Hotels in Windsor Hills, Orlando

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Our top choices for Windsor Hills hotels

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 CA $715
CA $1,215 total
includes taxes & fees
Apr 27 - Apr 28
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
The price is CA $788
CA $1,361 total
includes taxes & fees
Apr 27 - Apr 28
Magical Adv 5 Star Villa Movie Room Arcade Pool and More

Holiday Inn Express Hotel & Suites Ocoee East by IHG

Holiday Inn Express Hotel & Suites Ocoee East by IHG
2.5 star property
27.8 km from Windsor Hills
8.6 out of 10, Excellent, (1,000 reviews)
"My favorite property to stay at when in Orlando "
United States
Heather
The price is CA $156
CA $175 total
includes taxes & fees
May 13 - May 14
Holiday Inn Express Hotel & Suites Ocoee East by IHG

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, (4,681 reviews)
"The staff was super nice , the breakfast was great, the rooms were clean as well. "
United States
PATRICIA
The price is CA $150
CA $169 total
includes taxes & fees
May 14 - May 15
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

Rosen Shingle Creek

Rosen Shingle Creek
4.5 star property
19.7 km from Windsor Hills
9.4 out of 10, Exceptional, (4,706 reviews)
"Great family place to stay. "
United States
Alberto
The price is CA $145
CA $163 total
includes taxes & fees
May 10 - May 11
Rosen Shingle Creek

Wyndham Garden Orlando Airport

Wyndham Garden Orlando Airport
3.0 star property
28.2 km from Windsor Hills
9.0 out of 10, Wonderful, (4,071 reviews)
"Clean hotel will definitely book again. "
United States
Teya
The price is CA $148
CA $166 total
includes taxes & fees
May 11 - May 12
Wyndham Garden Orlando Airport

Cambria Hotel Orlando Airport

Cambria Hotel Orlando Airport
3.0 star property
29.7 km from Windsor Hills
9.0 out of 10, Wonderful, (1,901 reviews)
"On of the best hotel and affordable "
United States
Edax
The price is CA $133
CA $149 total
includes taxes & fees
Apr 27 - Apr 28
Cambria Hotel Orlando Airport

Orlando Palms Hotel

Orlando Palms Hotel
2.5 star property
23.1 km from Windsor Hills
7.8 out of 10, Good, (2,685 reviews)
"Great place to stay at"
United States
Glennrick
The price is CA $84
CA $111 total
includes taxes & fees
May 4 - May 5
Orlando Palms Hotel

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, (5,457 reviews)
"Enjoyed my stay, everything is very convenient "
Canada
Courtney
The price is CA $156
CA $175 total
includes taxes & fees
May 13 - May 14
Home2 Suites by Hilton Orlando at Flamingo Crossings

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, (2,197 reviews)
"Great stay"
United States
Nicole
The price is CA $137
CA $154 total
includes taxes & fees
Apr 27 - Apr 28
avid hotel Orlando International Airport by IHG

Florida Hotel & Conference Center in the Florida Mall

Florida Hotel & Conference Center in the Florida Mall
3.5 star property
24.1 km from Windsor Hills
9.2 out of 10, Wonderful, (1,343 reviews)
"The whole stay was fantastic!!"
United States
Kristen
The price is CA $266
CA $335 total
includes taxes & fees
Apr 26 - Apr 27
Florida Hotel & Conference Center in the Florida Mall

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, (6,870 reviews)
"Love this hotel "
United States
erika
The price is CA $122
CA $137 total
includes taxes & fees
May 17 - May 18
DoubleTree by Hilton at the Entrance to Universal Orlando

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, (1,972 reviews)
"Great stay "
United States
Tiffney
The price is CA $138
CA $156 total
includes taxes & fees
Apr 28 - Apr 29
Holiday Inn Express 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, (5,114 reviews)
"The breakfast was amazing and rooms were comfortable!"
United States
Jenna
The price is CA $53
CA $107 total
includes taxes & fees
Apr 30 - May 1
Palazzo Lakeside Hotel

Orlando International Drive North Hotel

Orlando International Drive North Hotel
3.0 star property
20.8 km from Windsor Hills
7.4 out of 10, Good, (3,165 reviews)
"Family friendly, breakfast was great with a lot of choices. Bed was comfortable with great location "
United States
Tina
The price is CA $90
CA $128 total
includes taxes & fees
Apr 29 - Apr 30
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, (3,496 reviews)
"Very clean hotel"
United States
Richard
The price is CA $73
CA $83 total
includes taxes & fees
May 11 - May 12
Seasons Florida Resort

Caribe Royale Orlando

Caribe Royale Orlando
4.5 star property
11.1 km from Windsor Hills
9.2 out of 10, Wonderful, (4,947 reviews)
"Great location and hotel!"
United States
Ashley
The price is CA $209
CA $294 total
includes taxes & fees
May 14 - May 15
Caribe Royale 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, (2,034 reviews)
"Great hotel !!"
United States
Ana
The price is CA $174
CA $195 total
includes taxes & fees
May 17 - May 18
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Sleep Inn & Suites Orlando International Airport

Sleep Inn & Suites Orlando International Airport
2.5 star property
27.5 km from Windsor Hills
8.0 out of 10, Very good, (1,507 reviews)
"great location"
Canada
Angelo
The price is CA $115
CA $130 total
includes taxes & fees
May 4 - May 5
Sleep Inn & Suites Orlando International Airport

Alhambra Villas

Alhambra Villas
3.0 star property
Solivita, 23.5 km from Windsor Hills
9.2 out of 10, Wonderful, (1,000 reviews)
"Clean rooms, fully decked out kitchen, large tub great location for visiting the poinciana area"
Canada
JoAnn
The price is CA $95
CA $123 total
includes taxes & fees
May 11 - May 12
Alhambra Villas
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

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

Bay Lake

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.

Champions Gate

Abundant dining options and pristine 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.

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

While visiting Florida Center, you might make a stop by sights like Universal Orlando Resort and Universal Studios Florida.

Top Windsor Hills Hotel Reviews

Find out more about Windsor Hills

Top reasons to visit Windsor Hills

  • Proximity to Theme Parks: Windsor Hills is conveniently located near world-famous attractions like Disney World and other theme parks, making it perfect for family adventures.
  • Family-Friendly Atmosphere: The vibrant community offers a welcoming environment with recreational options suitable for all ages.
  • Outdoor Activities: Enjoy serene lakes, golf courses, and various outdoor pursuits for those seeking adventure or relaxation.
  • Diverse Accommodation: Choose from family-friendly resorts to romantic hotels, catering to all traveller preferences.
  • Shopping and Dining: A variety of shopping facilities and dining options enhance the overall experience in Windsor Hills.

Find great hotels near Windsor Hills

Discover the charm of Windsor Hills, a premier vacation destination in Four Corners, Florida. Offering a variety of accommodations such as resorts and vacation villas, this family-friendly area is perfect for romantic getaways or pet-friendly retreats. With options like Windsor Hills Resort and Global Resort Homes, you’ll find the ideal rental to suit your needs while enjoying easy access to nearby attractions. Experience a memorable stay in this idyllic locale.

  • Hilton Vacation Club Mystic Dunes Orlando: This 3.5-star hotel boasts a remarkable guest rating of 9.0 and is located 805m from Windsor Hills. Hilton Vacation Club Mystic Dunes Orlando offers a family-friendly atmosphere with a golf-themed experience. Guests can enjoy a variety of golfing activities right on the property. Children are well catered for, with amenities such as games, books, and a child-friendly pool. The spacious accommodations and engaging activities make this hotel an excellent choice for families looking to combine relaxation with recreation.
  • Walt Disney World Dolphin: A 4-star gem with a stellar guest rating of 9.0, the Walt Disney World Dolphin is situated 6.4km from Windsor Hills. This resort is perfect for families seeking a beach and golf-themed vacation. With direct access to the beach and numerous golf activities on-site, this hotel is a playground for adventure seekers. The property also offers a range of children’s amenities, including supervised childcare, a pool designed for kids, and a shared playground. This hotel promises to deliver a magical experience for families visiting the area.
  • Delta Hotels by Marriott Orlando Celebration: Rated at 3.5 stars with a guest rating of 8.2, Delta Hotels by Marriott Orlando Celebration is located 6.4km from Windsor Hills. This hotel is ideal for families looking for a city-themed adventure. Guests can participate in exciting activities like parasailing, hiking, and biking, all available nearby. The hotel also offers convenient amenities for children, including free cribs and breakfast options. Its central location makes it easy to explore the vibrant surroundings, ensuring a memorable stay for all.

Where to stay near Windsor Hills

Windsor Hills is an ideal family-friendly destination, perfectly situated for an unforgettable vacation in Florida. This vibrant neighborhood offers a delightful atmosphere with friendly locals, exciting recreation options, and a relaxing environment. Explore nearby attractions and enjoy the perfect blend of entertainment and relaxation, making your trip to Windsor Hills truly memorable. Whether it's thrilling excursions or peaceful moments, you'll find the best of Florida right at your doorstep.

  • Orlando: As a bustling metropolis, Orlando serves as the heart of Florida's entertainment scene. Located conveniently close to Windsor Hills, this vibrant city welcomes visitors year-round, with peak seasons in March, July, and December. Families flock here for its world-renowned theme parks and attractions, which include a variety of resorts, shopping areas, and arts centres. Orlando's local landmarks, such as iconic theme parks and film studios, promise an unforgettable experience filled with adventure and excitement. Don't miss the chance to explore its diverse dining options and lively nightlife.
  • Four Corners: Nestled near Windsor Hills, Four Corners is a charming village that offers a more relaxed vacation vibe. While its visitor numbers peak in February to March and July, the area remains a great destination for families seeking outdoor adventures and entertainment. Popular activities include golfing at local courses and enjoying the nearby resorts. With proximity to essential attractions like theme parks and sports facilities, Four Corners ensures that visitors have access to both leisure and fun. The friendly atmosphere makes it an ideal spot for creating lasting memories.
  • Lake Buena Vista: Located just 9.7km away from Windsor Hills, Lake Buena Vista is a vibrant city that attracts visitors throughout the year, with peak travel times from January to March. Known for its family-friendly atmosphere, this city offers an array of entertainment options, including resorts and shopping centres. Visitors can explore nearby theme parks and film studios, making it a hub for excitement and adventure. With its inviting ambiance, Lake Buena Vista is a must-visit destination for anyone looking to experience the magic of Central Florida.

Things to do near Windsor Hills

Windsor Hills, located in Four Corners, Florida, is perfect for family and entertainment-themed vacations. Visitors can enjoy activities like golfing, shopping, and relaxing in BBQ areas. The resort also provides easy access to popular attractions such as nearby theme parks and Discovery Cove, making it an ideal destination for both leisure and adventure.

Shopping

In Windsor Hills, visit the nearby Lake Buena Vista Factory Stores for great deals on popular brands. For unique souvenirs, explore the shops at Disney Springs, where you’ll find artisan goods and themed merchandise, perfect for gifts to take back home.

Recreation

Experience the serene atmosphere at Ridgewood Lakes Golf and Country Club, only 14.5km from Windsor Hills, where luxury meets relaxation on the green. Windermere Country Club, located 20.9km away, offers a tranquil escape with top-notch amenities. Rio Pinar Country Club, 40.2km distant, boasts a beautiful setting for unwinding.

Adventure

Explore the Windsor Hills Water Park for thrilling water slides and a relaxing lazy river. For outdoor fun, try the sports courts for tennis and basketball, or enjoy a scenic walk along the lush paths. Don't miss the chance for a friendly game of mini-golf with family.

Nightlife

In Windsor Hills, the nightlife is vibrant with options like the nearby Old Town, offering lively bars and live music. The area's family-friendly atmosphere invites fun-filled evenings at local eateries and outdoor events, ensuring a delightful experience after sunset.

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

Booking tips and Expedia advantages for Windsor Hills

  • 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: Booking a hotel around Windsor Hills about 1 month out from when you are planning to stay is usually when prices are lowest. If you're a little more spontaneous, you could also peruse Expedia's last minute deals for hotels, look out for the green banner below the price, as this indicates a cheaper deal.
  • 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 choices based on your budget, desired location, and preferred type of accommodation. To find the best prices and deals, 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 is perfect for family vacations and entertainment seekers, offering a mix of attractions like theme parks, scenic lakes, and golf courses. Nearby, you can explore Disney Springs for shopping and dining, while local outdoor and cultural experiences provide ample opportunities for adventure. Whether you're looking to relax or have fun, Windsor Hills caters to all, making it an ideal base for your Florida getaway.

  • Walt Disney World® Resort: Experience the magic at this iconic theme park, located 11.3km from Windsor Hills. With enchanting attractions, thrilling rides, and beloved characters, it's a family-friendly haven that promises unforgettable memories for visitors of all ages.
  • ChampionsGate Golf Club: Situated 6.4km away, this golf course offers a welcoming atmosphere and is perfect for families seeking a fun day out. With excellent facilities and friendly staff, it's an ideal spot for golf enthusiasts and newcomers alike.
  • Disney's Lake Buena Vista Golf Course: Located 9.7km from Windsor Hills, this picturesque country club features a family-friendly vibe with beautiful scenery. Perfect for a relaxing day on the greens, it’s a great spot for excursions with loved ones.

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 RainMostly SunnySlightly LowSlightly High

The nearest major airports for your trip to Windsor Hills

When visiting Windsor Hills, Florida, the nearest major airport is Orlando International Airport (MCO), situated 30.6km away. Recommended hotels nearby include The Ritz-Carlton Orlando, Grande Lakes and Rosen Shingle Creek, both about 12.9km from MCO, offering convenient airport transportation services. Tampa International Airport (TPA) is 99.8km away, with excellent hotel options such as The Tampa EDITION and JW Marriott Tampa Water Street, both 9.7km from TPA. For those considering Sarasota-Bradenton International Airport (SRQ), located 140.0km away, The Ritz-Carlton, Sarasota and Lido Beach Resort are great choices within close proximity to the airport, providing easy access for travellers.

Frequently asked questions

When is the best time to go to Windsor Hills?
The best time to visit Windsor Hills for pleasant weather and fewer crowds is during the spring (March to May) or autumn (September to November).

During these periods, you'll find the weather warm and sunny but not excessively hot or humid, making it comfortable for exploring the theme parks and enjoying outdoor activities. Average temperatures range from the low 20s to high 20s Celsius, superb for a relaxing holiday without the intense summer heat. These months also tend to be less busy than the peak summer season, meaning shorter queues at attractions and a more relaxed experience overall.

Families often find spring break or the autumn half-term holidays ideal for a trip to Windsor Hills. The milder weather is much more forgiving for children, and the reduced crowds can significantly improve the theme park experience.
Can I cancel my hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Windsor Hills hotel for you.
How can I save on a Windsor Hills hotel booking with Expedia?
With Expedia, you'll unlock our lowest prices by becoming a member. It's free and easy to join, and you can even access member perks too. Just remember to sign in to get our best prices on Windsor Hills hotels. Another way to save is by booking your hotel and flights together on Expedia, where bundling can lead to 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 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.

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