Hotels in Windsor Hills, Orlando from CA $32

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Windsor Hills hotels and places to stay

Windsor Hills Getaway 3BR with Pool

3.0 star property
The price is CA $2,760
CA $3,133 total
includes taxes & fees
Sep 10 - Sep 11
Windsor Hills Getaway 3BR with Pool

Mickey s Hideaway Windsor Hills Resort

2.0 star property
The price is CA $198
CA $580 total
includes taxes & fees
Sep 13 - Sep 14
Mickey s Hideaway Windsor Hills Resort

Jedi Training Camp Top Rated 5 Star Villa

The price is CA $1,371
CA $1,911 total
includes taxes & fees
Oct 10 - Oct 11
Jedi Training Camp Top Rated 5 Star Villa

The Grove Resort & Water Park Orlando

4.0 star property
8.0 out of 10, Very good, (8504)
"Great place to stay for a family "
The price is CA $173
CA $256 total
includes taxes & fees
Sep 10 - Sep 11
The Grove Resort & Water Park Orlando

Ramada by Wyndham Hotel & Water Park

3.0 star property
7.2 out of 10, Good, (1470)
"Excellent place for familys"
The price is CA $55
CA $102 total
includes taxes & fees
Sep 14 - Sep 15
Ramada by Wyndham Hotel & Water Park

Kompose Boutique Resort at Theme Parks

3.0 star property
9.4 out of 10, Exceptional, (1244)
"Great place to stay"
The price is CA $83
CA $111 total
includes taxes & fees
Sep 15 - Sep 16
Kompose Boutique Resort at Theme Parks

Rosen Inn International

3.0 star property
8.4 out of 10, Very good, (5804)
"Will stay here again!"
The price is CA $100
CA $112 total
includes taxes & fees
Sep 22 - Sep 23
Rosen Inn International

Westgate Lakes Resort & Spa Universal Studios Area

4.0 star property
8.2 out of 10, Very good, (5314)
"Great place "
The price is CA $135
CA $192 total
includes taxes & fees
Sep 21 - Sep 22
Westgate Lakes Resort & Spa Universal Studios Area

DoubleTree by Hilton at the Entrance to Universal Orlando

4.0 star property
8.4 out of 10, Very good, (6610)
"It was an amazing stay! "
The price is CA $141
CA $159 total
includes taxes & fees
Sep 14 - Sep 15
DoubleTree by Hilton at the Entrance to Universal Orlando

Rosen Shingle Creek

4.5 star property
9.4 out of 10, Exceptional, (3999)
"Great place to stay "
The price is CA $138
CA $156 total
includes taxes & fees
Sep 20 - Sep 21
Rosen Shingle Creek

Rosen Inn Lake Buena Vista

3.5 star property
8.6 out of 10, Excellent, (5397)
"Very helpful staff and great surrounding area. "
The price is CA $91
CA $103 total
includes taxes & fees
Sep 14 - Sep 15
Rosen Inn Lake Buena Vista

Caribe Royale Orlando

4.5 star property
9.2 out of 10, Wonderful, (4413)
"Great place to stay"
The price is CA $233
CA $321 total
includes taxes & fees
Sep 28 - Sep 29
Caribe Royale Orlando

Holiday Inn Resort Orlando Suites - Waterpark by IHG

3.5 star property
7.0 out of 10, Good, (4158)
"Wonderful place to stay and enjoy waterpark!"
The price is CA $88
CA $200 total
includes taxes & fees
Sep 14 - Sep 15
Holiday Inn Resort Orlando Suites - Waterpark by IHG

Hyatt Regency Grand Cypress

4.0 star property
9.2 out of 10, Wonderful, (2245)
"Family friendly and wonderful resort"
The price is CA $204
CA $307 total
includes taxes & fees
Sep 19 - Sep 20
Hyatt Regency Grand Cypress

SPOT X Hotel Orlando/Intl Dr by The Red Collection

3.0 star property
8.6 out of 10, Excellent, (2721)
"Had a nice stay"
The price is CA $83
CA $93 total
includes taxes & fees
Sep 28 - Sep 29
SPOT X Hotel Orlando/Intl Dr by The Red Collection

Home2 Suites by Hilton Orlando at Flamingo Crossings

3.0 star property
9.2 out of 10, Wonderful, (4611)
"Great place to stay. "
The price is CA $151
CA $170 total
includes taxes & fees
Sep 28 - Sep 29
Home2 Suites by Hilton Orlando at Flamingo Crossings

Seasons Florida Resort

2.0 star property
8.8 out of 10, Excellent, (3109)
"Great place to stay "
The price is CA $69
CA $79 total
includes taxes & fees
Oct 8 - Oct 9
Seasons Florida Resort

Holiday Inn Express & Suites Clermont Se West Orlando by IHG

2.5 star property
8.4 out of 10, Very good, (906)
"Great place for a family vacation "
The price is CA $113
CA $125 total
includes taxes & fees
Sep 14 - Sep 15
Holiday Inn Express & Suites Clermont Se West Orlando by IHG

Palazzo Lakeside Hotel

3.0 star property
8.2 out of 10, Very good, (5183)
"Nice to stay with family and breakfast was perfect "
The price is CA $38
CA $90 total
includes taxes & fees
Sep 10 - Sep 11
Palazzo Lakeside Hotel

Destiny Palms Hotel Maingate West

2.5 star property
8.4 out of 10, Very good, (2016)
"Very quite, clean room and easy parking. "
The price is CA $79
CA $96 total
includes taxes & fees
Oct 1 - Oct 2
Destiny Palms Hotel Maingate West
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

Adventure activities, iconic attractions, shopping and world-class dining destinations make this famous street one of Orlando’s most popular tourist attractions.

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

  • Proximity to Theme Parks: Windsor Hills is just minutes away from famous attractions like Walt Disney World and Universal Studios, making it a perfect base for theme park enthusiasts.
  • Family-Friendly Amenities: The resort features a recreation area with pools, a water park, and activities suitable for all ages, ensuring fun for the entire family.
  • Beautiful Surroundings: Enjoy serene lakes and picturesque landscapes, providing a tranquil backdrop for relaxation.
  • Diverse Accommodation Options: Choose from various family-friendly rentals and villas, catering to all needs and preferences.
  • Local Dining and Shopping: Explore nearby shopping areas and indulge in local dining experiences, enhancing your vacation adventures.

Find great hotels near Windsor Hills

Experience a memorable stay in Windsor Hills, Four Corners, Florida, where a variety of accommodations await you. Whether you seek family-friendly resorts, romantic getaways, or pet-friendly options, Windsor Hills offers an array of vacation rentals and villas. Enjoy top-notch amenities and proximity to Orlando's attractions for an unforgettable holiday. Discover the ideal blend of comfort and convenience in this charming community.

  • Hilton Vacation Club Aqua Sol Orlando West: Perfect for families and LGBTQIA travellers, the Hilton Vacation Club Aqua Sol Orlando West offers a welcoming atmosphere just 6.4km from Windsor Hills. This 3.5-star hotel features an array of family-friendly amenities, including a free water park, playground, and a mini-golf course onsite. The property also boasts an arcade game room, ensuring that children of all ages have plenty of entertainment. With its focus on family vacation experiences, this hotel promises a fun-filled stay for everyone.
  • Hilton Vacation Club Mystic Dunes Orlando: Nestled just 805m from Windsor Hills, Hilton Vacation Club Mystic Dunes Orlando provides a unique golf-themed vacation experience. This 3.5-star property is ideal for golf enthusiasts and families alike, featuring an 18-hole championship golf course and opportunities for golfing fun. Amenities for children include an arcade game room, ping pong tables, and a selection of children’s books and games, making it a great choice for families seeking both relaxation and recreation.
  • Walt Disney World Dolphin: A top-tier option for business and leisure travellers alike, the Walt Disney World Dolphin is a 4-star hotel located 6.4km from Windsor Hills. It caters to both golf fans and business professionals, offering a well-equipped business centre, meeting rooms, and conference spaces. The hotel is LGBTQIA welcoming and provides a range of amenities to ensure a comfortable stay. With its proximity to the excitement of Disney and its golf experience, this hotel presents an ideal blend of work and play.

Where to stay near Windsor Hills

Windsor Hills offers an ideal vacation experience for families seeking fun and relaxation. Just minutes from Walt Disney World, this upscale neighbourhood is perfect for creating unforgettable memories. Enjoy nearby recreational activities, friendly atmospheres, and family-friendly excursions. Explore the attractions of Four Corners, indulge in local dining, and unwind in the beautiful surroundings, making Windsor Hills a top destination for your Florida getaway.

  • Orlando: As a bustling metropolis, Orlando is the heart of entertainment in Central Florida. With Windsor Hills nestled within its boundaries, visitors can enjoy a myriad of family-friendly activities year-round. Whether you're seeking thrilling amusement parks, engaging arts centres, or vibrant shopping districts, Orlando has it all. Notably, the city's popular attractions include renowned theme parks and film studios. The peak travel months, such as March, July, and December, draw families and outdoor enthusiasts eager to experience the city's lively atmosphere.
  • Four Corners: This charming village is another fantastic destination near Windsor Hills, welcoming visitors with its laid-back vibe and family-oriented attractions. Four Corners is particularly inviting for those looking to enjoy outdoor experiences, from lush golf courses to nearby resorts. With a steady flow of visitors, especially during February to March and July, you can expect a vibrant community atmosphere. The local landmarks, including theme parks and stadiums, ensure there's always something exciting happening, making it a great spot for families and entertainment seekers alike.
  • Crestwynd Bay: Located a mere 483m from Windsor Hills, Crestwynd Bay offers a welcoming neighbourhood atmosphere with a focus on family activities. The area is perfect for those looking to enjoy outdoor adventures, shopping, and golf. Similar to its neighbours, Crestwynd Bay sees a consistent number of visitors throughout the year, with a peak in March, July, and December. Visitors can explore local attractions such as theme parks and stadiums, ensuring an action-packed holiday filled with entertainment and leisure.

Things to do near Windsor Hills

Windsor Hills is an ideal destination for families seeking an entertaining outdoor vacation. Visitors can enjoy a variety of activities, including relaxing at the resort, exploring nearby shopping areas, and playing a round of golf. Key attractions include a recreation area perfect for family fun and thrilling rides that add excitement to your stay. Whether you're looking to unwind or seek adventure, Windsor Hills offers something for everyone.

Shopping

Disney Springs™ is a vibrant shopping area located 9.7km from Windsor Hills, perfect for family outings. Old Town, a lively shopping mall centre 8.0km away, offers entertainment and shopping. For unique finds, visit the 192 Flea Market, a public market 14.5km from Windsor Hills.

Recreation

At ESPN Wide World of Sports Complex, immerse yourself in energetic activities and sports events just 4.8km from Windsor Hills. For a tranquil golf experience, Mystic Dunes Golf Club offers scenic outdoor vibes only 1.1km away. Northeast Regional Park, located 6.4km away, invites you to relax amidst nature.

Adventure

Experience the thrills of Disney's Typhoon Lagoon Water Park, located 8.0km from Windsor Hills, featuring exciting water rides and family-friendly attractions. For karting enthusiasts, Kissimmee Go-Karts, 12.9km away, offers high-speed excitement. Explore the scenic Blue Lake trail, situated 16.1km from Windsor Hills, perfect for outdoor adventures.

Nightlife

Experience the magic of Medieval Times, only 12.9km away, where culture and romance meet thrilling entertainment. For adventure, visit Wonderworks, 17.7km distant, or Splitsville Luxury Lanes & Dinner Lounge, a mere 9.7km away, both offering a lively arcade atmosphere perfect for a fun night out.

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

Booking tips and Expedia advantages for Windsor Hills

To save money on your trip to Windsor Hills, consider visiting during the cheaper months of August to September and November. Booking your accommodation about a month in advance can also yield better rates, especially if you check for last-minute deals on platforms like Expedia. Tuesdays are typically the least expensive days to stay, while Saturdays are the priciest. Utilize Expedia’s filters to find eco-friendly accommodations and consider bundling your hotel stay with flights and activities for additional savings. Lastly, explore free activities in the area to enhance your experience without breaking the bank.

  • 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. If you're a little more spontaneous, you could also peruse Expedia's last minute deals which could secure you a cheaper stay. Look out for the green banner below the price to spot the deals.
  • 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 preferences, such as your budget, desired location, and preferred type of accommodation. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels currently available. To find the best prices and offers, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel stay in Windsor Hills with your flights and activities through an Expedia package.

Find the best attractions near Windsor Hills

Windsor Hills in Four Corners, Florida, is perfect for families seeking outdoor and entertainment-themed vacations. Visitors can enjoy nearby attractions like Disney Springs, various theme parks, and the Windsor Hills Water Park. For golf enthusiasts, the local golf courses and country clubs offer excellent experiences, while the serene lakes provide a delightful backdrop for relaxation. With a variety of activities catering to all ages, Windsor Hills is a fantastic destination for a memorable family getaway.

  • Walt Disney World® Resort: Experience the magic of this iconic theme park, located 11.3km from Windsor Hills. With enchanting attractions, beloved characters, and exhilarating rides, it offers unforgettable family entertainment that will delight visitors of all ages.
  • Orange County Convention Center: Situated 16.1km away, this vibrant arts centre showcases a rich cultural scene. Attend exhibits, performances, and conventions that highlight local and international talent, making it a hub for artistic expression and community engagement.
  • ChampionsGate Golf Club: Just 6.4km from Windsor Hills, this family-friendly golf course offers a welcoming atmosphere for enthusiasts of all levels. Enjoy scenic courses and excursions, complemented by the friendliness of the staff and fellow golfers.

Best time to go to Windsor Hills

The best time to visit Windsor Hills is dependant on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are average and weather is mostly sunny with moderate rain. January is its coolest month on average. At this time, 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 RainMostly SunnySlightly LowSlightly High

The nearest major airports for your trip to Windsor Hills

When visiting Windsor Hills in Four Corners, Florida, you can conveniently fly into two major airports. Orlando International Airport (MCO) is located 30.6km away, with nearby hotel options like The Ritz-Carlton Orlando, Grande Lakes, and Hyatt Regency Orlando, both offering airport shuttle services. Kissimmee Gateway Airport (ISM) is another option, situated 16.1km from Windsor Hills. Excellent hotels near ISM include Waldorf Astoria Orlando and Encore Resort and Water Park At Reunion by Rentyl, which also provide transportation services. Both airports offer easy access to your vacation destination, ensuring a smooth start to your trip.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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 $32 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.