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Top Trending Hotels Near Windsor Hills, Orlando

Mickey s Hideaway Windsor Hills Resort

2.0 star property
The price is £337
includes taxes & fees
6 Aug - 7 Aug
Mickey s Hideaway Windsor Hills Resort

Windsor Hills Getaway 3BR with Pool

3.0 star property
The price is £1,675
includes taxes & fees
22 Jul - 23 Jul
Windsor Hills Getaway 3BR with Pool

Lake Nona Wave Hotel

4.0 star property
9.6 out of 10, Exceptional, (1008)
"It was a good location and a fun looking hotel with some cool features."
The price is £201
includes taxes & fees
3 Aug - 4 Aug
Lake Nona Wave Hotel

Ramada by Wyndham Hotel & Water Park

3.0 star property
7.2 out of 10, Good, (1371)
"Nice place to be in family "
The price is £65
includes taxes & fees
28 Jul - 29 Jul
Ramada by Wyndham Hotel & Water Park

Wyndham Garden Orlando Airport

3.0 star property
9.0 out of 10, Wonderful, (3761)
"Great stay"
The price is £83
includes taxes & fees
11 Aug - 12 Aug
Wyndham Garden Orlando Airport

Sonesta Essential Orlando

3.0 star property
7.2 out of 10, Good, (1712)
"Excellent, great hospitality from the staff"
The price is £66
includes taxes & fees
27 Jul - 28 Jul
Sonesta Essential Orlando

Orlando Palms Hotel

2.5 star property
7.6 out of 10, Good, (1943)
"Good hotel "
The price is £47
includes taxes & fees
3 Aug - 4 Aug
Orlando Palms Hotel

Garnet Inn & Suites, Orlando

2.0 star property
6.8 out of 10, (2086)
"Nice place to stay near airport "
Garnet Inn & Suites, Orlando

Rosen Shingle Creek

4.5 star property
9.4 out of 10, Exceptional, (3903)
"Great staff, great food, beautiful property"
The price is £90
includes taxes & fees
26 Jul - 27 Jul
Rosen Shingle Creek

Alhambra Villas

3.0 star property
9.0 out of 10, Wonderful, (1000)
"As always, a great hotel!"
The price is £69
includes taxes & fees
22 Jul - 23 Jul
Alhambra Villas

Hyatt House Orlando International Drive

4.0 star property
9.4 out of 10, Exceptional, (646)
"Great hotel."
The price is £73
includes taxes & fees
17 Aug - 18 Aug
Hyatt House Orlando International Drive

La Quinta Inn & Suites by Wyndham Orlando Universal area

3.0 star property
8.2 out of 10, Very good, (2159)
"Excelente hotel"
The price is £76
includes taxes & fees
10 Aug - 11 Aug
La Quinta Inn & Suites by Wyndham Orlando Universal area

TRYP by Wyndham Orlando

3.0 star property
9.0 out of 10, Wonderful, (1003)
"Great place to stay"
The price is £77
includes taxes & fees
31 Jul - 1 Aug
TRYP by Wyndham Orlando

Club Sevilla

2.0 star property
8.8 out of 10, Excellent, (1004)
"nice place to stay"
The price is £58
includes taxes & fees
3 Aug - 4 Aug
Club Sevilla

La Quinta Inn & Suites by Wyndham Orlando - IDrive Theme Parks

3.0 star property
8.6 out of 10, Excellent, (2117)
"Enjoyed our stay!"
The price is £75
includes taxes & fees
28 Jul - 29 Jul
La Quinta Inn & Suites by Wyndham Orlando - IDrive Theme Parks

Hyatt House across from Universal Orlando Resort

3.0 star property
9.2 out of 10, Wonderful, (2235)
"Excellent stay!!!"
The price is £94
includes taxes & fees
10 Aug - 11 Aug
Hyatt House across from Universal Orlando Resort

DoubleTree by Hilton at the Entrance to Universal Orlando

4.0 star property
8.4 out of 10, Very good, (6451)
"Great place to stay"
The price is £71
includes taxes & fees
10 Aug - 11 Aug
DoubleTree by Hilton at the Entrance to Universal Orlando

Wyndham Garden Orlando Universal / I Drive

3.0 star property
9.4 out of 10, Exceptional, (2164)
"Amazing hotel great location.! "
The price is £85
includes taxes & fees
27 Jul - 28 Jul
Wyndham Garden Orlando Universal / I Drive

Seasons Florida Resort

2.0 star property
8.8 out of 10, Excellent, (3004)
"Very great spot for couples and families "
The price is £53
includes taxes & fees
22 Jul - 23 Jul
Seasons Florida Resort

Spark by Hilton Orlando near SeaWorld

3.0 star property
7.8 out of 10, Good, (719)
"Great place to stay, very clean and modern. The staff were super friendly, and also the breakfast is really good."
The price is £60
includes taxes & fees
28 Jul - 29 Jul
Spark by Hilton Orlando near SeaWorld
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. Learn more about Windsor Hills
Learn more about Windsor Hills
International Drive District map

International Drive District

1 out of top 10 points of interest in this area

Visitors to International Drive District rave about its breathtaking beach views, exciting theme parks and popular shops. You might also want to make some time to see Aquatica or The Orlando Eye at ICON Park while you're exploring the neighbourhood.

Florida Center map

Florida Center

2 out of top 10 points of interest in this area

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

Bay Lake map

Bay Lake

4 out of top 10 points of interest in this area

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.

Downtown Orlando map

Downtown Orlando

Ample dining options, great live music, and fantastic lake views are just a few top things to explore in Downtown Orlando. A visit to The Social or Church Street Station might round out your trip, and you can jump aboard the metro at Church Street Station or Lynx Central Station to get around town.

Reunion map

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.

Top Windsor Hills Hotel Reviews

Find out more about Windsor Hills

Find out more about Windsor Hills

Top reasons to visit Windsor Hills

  • Family-Friendly Fun: Windsor Hills is perfect for families, featuring excellent play facilities and nearby attractions tailored for children.
  • Proximity to Theme Parks: Just minutes away from renowned theme parks, making it an ideal base for thrilling adventures.
  • Diverse Accommodations: Offers a range of options, from spacious villas to cosy townhomes, catering to various preferences.
  • Outdoor Activities: The vibrant neighbourhood is packed with recreational opportunities, ensuring fun for all ages.
  • Charming Atmosphere: Windsor Hills boasts a friendly vibe, perfect for relaxation and creating memorable holiday experiences.

Find great hotels near Windsor Hills

Discover the charm of Windsor Hills, a prime destination for families, couples, and pet lovers alike. Offering a diverse range of accommodations, from spacious villas to inviting townhomes, this resort area ensures a memorable stay for all. Whether you seek a romantic getaway or a fun-filled family holiday, Windsor Hills provides the perfect backdrop with its exceptional amenities and convenient location. Uncover the best deals and enjoy a delightful vacation experience in this enchanting locale.

  • Hilton Vacation Club Aqua Sol Orlando West: Perfect for families and LGBTQIA travellers, Hilton Vacation Club Aqua Sol Orlando West offers a vibrant and welcoming atmosphere just 2.5km from Windsor Hills. This 3.5-star hotel boasts a plethora of child-friendly amenities, including a shared playground, a free water park, and an on-site arcade game room. Families will appreciate the dedicated children's pool and mini golf, ensuring endless entertainment for younger guests. Its inclusive environment and diverse activities make it an ideal choice for those seeking a fun-filled family vacation.
  • Hilton Vacation Club Mystic Dunes Orlando: A mere half a mile from Windsor Hills, the Hilton Vacation Club Mystic Dunes Orlando is a charming 3.5-star hotel perfect for golf enthusiasts and LGBTQIA travellers alike. This resort features a stunning golf course that invites guests to hone their skills while enjoying the beautiful surroundings. Children are well catered for with amenities such as arcade games and mini golf, ensuring a balanced mix of relaxation and play. Its proximity to family-friendly attractions makes it an excellent spot for those looking to create lasting holiday memories.
  • Walt Disney World Dolphin: Offering a luxurious escape just 2.5km from Windsor Hills, the 4-star Walt Disney World Dolphin combines beachside bliss with upscale amenities. Guests can enjoy direct beach access, while the golf-themed experiences cater to sports lovers. The hotel's full-service spa provides a range of relaxing treatments, including deep tissue and hot stone massages, ensuring guests unwind in style. With its exceptional facilities and prime location, this property is perfect for those seeking a blend of relaxation, recreation, and family fun.

Where to stay near Windsor Hills

Windsor Hills offers an ideal setting for a family vacation, nestled just minutes from renowned theme parks and tourist attractions. This vibrant neighbourhood is perfect for outdoor adventures and relaxation, boasting a friendly atmosphere and plenty of recreational activities. With its fantastic location, visitors can easily explore nearby cities and enjoy a host of excursions, ensuring an unforgettable experience for all ages.

  • Lake Buena Vista: Situated approximately 3.7km from Windsor Hills, Lake Buena Vista is a vibrant city known for its family-friendly atmosphere and entertainment offerings. Visitors flock here throughout the year, with peak arrivals from January to March. The area boasts a variety of resorts and shopping centres, making it a delightful destination for families and business travellers alike. Local attractions include renowned theme parks, a film studio, and a stadium, all of which encapsulate the magic of Florida’s entertainment scene.
  • Four Corners: Just 1.2km from Windsor Hills, the village of Four Corners is a charming retreat that offers a delightful mix of outdoor activities and family entertainment. With steady visitor numbers, particularly from February to March and July, it’s a great spot for golf enthusiasts, featuring several excellent golf courses. The nearby theme parks and film studios add to the excitement, ensuring that guests can enjoy a range of experiences from relaxation to adventure within this picturesque neighbourhood.
  • Disney's Maingate West: Located a mere 1.2km from Windsor Hills, Disney's Maingate West is an appealing area for families and business visitors, with foot traffic peaking in February to March and July. This locale offers a blend of resorts, shopping areas, and golf facilities, catering to a variety of interests. Proximity to theme parks, a film studio, and even a beach makes this destination especially attractive for those seeking both relaxation and adventure, creating unforgettable memories for all who visit.

Things to do near Windsor Hills

Windsor Hills offers a fantastic destination for families seeking entertainment and outdoor activities. Visitors can enjoy a range of attractions, including a resort, shopping areas, and golf courses. The area boasts excellent play and slide facilities, making it perfect for children to have fun. With its vibrant atmosphere, Windsor Hills is an ideal spot for an enjoyable holiday experience in Florida.

Shopping

For a delightful shopping experience in Windsor Hills, visit Old Town, a vibrant shopping mall just 3.1km away, offering entertainment and family vibes. Disney Springs™, located 3.7km away, boasts a fantastic array of shops. If you're up for a drive, the 192 Flea Market is 5.6km away, perfect for unique finds.

Recreation

Explore the ESPN Wide World of Sports Complex for an exhilarating sports experience just 1.9km away, or enjoy a round of golf at the Mystic Dunes Golf Club, located 435m away, set in beautiful outdoor surroundings. For family fun, visit Disney's Winter Summerland Miniature Golf Course, also 1.9km away.

Adventure

Disney's Blizzard Beach Water Park, located 1.2km from Windsor Hills, offers thrilling water slides and a family-friendly atmosphere, perfect for adventurous fun. Similarly, Island H2O Live!, also 1.2km away, boasts exciting attractions and entertainment for all ages. For a different experience, Disney's Typhoon Lagoon, 3.1km away, promises a unique water adventure.

Nightlife

The nightlife in Windsor Hills offers a vibrant mix of activities. Venture to Wonderworks for an exhilarating arcade experience, or enjoy the enchanting atmosphere at Medieval Times for a unique theatrical show. For a relaxed evening, catch a film at Regal The Loop, perfect for families and couples alike.

Booking tips and Expedia advantages for Windsor Hills

To save money on your visit to Windsor Hills, consider travelling during the cheaper months of August to September or November, and booking your hotel about a month in advance. Look for last-minute deals on Expedia, particularly on Tuesdays when rates are typically lower. You can use Expedia’s search tool to filter by budget and hotel category, ensuring you find the best value. Additionally, consider booking a package deal that combines your hotel, flights, and activities for extra savings. This way, you can enjoy your holiday without overspending.

  • 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, desired location, and additional preferences. You can organise your results to display prices from lowest to highest, helping you find the most affordable hotels first. Additionally, you have the option to refine your choices by hotel category; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels available for booking.
  • Consider bundling your trip: You can save money by combining your hotel reservation in Windsor Hills with your flights and activities by booking a package through Expedia.

Find the best attractions near Windsor Hills

Windsor Hills offers a fantastic family-friendly getaway, ideal for those seeking outdoor entertainment. Visitors can explore nearby attractions such as theme parks, golf courses, and amusement parks, ensuring a delightful experience for all ages. With a variety of points of interest catering to families and outdoor enthusiasts, Windsor Hills is the perfect destination for an unforgettable holiday in Florida.

  • Walt Disney World® Resort: Experience the magic of Walt Disney World® Resort, located 4.3km from Windsor Hills. This iconic theme park offers enchanting attractions, thrilling rides, and unforgettable entertainment for families, creating a truly immersive experience.
  • Orange County Convention Center: Situated 6.2km away, the Orange County Convention Center is a vibrant arts centre showcasing various cultural events and exhibitions. It’s an ideal spot for art enthusiasts to explore local and international creativity.
  • Universal CityWalk: Just 8.1km from Windsor Hills, Universal CityWalk is a lively tourist precinct featuring dining, shopping, and entertainment. Enjoy the outdoor atmosphere with family-friendly attractions and vibrant nightlife options.

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 HighSlightly Low
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 SunnyAverageAverage
September80.4°F (26.9°C)Moderate RainMostly SunnyAverageSlightly Low
October75.2°F (24.0°C)Light RainMostly SunnySlightly LowSlightly Low
November68.5°F (20.3°C)Light RainMostly SunnySlightly LowAverage
December64.4°F (18.0°C)No Rain (Dry)Mostly SunnySlightly LowSlightly High

The nearest major airports for your trip to Windsor Hills

Accessing Windsor Hills is convenient with two major airports nearby. Orlando International Airport (MCO) is situated 11.8km away, with excellent hotel options such as The Ritz-Carlton Orlando, Grande Lakes and Rosen Shingle Creek, both 5.0km distant, offering various transportation services to the airport. Hyatt Regency Orlando, located 6.2km from MCO, also provides shuttle services. Alternatively, Kissimmee Gateway Airport (ISM) is 6.2km from Windsor Hills. Notable hotels include Waldorf Astoria Orlando, 4.3km from ISM, and the luxurious Conrad Orlando, 6.2km away, both offering transfer services. Encore Resort and Water Park At Reunion is another nearby option, providing shuttle services to the airport.

Frequently asked questions

What are the best family hotels in Windsor Hills?
Windsor Hills Getaway 3BR with Pool is a fantastic choice for families seeking comfort and convenience in Kissimmee, Florida. This spacious three-bedroom property not only provides a private pool—superb for splashing around after a day at the nearby theme parks—but also features a fully equipped kitchen. This amenity allows families to prepare their own meals, offering flexibility and the chance to save on dining costs while enjoying home-cooked favorites.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Windsor Hills.
How can I save on a Windsor Hills hotel booking with Expedia?
Before booking your Windsor Hills hotel, remember to join Expedia's free travel rewards program. Just sign up and sign in to access our lowest Member Prices as well as members-only perks. You could also enjoy savings by bundling together your hotel and flights on Expedia.
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 from £47 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.