Windsor Hills Hotels, Orlando

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1839 Cheap Hotels in Windsor Hills - Specials, Reviews, & Last Minute Deals

Windsor Hills Getaway 3BR with Pool

3.0 star property
The price is AU$3,432
includes taxes & fees
3 Oct - 4 Oct
Windsor Hills Getaway 3BR with Pool

Mickey s Hideaway Windsor Hills Resort

2.0 star property
The price is AU$586
includes taxes & fees
13 Oct - 14 Oct
Mickey s Hideaway Windsor Hills Resort

Jedi Training Camp Top Rated 5 Star Villa

2.0 star property
The price is AU$1,408
includes taxes & fees
10 Oct - 11 Oct
Jedi Training Camp Top Rated 5 Star Villa

Ultimate Adventure Villa Top Rated 5 Star Disney More

2.0 star property
The price is AU$1,149
includes taxes & fees
19 Oct - 20 Oct
Ultimate Adventure Villa Top Rated 5 Star Disney More

The Grove Resort & Water Park Orlando

4.0 star property
8.0 out of 10, Very good, (8566)
"Great place to stay!!!"
The price is AU$356
includes taxes & fees
22 Oct - 23 Oct
The Grove Resort & Water Park Orlando

Kompose Boutique Resort at Theme Parks

3.0 star property
9.4 out of 10, Exceptional, (1441)
"clean rooms, great staff, family friendly"
The price is AU$124
includes taxes & fees
28 Oct - 29 Oct
Kompose Boutique Resort at Theme Parks

Ramada by Wyndham Hotel & Water Park

3.0 star property
7.2 out of 10, Good, (1484)
"Excellent place for familys"
The price is AU$105
includes taxes & fees
14 Oct - 15 Oct
Ramada by Wyndham Hotel & Water Park

Rosen Inn International

3.0 star property
8.4 out of 10, Very good, (5820)
"Will stay here again!"
The price is AU$136
includes taxes & fees
2 Nov - 3 Nov
Rosen Inn International

DoubleTree by Hilton at the Entrance to Universal Orlando

4.0 star property
8.4 out of 10, Very good, (6688)
"It was an amazing stay! "
The price is AU$152
includes taxes & fees
2 Nov - 3 Nov
DoubleTree by Hilton at the Entrance to Universal Orlando

Rosen Shingle Creek

4.5 star property
9.4 out of 10, Exceptional, (4035)
"Very clean/ friendly staff/ close to everything."
The price is AU$151
includes taxes & fees
11 Oct - 12 Oct
Rosen Shingle Creek

Rosen Inn Lake Buena Vista

3.5 star property
8.6 out of 10, Excellent, (5445)
"Clean rooms very nice staff always a great stay."
The price is AU$115
includes taxes & fees
6 Oct - 7 Oct
Rosen Inn Lake Buena Vista

Westgate Lakes Resort & Spa Universal Studios Area

4.0 star property
8.2 out of 10, Very good, (5401)
"Would stay again great for families such a nice place "
The price is AU$210
includes taxes & fees
19 Oct - 20 Oct
Westgate Lakes Resort & Spa Universal Studios Area

Caribe Royale Orlando

4.5 star property
9.2 out of 10, Wonderful, (4426)
"Great place to stay"
The price is AU$369
includes taxes & fees
11 Oct - 12 Oct
Caribe Royale Orlando

SPOT X Hotel Orlando/Intl Dr by The Red Collection

3.0 star property
8.6 out of 10, Excellent, (2764)
"Great property to stay with family while visiting the parks"
The price is AU$136
includes taxes & fees
20 Oct - 21 Oct
SPOT X Hotel Orlando/Intl Dr by The Red Collection

Hyatt Regency Grand Cypress

4.0 star property
9.2 out of 10, Wonderful, (2239)
"Great stay, close to all attractions and very quiet."
The price is AU$271
includes taxes & fees
5 Oct - 6 Oct
Hyatt Regency Grand Cypress

Home2 Suites by Hilton Orlando at Flamingo Crossings

3.0 star property
9.2 out of 10, Wonderful, (4689)
"Great place to stay "
The price is AU$208
includes taxes & fees
20 Oct - 21 Oct
Home2 Suites by Hilton Orlando at Flamingo Crossings

Holiday Inn Resort Orlando Suites - Waterpark by IHG

3.5 star property
7.0 out of 10, Good, (4234)
"Perfect for families. The water park inside the hotel was amazing! "
The price is AU$213
includes taxes & fees
3 Oct - 4 Oct
Holiday Inn Resort Orlando Suites - Waterpark by IHG

Holiday Inn Club Vacations at Orange Lake Resort by IHG

4.0 star property
8.8 out of 10, Excellent, (2448)
"Good place to stay"
The price is AU$303
includes taxes & fees
13 Oct - 14 Oct
Holiday Inn Club Vacations at Orange Lake Resort by IHG

Seasons Florida Resort

2.0 star property
8.8 out of 10, Excellent, (3166)
"Great place to stay. "
The price is AU$85
includes taxes & fees
6 Oct - 7 Oct
Seasons Florida Resort

Rosen Centre Hotel

4.0 star property
9.0 out of 10, Wonderful, (3963)
"Great stay there "
The price is AU$131
includes taxes & fees
29 Oct - 30 Oct
Rosen Centre 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.

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.

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.

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 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?

For your stay in Windsor Hills, 2 Bedroom, 2 Bath Condo 2 miles from Disney and 10 miles from Universal studios. is one of the top choices based on our traveller data. Other good choices for your stay in the neighbourhood include NO CARPETS - ONE LEVEL Newly Renovated Pool/Theater Home In Windsor Hills and 6/4 Home Pool/Spa Close to Disney, Free Water Park Use, Game RMThemed, WIFI BBQ.

How many hotels can I expect to find in the Windsor Hills area?

Expedia has 1837 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?

A few places to visit in the area around Windsor Hills include Disney's Animal Kingdom® Theme Park, Mystic Dunes Golf Club and Bonanza Golf & Gifts. While you're out sightseeing in Four Corners, make sure that you visit other sights such as Mighty Jungle Golf or Island H2O Live!.

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Explore a world of travel with Expedia