Windsor Hills Hotels, Orlando

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1802 Cheap Hotels in Windsor Hills - Specials, Reviews, & Last Minute Deals

Pestana Orlando Suites - Lake Buena Vista

4.0 star property
9.4 out of 10, Exceptional, (1714)
"Great Stay as always!"
The price is AU$145
includes taxes & fees
18 Aug - 19 Aug
Pestana Orlando Suites - Lake Buena Vista

Lake Nona Wave Hotel

4.0 star property
9.6 out of 10, Exceptional, (1010)
"Amazing stay!"
The price is AU$369
includes taxes & fees
31 Aug - 1 Sept
Lake Nona Wave Hotel

Hyatt House Orlando International Drive

4.0 star property
9.2 out of 10, Wonderful, (827)
"Excelente hotel and very good location"
The price is AU$178
includes taxes & fees
24 Aug - 25 Aug
Hyatt House Orlando International Drive

Mickey s Splash Pad 2 Miles to Disney

2.0 star property
The price is AU$581
includes taxes & fees
3 Sept - 4 Sept
Mickey s Splash Pad 2 Miles to Disney

Mickey s Hideaway Windsor Hills Resort

2.0 star property
The price is AU$586
includes taxes & fees
18 Aug - 19 Aug
Mickey s Hideaway Windsor Hills Resort

Windsor Hills Getaway 3BR with Pool

3.0 star property
The price is AU$3,489
includes taxes & fees
21 Aug - 22 Aug
Windsor Hills Getaway 3BR with Pool

Drury Plaza Hotel Orlando - Disney Springs Area

3.0 star property
9.8 out of 10, Exceptional, (4740)
"Lovely hotel close to Disney springs!"
The price is AU$235
includes taxes & fees
24 Aug - 25 Aug
Drury Plaza Hotel Orlando - Disney Springs Area

Alhambra Villas

3.0 star property
9.0 out of 10, Wonderful, (1001)
"As always, a great hotel!"
The price is AU$142
includes taxes & fees
18 Aug - 19 Aug
Alhambra Villas

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 AU$168
includes taxes & fees
24 Aug - 25 Aug
Holiday Inn Orlando International Dr-ICON by IHG

Kompose Boutique Resort at Theme Parks

3.0 star property
9.4 out of 10, Exceptional, (1056)
"Great place to stay "
The price is AU$119
includes taxes & fees
19 Aug - 20 Aug
Kompose Boutique Resort at Theme Parks

Palazzo Lakeside Hotel

3.0 star property
8.2 out of 10, Very good, (5167)
"Nice place will stay again "
The price is AU$118
includes taxes & fees
20 Aug - 21 Aug
Palazzo Lakeside Hotel

Rosen Shingle Creek

4.5 star property
9.4 out of 10, Exceptional, (3976)
"Great stay!"
The price is AU$155
includes taxes & fees
7 Sept - 8 Sept
Rosen Shingle Creek

Club Sevilla

2.0 star property
9.0 out of 10, Wonderful, (1003)
"It was clean and the staff was nice "
The price is AU$93
includes taxes & fees
18 Aug - 19 Aug
Club Sevilla

Candlewood Suites Orlando - Lake Buena Vista by IHG

2.5 star property
9.0 out of 10, Wonderful, (2027)
"Great place to stay if on vacation "
The price is AU$154
includes taxes & fees
19 Aug - 20 Aug
Candlewood Suites Orlando - Lake Buena Vista by IHG

Wyndham Garden Orlando Airport

3.0 star property
9.0 out of 10, Wonderful, (3776)
"I enjoy really enjoyed the stay staff was friendly restaurant food was really good"
The price is AU$159
includes taxes & fees
2 Sept - 3 Sept
Wyndham Garden Orlando Airport

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

3.0 star property
8.6 out of 10, Excellent, (2163)
"Excellent property for leisure or travel. "
The price is AU$151
includes taxes & fees
20 Aug - 21 Aug
La Quinta Inn & Suites by Wyndham Orlando - IDrive Theme Parks

Wyndham Lake Buena Vista – Disney Springs® Area

4.0 star property
8.8 out of 10, Excellent, (2707)
"We’ve stayed here many times and always love it. "
The price is AU$206
includes taxes & fees
18 Aug - 19 Aug
Wyndham Lake Buena Vista – Disney Springs® Area

AC Hotel by Marriott Orlando Lake Buena Vista

3.5 star property
9.2 out of 10, Wonderful, (1348)
"Great staff and wonderful accommodations "
The price is AU$171
includes taxes & fees
18 Aug - 19 Aug
AC Hotel by Marriott Orlando Lake Buena Vista

Star Island Resort and Club

3.5 star property
8.2 out of 10, Very good, (1253)
"Great stay"
Star Island Resort and Club

Magic Moment Resort and Kids Club

3.0 star property
8.4 out of 10, Very good, (2450)
"The hotel exceeded my expectations, everything is renovated and well decorated, the breakfast was excellent."
Magic Moment Resort and Kids Club
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 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.

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.

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.

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 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.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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, 2Pool Home Water Park Disney 2 m Universal Sea World! By Mystic Dunes golf ! is one of the top choices based on our traveller data. Other good choices for your stay in the neighbourhood include Windsor Hills Condo w/all things Mickey. Pool/Waterpark and minutes from Disney! and Villa 7748 - Arcade Rm Updated Mar 2025! 3 mi from Disney, Pool Heat, BBQ & PS5.

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

Expedia has 1790 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!.