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 RM697
RM1,628 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
8.6 out of 10, Excellent, (1,173 reviews)
"Very nice room and breakfast is excellent!"
Canada
Haidee
The price is RM266
RM299 total
includes taxes & fees
11 May - 12 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, (3,589 reviews)
"Amazing breakfast and location to disney is a huge plus. "
Canada
Saira
The price is RM170
RM368 total
includes taxes & fees
20 Apr - 21 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, (682 reviews)
"Amazing hotel!"
United States
BRUNA
The price is RM747
RM841 total
includes taxes & fees
17 May - 18 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, (1,715 reviews)
"Great stay"
Canada
David Heralal
The price is RM435
RM489 total
includes taxes & fees
10 May - 11 May
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, (2,643 reviews)
"Great place to stay at"
United States
Glennrick
The price is RM352
RM443 total
includes taxes & fees
12 May - 13 May
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, (4,690 reviews)
"Great family place to stay. "
United States
Alberto
The price is RM471
RM530 total
includes taxes & fees
9 May - 10 May
Rosen Shingle Creek

Cambria Hotel Orlando Airport

Cambria Hotel Orlando Airport
3.0 star property
29.7 km from Windsor Hills
9.0 out of 10, Wonderful, (1,889 reviews)
"On of the best hotel and affordable "
United States
Edax
The price is RM400
RM450 total
includes taxes & fees
18 May - 19 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, (6,832 reviews)
"Great place to stay. Staff are great and the location was perfect. "
United States
Mohamad
The price is RM353
RM398 total
includes taxes & fees
18 May - 19 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, (4,045 reviews)
"Great place! "
United States
Jomana
The price is RM427
RM481 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, (4,655 reviews)
"Staff is pleasant and Breakfast is good."
United States
Geminiano
The price is RM415
RM467 total
includes taxes & fees
17 May - 18 May
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
8.6 out of 10, Excellent, (1,789 reviews)
"Excellent room service and breakfasts "
Canada
Nalina
The price is RM645
RM908 total
includes taxes & fees
17 May - 18 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, (3,580 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 RM509
RM793 total
includes taxes & fees
17 May - 18 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, (5,173 reviews)
"Great place to stay"
United States
David
The price is RM526
RM592 total
includes taxes & fees
28 Apr - 29 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, (1,003 reviews)
"My favorite property to stay at when in Orlando "
United States
Heather
The price is RM451
RM507 total
includes taxes & fees
13 May - 14 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, (1,056 reviews)
"Clean room and great location "
United States
Isamar Hernandez
The price is RM321
RM361 total
includes taxes & fees
17 May - 18 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, (4,023 reviews)
"Awesome place to stay. "
United States
Robert
The price is RM351
RM555 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, (2,194 reviews)
"Great stay"
United States
Nicole
The price is RM396
RM445 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, (3,902 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 RM340
RM516 total
includes taxes & fees
27 Apr - 28 Apr
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 Resort Amenities: Windsor Hills features a range of resort facilities perfect for families, including pools, sports courts, and play areas.
  • Proximity to Theme Parks: The location allows easy access to famous theme parks and amusement parks, ideal for adventure seekers.
  • Diverse Accommodation Options: Choose from luxurious villas to cosy retreats catering to various budgets and preferences.
  • Charming Local Neighbourhoods: Explore nearby American neighbourhoods, including Baldwin Hills, for a taste of local culture.
  • Recreational Activities: Engage in numerous outdoor activities, from golfing to relaxing in picturesque settings.

Find great hotels near Windsor Hills

Windsor Hills offers a delightful selection of accommodation options, ranging from family-friendly resorts to charming hotels, perfect for any traveller. Whether you're seeking a romantic getaway, a pet-friendly retreat, or a spacious complex for the entire family, you'll find a variety of choices that cater to your needs. Many lodgings also provide complimentary Wi-Fi, ensuring you stay connected during your visit to this enchanting destination.

  • Hilton Vacation Club Mystic Dunes Orlando: Embrace a family-friendly atmosphere at Hilton Vacation Club Mystic Dunes Orlando, a delightful 3.5-star hotel located a mere 805m from Windsor Hills. This golf-themed retreat caters to families and business travellers alike, offering an array of amenities including a mini-golf course, ping pong tables, and a children's pool. The property is designed to ensure that younger guests are entertained with various games and activities, making it an ideal choice for families seeking both relaxation and adventure.
  • Walt Disney World Dolphin: Experience enchantment at the 4-star Walt Disney World Dolphin, situated 6.4km from Windsor Hills. This LGBTQIA-friendly hotel offers a welcoming environment for families and friends. Guests can enjoy a vibrant playground, an arcade game room, and free cribs for infants, ensuring comfort for all ages. Its proximity to Disney attractions makes it a magical choice for those looking to immerse themselves in the world of fantasy and fun, all while providing excellent family-oriented amenities.
  • Parkway International Resort: Discover a warm and inviting atmosphere at Parkway International Resort, a 3-star hotel located 6.4km from Windsor Hills. This LGBTQIA-friendly resort is perfect for families, featuring a shared playground, children’s pool, and ping pong tables. The resort’s spacious accommodations and relaxed vibe make it an excellent base for exploring nearby attractions while ensuring that younger guests have plenty of activities to keep them engaged. Enjoy quality family time in a welcoming setting that feels like home.

Where to stay near Windsor Hills

Windsor Hills offers a delightful escape for families and adventure seekers alike. With its prime location, you can easily explore the charming American neighbourhoods nearby, including Baldwin Hills. Enjoy a range of accommodation choices, from luxurious villas to cosy retreats. Engage in recreational activities or simply unwind in the beautiful alpine meadows. This area is perfect for creating lasting memories while experiencing the warm hospitality of friendly locals.

  • Orlando: A bustling metropolis, Orlando is the heart of the theme park capital of the world. With Windsor Hills nestled within its borders, this vibrant city offers a year-round influx of visitors eager for family-friendly entertainment and business opportunities. March, July, and December see the highest numbers of tourists, drawn by the city's renowned resorts, shopping areas, and arts centres. Don't miss the iconic theme parks and film studios that are local landmarks, alongside beautiful beaches that provide a perfect escape after a day of thrilling attractions.
  • Four Corners: A charming village, Four Corners offers a more relaxed atmosphere while still being in close proximity to the excitement of Windsor Hills. The area thrives on family-oriented and outdoor experiences, particularly in February to March and July, when visitor numbers peak. Golf enthusiasts will appreciate the local golf courses, while the nearby theme parks and sports facilities provide ample entertainment. Four Corners is an ideal base for exploring the surrounding attractions while enjoying a more tranquil setting.
  • Lake Buena Vista: Situated just 9.7km from Windsor Hills, Lake Buena Vista is a dynamic city that attracts visitors throughout the year, with peak seasons from January to March. Known for its family and business-friendly environment, the city features numerous resorts and shopping areas, making it a delightful spot to unwind after a day of adventure. The proximity to theme parks, film studios, and sports facilities ensures there's never a dull moment, making it a must-visit destination during your stay.

Things to do near Windsor Hills

Windsor Hills is an ideal destination for family and business-themed holidays, offering a variety of activities and attractions. Visitors can enjoy the resort amenities, explore nearby shopping areas, and partake in golf. An exciting highlight is the adventure villa, which promises fun for all ages, making it a perfect choice for those seeking entertainment and leisure in a picturesque setting.

Shopping

For shopping, visit Old Town, a vibrant shopping centre 8.0km from Windsor Hills, offering entertainment and family-friendly experiences. Alternatively, Disney Springs™, 9.7km away, provides a delightful atmosphere for city and family vibes. If you're willing to drive, the Mall at Millenia, 18.0km distant, boasts diverse shops.

Recreation

Explore the ESPN Wide World of Sports Complex, just 4.8km from Windsor Hills, where you can immerse yourself in energetic sports activities. For a scenic outdoor experience, the Mystic Dunes Golf Club, 1.1km away, offers a refreshing round of golf amidst beautiful landscapes. For relaxation, visit Northeast Regional Park, located 6.4km away, perfect for unwinding in nature.

Adventure

Experience the thrills of Disney's Typhoon Lagoon Water Park, located 8.0km from Windsor Hills, where you can enjoy exciting water rides and family fun. For more adrenaline, head to Kissimmee Go-Karts, 12.9km away, or explore the USA Water Ski & Wake Sports Foundation Museum, 11.3km away, for a unique outdoor adventure.

Nightlife

The nightlife in Windsor Hills offers a delightful mix of experiences. Enjoy a captivating show at Medieval Times, just 12.9km away, or unleash your adventurous spirit at Wonderworks, 17.7km from the area. For a cinematic experience, Regal The Loop awaits, also 17.7km distant, perfect for family fun.

*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 on your trip to Windsor Hills, consider visiting during the cheaper months of August to September and November. Book your hotel about a month in advance for the best rates, with Tuesday being the least expensive night. Use Expedia's search tool to filter by budget and sort from lowest to highest price. Look for last-minute deals if you're booking late, and consider combining your hotel, flights, and activities for additional savings. Take advantage of free local attractions and affordable public transport options to further cut costs.

  • 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, though if you're late to the party, have a look at Expedia's last minute deals - the green banner below the hotel's price indicates a discounted rate.
  • 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 additional preferences. By sorting your search results from lowest to highest price, you can easily find the most affordable hotels first. Furthermore, you have the option to refine your search 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 potentially 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 an ideal destination for family-oriented and entertainment-themed holidays. Visitors can explore a variety of attractions, including theme parks, lakes, and amusement parks, all catering to those seeking outdoor fun and memorable experiences. Whether travelling with family or attending a business event, Windsor Hills offers a delightful mix of activities that ensure a fantastic stay.

  • Walt Disney World® Resort: Experience the magic of Disney at this world-renowned theme park, located 11.3km from Windsor Hills. With thrilling rides, enchanting shows, and beloved characters, it provides a delightful escape for families and guests of all ages.
  • Orange County Convention Center: Situated 16.1km away, this impressive arts centre showcases a rich tapestry of culture through exhibitions, conventions, and events. It's a perfect spot for art lovers and those looking to immerse themselves in the local creative scene.
  • Disney's Animal Kingdom® Theme Park: Just 4.8km from Windsor Hills, this unique theme park combines a love for wildlife with thrilling attractions. Explore lush landscapes, encounter exotic animals, and enjoy captivating shows in a family-friendly environment.

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

Reaching Windsor Hills, Florida, is convenient with nearby airports. Orlando International Airport (MCO) is located 30.6km away, with excellent hotel options like the 4.5-star Rosen Shingle Creek, situated 12.9km from the airport, offering accessible transport services. The 4.5-star Hyatt Regency Orlando is 16.1km from MCO, providing airport shuttle services. Kissimmee Gateway Airport (ISM) is situated 16.1km from Windsor Hills, with top accommodations such as the 5-star Encore Resort and Water Park at Reunion, 14.5km away, offering transfers and shuttles. Another option is the 5-star Four Seasons Resort Orlando, also 16.1km from ISM, which provides similar transport services.

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.

Explore a world of travel with Expedia