Windsor Hills hotels in Orlando

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Windsor Hills hotels

Spacious Kissimmee Villa - 3 Mi to Disney World!

Spacious Kissimmee Villa - 3 Mi to Disney World!
3.0 star property
Windsor Hills
The price is HK$1,378
HK$3,222 total
includes taxes & fees
19 Apr - 20 Apr
Spacious Kissimmee Villa - 3 Mi to Disney World!

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
Magical Adv 5 Star Villa Movie Room Arcade Pool and More

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, (1,161 reviews)
"Clean room, big breakfast, friendly staff "
United States
April
The price is HK$526
HK$592 total
includes taxes & fees
5 May - 6 May
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

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, (3,560 reviews)
"Amazing breakfast and location to disney is a huge plus. "
Canada
Saira
The price is HK$715
HK$1,158 total
includes taxes & fees
29 Apr - 30 Apr
Kompose Boutique Resort at Theme Parks

Universal's Stella Nova Resort

Universal's Stella Nova Resort
3.0 star property
19.1 km from Windsor Hills
9.2 out of 10, Wonderful, (676 reviews)
"We were only there for a short time but the staff were very friendly and helpful and the room was clean and comfortable. Would love to stay again. "
Canada
Kristara
The price is HK$1,394
HK$1,568 total
includes taxes & fees
14 May - 15 May
Universal's Stella Nova Resort

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, (1,709 reviews)
"Friendly staff and rooms were clean."
United States
Maritza
The price is HK$924
HK$1,040 total
includes taxes & fees
26 Apr - 27 Apr
Hyatt House Orlando International Drive

Orlando Palms Hotel

Orlando Palms Hotel
2.5 star property
23.1 km from Windsor Hills
7.8 out of 10, Good, (2,634 reviews)
" Clean quiet and friendly staff ut was a great stay i would stay there again whenever im in town"
United States
Lakisha
The price is HK$373
HK$513 total
includes taxes & fees
16 Apr - 17 Apr
Orlando Palms Hotel

Rosen Shingle Creek

Rosen Shingle Creek
4.5 star property
19.7 km from Windsor Hills
9.4 out of 10, Exceptional, (4,693 reviews)
"Great family place to stay. "
United States
Alberto
The price is HK$784
HK$882 total
includes taxes & fees
15 May - 16 May
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, (1,915 reviews)
"Comfortable stay and near airport "
United States
Maira
The price is HK$825
HK$929 total
includes taxes & fees
5 May - 6 May
Cambria Hotel Orlando Airport

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, (6,915 reviews)
"Staff is very friendly and helpful"
United States
Karla
The price is HK$790
HK$889 total
includes taxes & fees
15 May - 16 May
DoubleTree by Hilton at the Entrance to Universal Orlando

Wyndham Garden Orlando Airport

Wyndham Garden Orlando Airport
3.0 star property
28.2 km from Windsor Hills
9.0 out of 10, Wonderful, (4,081 reviews)
"Great clean hotel great price very affordable "
United States
Raymond
The price is HK$846
HK$951 total
includes taxes & fees
3 May - 4 May
Wyndham Garden Orlando Airport

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, (4,662 reviews)
"Staff is pleasant and Breakfast is good."
United States
Geminiano
The price is HK$893
HK$1,004 total
includes taxes & fees
20 Apr - 21 Apr
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

Hilton Orlando Buena Vista Palace - Disney Springs® Area

Hilton Orlando Buena Vista Palace - Disney Springs® Area
4.0 star property
10.1 km from Windsor Hills
8.4 out of 10, Very good, (1,785 reviews)
"Excellent room service and breakfasts "
Canada
Nalina
The price is HK$1,278
HK$1,799 total
includes taxes & fees
10 May - 11 May
Hilton Orlando Buena Vista Palace - Disney Springs® Area

Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark
4.0 star property
2.5 km from Windsor Hills
8.8 out of 10, Excellent, (3,604 reviews)
"Had a great time with the family at the hotel "
United States
Oscar M
The price is HK$1,033
HK$1,599 total
includes taxes & fees
12 May - 13 May
Margaritaville Resort Orlando with H2O Waterpark

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, (5,185 reviews)
"The location of this hotel is so convenient close to universal and Disney parks! Love that it has a Starbucks in the hotel lobby! "
United States
Jennifer
The price is HK$736
HK$828 total
includes taxes & fees
21 Apr - 22 Apr
Universal's Endless Summer Resort - Dockside Inn and Suites

Holiday Inn Express Hotel & Suites Ocoee East by IHG

Holiday Inn Express Hotel & Suites Ocoee East by IHG
2.5 star property
27.8 km from Windsor Hills
8.6 out of 10, Excellent, (1,009 reviews)
"Room was clean, staff nice. Breakfast buffet was good. Convenient to the Orlando Fairgrounds."
United States
Keith
The price is HK$893
HK$1,004 total
includes taxes & fees
4 May - 5 May
Holiday Inn Express Hotel & Suites Ocoee East by IHG

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, (1,051 reviews)
"Clean room and great location "
United States
Isamar Hernandez
The price is HK$641
HK$721 total
includes taxes & fees
5 May - 6 May
Spark by Hilton Orlando near Universal

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, (4,012 reviews)
"Great location and staff were great assisting us to the port"
United States
ROBIN
The price is HK$695
HK$1,099 total
includes taxes & fees
20 Apr - 21 Apr
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, (2,203 reviews)
"Convenient , quiet, with a restaurant right next door. "
United States
Maja
The price is HK$783
HK$881 total
includes taxes & fees
21 Apr - 22 Apr
avid hotel Orlando International Airport by IHG

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, (3,898 reviews)
"Had a great stay. Super close to disney springs great location and my son had a great time. "
United States
Ernesto
The price is HK$603
HK$943 total
includes taxes & fees
4 May - 5 May
Holiday Inn Resort Orlando - Lake Buena Vista by IHG
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 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.

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.

Downtown Orlando

One of the most popular neighborhoods in Florida, this bustling area is full of art galleries, shops, bars and restaurants.

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

Find out more about Windsor Hills

Top reasons to visit Windsor Hills

  • Family-Friendly Activities: Windsor Hills is perfect for families, offering a variety of attractions and leisure options for all ages.
  • Exciting Adventure Villa: A standout feature, the adventure villa provides thrilling experiences for those seeking excitement.
  • Comfortable Accommodations: Choose from diverse lodging options, including pet-friendly and romantic getaways, ensuring a pleasant stay.
  • Nearby Cultural Exploration: Explore charming American neighbourhoods and local culture in the surrounding areas.
  • Recreational Opportunities: Enjoy outdoor activities such as golfing, theme parks, and lakes for a well-rounded holiday.

Find great hotels near Windsor Hills

Windsor Hills offers a fantastic array of accommodation options, perfect for families seeking a memorable holiday experience. Choose from a variety of resorts and hotels that cater to all needs, including pet-friendly and romantic getaways. Many establishments provide essential amenities, such as complimentary Wi-Fi, ensuring a comfortable stay for every traveller. Discover the ideal lodging that suits your preferences in this charming Florida destination.

  • Hilton Vacation Club Mystic Dunes Orlando: Nestled a mere 805m from Windsor Hills, Hilton Vacation Club Mystic Dunes Orlando offers a welcoming atmosphere for business and leisure travellers alike. This 3.5-star property is particularly LGBTQIA-friendly, making it a fantastic choice for diverse vacation experiences. Guests can immerse themselves in golf-themed activities right on site, enjoying the beautifully maintained golf course. The hotel’s spacious accommodations and warm hospitality ensure a relaxing stay, providing a perfect balance of business and leisure.
  • Walt Disney World Dolphin: Located 6.4km from Windsor Hills, the 4-star Walt Disney World Dolphin is an enchanting resort that merges a beach holiday with luxury. Guests can indulge in spa treatments at the full-service spa, unwind in poolside cabanas, or take a stroll along the beach. The hotel's emphasis on golf-themed activities allows for a perfect blend of relaxation and recreation. With its stunning architecture and exceptional service, it promises a magical experience for families and couples alike.
  • Delta Hotels by Marriott Orlando Celebration: Situated 6.4km from Windsor Hills, Delta Hotels by Marriott Orlando Celebration is an adventure seeker’s paradise. This 3.5-star hotel is ideal for families looking to create unforgettable memories in a vibrant city setting. Guests can partake in various adventure sports, such as hiking, biking, and parasailing, all conveniently located nearby. The hotel also provides family-friendly amenities, including complimentary cribs for little ones, ensuring a comfortable stay for all ages amid the excitement of Orlando.

Where to stay near Windsor Hills

Windsor Hills offers a delightful blend of family-friendly attractions and leisure activities, making it an ideal holiday destination. With a variety of accommodation choices, you can unwind in comfort while exploring the scenic surroundings. Nearby Baldwin Hills and charming American neighbourhoods provide a taste of local culture, while the area's recreational opportunities ensure a relaxing getaway. Enjoy the vibrant atmosphere and friendly people as you create unforgettable memories in this amazing location.

  • Orlando: A vibrant metropolis, Orlando is renowned for its family-friendly attractions and entertainment offerings. Situated near Windsor Hills, this bustling city remains a year-round destination, with peak visitor numbers during March, July, and December. Orlando is home to world-famous theme parks, film studios, and beautiful beaches, ensuring there's something for everyone. In addition, the city boasts a variety of shopping areas and arts centres, allowing tourists to immerse themselves in local culture and leisure activities. The diverse experiences available make Orlando a must-visit on your Florida adventure.
  • Four Corners: Nestled close to Windsor Hills, Four Corners is a charming village that attracts visitors with its outdoor activities and family-oriented experiences. The village sees a rise in visitors from February to March and July, making it a popular base for exploring the surrounding attractions. Here, you can enjoy excellent golf courses, resorts, and sports facilities, along with easy access to popular theme parks and film studios. The friendly atmosphere combined with ample recreational options makes Four Corners a delightful stop on your itinerary.
  • Lake Buena Vista: Just 9.7km from Windsor Hills, Lake Buena Vista is a city that perfectly embodies the spirit of family fun and entertainment. With visitor numbers peaking between January and March, this lively destination offers a range of resorts and shopping centres, making it ideal for both leisure and business travellers. The proximity to renowned theme parks and sports facilities ensures a variety of engaging activities for all ages. Whether you’re seeking adventure or relaxation, Lake Buena Vista promises an exciting experience in the heart of Florida.

Things to do near Windsor Hills

Windsor Hills is an ideal destination for family, entertainment, and business-themed holidays. Visitors can enjoy a range of activities, including relaxing at the resort, exploring nearby shopping areas, and playing golf. A standout attraction is the adventure villa, perfect for those seeking excitement. Whether you're looking to unwind or indulge in fun activities, Windsor Hills has something for everyone.

Shopping

For a delightful shopping experience near Windsor Hills, visit Disney Springs™, just 9.7km away, featuring a vibrant atmosphere. Alternatively, Flamingo Crossings Town Center, 6.4km away, offers family-friendly entertainment. For bargain hunters, Orlando International Premium Outlets, 16.4km away, boasts a variety of brands at discounted prices.

Recreation

Experience the serene greens at Mystic Dunes Golf Club, perfect for golf enthusiasts seeking outdoor relaxation just 1.1km away. For a fun family adventure, head to Disney's Winter Summerland Miniature Golf Course, located 4.8km away, offering whimsical charm and excitement for all ages.

Indulge in a round at Waldorf Astoria Golf Club, 6.4km from Windsor Hills, where the lush landscapes provide a tranquil escape for sports lovers amidst stunning natural beauty.

Adventure

Experience the thrill of Disney's Typhoon Lagoon Water Park, located 8.0km from Windsor Hills, where you can enjoy exhilarating water slides and lazy rivers. Alternatively, visit Disney's Blizzard Beach Water Park, 3.2km away, for a unique snowy theme and adventurous attractions. Don’t miss Kissimmee Go-Karts, 12.9km away, for an adrenaline-pumping karting experience.

Nightlife

Experience a captivating evening at Medieval Times, just 12.9km away, where romance and entertainment blend seamlessly. For a thrilling adventure, visit Wonderworks, 17.7km distant, offering an exciting arcade atmosphere. Alternatively, enjoy a family-friendly film at Regal The Loop, also 17.7km away, perfect for a relaxed 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 during your visit to Windsor Hills, consider travelling in the cheaper months of August to September and November, while avoiding peak seasons like March to April and December. Book your accommodation around a month in advance or explore last-minute deals on Expedia for potential savings. Tuesdays are the most cost-effective days for hotel stays, while Saturdays tend to be pricier. Utilise Expedia’s search tools to filter for your budget and eco-friendly options, and consider package deals that combine flights, hotels, and activities for additional savings.

  • 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: Expedia’s search tool enables you to specify your budget, chosen location, and various other preferences. You can arrange your results to display prices from lowest to highest, ensuring that the most affordable hotels appear first. Additionally, you have the option to refine your search by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and eco-friendly accommodation options available for booking.
  • Consider bundling your trip: You can save money by combining your hotel stay in Windsor Hills with your flights and activities by opting for an Expedia package.

Find the best attractions near Windsor Hills

Windsor Hills is an ideal destination for families and those seeking entertainment or business-themed vacations. Visitors can explore a variety of attractions, including theme parks, lakes, and amusement parks, all designed to provide enjoyable outdoor experiences for travellers. Whether you're looking for fun-filled days with the family or simply wish to relax, Windsor Hills offers a range of activities to suit every need.

  • Walt Disney World® Resort: A magical theme park located 11.3km from Windsor Hills, Walt Disney World® Resort offers enchanting attractions, thrilling rides, and unforgettable character experiences, making it perfect for families and entertainment seekers.
  • Orange County Convention Center: Situated 16.1km away, this vibrant arts centre showcases a range of cultural events and exhibitions, allowing visitors to immerse themselves in the local art scene and appreciate diverse forms of creativity.
  • Universal CityWalk: Located 20.9km from Windsor Hills, Universal CityWalk is a bustling tourist precinct featuring outdoor dining, shopping, and entertainment, providing a fun atmosphere ideal for families and those looking for a lively experience.

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.

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

Windsor Hills is conveniently accessible via two major airports. Orlando International Airport (MCO) is located 30.6km away, with excellent hotel options nearby, such as The Ritz-Carlton Orlando, Grande Lakes and Rosen Shingle Creek, both about 12.9km from the airport. Transportation services include 24-hour airport shuttles and fee-based airport transfers. Alternatively, Kissimmee Gateway Airport (ISM) is situated 16.1km away, with luxurious hotels like Waldorf Astoria Orlando and Encore Resort and Water Park at Reunion just a short drive from the airport. Both airports provide seamless access to Windsor Hills, ensuring a pleasant start to your holiday.

Frequently asked questions

What's it like in Windsor Hills?
Travellers will be sure to enjoy their time in Four Corners's Windsor Hills neighbourhood.
Where is the best place to stay in Windsor Hills?
How many hotels can I expect to find in the Windsor Hills area?
Expedia has 1894 hotels and other accommodation options in Windsor Hills to choose from, making this an ideal home base for exploring the greater Four Corners area.
If I need to cancel my hotel reservation in Windsor Hills, will I receive a refund?
Yes, the majority of room reservations are fully refundable provided that you cancel before the hotel's cancellation deadline, which is usually within 24-48 hours of check in. If you have a reservation that's non-refundable, you might be able to still cancel and be given a refund within 24 hours of booking. Enter dates in and click on "Search", then filter by "fully refundable" to review the best options available in Windsor Hills.
What are the top things to see and do in Windsor Hills?
Disney's Animal Kingdom® Theme Park and ESPN Wide World of Sports Complex are some popular places to visit in the area around Windsor Hills. While you're out sightseeing in Four Corners, make sure that you visit other sights such as Mystic Dunes Golf Club or Bonanza Golf & Gifts.

Explore a world of travel with Expedia