Hotels in Windsor Hills, Orlando from CA $155

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Windsor Hills hotels and places to stay

Pestana Orlando Suites - Lake Buena Vista

4.0 star property
9.4 out of 10, Exceptional, (1718)
"Great Stay as always!"
The price is CA $102
CA $131 total
includes taxes & fees
Aug 20 - Aug 21
Pestana Orlando Suites - Lake Buena Vista

Rosen Shingle Creek

4.5 star property
9.4 out of 10, Exceptional, (3987)
"Great stay!"
The price is CA $140
CA $158 total
includes taxes & fees
Sep 7 - Sep 8
Rosen Shingle Creek

Kompose Boutique Resort at Theme Parks

3.0 star property
9.4 out of 10, Exceptional, (1063)
"Great place to stay "
The price is CA $80
CA $107 total
includes taxes & fees
Aug 19 - Aug 20
Kompose Boutique Resort at Theme Parks

Mickey s Splash Pad 2 Miles to Disney

2.0 star property
The price is CA $176
CA $522 total
includes taxes & fees
Sep 3 - Sep 4
Mickey s Splash Pad 2 Miles to Disney

Mickey s Hideaway Windsor Hills Resort

2.0 star property
The price is CA $221
CA $606 total
includes taxes & fees
Sep 13 - Sep 14
Mickey s Hideaway Windsor Hills Resort

Windsor Hills Getaway 3BR with Pool

3.0 star property
The price is CA $2,764
CA $3,137 total
includes taxes & fees
Aug 19 - Aug 20
Windsor Hills Getaway 3BR with Pool

Holiday Inn Orlando International Dr-ICON by IHG

3.0 star property
9.0 out of 10, Wonderful, (2153)
"Absolutely amazing and loved my stay"
The price is CA $116
CA $151 total
includes taxes & fees
Aug 25 - Aug 26
Holiday Inn Orlando International Dr-ICON by IHG

Howard Johnson by Wyndham Orlando Lake Buena Vista South

2.0 star property
8.0 out of 10, Very good, (1436)
"I stayed here recently, enjoyed my stay."
The price is CA $62
CA $91 total
includes taxes & fees
Aug 19 - Aug 20
Howard Johnson by Wyndham Orlando Lake Buena Vista South

Alhambra Villas

3.0 star property
9.0 out of 10, Wonderful, (1002)
"As always, a great hotel!"
The price is CA $99
CA $127 total
includes taxes & fees
Aug 19 - Aug 20
Alhambra Villas

Red Lion Hotel Orlando Lake Buena Vista South

3.5 star property
8.8 out of 10, Excellent, (4060)
"Enjoyed our stay"
The price is CA $69
CA $118 total
includes taxes & fees
Aug 19 - Aug 20
Red Lion Hotel Orlando Lake Buena Vista South

Hyatt House Orlando International Drive

4.0 star property
9.2 out of 10, Wonderful, (836)
"Excelente hotel and very good location"
The price is CA $142
CA $160 total
includes taxes & fees
Aug 26 - Aug 27
Hyatt House Orlando International Drive

Ramada by Wyndham Hotel & Water Park

3.0 star property
7.2 out of 10, Good, (1441)
"Excellent place for familys"
The price is CA $72
CA $121 total
includes taxes & fees
Aug 21 - Aug 22
Ramada by Wyndham Hotel & Water Park

Holiday Inn Resort Kissimmee by the Parks by IHG

3.5 star property
8.6 out of 10, Excellent, (469)
"Very nice hotel with great breakfast and staff"
The price is CA $73
CA $110 total
includes taxes & fees
Aug 24 - Aug 25
Holiday Inn Resort Kissimmee by the Parks by IHG

Club Sevilla

2.0 star property
9.0 out of 10, Wonderful, (1003)
"It was clean and the staff was nice "
The price is CA $67
CA $84 total
includes taxes & fees
Aug 19 - Aug 20
Club Sevilla

DoubleTree by Hilton at the Entrance to Universal Orlando

4.0 star property
8.4 out of 10, Very good, (6550)
"Good place to stay"
The price is CA $128
CA $144 total
includes taxes & fees
Sep 10 - Sep 11
DoubleTree by Hilton at the Entrance to Universal Orlando

Lake Nona Wave Hotel

4.0 star property
9.6 out of 10, Exceptional, (1014)
"Amazing stay!"
The price is CA $303
CA $344 total
includes taxes & fees
Aug 26 - Aug 27
Lake Nona Wave Hotel

Magic Moment Resort and Kids Club

3.0 star property
8.4 out of 10, Very good, (2452)
"The hotel exceeded my expectations, everything is renovated and well decorated, the breakfast was excellent."
The price is CA $43
CA $96 total
includes taxes & fees
Aug 19 - Aug 20
Magic Moment Resort and Kids Club

Seasons Florida Resort

2.0 star property
8.8 out of 10, Excellent, (3044)
"Very nice clean accomodation with helpful and friendly staff."
The price is CA $72
CA $82 total
includes taxes & fees
Sep 18 - Sep 19
Seasons Florida Resort

Rosen Centre Hotel

4.0 star property
9.0 out of 10, Wonderful, (3908)
"It was very comfortable and peaceful stay."
The price is CA $127
CA $145 total
includes taxes & fees
Sep 1 - Sep 2
Rosen Centre Hotel

Orlando Palms Hotel

2.5 star property
7.6 out of 10, Good, (2003)
"Nice convenient hotel by the airpprt. "
The price is CA $63
CA $71 total
includes taxes & fees
Aug 21 - Aug 22
Orlando Palms Hotel
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

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 neighborhood.

Bay Lake

4 out of top 10 points of interest in this area

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.

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.

Florida Center

2 out of top 10 points of interest in this area

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

Reunion

The waterparks and pristine golf courses 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 Attractions: Windsor Hills is ideal for families, with nearby theme parks, a water park, and golf courses ensuring fun for all ages.
  • Diverse Accommodations: Choose from a variety of stays, from budget-friendly hotels to luxurious villas, catering to every traveler's needs.
  • Outdoor Activities: Enjoy the beautiful surroundings with outdoor activities, including serene lakes and vibrant community spaces.
  • Proximity to Disney: A short drive to Disney parks makes it a top choice for Disney fans looking for convenience.
  • Welcoming Community: Experience the friendly atmosphere and local charm that makes Windsor Hills a memorable destination.

Find great hotels near Windsor Hills

Windsor Hills is a fantastic destination for your vacation, offering a diverse selection of hotel accommodations ranging from budget-friendly options to luxurious resorts. Whether you're seeking family-friendly resorts, vacation rental homes, or elegant villas, you'll find something to suit your needs. With a focus on providing memorable experiences, Windsor Hills caters to families, golf enthusiasts, and pet lovers alike, ensuring a delightful stay in sunny Florida.

  • Walt Disney World Dolphin: Experience a magical vacation at the Walt Disney World Dolphin, a 4-star hotel located 6.4km from Windsor Hills. This property embraces a Beach, Family, and Golf theme, making it perfect for all types of travellers. With direct access to the beach, guests can soak up the sun and enjoy a variety of water activities. Families will appreciate the array of child-friendly amenities, including an Air Hockey Table, a dedicated children's pool, cribs free of charge, and engaging games like Ping Pong. It’s a delightful getaway for parents and kids alike!
  • Hilton Vacation Club Mystic Dunes Orlando: Nestled just 805m from Windsor Hills, the 3.5-star Hilton Vacation Club Mystic Dunes Orlando caters to families, business travellers, and golf enthusiasts. The property features a well-equipped Business Centre accessible 24/7, alongside meeting rooms and conference space, ensuring your business needs are met. Families will find ample entertainment with a children's pool, books tailored for kids, and an array of games, making it a great choice for those travelling with children. Delight in a relaxing atmosphere that combines work and play seamlessly!
  • Hilton Vacation Club Aqua Sol Orlando West: Situated 6.4km from Windsor Hills, this 3.5-star family-focused hotel offers a fun-filled vacation experience. The Hilton Vacation Club Aqua Sol Orlando West is a paradise for children, featuring a shared playground, a children's pool, and an exciting water park free for all guests. Mini golf and an arcade game room add to the excitement, ensuring endless entertainment for the little ones. This property is ideal for families seeking a vibrant atmosphere packed with activities for everyone!

Where to stay near Windsor Hills

Windsor Hills is a family-friendly paradise, perfect for those seeking a blend of relaxation and entertainment. Explore the luxurious vacation rentals and enjoy the vibrant atmosphere of this welcoming community. Nearby, you can indulge in exciting excursions, from thrilling theme parks to serene golf villas. Embrace the friendly spirit of Windsor Hills, where unforgettable family vacations await amidst stunning vistas and endless outdoor activities.

  • Orlando: A vibrant metropolis, Orlando is the heart of Florida's entertainment scene. With Windsor Hills nestled within its borders, you'll find a city that attracts millions year-round, peaking in March, July, and December. Known for its family-friendly atmosphere, Orlando is home to world-renowned theme parks, shopping areas, and arts centres. Visitors can enjoy a plethora of activities from thrilling rides to serene outdoor experiences. Must-visit attractions include iconic theme parks and bustling shopping venues, ensuring a fun-filled travel experience.
  • Kissimmee: Just a stone's throw from Windsor Hills, Kissimmee is a lively city that welcomes tourists all year long. With peak visitor numbers occurring in March and during the summer months of June and July, it's an ideal destination for families and those seeking entertainment. The city boasts numerous resorts and shopping centres, making it easy to indulge in local cuisine and retail therapy. Visitors can explore nearby theme parks, film studios, and beautiful beaches, offering a diverse range of activities to suit everyone’s tastes.
  • Lake Buena Vista: Located a mere 9.7km from Windsor Hills, Lake Buena Vista is a charming city that attracts visitors throughout the year, especially from January to March. This family-oriented destination is perfect for those looking for entertainment and business experiences. With its array of resorts and shopping areas, it provides ample opportunities for relaxation and exploration. Local landmarks include famous theme parks, film studios, and sports stadiums, making it an essential stop for anyone visiting the Orlando area.

Things to do near Windsor Hills

Windsor Hills is perfect for families seeking an entertaining, outdoor vacation. Nearby attractions include a water park, theme parks, and golf courses, making it a top destination for Disney fans and golfing enthusiasts alike. Enjoy shopping and various resort amenities that cater to all ages, ensuring a memorable experience in Four Corners, Florida.

Shopping

In Windsor Hills, enjoy shopping at Disney Springs™, just 9.7km away, offering a vibrant mix of family-friendly shops and dining. Old Town, 8.0km away, combines entertainment with a charming atmosphere. If you're up for a drive, visit the 192 Flea Market, located 14.5km away, for unique finds.

Recreation

ESPN Wide World of Sports, located 4.8km from Windsor Hills, offers an energetic atmosphere for sports enthusiasts. Mystic Dunes Golf Club, 1.1km away, provides a picturesque golfing experience amidst lush landscapes. For wellness and relaxation, visit Northeast Regional Park, situated 6.4km from Windsor Hills.

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 family-friendly attractions. Alternatively, visit Disney's Blizzard Beach Water Park, 3.2km away, for a unique snowy adventure, or race at Kissimmee Go-Karts, 12.9km away.

Nightlife

The nightlife in Windsor Hills offers a blend of excitement and entertainment. Enjoy a captivating experience at Medieval Times, just 12.9km away, or indulge in the fun at Wonderworks, 17.7km away. For a unique twist, Capone's Dinner Show, also 12.9km away, combines dining with delightful performances.

Booking tips and Expedia advantages for Windsor Hills

To save money during your trip to Windsor Hills, consider visiting between August to September or November for lower accommodation rates. Book your hotel about a month in advance or look for last-minute deals on Expedia. Tuesdays typically offer the best prices for stays, while Saturdays tend to be the most expensive. Take advantage of free activities like Orlando Vineland Premium Outlets and Lake Bryan. Utilize Expedia’s tools to find eco-friendly hotels and package deals that combine flights, accommodations, and activities to maximize 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, 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: Utilize Expedia’s search tool to refine your choices based on your budget, desired location, and preferred hotel type. For instance, selecting the "Eco-certified" filter will showcase sustainable and environmentally-friendly hotels that are currently available. To find the best prices and deals, simply sort the price filter from low to high.
  • Consider bundling your trip: You can save money by combining your Windsor Hills hotel reservation with your flights and activities through an Expedia package deal.

Find the best attractions near Windsor Hills

Windsor Hills offers a fantastic destination for families seeking outdoor and entertainment-themed vacations. Visitors can explore nearby attractions such as theme parks, golf courses, and tranquil lakes. For added fun, don't miss the Windsor Hills Water Park, perfect for cooling off and enjoying time with loved ones. With its diverse activities, Windsor Hills caters to those looking for a memorable getaway in sunny Florida.

  • Walt Disney World® Resort: Experience the magic of this iconic theme park filled with thrilling rides, enchanting attractions, and unforgettable entertainment for the whole family. With its whimsical atmosphere, it’s a haven for Disney enthusiasts and a perfect spot for creating cherished memories.
  • Orange County Convention Center: Dive into the vibrant arts scene at this cultural hub, hosting a variety of events and exhibitions. It's a fantastic place to appreciate local and international artistic expressions, offering a glimpse into the rich creativity of the region.
  • ChampionsGate Golf Club: Enjoy a family-friendly golfing experience at this beautifully designed course. With friendly staff and picturesque surroundings, it’s perfect for both seasoned golfers and beginners looking for a relaxing day outdoors.

Best time to go to Windsor Hills

Visitor numbers around Windsor Hills is generally unchanged in popularity throughout the year. 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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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 Rain (Dry)Mostly SunnySlightly LowSlightly High

The nearest major airports for your trip to Windsor Hills

Windsor Hills is conveniently accessible via three major airports. Orlando International Airport (MCO) is situated 30.6km away, with nearby hotel options like the 5-star Ritz-Carlton Orlando, Grande Lakes and Rosen Shingle Creek, both 12.9km from MCO, offering various shuttle services. Kissimmee Gateway Airport (ISM) is 16.1km from Windsor Hills, featuring hotels such as the Waldorf Astoria Orlando, 11.3km away, and Conrad Orlando, 16.1km away, with shuttle services available. Lastly, Orlando Sanford International Airport (SFB) lies 312.9km away, with hotels like Hilton Orlando/Altamonte Springs, 19.3km from SFB, providing shuttle transport. Each option ensures a comfortable stay and easy access to Windsor Hills.

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?
Members always get our best prices. Find our best Windsor Hills hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in 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 from CA $155 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.