Windsor Hills Hotels, Orlando

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Our top choices for Windsor Hills hotels

Jedi Training Camp Top Rated 5 Star Villa

Jedi Training Camp Top Rated 5 Star Villa
2.0 star property
Windsor Hills
The price is AU$1,297
includes taxes & fees
13 Mar - 14 Mar
Jedi Training Camp Top Rated 5 Star Villa

Ultimate Adventure Villa Top Rated 5 Star Disney More

Ultimate Adventure Villa Top Rated 5 Star Disney More
2.0 star property
Windsor Hills
The price is AU$1,372
includes taxes & fees
26 Mar - 27 Mar
Ultimate Adventure Villa Top Rated 5 Star Disney More

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

Rosen Shingle Creek

Rosen Shingle Creek
4.5 star property
19.7 km from Windsor Hills
9.4 out of 10, Exceptional, (4,583 reviews)
"Great service and hotel!"
United States
Steven
The price is AU$160
includes taxes & fees
5 Apr - 6 Apr
Rosen Shingle Creek

Orlando Palms Hotel

Orlando Palms Hotel
2.5 star property
23.1 km from Windsor Hills
7.6 out of 10, Good, (2,426 reviews)
"Love this place "
United States
Lisa
The price is AU$108
includes taxes & fees
9 Mar - 10 Mar
Orlando Palms Hotel

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, (1,962 reviews)
"Clean, nice rooms , easy shuttle… perfect for what was needed!"
United States
Veronika
The price is AU$195
includes taxes & fees
30 Mar - 31 Mar
Holiday Inn Express Orlando International Airport by IHG

Wyndham Garden Orlando Airport

Wyndham Garden Orlando Airport
3.0 star property
28.2 km from Windsor Hills
9.0 out of 10, Wonderful, (4,070 reviews)
"Very clean, friendly staff & close to the airport easy travel "
United States
Justin Paul
The price is AU$264
includes taxes & fees
8 Mar - 9 Mar
Wyndham Garden Orlando Airport

Cambria Hotel Orlando Airport

Cambria Hotel Orlando Airport
3.0 star property
29.7 km from Windsor Hills
8.8 out of 10, Excellent, (1,931 reviews)
"Great hotel amazing staff "
United States
Gloria
The price is AU$174
includes taxes & fees
30 Mar - 31 Mar
Cambria Hotel Orlando Airport

Sonesta Essential Orlando Airport

Sonesta Essential Orlando Airport
3.0 star property
27.6 km from Windsor Hills
8.0 out of 10, Very good, (662 reviews)
"great stay"
United States
Ibrahim
The price is AU$162
includes taxes & fees
9 Mar - 10 Mar
Sonesta Essential Orlando Airport

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, (2,174 reviews)
"Great quick stay for a good value!"
United States
Pamela
The price is AU$184
includes taxes & fees
5 Apr - 6 Apr
avid hotel Orlando International Airport by IHG

Palazzo Lakeside Hotel

Palazzo Lakeside Hotel
3.0 star property
11.5 km from Windsor Hills
8.2 out of 10, Very good, (5,158 reviews)
"Great staff and excellent location "
United States
bruce
The price is AU$183
includes taxes & fees
7 Mar - 8 Mar
Palazzo Lakeside Hotel

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, (4,579 reviews)
"Amazing room and great breakfasts for the price "
United States
Christian
The price is AU$200
includes taxes & fees
24 Mar - 25 Mar
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

Home2 Suites by Hilton Orlando at Flamingo Crossings

Home2 Suites by Hilton Orlando at Flamingo Crossings
3.0 star property
7 km from Windsor Hills
9.2 out of 10, Wonderful, (5,295 reviews)
"great place to stay nearest to all location ."
Canada
VIMAL
The price is AU$169
includes taxes & fees
25 Mar - 26 Mar
Home2 Suites by Hilton Orlando at Flamingo Crossings

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, (6,878 reviews)
"Very nice hotel"
Canada
XIAOLAN
The price is AU$168
includes taxes & fees
29 Mar - 30 Mar
DoubleTree by Hilton at the Entrance to Universal Orlando

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, (2,015 reviews)
"We loved this hotel everything was great! The breakfast, location and amenities "
United States
Catalina
The price is AU$227
includes taxes & fees
5 Apr - 6 Apr
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Orlando International Drive North Hotel

Orlando International Drive North Hotel
3.0 star property
20.8 km from Windsor Hills
7.2 out of 10, Good, (2,959 reviews)
"Hotel was great"
United States
Miguel A.
Orlando International Drive North Hotel

Seasons Florida Resort

Seasons Florida Resort
2.0 star property
12.4 km from Windsor Hills
9.0 out of 10, Wonderful, (3,466 reviews)
"Great stay for the price"
United States
David
The price is AU$89
includes taxes & fees
5 Apr - 6 Apr
Seasons Florida Resort

Comfort Suites Orlando Airport

Comfort Suites Orlando Airport
2.5 star property
27.7 km from Windsor Hills
8.4 out of 10, Very good, (1,459 reviews)
"Great room, clean and professional helpful staff. "
United States
Cesar
The price is AU$153
includes taxes & fees
5 Apr - 6 Apr
Comfort Suites Orlando Airport

Caribe Royale Orlando

Caribe Royale Orlando
4.5 star property
11.1 km from Windsor Hills
9.2 out of 10, Wonderful, (4,802 reviews)
"Great resort "
United States
Samuel
The price is AU$250
includes taxes & fees
8 Mar - 9 Mar
Caribe Royale Orlando

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando
4.0 star property
6.8 km from Windsor Hills
8.0 out of 10, Very good, (9,091 reviews)
"Great resort"
United States
Hasam
The price is AU$332
includes taxes & fees
22 Mar - 23 Mar
The Grove Resort & Water Park 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.

Our guide on 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 Atmosphere: Windsor Hills is an ideal destination for families, offering a vibrant environment with plenty of activities for all ages.
  • Proximity to Theme Parks: Enjoy easy access to famous theme parks and amusement parks, perfect for thrilling family outings.
  • Exceptional Golf Courses: Golf enthusiasts can explore excellent courses nearby, making it a golfer's paradise.
  • Recreation Facilities: The Windsor Hills Resort clubhouse and extensive recreation options provide relaxation and fun for everyone.
  • Diverse Accommodation: Choose from luxurious resorts or cosy holiday rentals to suit your family's needs.

Find great hotels near Windsor Hills

Discover the charm of Windsor Hills, a premier destination for holidaymakers seeking family-friendly and pet-friendly accommodations. Whether you prefer a luxurious resort or a cozy vacation villa, this area offers a variety of options, including Windsor Hills Resort and delightful holiday rentals. With a focus on creating memorable experiences for couples and families alike, you'll find the perfect spot to unwind and enjoy the Sunshine State.

  • Hilton Vacation Club Aqua Sol Orlando West: Experience a vibrant family vacation at the Hilton Vacation Club Aqua Sol Orlando West, a welcoming 3.5-star property located a mere 6.4km from Windsor Hills. This hotel embraces inclusivity with its LGBTQIA-friendly atmosphere, making it ideal for all travellers. Families will delight in the extensive children's amenities, including a fun-filled water park, an arcade game room, and a playground. With onsite mini-golf, this hotel ensures that both kids and parents have a memorable stay filled with laughter and joy.
  • Hilton Vacation Club Mystic Dunes Orlando: Just half a mile from Windsor Hills, the Hilton Vacation Club Mystic Dunes Orlando is a gem for families and golf enthusiasts alike. This 3.5-star hotel boasts a picturesque golf-themed experience, where guests can enjoy a round of golf amid stunning views. The property caters to families with dedicated children's amenities, such as a pool, arcade game room, and mini-golf. The atmosphere is both relaxed and engaging, making it a perfect destination for those looking to blend leisure with family bonding.
  • Walt Disney World Dolphin: A luxurious 4-star hotel located 6.4km from Windsor Hills, the Walt Disney World Dolphin offers a unique blend of beach relaxation and family-friendly fun. This LGBTQIA-friendly hotel is not only close to the magic of Disney but also features direct beach access. Families will appreciate the supervised childcare services, playground, and various games like ping pong and air hockey. The resort’s upscale amenities and welcoming environment make it a prime choice for those seeking a blend of adventure and comfort during their Orlando getaway.

Where to stay near Windsor Hills

Windsor Hills is the perfect family-friendly getaway in Central Florida, offering a vibrant atmosphere filled with friendly locals and plenty of recreational activities. Just a stone's throw from Kissimmee and the stunning Four Corners region, you'll find colourful attractions and outdoor adventures galore. Whether you're seeking thrilling theme parks or relaxing excursions, Windsor Hills serves as an ideal base for exploring the best of Florida's charm and excitement.

  • Orlando: A bustling metropolis, Orlando is the heart of Florida's entertainment scene. As the home of Windsor Hills, it's renowned for its year-round appeal, with peak travel periods occurring in March, July, and December. Visitors flock to Orlando for its family-friendly attractions, vibrant outdoor experiences, and numerous shopping venues. Don't miss the iconic theme parks, thrilling film studios, and nearby beaches that offer a blend of adventure and relaxation, ensuring a memorable stay for families and thrill-seekers alike.
  • Kissimmee: Nestled close to Windsor Hills, Kissimmee is a lively city that caters to families and business travellers alike. With travel peaks in March and during the summer months, Kissimmee offers a variety of entertainment options, including bustling shopping centres and luxurious resorts. Its proximity to renowned theme parks and film studios makes it an ideal base for exploring Central Florida's attractions. Visitors can enjoy the vibrant atmosphere while indulging in local dining and retail experiences, making it a fantastic spot for both leisure and business.
  • Lake Buena Vista: Located a mere 9.7km from Windsor Hills, Lake Buena Vista is a charming city bursting with family-oriented fun and entertainment. The city experiences its busiest travel periods from January to March, drawing visitors to its fantastic shopping areas and resorts. Close to world-famous theme parks and stadiums, Lake Buena Vista combines excitement with relaxation, offering a perfect escape for families and business travellers. Its compact size makes it easy to explore, ensuring you won’t miss out on any of the local attractions.

Things to do near Windsor Hills

Windsor Hills is perfect for families seeking an outdoor getaway filled with entertainment. Nearby, you'll find a variety of attractions, including fantastic golf courses, a vibrant shopping area, and extensive recreation facilities. Whether you're looking to hit the greens or explore local shops, Windsor Hills offers a delightful vacation experience that caters to all ages.

Shopping

For a delightful shopping experience, Disney Springs™ is only 9.7km away, offering a vibrant atmosphere. Orlando Vineland Premium Outlets is 12.9km away, perfect for bargain hunters. If you're up for a drive, check out Flamingo Crossings Town Center, located 6.4km from Windsor Hills.

Recreation

The ESPN Wide World of Sports Complex offers a vibrant atmosphere for sports enthusiasts, located 4.8km from Windsor Hills. Just 1.1km away, Mystic Dunes Golf Club provides a serene outdoor golfing experience. Meanwhile, Mighty Jungle Golf, 1.6km away, promises fun-filled adventures for the whole family.

Adventure

Disney's Blizzard Beach Water Park, located 3.2km from Windsor Hills, offers thrilling water slides and a unique winter theme for the whole family. Nearby, Disney's Typhoon Lagoon Water Park, 8.0km away, features exciting wave pools and lazy rivers. Island H2O Live!, also 3.2km away, boasts interactive water attractions for endless fun.

Nightlife

Enjoy a fun-filled evening at AMF Bowling Center for a lively atmosphere with arcade games. For a unique experience, head to Medieval Times to enjoy dinner and a thrilling show. If you're in the mood for a movie, Regal The Loop offers a great cinema experience.

Booking tips and Expedia advantages for Windsor Hills

For a budget-friendly trip to Windsor Hills, consider visiting from August to September or November when accommodation prices are lower. Book your hotel about a month in advance for the best rates, and aim for a Tuesday stay for the cheapest options. Look for last-minute deals on platforms like Expedia, where you can combine flights and activities for further savings. Filtering for eco-certified hotels can also help you find affordable, environmentally friendly options. Always check for great deals, refunded bookings, and the potential for earning triple points on your purchases.

  • 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: Book your hotel around Windsor Hills about 1 month out to secure some of the cheapest prices. If you're the spontaneous type, Expedia's last minute deals and discounts are indicated via the green label below the price.
  • 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 feature lets you choose your budget, preferred location, and additional criteria. You can easily sort the results by price, starting with the most affordable hotels. Additionally, you can refine your search by hotel type; for instance, selecting the Eco-certified filter will display sustainable and environmentally friendly accommodation options available for booking.
  • Consider bundling your trip: You can save some dollars by combining your Windsor Hills hotel accommodation with your flights and activities through an Expedia package deal.

Find the best attractions near Windsor Hills

Windsor Hills is a fantastic family-friendly destination in Florida, perfect for those seeking outdoor entertainment. Visitors can enjoy the nearby theme parks and amusement parks, along with a visit to the Windsor Hills Resort clubhouse for some relaxation. Golf enthusiasts will find excellent courses in the area, making it an ideal spot for a fun-filled vacation with plenty of activities for everyone.

  • Walt Disney World® Resort: Experience the magic of Walt Disney World® Resort, located 11.3km from Windsor Hills. This iconic theme park offers thrilling rides, enchanting shows, and beloved characters, creating unforgettable memories for families and visitors of all ages.
  • Orange County Convention Center: Situated 16.1km away, the Orange County Convention Center is a hub of cultural events and exhibitions. Immerse yourself in the local arts scene, with diverse performances and galleries showcasing the best of Florida’s creativity.
  • Universal CityWalk: Just 20.9km from Windsor Hills, Universal CityWalk is a lively tourist precinct featuring dining, shopping, and entertainment. Enjoy a vibrant outdoor atmosphere with thrilling attractions that cater to families, making it a perfect spot for a fun-filled day.

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 Rain (Dry)Mostly SunnySlightly LowSlightly High

The nearest major airports for your trip to Windsor Hills

When visiting Windsor Hills, you can fly into two major airports. Orlando International Airport (MCO) is situated 30.6km away, with excellent nearby hotels like The Ritz-Carlton Orlando, Grande Lakes and Rosen Shingle Creek, both 12.9km from the airport, offering convenient shuttle services. Hyatt Regency Orlando is another option, located 16.1km from MCO. Alternatively, you can choose Kissimmee Gateway Airport (ISM), which is only 16.1km from Windsor Hills. Notable hotels nearby include the luxurious Waldorf Astoria Orlando and Encore Resort and Water Park At Reunion, both providing shuttle services to the airport. Both airports offer great access to your holiday destination.

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 1919 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.

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