find great hotels near Windsor Hills

Experience the charm of Windsor Hills, where a variety of accommodation options cater to every type of traveller. From family-friendly resorts to romantic getaway hotels, this destination offers a range of vacation rentals and villas that ensure a memorable stay. Whether you're travelling with pets or seeking the perfect spot for a family holiday, Windsor Hills has something for everyone, making it an ideal base for your Florida adventure.

  • Hilton Vacation Club Mystic Dunes Orlando: This 3.5-star hotel offers a family-friendly atmosphere with a unique golf-centric theme. Situated a mere 805m from Windsor Hills, Hilton Vacation Club Mystic Dunes Orlando is ideal for those seeking a blend of relaxation and recreation. Guests can enjoy a range of golf-themed activities, along with amenities designed for children, including games and a ping-pong table. The spacious accommodations provide a comfortable base for families looking to explore the nearby attractions while enjoying a golf vacation experience.
  • Walt Disney World Dolphin: With a 4-star rating, Walt Disney World Dolphin is located 6.4km from Windsor Hills and boasts direct beach access, making it a delightful option for families seeking a beach-themed getaway. This hotel is known for its vibrant atmosphere and children’s amenities, including a dedicated kids' pool and an arcade game room. Families can enjoy quality time together at the playground or participate in organised activities. The property’s proximity to Disney attractions adds to its appeal, ensuring a magical family vacation experience.
  • Delta Hotels by Marriott Orlando Celebration: This 3.5-star hotel, situated 6.4km from Windsor Hills, is perfect for adventure enthusiasts and families looking for a city-themed vacation. Delta Hotels by Marriott Orlando Celebration offers various recreational activities, including hiking, biking, and even parasailing nearby. The hotel provides essential amenities for children, such as complimentary cribs and affordable breakfast options. Its central location allows easy access to local attractions, making it a great choice for families eager to explore the city whilst enjoying adventure-filled days.

Where to stay near Windsor Hills

Windsor Hills is a fantastic family-friendly destination, just a stone's throw from Disney. This vibrant neighbourhood offers a perfect blend of recreation and relaxation, making it an ideal spot for unforgettable holidays. Explore the nearby attractions, enjoy the fresh air, and experience the warm hospitality of the locals. With spacious Disney-themed bedrooms and a welcoming atmosphere, Windsor Hills promises an extraordinary vacation for families seeking adventure and fun.

  • Orlando: Orlando is a vibrant metropolis and the heart of the theme park capital of the world. Situated in Orlando, Windsor Hills offers easy access to an array of attractions, including world-renowned theme parks and entertainment venues. The city welcomes millions of visitors year-round, with peak seasons in March, July, and December. Families and business travellers alike flock to Orlando for its exciting offerings, including shopping areas and arts centres. Local highlights include iconic landmarks like Universal Studios and Walt Disney World, as well as beautiful beaches for a relaxing escape.
  • Lake Buena Vista: Located a mere 9.7km from Windsor Hills, Lake Buena Vista is a charming city known for its entertainment offerings. It experiences consistent visitor traffic throughout the year, peaking from January to March. This area is ideal for families and business travellers seeking a blend of relaxation and excitement. Visitors can explore numerous resorts and shopping centres, while the proximity to theme parks and film studios makes Lake Buena Vista a must-visit. The local sports facilities add to the area's appeal for active travellers.
  • Four Corners: Four Corners is a quaint village that encompasses Windsor Hills, providing a relaxed atmosphere for holidaymakers. Travellers are drawn to this area year-round, particularly in February to March and July. Known for its family-friendly and outdoor experiences, Four Corners offers access to beautiful resorts and golf courses. Local attractions include theme parks and sports facilities, ensuring there's something for everyone. The village's serene environment allows visitors to unwind while still being close to the excitement of nearby Orlando and Lake Buena Vista.

Things to do in Windsor Hills

Shopping

A short drive from Windsor Hills, you can explore the vibrant shops at the Orlando International Premium Outlets, featuring a variety of brand-name stores. For unique finds, visit Disney Springs, where you'll discover themed boutiques and artisan markets, perfect for picking up gifts and souvenirs.

Recreation

Windsor Hills offers a tranquil escape with its serene walking trails and lush green spaces. Enjoy the on-site fitness centre for a refreshing workout or unwind at the community pool for relaxation. Engage in yoga sessions or simply soak in the peaceful atmosphere of this beautiful resort.

Adventure

In Windsor Hills, enjoy the thrill of water slides and pools at the resort’s water park. Venture to nearby Orlando for exhilarating theme parks, or explore the natural beauty of local parks for hiking and biking adventures, offering a taste of Florida’s diverse landscapes.

Nightlife

Explore the vibrant nightlife at the Windsor Hills Clubhouse, where you can unwind with friends over cocktails and join themed events. For a lively atmosphere, check out nearby bars and eateries, offering delightful dining and entertainment options that capture the essence of Florida's evening scene.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Windsor Hills

To save money on your trip to Windsor Hills, consider visiting during the cheaper months of August, September, and November. Booking your hotel about a month in advance typically yields the best rates, and Tuesdays are the least expensive days to stay. Use Expedia to find budget-friendly accommodation, and look out for last-minute deals marked by a green banner. Combine your hotel bookings with flights and activities for additional savings, and explore public transport options to keep travel costs low. Lastly, check for eco-certified hotels for sustainable choices that won't break the bank.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay around Windsor Hills are August to September and November, where the prices are slightly lower. This is in comparison to March to April and December, where prices are slightly higher.
  • The best time to book a hotel: Booking a hotel around Windsor Hills about 1 month out from when you are planning to stay is usually when prices are lowest. If you're a little more spontaneous, you could also peruse Expedia's last minute deals for hotels, look out for the green banner below the price, as this indicates a cheaper deal.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay around Windsor Hills is Tuesday. The most expensive day to stay around Windsor Hills is Saturday.
  • Find cheap hotels on Expedia: Expedia's search tool lets you choose your budget, desired location, and additional preferences. You can arrange the results to display prices from lowest to highest, making it easy to find the most affordable accommodation first. Additionally, you can refine your options by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels available for booking.
  • Consider bundling your trip: You can save some cash by combining your Windsor Hills hotel stay with your flights and activities through an Expedia package deal.

Find the best attractions near Windsor Hills

Windsor Hills is an ideal destination for families and those seeking entertainment or business-themed holidays. With attractions like theme parks, including Disney World, alongside beautiful lakes and golf courses, there’s something for everyone. Whether you're after outdoor adventures or fun-filled experiences, Windsor Hills and its surroundings offer a variety of activities to ensure a memorable stay.

  • Walt Disney World® Resort: Located 11.3km from Windsor Hills, this iconic theme park offers a magical blend of entertainment and family camaraderie. With immersive attractions, enchanting parades, and beloved characters, it’s a must-visit for those seeking fun and adventure.
  • Arnold Palmer's Bay Hill Golf Club: Situated 17.7km away, this golf club is known for its family-friendly atmosphere and scenic excursions. You can enjoy a round of golf or simply soak in the friendly vibes while exploring the beautiful surroundings.
  • Kissimmee Air Museum: About 14.5km from Windsor Hills, this aviation museum showcases a rich culture of flight. Visitors can admire historic aircraft and learn about aviation history in an engaging and informative setting.

Best time to go to Windsor Hills

The best time to visit Windsor Hills can depend on the weather and when visitor numbers rise and fall. The hottest average temperature around Windsor Hills falls in August, when visitor numbers are average and weather is mostly sunny with moderate rain. The coolest average temperature around Windsor Hills falls in January, visitor numbers are slightly high and weather is mostly sunny with light rain.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January60.6°F (15.9°C)Light RainMostly SunnySlightly HighAverage
February64.4°F (18.0°C)Light RainMostly SunnyAverageAverage
March67.6°F (19.8°C)Light RainMostly SunnySlightly HighSlightly High
April72.7°F (22.6°C)Light RainMostly SunnySlightly HighSlightly High
May77.2°F (25.1°C)Light RainMostly SunnyAverageAverage
June81.1°F (27.3°C)Light RainMostly SunnyAverageAverage
July82.4°F (28.0°C)Moderate RainMostly SunnyAverageAverage
August82.6°F (28.1°C)Moderate RainMostly SunnyAverageSlightly Low
September80.4°F (26.9°C)Moderate RainMostly SunnyAverageSlightly Low
October75.2°F (24.0°C)Light RainMostly SunnySlightly LowAverage
November68.5°F (20.3°C)Light RainMostly SunnySlightly LowSlightly Low
December64.4°F (18.0°C)No RainMostly SunnySlightly LowSlightly High

The nearest major airports for your trip to Windsor Hills

Reaching Windsor Hills, Florida, is easy with several major airports nearby. Orlando International Airport (MCO) is the closest, situated 30.6km away. Nearby hotels include The Ritz-Carlton Orlando, Grande Lakes and Rosen Shingle Creek, both 12.9km from MCO, offering various transportation services. Tampa International Airport (TPA) is 99.8km away, with excellent hotel options like The Tampa EDITION and JW Marriott Tampa Water Street, both located 9.7km from TPA. Sarasota-Bradenton International Airport (SRQ) is 140.0km away, with luxurious choices such as The Ritz-Carlton, Sarasota just 4.8km from the airport. Each airport provides convenient access and nearby accommodations for a smooth travel experience.

Frequently asked questions

When is the best time to go to Windsor Hills?
The best time to visit Windsor Hills for pleasant weather and fewer crowds is during the spring (March to May) or autumn (September to November).

During these periods, you'll find the weather warm and sunny but not excessively hot or humid, making it comfortable for exploring the theme parks and enjoying outdoor activities. Average temperatures range from the low 20s to high 20s Celsius, superb for a relaxing holiday without the intense summer heat. These months also tend to be less busy than the peak summer season, meaning shorter queues at attractions and a more relaxed experience overall.

Families often find spring break or the autumn half-term holidays ideal for a trip to Windsor Hills. The milder weather is much more forgiving for children, and the reduced crowds can significantly improve the theme park experience.
Can I cancel my hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline − this is often within 24 to 48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our 'Fully refundable property' filter during your search to find the right Windsor Hills hotel for you.
How can I save on a hotel booking in Windsor Hills with Expedia?
One Key™ – Expedia's free travel rewards programme – gives you instant access to perks and Member Prices on Windsor Hills hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
How much is the nightly rate for a hotel in Windsor Hills?
Hotel prices in Windsor Hills often vary, but you can find a great deal on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates and sort search results by 'Price: low to high' for our cheapest rates.

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