Hotels in Windsor Hills, Orlando

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Top 10 Hotels in Windsor Hills, Orlando

Ultimate Adventure Villa Top Rated 5 Star Disney More

2.0 star property
Windsor Hills
Ultimate Adventure Villa Top Rated 5 Star Disney More

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

4.0 star property
13.8 km from Windsor Hills
9.2 out of 10, Wonderful, (2674)
"Stayed here before always enjoyed it "
United States
Margaret
The price is RM422
RM474 total
includes taxes & fees
7 Dec - 8 Dec
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

The Grove Resort & Water Park Orlando

4.0 star property
6.9 km from Windsor Hills
8.0 out of 10, Very good, (8813)
"Great stay"
United States
Breanna
The price is RM454
RM738 total
includes taxes & fees
1 Dec - 2 Dec
The Grove Resort & Water Park Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

4.0 star property
10.4 km from Windsor Hills
9.2 out of 10, Wonderful, (4016)
"Nice place to stay for family. "
United States
Niketan Chhaganbhai
The price is RM436
RM490 total
includes taxes & fees
16 Dec - 17 Dec
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Kompose Boutique Resort at Theme Parks

3.0 star property
1.8 km from Windsor Hills
9.4 out of 10, Exceptional, (1866)
"Great stay."
United States
Jasmin
The price is RM156
RM342 total
includes taxes & fees
2 Dec - 3 Dec
Kompose Boutique Resort at Theme Parks

Westgate Lakes Resort & Spa Universal Studios Area

4.0 star property
16.9 km from Windsor Hills
8.2 out of 10, Very good, (5542)
"Great staff and resort"
United States
Parker
The price is RM404
RM575 total
includes taxes & fees
3 Dec - 4 Dec
Westgate Lakes Resort & Spa Universal Studios Area

Rosen Shingle Creek

4.5 star property
19.7 km from Windsor Hills
9.4 out of 10, Exceptional, (4321)
"Great resort "
United States
Camille
The price is RM460
RM517 total
includes taxes & fees
14 Dec - 15 Dec
Rosen Shingle Creek

Rosen Inn International

3.0 star property
18.9 km from Windsor Hills
8.4 out of 10, Very good, (5923)
"Close to all attractions "
United States
JoAnn
The price is RM307
RM346 total
includes taxes & fees
1 Dec - 2 Dec
Rosen Inn International

Caribe Royale Orlando

4.5 star property
11.1 km from Windsor Hills
9.2 out of 10, Wonderful, (4520)
"Hotel was very clean, staff was super friendly, a lot of food options!"
United States
Justin
The price is RM740
RM1,009 total
includes taxes & fees
1 Dec - 2 Dec
Caribe Royale Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

4.0 star property
22.1 km from Windsor Hills
8.4 out of 10, Very good, (6930)
"Great stay "
United States
Anthony
The price is RM369
RM416 total
includes taxes & fees
15 Dec - 16 Dec
DoubleTree by Hilton at the Entrance to Universal Orlando

SPOT X Hotel Orlando/Intl Dr by The Red Collection

3.0 star property
13.1 km from Windsor Hills
8.6 out of 10, Excellent, (2924)
"One of the best hotel!"
United States
Li
The price is RM257
RM364 total
includes taxes & fees
8 Dec - 9 Dec
SPOT X Hotel Orlando/Intl Dr by The Red Collection

Rosen Inn Lake Buena Vista

3.5 star property
12.1 km from Windsor Hills
8.6 out of 10, Excellent, (5633)
"Amazing stay "
United States
Elsy
The price is RM327
RM368 total
includes taxes & fees
1 Dec - 2 Dec
Rosen Inn Lake Buena Vista

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, (1050)
"Great room great breakfast"
United States
Kelly
The price is RM393
RM437 total
includes taxes & fees
2 Dec - 3 Dec
Holiday Inn Express & Suites Clermont Se West Orlando by IHG

Hyatt Regency Grand Cypress

4.0 star property
11.3 km from Windsor Hills
9.2 out of 10, Wonderful, (2296)
"Rooms were a nice size and clean, we enjoyed the property grounds and overall atmosphere of the hotel."
United States
Casey
The price is RM666
RM981 total
includes taxes & fees
14 Dec - 15 Dec
Hyatt Regency Grand Cypress

Home2 Suites by Hilton Orlando at Flamingo Crossings

3.0 star property
7.1 km from Windsor Hills
9.2 out of 10, Wonderful, (5035)
"Really nice place to stay and the breakfast was really great to have each morning. "
United States
Amanda Kay
The price is RM426
RM480 total
includes taxes & fees
8 Dec - 9 Dec
Home2 Suites by Hilton Orlando at Flamingo Crossings

Seasons Florida Resort

2.0 star property
12.4 km from Windsor Hills
8.8 out of 10, Excellent, (3272)
"Staff nice , nice room for price ! "
United States
Paris
The price is RM251
RM285 total
includes taxes & fees
1 Dec - 2 Dec
Seasons Florida Resort

Hotel Monreale Express and Studios IDrive District

3.0 star property
18.4 km from Windsor Hills
7.4 out of 10, Good, (3064)
"Great place to stay for the price"
United States
Kyle
The price is RM246
RM277 total
includes taxes & fees
14 Dec - 15 Dec
Hotel Monreale Express and Studios IDrive District

Summer Bay Orlando by Exploria Resorts

3.5 star property
6.8 km from Windsor Hills
8.8 out of 10, Excellent, (2062)
"The staff are very friendly and the resort is gorgeous! "
United States
Katherina
The price is RM405
RM587 total
includes taxes & fees
10 Dec - 11 Dec
Summer Bay Orlando by Exploria Resorts

Avanti International Resort

4.0 star property
18 km from Windsor Hills
7.8 out of 10, Good, (4254)
"Great room, helpful cleaners, wonderful pool, great location"
United Kingdom
Gabrielle
The price is RM235
RM348 total
includes taxes & fees
16 Dec - 17 Dec
Avanti International Resort

Holiday Inn & Suites Orlando I-Drive Theme Parks by IHG

3.0 star property
13.3 km from Windsor Hills
9.0 out of 10, Wonderful, (1687)
"Good place to stay "
United States
Arturo
The price is RM327
RM368 total
includes taxes & fees
14 Dec - 15 Dec
Holiday Inn & Suites Orlando I-Drive Theme Parks 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.

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.

Downtown Orlando

One of the most popular neighborhoods in Florida, this bustling area is full of art galleries, shops, bars and restaurants.

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.

Top Windsor Hills Hotel Reviews

Find out more about Windsor Hills

Top reasons to visit Windsor Hills

  • Family-Friendly Resort Amenities: Windsor Hills features a range of resort facilities perfect for families, including pools, sports courts, and play areas.
  • Proximity to Theme Parks: The location allows easy access to famous theme parks and amusement parks, ideal for adventure seekers.
  • Diverse Accommodation Options: Choose from luxurious villas to cosy retreats catering to various budgets and preferences.
  • Charming Local Neighbourhoods: Explore nearby American neighbourhoods, including Baldwin Hills, for a taste of local culture.
  • Recreational Activities: Engage in numerous outdoor activities, from golfing to relaxing in picturesque settings.

Find great hotels near Windsor Hills

Windsor Hills offers a delightful selection of accommodation options, ranging from family-friendly resorts to charming hotels, perfect for any traveller. Whether you're seeking a romantic getaway, a pet-friendly retreat, or a spacious complex for the entire family, you'll find a variety of choices that cater to your needs. Many lodgings also provide complimentary Wi-Fi, ensuring you stay connected during your visit to this enchanting destination.

  • Hilton Vacation Club Mystic Dunes Orlando: Embrace a family-friendly atmosphere at Hilton Vacation Club Mystic Dunes Orlando, a delightful 3.5-star hotel located a mere 805m from Windsor Hills. This golf-themed retreat caters to families and business travellers alike, offering an array of amenities including a mini-golf course, ping pong tables, and a children's pool. The property is designed to ensure that younger guests are entertained with various games and activities, making it an ideal choice for families seeking both relaxation and adventure.
  • Walt Disney World Dolphin: Experience enchantment at the 4-star Walt Disney World Dolphin, situated 6.4km from Windsor Hills. This LGBTQIA-friendly hotel offers a welcoming environment for families and friends. Guests can enjoy a vibrant playground, an arcade game room, and free cribs for infants, ensuring comfort for all ages. Its proximity to Disney attractions makes it a magical choice for those looking to immerse themselves in the world of fantasy and fun, all while providing excellent family-oriented amenities.
  • Parkway International Resort: Discover a warm and inviting atmosphere at Parkway International Resort, a 3-star hotel located 6.4km from Windsor Hills. This LGBTQIA-friendly resort is perfect for families, featuring a shared playground, children’s pool, and ping pong tables. The resort’s spacious accommodations and relaxed vibe make it an excellent base for exploring nearby attractions while ensuring that younger guests have plenty of activities to keep them engaged. Enjoy quality family time in a welcoming setting that feels like home.

Where to stay near Windsor Hills

Windsor Hills offers a delightful escape for families and adventure seekers alike. With its prime location, you can easily explore the charming American neighbourhoods nearby, including Baldwin Hills. Enjoy a range of accommodation choices, from luxurious villas to cosy retreats. Engage in recreational activities or simply unwind in the beautiful alpine meadows. This area is perfect for creating lasting memories while experiencing the warm hospitality of friendly locals.

  • Orlando: A bustling metropolis, Orlando is the heart of the theme park capital of the world. With Windsor Hills nestled within its borders, this vibrant city offers a year-round influx of visitors eager for family-friendly entertainment and business opportunities. March, July, and December see the highest numbers of tourists, drawn by the city's renowned resorts, shopping areas, and arts centres. Don't miss the iconic theme parks and film studios that are local landmarks, alongside beautiful beaches that provide a perfect escape after a day of thrilling attractions.
  • Four Corners: A charming village, Four Corners offers a more relaxed atmosphere while still being in close proximity to the excitement of Windsor Hills. The area thrives on family-oriented and outdoor experiences, particularly in February to March and July, when visitor numbers peak. Golf enthusiasts will appreciate the local golf courses, while the nearby theme parks and sports facilities provide ample entertainment. Four Corners is an ideal base for exploring the surrounding attractions while enjoying a more tranquil setting.
  • Lake Buena Vista: Situated just 9.7km from Windsor Hills, Lake Buena Vista is a dynamic city that attracts visitors throughout the year, with peak seasons from January to March. Known for its family and business-friendly environment, the city features numerous resorts and shopping areas, making it a delightful spot to unwind after a day of adventure. The proximity to theme parks, film studios, and sports facilities ensures there's never a dull moment, making it a must-visit destination during your stay.

Things to do near Windsor Hills

Windsor Hills is an ideal destination for family and business-themed holidays, offering a variety of activities and attractions. Visitors can enjoy the resort amenities, explore nearby shopping areas, and partake in golf. An exciting highlight is the adventure villa, which promises fun for all ages, making it a perfect choice for those seeking entertainment and leisure in a picturesque setting.

Shopping

For shopping, visit Old Town, a vibrant shopping centre 8.0km from Windsor Hills, offering entertainment and family-friendly experiences. Alternatively, Disney Springs™, 9.7km away, provides a delightful atmosphere for city and family vibes. If you're willing to drive, the Mall at Millenia, 18.0km distant, boasts diverse shops.

Recreation

Explore the ESPN Wide World of Sports Complex, just 4.8km from Windsor Hills, where you can immerse yourself in energetic sports activities. For a scenic outdoor experience, the Mystic Dunes Golf Club, 1.1km away, offers a refreshing round of golf amidst beautiful landscapes. For relaxation, visit Northeast Regional Park, located 6.4km away, perfect for unwinding in nature.

Adventure

Experience the thrills of Disney's Typhoon Lagoon Water Park, located 8.0km from Windsor Hills, where you can enjoy exciting water rides and family fun. For more adrenaline, head to Kissimmee Go-Karts, 12.9km away, or explore the USA Water Ski & Wake Sports Foundation Museum, 11.3km away, for a unique outdoor adventure.

Nightlife

The nightlife in Windsor Hills offers a delightful mix of experiences. Enjoy a captivating show at Medieval Times, just 12.9km away, or unleash your adventurous spirit at Wonderworks, 17.7km from the area. For a cinematic experience, Regal The Loop awaits, also 17.7km distant, perfect for family fun.

*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 on your trip to Windsor Hills, consider visiting during the cheaper months of August to September and November. Book your hotel about a month in advance for the best rates, with Tuesday being the least expensive night. Use Expedia's search tool to filter by budget and sort from lowest to highest price. Look for last-minute deals if you're booking late, and consider combining your hotel, flights, and activities for additional savings. Take advantage of free local attractions and affordable public transport options to further cut costs.

  • 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, though if you're late to the party, have a look at Expedia's last minute deals - the green banner below the hotel's price indicates a discounted rate.
  • 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 tool enables you to specify your budget, chosen location, and additional preferences. By sorting your search results from lowest to highest price, you can easily find the most affordable hotels first. Furthermore, you have the option to refine your search by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels that are available for booking.
  • Consider bundling your trip: You can potentially reduce your expenses by combining your Windsor Hills hotel reservation with your flights and activities through an Expedia package.

Find the best attractions near Windsor Hills

Windsor Hills is an ideal destination for family-oriented and entertainment-themed holidays. Visitors can explore a variety of attractions, including theme parks, lakes, and amusement parks, all catering to those seeking outdoor fun and memorable experiences. Whether travelling with family or attending a business event, Windsor Hills offers a delightful mix of activities that ensure a fantastic stay.

  • Walt Disney World® Resort: Experience the magic of Disney at this world-renowned theme park, located 11.3km from Windsor Hills. With thrilling rides, enchanting shows, and beloved characters, it provides a delightful escape for families and guests of all ages.
  • Orange County Convention Center: Situated 16.1km away, this impressive arts centre showcases a rich tapestry of culture through exhibitions, conventions, and events. It's a perfect spot for art lovers and those looking to immerse themselves in the local creative scene.
  • Disney's Animal Kingdom® Theme Park: Just 4.8km from Windsor Hills, this unique theme park combines a love for wildlife with thrilling attractions. Explore lush landscapes, encounter exotic animals, and enjoy captivating shows in a family-friendly environment.

Best time to go to Windsor Hills

The best time to visit Windsor Hills is dependent 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

Reaching Windsor Hills, Florida, is convenient with nearby airports. Orlando International Airport (MCO) is located 30.6km away, with excellent hotel options like the 4.5-star Rosen Shingle Creek, situated 12.9km from the airport, offering accessible transport services. The 4.5-star Hyatt Regency Orlando is 16.1km from MCO, providing airport shuttle services. Kissimmee Gateway Airport (ISM) is situated 16.1km from Windsor Hills, with top accommodations such as the 5-star Encore Resort and Water Park at Reunion, 14.5km away, offering transfers and shuttles. Another option is the 5-star Four Seasons Resort Orlando, also 16.1km from ISM, which provides similar transport services.

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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.
How many hotels can I expect to find in the Windsor Hills area?
Expedia has 1885 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.