Hotels in Windsor Hills, Orlando

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Our top choices for Windsor Hills hotels

Windsor Hills Resort

Windsor Hills Resort
4.0 star property
Windsor Hills
Windsor Hills Resort

Mickey s Hideaway Windsor Hills Resort

Mickey s Hideaway Windsor Hills Resort
2.0 star property
Windsor Hills
The price is CA $226
CA $617 total
includes taxes & fees
Apr 9 - Apr 10
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 CA $712
CA $1,168 total
includes taxes & fees
Mar 26 - Mar 27
Ultimate Adventure Villa Top Rated 5 Star Disney 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 CA $687
CA $1,140 total
includes taxes & fees
Apr 4 - Apr 5
Jedi Training Camp Top Rated 5 Star Villa

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 CA $695
CA $1,206 total
includes taxes & fees
Apr 8 - Apr 9
Magical Adv 5 Star Villa Movie Room Arcade Pool and More

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks
3.0 star property
1.8 km from Windsor Hills
9.4 out of 10, Exceptional, (3,219 reviews)
"Great room, large beds, yummy breakfast, lots to do on the property. "
United States
Sarah
The price is CA $43
CA $110 total
includes taxes & fees
Mar 24 - Mar 25
Kompose Boutique Resort at Theme Parks

DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
3.0 star property
19.4 km from Windsor Hills
8.4 out of 10, Very good, (1,037 reviews)
"Beautiful stay"
United States
Shelleen
The price is CA $122
CA $138 total
includes taxes & fees
Apr 19 - Apr 20
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

Hyatt House Orlando International Drive

Hyatt House Orlando International Drive
4.0 star property
21.2 km from Windsor Hills
9.4 out of 10, Exceptional, (1,632 reviews)
"Clean room great staff bed with excellent slept so good great breakfast overall stay loved it!!!"
United States
Colin
The price is CA $173
CA $195 total
includes taxes & fees
Mar 29 - Mar 30
Hyatt House Orlando International Drive

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
8.4 out of 10, Very good, (6,854 reviews)
"Amazing hotel. "
United States
Steven
The price is CA $149
CA $168 total
includes taxes & fees
Mar 31 - Apr 1
DoubleTree by Hilton at the Entrance to Universal Orlando

B&B Hotel Orlando International Drive Near Universal - Newly Renovated!

B&B Hotel Orlando International Drive Near Universal - Newly Renovated!
2.5 star property
20 km from Windsor Hills
8.2 out of 10, Very good, (422 reviews)
"it was so nice, very clean, and comfy .. definitely going to come back "
United States
Ive
The price is CA $88
CA $100 total
includes taxes & fees
Mar 31 - Apr 1
B&B Hotel Orlando International Drive Near Universal - Newly Renovated!

Rosen Shingle Creek

Rosen Shingle Creek
4.5 star property
19.7 km from Windsor Hills
9.4 out of 10, Exceptional, (4,651 reviews)
"Great family place to stay. "
United States
Alberto
The price is CA $146
CA $165 total
includes taxes & fees
Apr 5 - Apr 6
Rosen Shingle Creek

Orlando Palms Hotel

Orlando Palms Hotel
2.5 star property
23.1 km from Windsor Hills
7.8 out of 10, Good, (2,512 reviews)
"Great place to stay at"
United States
Glennrick
The price is CA $82
CA $109 total
includes taxes & fees
Mar 24 - Mar 25
Orlando Palms Hotel

Spark by Hilton Orlando near Universal

Spark by Hilton Orlando near Universal
2.5 star property
22.9 km from Windsor Hills
8.8 out of 10, Excellent, (939 reviews)
"Great rooms, staff cleaned well"
United States
Noah
The price is CA $111
CA $125 total
includes taxes & fees
Mar 29 - Mar 30
Spark by Hilton Orlando near Universal

Cambria Hotel Orlando Airport

Cambria Hotel Orlando Airport
3.0 star property
29.7 km from Windsor Hills
8.8 out of 10, Excellent, (1,901 reviews)
"Great stay"
United States
Mario
The price is CA $156
CA $176 total
includes taxes & fees
Mar 29 - Mar 30
Cambria Hotel Orlando Airport

Holiday Inn Express Orlando International Airport by IHG

Holiday Inn Express Orlando International Airport by IHG
2.5 star property
29.6 km from Windsor Hills
9.0 out of 10, Wonderful, (1,961 reviews)
"Great stay "
United States
Tiffney
The price is CA $159
CA $179 total
includes taxes & fees
Mar 30 - Mar 31
Holiday Inn Express 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, (4,048 reviews)
"Great place "
United States
Terry
The price is CA $149
CA $168 total
includes taxes & fees
Apr 5 - Apr 6
Wyndham Garden Orlando Airport

Holiday Inn Resort Orlando - Lake Buena Vista by IHG

Holiday Inn Resort Orlando - Lake Buena Vista by IHG
3.5 star property
10.8 km from Windsor Hills
8.6 out of 10, Excellent, (3,846 reviews)
"Overall great place"
United States
Joseph
The price is CA $115
CA $176 total
includes taxes & fees
Mar 24 - Mar 25
Holiday Inn Resort Orlando - Lake Buena Vista by IHG

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, (2,183 reviews)
"Great stay"
United States
Nicole
The price is CA $156
CA $176 total
includes taxes & fees
Apr 7 - Apr 8
avid hotel Orlando International Airport by IHG

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
9.0 out of 10, Wonderful, (5,120 reviews)
"Amazing stay"
United States
Katherine
The price is CA $156
CA $176 total
includes taxes & fees
Apr 19 - Apr 20
Universal's Endless Summer Resort - Dockside Inn and Suites

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, (4,041 reviews)
"Clean room/ very kind staff/ location was amazing! "
Canada
Michael
The price is CA $122
CA $193 total
includes taxes & fees
Apr 12 - Apr 13
Wyndham Garden Lake Buena Vista – Disney Springs® Area
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.

Where to stay in Windsor Hills

Find the best Windsor Hills areas and neighborhoods for the activities you enjoy most. Learn more about Windsor Hills
Learn more about Windsor Hills

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.

Bay Lake

Home to all four Walt Disney World Resort theme parks and one water park, this city offers endless entertainment, including Disney's Fort Wilderness Resort & Campground and Magnolia and Palm Golf Courses.

Champions Gate

Abundant dining options and pristine 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

While visiting Florida Center, you might make a stop by sights like Universal Orlando Resort and Universal Studios Florida.

Downtown Orlando

Orlando's historic core boasts art galleries, retail, restaurants, and nightclubs, with attractions like Lake Eola Park, Linton E. Allen Memorial Fountain, and performing arts theaters, all accessible via public transportation.

Top Windsor Hills Hotel Reviews

Find out more about Windsor Hills

Top reasons to visit Windsor Hills

  • Proximity to Theme Parks: Windsor Hills is just minutes away from famous attractions like Walt Disney World and Universal Studios, making it a perfect base for theme park enthusiasts.
  • Family-Friendly Amenities: The resort features a recreation area with pools, a water park, and activities suitable for all ages, ensuring fun for the entire family.
  • Beautiful Surroundings: Enjoy serene lakes and picturesque landscapes, providing a tranquil backdrop for relaxation.
  • Diverse Accommodation Options: Choose from various family-friendly rentals and villas, catering to all needs and preferences.
  • Local Dining and Shopping: Explore nearby shopping areas and indulge in local dining experiences, enhancing your vacation adventures.

Find great hotels near Windsor Hills

Experience a memorable stay in Windsor Hills, Four Corners, Florida, where a variety of accommodations await you. Whether you seek family-friendly resorts, romantic getaways, or pet-friendly options, Windsor Hills offers an array of vacation rentals and villas. Enjoy top-notch amenities and proximity to Orlando's attractions for an unforgettable holiday. Discover the ideal blend of comfort and convenience in this charming community.

  • Hilton Vacation Club Aqua Sol Orlando West: Perfect for families and LGBTQIA travellers, the Hilton Vacation Club Aqua Sol Orlando West offers a welcoming atmosphere just 6.4km from Windsor Hills. This 3.5-star hotel features an array of family-friendly amenities, including a free water park, playground, and a mini-golf course onsite. The property also boasts an arcade game room, ensuring that children of all ages have plenty of entertainment. With its focus on family vacation experiences, this hotel promises a fun-filled stay for everyone.
  • Hilton Vacation Club Mystic Dunes Orlando: Nestled just 805m from Windsor Hills, Hilton Vacation Club Mystic Dunes Orlando provides a unique golf-themed vacation experience. This 3.5-star property is ideal for golf enthusiasts and families alike, featuring an 18-hole championship golf course and opportunities for golfing fun. Amenities for children include an arcade game room, ping pong tables, and a selection of children’s books and games, making it a great choice for families seeking both relaxation and recreation.
  • Walt Disney World Dolphin: A top-tier option for business and leisure travellers alike, the Walt Disney World Dolphin is a 4-star hotel located 6.4km from Windsor Hills. It caters to both golf fans and business professionals, offering a well-equipped business centre, meeting rooms, and conference spaces. The hotel is LGBTQIA welcoming and provides a range of amenities to ensure a comfortable stay. With its proximity to the excitement of Disney and its golf experience, this hotel presents an ideal blend of work and play.

Where to stay near Windsor Hills

Windsor Hills offers an ideal vacation experience for families seeking fun and relaxation. Just minutes from Walt Disney World, this upscale neighbourhood is perfect for creating unforgettable memories. Enjoy nearby recreational activities, friendly atmospheres, and family-friendly excursions. Explore the attractions of Four Corners, indulge in local dining, and unwind in the beautiful surroundings, making Windsor Hills a top destination for your Florida getaway.

  • Orlando: As a bustling metropolis, Orlando is the heart of entertainment in Central Florida. With Windsor Hills nestled within its boundaries, visitors can enjoy a myriad of family-friendly activities year-round. Whether you're seeking thrilling amusement parks, engaging arts centres, or vibrant shopping districts, Orlando has it all. Notably, the city's popular attractions include renowned theme parks and film studios. The peak travel months, such as March, July, and December, draw families and outdoor enthusiasts eager to experience the city's lively atmosphere.
  • Four Corners: This charming village is another fantastic destination near Windsor Hills, welcoming visitors with its laid-back vibe and family-oriented attractions. Four Corners is particularly inviting for those looking to enjoy outdoor experiences, from lush golf courses to nearby resorts. With a steady flow of visitors, especially during February to March and July, you can expect a vibrant community atmosphere. The local landmarks, including theme parks and stadiums, ensure there's always something exciting happening, making it a great spot for families and entertainment seekers alike.
  • Crestwynd Bay: Located a mere 483m from Windsor Hills, Crestwynd Bay offers a welcoming neighbourhood atmosphere with a focus on family activities. The area is perfect for those looking to enjoy outdoor adventures, shopping, and golf. Similar to its neighbours, Crestwynd Bay sees a consistent number of visitors throughout the year, with a peak in March, July, and December. Visitors can explore local attractions such as theme parks and stadiums, ensuring an action-packed holiday filled with entertainment and leisure.

Things to do near Windsor Hills

Windsor Hills is an ideal destination for families seeking an entertaining outdoor vacation. Visitors can enjoy a variety of activities, including relaxing at the resort, exploring nearby shopping areas, and playing a round of golf. Key attractions include a recreation area perfect for family fun and thrilling rides that add excitement to your stay. Whether you're looking to unwind or seek adventure, Windsor Hills offers something for everyone.

Shopping

Disney Springs™ is a vibrant shopping area located 9.7km from Windsor Hills, perfect for family outings. Old Town, a lively shopping mall centre 8.0km away, offers entertainment and shopping. For unique finds, visit the 192 Flea Market, a public market 14.5km from Windsor Hills.

Recreation

At ESPN Wide World of Sports Complex, immerse yourself in energetic activities and sports events just 4.8km from Windsor Hills. For a tranquil golf experience, Mystic Dunes Golf Club offers scenic outdoor vibes only 1.1km away. Northeast Regional Park, located 6.4km away, invites you to relax amidst nature.

Adventure

Experience the thrills of Disney's Typhoon Lagoon Water Park, located 8.0km from Windsor Hills, featuring exciting water rides and family-friendly attractions. For karting enthusiasts, Kissimmee Go-Karts, 12.9km away, offers high-speed excitement. Explore the scenic Blue Lake trail, situated 16.1km from Windsor Hills, perfect for outdoor adventures.

Nightlife

Experience the magic of Medieval Times, only 12.9km away, where culture and romance meet thrilling entertainment. For adventure, visit Wonderworks, 17.7km distant, or Splitsville Luxury Lanes & Dinner Lounge, a mere 9.7km away, both offering a lively arcade atmosphere perfect for a fun night out.

*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 to September and November. Booking your accommodation about a month in advance can also yield better rates, especially if you check for last-minute deals on platforms like Expedia. Tuesdays are typically the least expensive days to stay, while Saturdays are the priciest. Utilize Expedia’s filters to find eco-friendly accommodations and consider bundling your hotel stay with flights and activities for additional savings. Lastly, explore free activities in the area to enhance your experience without breaking 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: The cheapest time to book a hotel around Windsor Hills is usually 1 month out from when you are planning to stay. If you're a little more spontaneous, you could also peruse Expedia's last minute deals which could secure you a cheaper stay. Look out for the green banner below the price to spot the deals.
  • 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: Utilize Expedia’s search tool to refine your preferences, such as your budget, desired location, and preferred type of accommodation. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels currently available. To find the best prices and offers, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel stay in Windsor Hills with your flights and activities through an Expedia package.

Find the best attractions near Windsor Hills

Windsor Hills in Four Corners, Florida, is perfect for families seeking outdoor and entertainment-themed vacations. Visitors can enjoy nearby attractions like Disney Springs, various theme parks, and the Windsor Hills Water Park. For golf enthusiasts, the local golf courses and country clubs offer excellent experiences, while the serene lakes provide a delightful backdrop for relaxation. With a variety of activities catering to all ages, Windsor Hills is a fantastic destination for a memorable family getaway.

  • Walt Disney World® Resort: Experience the magic of this iconic theme park, located 11.3km from Windsor Hills. With enchanting attractions, beloved characters, and exhilarating rides, it offers unforgettable family entertainment that will delight visitors of all ages.
  • Orange County Convention Center: Situated 16.1km away, this vibrant arts centre showcases a rich cultural scene. Attend exhibits, performances, and conventions that highlight local and international talent, making it a hub for artistic expression and community engagement.
  • ChampionsGate Golf Club: Just 6.4km from Windsor Hills, this family-friendly golf course offers a welcoming atmosphere for enthusiasts of all levels. Enjoy scenic courses and excursions, complemented by the friendliness of the staff and fellow golfers.

Best time to go to Windsor Hills

The best time to visit Windsor Hills is dependant on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are average and weather is mostly sunny with moderate rain. January is its coolest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
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

When visiting Windsor Hills in Four Corners, Florida, you can conveniently fly into two major airports. Orlando International Airport (MCO) is located 30.6km away, with nearby hotel options like The Ritz-Carlton Orlando, Grande Lakes, and Hyatt Regency Orlando, both offering airport shuttle services. Kissimmee Gateway Airport (ISM) is another option, situated 16.1km from Windsor Hills. Excellent hotels near ISM include Waldorf Astoria Orlando and Encore Resort and Water Park At Reunion by Rentyl, which also provide transportation services. Both airports offer easy access to your vacation destination, ensuring a smooth start to your trip.

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 24-48 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 Windsor Hills hotel booking with Expedia?
With Expedia, you'll unlock our lowest prices by becoming a member. It's free and easy to join, and you can even access member perks too. Just remember to sign in to get our best prices on Windsor Hills hotels. Another way to save is by booking your hotel and flights together on Expedia, where bundling can lead to significant savings.
How much is the nightly rate at a Windsor Hills hotel?
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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