Windsor Hills Hotels, Kissimmee

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Our top choices for Windsor Hills hotels

1. Mickey s Hideaway Windsor Hills Resort

Mickey s Hideaway Windsor Hills Resort
2.5 star property
Windsor Hills
The price is AU$566
includes taxes & fees
29 Nov - 30 Nov
Mickey s Hideaway Windsor Hills Resort

2. Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando
4.0 star property
0.8 km from Windsor Hills
9.0 out of 10, Wonderful, (4,832 reviews)
"Always a good stay"
United States
Aurea
The price is AU$204
includes taxes & fees
6 Dec - 7 Dec
Hilton Vacation Club Mystic Dunes Orlando

3. Galleria Palms Hotel

Galleria Palms Hotel
2.5 star property
1.8 km from Windsor Hills
9.0 out of 10, Wonderful, (3,930 reviews)
"Great stay !"
United States
Joshua
The price is AU$123
includes taxes & fees
17 Nov - 18 Nov
Galleria Palms Hotel

4. Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks
3.0 star property
1.8 km from Windsor Hills
9.4 out of 10, Exceptional, (6,437 reviews)
"Always a great stay"
United States
ivan
The price is AU$105
includes taxes & fees
17 Nov - 18 Nov
Kompose Boutique Resort at Theme Parks

5. Quality Inn & Suites By the Parks

Quality Inn & Suites By the Parks
2.5 star property
1.5 km from Windsor Hills
8.4 out of 10, Very good, (1,849 reviews)
"I recommend this hotel %100. Is budget friendly"
United States
Hector juarez
The price is AU$117
includes taxes & fees
29 Nov - 30 Nov
Quality Inn & Suites By the Parks

6. Ramada by Wyndham Kissimmee Gateway

Ramada by Wyndham Kissimmee Gateway
3.0 star property
1.6 km from Windsor Hills
8.2 out of 10, Very good, (3,687 reviews)
"Clean and very close to all the parks"
United States
Shantall
The price is AU$90
includes taxes & fees
29 Nov - 30 Nov
Ramada by Wyndham Kissimmee Gateway

7. Embassy Suites By Hilton Orlando Sunset Walk

Embassy Suites By Hilton Orlando Sunset Walk
4.0 star property
2.6 km from Windsor Hills
9.4 out of 10, Exceptional, (1,235 reviews)
"Great stay"
United States
Yosset
The price is AU$237
includes taxes & fees
6 Dec - 7 Dec
Embassy Suites By Hilton Orlando Sunset Walk

8. The Adventure Hotel by the parks

The Adventure Hotel by the parks
3.0 star property
1.9 km from Windsor Hills
7.2 out of 10, Good, (2,849 reviews)
"Great Stay."
United States
John
The price is AU$124
includes taxes & fees
15 Nov - 16 Nov
The Adventure Hotel by the parks

9. Silver Lake Resort

Silver Lake Resort
3.5 star property
2.6 km from Windsor Hills
8.6 out of 10, Excellent, (1,664 reviews)
"The resort was wonderful and I would definitely recommend it."
Canada
crystal
The price is AU$148
includes taxes & fees
4 Dec - 5 Dec
Silver Lake Resort

10. Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark
4.0 star property
2.5 km from Windsor Hills
8.8 out of 10, Excellent, (3,793 reviews)
"Excellent place with multiples places to eat and water park was awesome."
United States
Christian
The price is AU$282
includes taxes & fees
29 Nov - 30 Nov
Margaritaville Resort Orlando with H2O Waterpark

11. 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, (5,751 reviews)
"Great location, breakfast, clean, and very nice and helpful staff!"
United States
Robert
The price is AU$130
includes taxes & fees
8 Dec - 9 Dec
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

12. Westgate Vacation Villas Resort

Westgate Vacation Villas Resort
4.0 star property
0.9 km from Windsor Hills
8.2 out of 10, Very good, (2,136 reviews)
"Great place to stay!)"
United States
Autumn
The price is AU$189
includes taxes & fees
2 Dec - 3 Dec
Westgate Vacation Villas Resort

13. Westgate Town Center Resort

Westgate Town Center Resort
4.0 star property
0.9 km from Windsor Hills
8.4 out of 10, Very good, (2,082 reviews)
"Great hotel clean rooms friendly staff"
United States
Angelina
The price is AU$198
includes taxes & fees
2 Dec - 3 Dec
Westgate Town Center Resort

14. 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, (2,329 reviews)
"We were very pleased with our stay here. The location, the rooms and breakfast were great!"
United States
Michael
The price is AU$146
includes taxes & fees
29 Nov - 30 Nov
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

15. 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
9.4 out of 10, Exceptional, (6,282 reviews)
"Fantastic hotel, loved every minute of our stay!"
United States
Melissa
The price is AU$160
includes taxes & fees
29 Nov - 30 Nov
Home2 Suites by Hilton Orlando at Flamingo Crossings

16. Destiny Palms Hotel Maingate West

Destiny Palms Hotel Maingate West
2.5 star property
4 km from Windsor Hills
8.4 out of 10, Very good, (2,423 reviews)
"Very nice place to stay and for a good price🙂"
United States
Yanairis
The price is AU$75
includes taxes & fees
9 Dec - 10 Dec
Destiny Palms Hotel Maingate West

17. Meliá Orlando Celebration

Meliá Orlando Celebration
4.0 star property
5.9 km from Windsor Hills
8.8 out of 10, Excellent, (1,647 reviews)
"Nice to stay there"
United States
Yong Pin
The price is AU$173
includes taxes & fees
20 Nov - 21 Nov
Meliá Orlando Celebration

18. Holiday Inn Club Vacations at Orange Lake Resort by IHG

Holiday Inn Club Vacations at Orange Lake Resort by IHG
4.0 star property
Orange Lake, 4.6 km from Windsor Hills
8.8 out of 10, Excellent, (3,419 reviews)
"Great location and facilities."
United States
Maria
The price is AU$241
includes taxes & fees
1 Dec - 2 Dec
Holiday Inn Club Vacations at Orange Lake Resort by IHG

19. Comfort Suites Maingate East

Comfort Suites Maingate East
3.0 star property
8.2 km from Windsor Hills
8.4 out of 10, Very good, (2,613 reviews)
"We loved our stay at the Kenmore, the hotel is beautiful and so close to the beach"
Canada
Maria
The price is AU$131
includes taxes & fees
6 Dec - 7 Dec
Comfort Suites Maingate East

20. Holiday Inn Express & Suites Clermont Se West Orlando by IHG

Holiday Inn Express & Suites Clermont Se West Orlando by IHG
2.5 star property
6.8 km from Windsor Hills
8.4 out of 10, Very good, (1,664 reviews)
"Clean, friendly staff, great breakfast and fun activities for children."
United States
Jeanne
The price is AU$108
includes taxes & fees
16 Nov - 17 Nov
Holiday Inn Express & Suites Clermont Se West Orlando by IHG
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.

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.

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.

Florida Center

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

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.

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

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.

Calendar MonthTemperaturePrecipitationCloudinessOccupancyPricing
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, Newly Totally Renovated-Video Game Room-Private Pool is one of the top choices based on our traveller data. Other good choices for your stay in the neighbourhood include 🌴Beautiful home in Windsor Hills Resort -Disney 2.5 miles 🌴 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 1781 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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