Find hotels in Windsor Hills, Orlando from $297

Top reasons to visit Windsor Hills

• Proximity to Theme Parks: Windsor Hills is just a short drive from major attractions like Disney World and Universal Orlando, making it an ideal base for family fun.
• Family-Friendly Accommodations: The area offers a range of lodging options, from budget-friendly to luxurious resorts, catering to all family needs.
• Outdoor Activities: Enjoy nearby parks, lakes, golf courses, and basketball courts for a perfect mix of relaxation and adventure.
• Shopping and Dining: Explore vibrant shopping areas and local eateries in the charming Kissimmee district.
• Resort Amenities: Guests can take advantage of stunning resort pools and splash pools for added fun during their stay.

Find great hotels near Windsor Hills

Discover the perfect getaway in Windsor Hills, Florida, where a variety of accommodations await you, from budget-friendly options to luxurious resorts. Whether you're seeking a family-friendly retreat or a pet-friendly escape, Windsor Hills has it all. Enjoy access to stunning resort pools and splash pools, making your stay both relaxing and fun. Experience the ideal blend of comfort and convenience, just minutes away from Orlando's top attractions.

• The Grove Resort & Water Park Orlando: Nestled just 4 miles from Windsor Hills, The Grove Resort & Water Park Orlando is a family-friendly haven designed for adventure seekers. This 4-star resort offers a variety of thrilling activities, from surfing and bodyboarding to boat tours right on-site. Families can enjoy a plethora of amenities, including a dedicated children's club, a safe pool area for kids, and a complimentary water park. With a focus on fun and recreation, guests can explore nearby swimming spots, fishing opportunities, and various water sports equipment rentals, ensuring an unforgettable vacation experience.
• Holiday Inn Resort Orlando Suites - Waterpark, an IHG Hotel: Located 6 miles from Windsor Hills, this 3.5-star resort is perfect for families, business travelers, and pet owners alike. The Holiday Inn Resort offers a vibrant atmosphere, complete with an on-site waterpark and arcade game room, making it a hit with children. Business amenities include a 24-hour business center and accessible meeting rooms. Families can also partake in mini-golf and playgrounds, while pets are welcome with specific policies in place. The combination of leisure and convenience makes this hotel an ideal choice for diverse travelers.
• DoubleTree by Hilton at the Entrance to Universal Orlando: Situated 14 miles from Windsor Hills, DoubleTree by Hilton provides a blend of comfort and convenience for families, business travelers, and pet lovers. This 4-star hotel features multiple meeting rooms and an accessible business center, catering to all your corporate needs. Families will appreciate the child-friendly amenities, including a dedicated pool area and an arcade game room. With a pet-friendly policy allowing dogs and cats, guests can enjoy their stay with their furry friends. The warm hospitality and extensive facilities make this hotel a standout choice.

Discover the best areas to stay near Windsor Hills

Windsor Hills offers a perfect blend of family-friendly fun and outdoor adventures. Just a short drive away, explore the vibrant attractions of Orlando, including thrilling theme parks and beautiful shopping districts. The nearby charm of Kissimmee invites relaxing excursions and a taste of local culture. Whether you’re seeking entertainment or tranquility, Windsor Hills and its surrounding areas promise a memorable vacation experience for everyone.

• Orlando: As a vibrant metropolis, Orlando is a hub for family entertainment and business experiences. Situated near Windsor Hills, the city attracts visitors year-round, with peak seasons in March to April and July. You'll find a plethora of attractions, including world-famous theme parks, film studios, and beautiful beaches. Orlando's bustling shopping areas and arts centers provide a diverse range of activities, making it an exciting destination for all ages.
• Kissimmee: Located adjacent to Windsor Hills, Kissimmee is a charming city known for its family-friendly atmosphere and entertainment options. The city experiences consistent visitor traffic throughout the year, with peak periods in March and June to July. Kissimmee offers an array of activities, such as resorts, shopping areas, and vibrant shopping malls. Local attractions include theme parks and film studios, ensuring there's plenty to see and do while soaking up the Florida sun.
• Lake Buena Vista: Just 6 miles from Windsor Hills, Lake Buena Vista is a renowned city that draws travelers for family fun and entertainment. With a steady influx of visitors, particularly from January to March, the city offers a variety of venues, including resorts, shopping areas, and arts centers. Key attractions in Lake Buena Vista feature popular theme parks and event conference venues, making it an ideal spot for both leisure and business travelers looking for a memorable experience.

Things to do near Windsor Hills

Windsor Hills is the perfect destination for families seeking entertainment and outdoor fun. Visitors can enjoy nearby attractions such as shopping areas, golf courses, and basketball courts. With its close proximity to Orlando attractions and theme parks, guests can easily explore the vibrant entertainment district and experience the excitement of Kissimmee vacations. Whether you're looking for relaxation or adventure, Windsor Hills offers a variety of activities for everyone.

Food and drinks

Enjoy an adventurous dining experience at Pirate's Dinner Adventure, located 12 miles from Windsor Hills, perfect for families. If you're in the mood for a romantic outing, head to True Blue Winery, also 12 miles away, where you can savor delightful wines in a charming atmosphere.

Shopping

For a delightful shopping experience, visit Disney Springs™, located 6 miles from Windsor Hills, offering a vibrant atmosphere with family-friendly options. Old Town, 5 miles away, combines entertainment with city vibes. If you're up for a drive, check out the 192 Flea Market, 9 miles away, for unique finds.

Recreation

ESPN Wide World of Sports, located 3 miles from Windsor Hills, offers an energetic atmosphere with various sporting events and activities. For a more relaxed experience, visit Mystic Dunes Golf Club, just 0.7 miles away, featuring stunning outdoor scenery. Northeast Regional Park, 4 miles away, invites you to unwind amidst nature.

Adventure

Experience the thrill of indoor skydiving at iFly Orlando, located 13 miles from Windsor Hills, where you can feel the rush of free-fall. For a fun-filled race, head to Kissimmee Go-Karts, 8 miles away, and challenge your friends on the exciting track. Enjoy the scenic beauty of the Gen. James A. Van Fleet State Trail, 15 miles from Windsor Hills, perfect for hiking and outdoor adventures.

Nightlife

Experience the vibrant nightlife at The Wheel at ICON Park™, offering stunning views and family fun. Enjoy a medieval feast at Medieval Times, perfect for culture and romance. For some arcade excitement, head to WonderWorks, where adventure awaits for all ages.

Booking tips and Expedia advantages for Windsor Hills

To save money on your trip to Windsor Hills, consider visiting during the off-peak months of January and September to October for lower accommodation rates. Book your hotel about a month in advance or look for last-minute deals on Expedia. Utilize their search tools to find budget-friendly options and eco-certified hotels. Take advantage of free activities nearby, such as the Orlando Vineland Premium Outlets and Northeast Regional Park. Additionally, combine your hotel, flights, and activities through Expedia package deals for extra savings, and join their One Key membership for exclusive discounts.

• The most and least expensive months on average to stay in a hotel: The cheapest months to stay around Windsor Hills are January and September to October, where the prices are slightly lower. This is in comparison to February to April, 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.
• Find cheap hotels on Expedia: Utilize Expedia’s search tool to refine your preferences, such as your budget, desired location, and the type of hotel you’re looking for. For instance, selecting the "Eco-certified" filter will showcase sustainable and environmentally friendly hotels currently available. To find the best prices and deals, simply sort the price filter from lowest to highest.
• Consider bundling your trip: You can save money by combining your hotel stay at Windsor Hills with your flights and activities through an Expedia package deal.
• Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

Find the best attractions near Windsor Hills

Windsor Hills is perfect for family vacations, offering a mix of entertainment and outdoor activities. Visitors can explore nearby attractions like Disney World and Universal Orlando for thrilling experiences, as well as local highlights such as Champions Gate and Bella Vista. With beautiful parks and lakes, Windsor Hills caters to those seeking a blend of culture and outdoor fun, making it an ideal destination for families and adventure seekers alike.

• Walt Disney World® Resort: Just 7 miles from Windsor Hills, this iconic theme park offers a magical experience for all ages. With its enchanting rides, beloved characters, and immersive themed lands, you can create unforgettable memories with your family amidst the charming atmosphere of wonder and excitement.
• Universal Studios Florida: Located 13 miles away, this film studio brings movies to life! Experience thrilling attractions based on popular films, enjoy live shows, and immerse yourself in the excitement of the cinematic world, making it a fantastic destination for family fun.
• Orange County Convention Center: Situated 10 miles from Windsor Hills, this arts center is a hub of culture. Attend various events and exhibitions showcasing local art and creativity, offering a unique glimpse into the vibrant arts scene of the area.

Best time to go to Windsor Hills

Visitor numbers around Windsor Hills is generally unchanged in popularity throughout the year. 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 Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	60.6°F (15.9°C)	Light Rain	Mostly Sunny	Slightly High	Slightly Low
February	64.4°F (18.0°C)	Light Rain	Mostly Sunny	Average	Slightly High
March	67.6°F (19.8°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
April	72.7°F (22.6°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
May	77.2°F (25.1°C)	Light Rain	Mostly Sunny	Average	Average
June	81.1°F (27.3°C)	Light Rain	Mostly Sunny	Average	Average
July	82.4°F (28.0°C)	Moderate Rain	Mostly Sunny	Average	Average
August	82.6°F (28.1°C)	Moderate Rain	Mostly Sunny	Average	Average
September	80.4°F (26.9°C)	Moderate Rain	Mostly Sunny	Average	Slightly Low
October	75.2°F (24.0°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low
November	68.5°F (20.3°C)	Light Rain	Mostly Sunny	Slightly Low	Average
December	64.4°F (18.0°C)	No Rain (Dry)	Mostly Sunny	Slightly Low	Average

The nearest major airports for your trip to Windsor Hills

When visiting Windsor Hills, Florida, you have convenient access to several major airports. Orlando International Airport (MCO) is located 19 miles away, with nearby accommodations like The Ritz-Carlton Orlando, Grande Lakes, and Rosen Shingle Creek, both offering shuttle services. Orlando Sanford International Airport (SFB) is 38 miles from Windsor Hills, with options like Hilton Orlando/Altamonte Springs and DoubleTree by Hilton Hotel Orlando East providing shuttle transfers. Additionally, Kissimmee Gateway Airport (ISM) is only 10 miles away, featuring luxurious stays such as Conrad Orlando and Waldorf Astoria Orlando, both of which offer shuttle services to the airport. This makes travel to Windsor Hills both accessible and comfortable.