Search Hotels in Windsor Hills, 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 Rp3.010.304
Rp7.037.954 total
includes taxes & fees
19 Apr - 20 Apr
Spacious Kissimmee Villa - 3 Mi to Disney World!

Mickey s Hideaway Windsor Hills Resort

Mickey s Hideaway Windsor Hills Resort
2.0 star property
Windsor Hills
The price is Rp1.775.320
Rp6.598.795 total
includes taxes & fees
14 Apr - 15 Apr
Mickey s Hideaway Windsor Hills Resort

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 Rp8.779.852
Rp15.162.974 total
includes taxes & fees
27 Apr - 28 Apr
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, (3,530 reviews)
"Amazing breakfast and location to disney is a huge plus. "
Canada
Saira
The price is Rp1.391.883
Rp2.336.701 total
includes taxes & fees
21 Apr - 22 Apr
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
8.6 out of 10, Excellent, (1,146 reviews)
"Very nice room and breakfast is excellent!"
Canada
Haidee
The price is Rp1.148.534
Rp1.292.100 total
includes taxes & fees
4 May - 5 May
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

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, (674 reviews)
"Amazing hotel!"
United States
BRUNA
The price is Rp3.044.512
Rp3.425.076 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, (1,706 reviews)
"Great stay"
Canada
David Heralal
The price is Rp1.881.440
Rp2.116.621 total
includes taxes & fees
19 Apr - 20 Apr
Hyatt House Orlando International Drive

Rosen Shingle Creek

Rosen Shingle Creek
4.5 star property
19.7 km from Windsor Hills
9.4 out of 10, Exceptional, (4,700 reviews)
"Great family place to stay. "
United States
Alberto
The price is Rp2.038.797
Rp2.293.646 total
includes taxes & fees
14 May - 15 May
Rosen Shingle Creek

Wyndham Garden Orlando Airport

Wyndham Garden Orlando Airport
3.0 star property
28.2 km from Windsor Hills
9.0 out of 10, Wonderful, (4,075 reviews)
"Great place! "
United States
Jomana
The price is Rp1.962.684
Rp2.208.126 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, (4,657 reviews)
"Staff is pleasant and Breakfast is good."
United States
Geminiano
The price is Rp1.727.504
Rp1.943.442 total
includes taxes & fees
13 May - 14 May
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

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, (1,969 reviews)
"Great stay "
United States
Tiffney
The price is Rp1.778.816
Rp2.001.169 total
includes taxes & fees
6 May - 7 May
Holiday Inn Express Orlando International Airport by IHG

Cambria Hotel Orlando Airport

Cambria Hotel Orlando Airport
3.0 star property
29.7 km from Windsor Hills
8.8 out of 10, Excellent, (1,912 reviews)
"On of the best hotel and affordable "
United States
Edax
The price is Rp1.802.762
Rp2.028.107 total
includes taxes & fees
4 May - 5 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, (6,899 reviews)
"Great place to stay. Staff are great and the location was perfect. "
United States
Mohamad
The price is Rp1.669.008
Rp1.877.633 total
includes taxes & fees
3 May - 4 May
DoubleTree by Hilton at the Entrance to Universal Orlando

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, (3,596 reviews)
"Very nice hotel. Would definitely stay again. Very nice and clean. The food is great and the staff is friendly."
United States
Marilyn
The price is Rp2.489.145
Rp3.757.006 total
includes taxes & fees
11 May - 12 May
Margaritaville Resort Orlando with H2O Waterpark

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
3.0 star property
7 km from Windsor Hills
9.6 out of 10, Exceptional, (2,033 reviews)
"Great hotel !!"
United States
Ana
The price is Rp2.018.272
Rp2.270.556 total
includes taxes & fees
29 Apr - 30 Apr
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

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, (5,170 reviews)
"Great place to stay"
United States
David
The price is Rp1.607.776
Rp1.808.749 total
includes taxes & fees
21 Apr - 22 Apr
Universal's Endless Summer Resort - Dockside Inn and Suites

Drury Plaza Hotel Orlando - Disney Springs Area

Drury Plaza Hotel Orlando - Disney Springs Area
3.0 star property
10.7 km from Windsor Hills
9.8 out of 10, Exceptional, (5,800 reviews)
"perfect place to stay with family"
United States
Migdalia
The price is Rp3.164.069
Rp3.559.513 total
includes taxes & fees
20 Apr - 21 Apr
Drury Plaza Hotel Orlando - Disney Springs Area

Orlando Palms Hotel

Orlando Palms Hotel
2.5 star property
23.1 km from Windsor Hills
7.8 out of 10, Good, (2,617 reviews)
"Great place to stay at"
United States
Glennrick
The price is Rp1.342.664
Rp1.714.847 total
includes taxes & fees
14 Apr - 15 Apr
Orlando Palms Hotel

Wyndham Grand Orlando Resort Bonnet Creek

Wyndham Grand Orlando Resort Bonnet Creek
4.0 star property
7.3 km from Windsor Hills
8.8 out of 10, Excellent, (2,923 reviews)
"Great stay. "
United States
carl
The price is Rp2.955.571
Rp4.133.180 total
includes taxes & fees
6 May - 7 May
Wyndham Grand Orlando Resort Bonnet Creek

Caribe Royale Orlando

Caribe Royale Orlando
4.5 star property
11.1 km from Windsor Hills
9.2 out of 10, Wonderful, (4,973 reviews)
"This place was an awesome stay for Disneyworld!!! "
United States
Kikki
The price is Rp2.719.536
Rp3.790.760 total
includes taxes & fees
19 Apr - 20 Apr
Caribe Royale Orlando
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.

Florida Center

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

Downtown Orlando

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

Top Windsor Hills Hotel Reviews

Find out more about Windsor Hills

Top reasons to visit Windsor Hills

  • Family-Friendly Attractions: Windsor Hills is ideal for families, offering a range of activities suitable for all ages.
  • Proximity to Theme Parks: Enjoy easy access to nearby theme parks and amusement venues for endless fun.
  • Diverse Accommodation Options: Choose from luxurious resorts to cosy hotels, catering to various preferences and budgets.
  • Outdoor Adventures: Explore beautiful lakes and recreational activities in the picturesque surroundings.
  • Welcoming Community: Experience the warm atmosphere and friendly locals, enhancing your holiday experience.

Find great hotels near Windsor Hills

Explore a range of delightful accommodation options in Windsor Hills, Four Corners, Florida, perfect for families, couples, and even pets. Whether you're seeking a luxurious resort or a cosy hotel, you'll find various types of lodgings that cater to your needs. Enjoy free Wi-Fi and a romantic atmosphere, making your stay both comfortable and memorable in this charming vacation destination.

  • Hilton Vacation Club Mystic Dunes Orlando: Nestled a mere 805m from Windsor Hills, Hilton Vacation Club Mystic Dunes Orlando is a charming 3.5-star retreat ideal for families and business travellers alike. This hotel offers a family-friendly atmosphere with dedicated amenities for children, including a mini-golf course and a variety of games. The spacious accommodations are designed with comfort in mind, ensuring that families can enjoy a wonderful vacation experience while staying connected to work when necessary.
  • Walt Disney World Dolphin: Located 6.4km from Windsor Hills, the 4-star Walt Disney World Dolphin is a luxurious escape perfect for those seeking a spa and golf-themed holiday. Guests can indulge in a full range of spa services, including hydrotherapy treatments and poolside relaxation with sun loungers. The property also features an impressive golf experience, allowing avid golfers to partake in themed activities. With its elegant ambiance and top-notch amenities, this hotel guarantees a rejuvenating stay.
  • Parkway International Resort: Situated 6.4km away from Windsor Hills, Parkway International Resort is a welcoming 3-star hotel that caters to families and the LGBTQIA community. This property is committed to inclusivity and offers a range of child-friendly amenities, including a playground and a shared pool. Guests appreciate the vibrant atmosphere and the various recreational options available, such as ping pong. Parkway International Resort provides a perfect blend of comfort and community for all its visitors.

Where to stay near Windsor Hills

Windsor Hills offers a delightful blend of family-friendly attractions and vibrant entertainment options. Explore nearby American neighbourhoods for a taste of local culture, or relax in the picturesque alpine meadows. With various accommodation choices, you'll find the perfect base for your adventures. Enjoy the warm atmosphere and friendly people as you discover the recreational activities available in this amazing location. Don't miss out on the charm of Baldwin Hills just a short drive away.

  • Orlando: A vibrant metropolis, Orlando is renowned for its diverse attractions and entertainment options. Situated in close proximity to Windsor Hills, it offers a steady influx of travellers year-round, with peak seasons in March, July, and December. Families flock here for the iconic theme parks, including Walt Disney World and Universal Studios, while business travellers appreciate the city's impressive conference facilities. The local arts scene is thriving, complemented by numerous shopping areas and resorts that cater to every need. Don't miss exploring the nearby beaches and film studios that add to the city's allure.
  • Four Corners: A charming village, Four Corners is another delightful destination near Windsor Hills, attracting visitors throughout the year with peaks in February to March and July. Known for its family-friendly atmosphere and outdoor activities, Four Corners is perfect for those seeking a mix of relaxation and adventure. Golf enthusiasts can take advantage of the numerous golf courses in the area, while the proximity to theme parks and sports facilities ensures there's never a dull moment. The village's welcoming community adds to the overall experience, making it a great spot for family bonding.
  • Lake Buena Vista: Located a mere 9.7km from Windsor Hills, Lake Buena Vista is a bustling city that draws visitors with its array of entertainment options and family attractions. Peak travel times occur from January to March, making it an ideal winter getaway. In addition to its luxurious resorts and shopping malls, the city is home to some of the most famous theme parks, offering thrilling experiences for all ages. Sports fans will appreciate the nearby facilities, ensuring a well-rounded visit filled with excitement and enjoyment.

Things to do near Windsor Hills

Windsor Hills is an ideal destination for families and those seeking entertainment or business-themed vacations. Visitors can enjoy a variety of activities, including relaxing at the resort, exploring nearby shopping areas, and teeing off at local golf courses. For an adventurous experience, don't miss the adventure villa, which offers exciting activities for all ages, ensuring a memorable stay in this charming Florida community.

Shopping

The nearest shopping area is Disney Springs™, located 9.7km from Windsor Hills, offering a vibrant mix of shops and dining. For a larger selection, Osceola Square Mall, 14.5km away, features various family-friendly stores, while Phillips Crossing, 17.7km distant, combines entertainment and shopping in one place.

Recreation

Ridgewood Lakes Golf and Country Club offers a luxurious golfing experience, perfect for relaxation and leisure, located 14.5km from Windsor Hills. For sports enthusiasts, the ESPN Wide World of Sports Complex, just 4.8km away, provides an energetic atmosphere. Mystic Dunes Golf Club, only 1.1km away, combines outdoor sports with stunning scenery.

Adventure

Island H2O Live. is a thrilling waterpark located 3.2km from Windsor Hills, offering a variety of slides and pools for family fun. For karting enthusiasts, Kissimmee Go-Karts, situated 12.9km away, provides an exhilarating racing experience. Don’t miss the USA Water Ski & Wake Sports Foundation Hall of Fame Museum, 11.3km away, showcasing outdoor sports adventures.

Nightlife

Experience a captivating evening at Medieval Times, where romance and entertainment merge in a thrilling theatre setting, only 12.9km from Windsor Hills. Alternatively, enjoy the adventure vibes at Wonderworks or catch a family-friendly film at Regal The Loop, both located 17.7km away, ensuring a delightful 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

For a budget-friendly trip to Windsor Hills, consider visiting during the cheaper months of August to September or November. Booking your accommodation around a month in advance often yields the best rates, particularly on Tuesdays. Use Expedia to find last-minute deals and sort hotels by price to find the most affordable options. Additionally, you can save by bundling your hotel, flights, and activities into a package. Exploring free local attractions and opting for public transport can further enhance your savings while enjoying your holiday.

  • 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 enables you to choose your budget, desired location, and additional preferences. You can arrange your search results to display prices from lowest to highest, ensuring that you see the most affordable hotels at the top. Furthermore, you have the option to refine your choices by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels that are available for booking.
  • Consider bundling your trip: You can reduce your expenses by combining your Windsor Hills hotel reservation with your flights and activities through an Expedia package.

Find the best attractions near Windsor Hills

Windsor Hills is the perfect destination for family, entertainment, and business-themed holidays. With a variety of attractions, including theme parks, lakes, and amusement parks, there’s something for everyone. Whether you seek outdoor adventures or fun-filled experiences, the area caters to travellers of all kinds, ensuring a memorable visit for families and entertainment enthusiasts alike.

  • Walt Disney World® Resort: Experience the magic at this world-renowned theme park, only 11.3km from Windsor Hills. With enchanting attractions, thrilling rides, and beloved characters, it offers a vibrant atmosphere perfect for families and entertainment seekers alike.
  • Orange County Convention Center: Located 16.1km away, this cultural hub showcases a diverse range of events and exhibitions. Immerse yourself in the local arts scene, attending trade shows, conventions, and performances that reflect the rich culture of the area.
  • Lake Bryan: Just 11.3km from Windsor Hills, Lake Bryan is a picturesque spot for romance and relaxation. Enjoy scenic views, outdoor activities, and a serene beach atmosphere, ideal for picnics or a leisurely stroll by the water.

Best time to go to Windsor Hills

The best time to visit Windsor Hills is dependent 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

Windsor Hills, Four Corners, Florida, is conveniently served by two major airports. Orlando International Airport (MCO) is situated 30.6km away, with nearby hotels such as the 4.5-star Rosen Shingle Creek and the 4-star DoubleTree by Hilton Orlando Airport, both offering accessible transport options to the airport. Kissimmee Gateway Airport (ISM) is 16.1km from Windsor Hills, with luxurious options like the 5-star Encore Resort and Water Park at Reunion and the Four Seasons Resort Orlando, both providing transfer services. These airports make reaching Windsor Hills straightforward and enjoyable for visitors from Indonesia.

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.
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.