Windermere Holidays

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Things to do near Windermere

Windermere, Florida, offers a delightful array of family-friendly activities and outdoor adventures. Visitors can enjoy the scenic beauty while indulging in shopping, golfing, and exploring local resorts. With numerous family attractions and sightseeing opportunities, Windermere is perfect for those seeking both relaxation and entertainment. Don't miss out on the chance to experience the charm of this picturesque town during your holiday.

Shopping

For a delightful shopping experience in Windermere, visit the Orlando International Premium Outlets, just 8.0km away, and the Mall at Millenia, located 9.7km away. Both offer a vibrant atmosphere with a mix of shopping, entertainment, and family-friendly options. If you're up for a drive, check out Shoppers World Shopping Center, also 8.0km away.

Recreation

Experience the Kia Center for an energetic atmosphere filled with sports activities, located a mere 16.1km from Windermere. Enjoy the stunning landscapes at Grand Cypress Golf Club, just 9.7km away, perfect for a relaxing day on the green. For family fun, Congo River Golf offers adventurous mini-golf, only 8.0km away.

Adventure

Experience the thrills at Universal’s Volcano Bay, a vibrant waterpark 6.4km from Windermere, featuring exhilarating slides and wave pools for all ages. For a unique adventure, try iFly Orlando, located 8.0km away, where you can experience the sensation of indoor skydiving amidst exciting sports vibes.

Head to Carter Family Bowl, an arcade and adventure zone 8.0km from Windermere, where families can enjoy a variety of games and activities in a lively atmosphere, perfect for creating unforgettable memories together.

Nightlife

Windermere offers a charming nightlife with a relaxed atmosphere. Enjoy a cocktail at the elegant Windermere Wine & Cider Bar or savour a delightful meal at the nearby The Osprey Tavern. For a local pub experience, visit the historic The Olde Towne Tavern, perfect for unwinding after a day of exploration.

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

Find the best attractions near Windermere

Windermere, Florida, is perfect for families seeking outdoor entertainment and cultural experiences. Visitors can explore attractions like theme parks, the beautiful lakes, and golf courses, offering a range of activities for all ages. Notable highlights include the scenic Lake Windermere, which provides a lovely backdrop for holidays, making it an ideal spot for both relaxation and adventure.

  • Walt Disney World® Resort: Just 9.7km away, this iconic theme park offers a magical experience for families and thrill-seekers alike. Immerse yourself in enchanting attractions, captivating shows, and beloved Disney characters, all within a vibrant atmosphere filled with joy and excitement.
  • Orange County Convention Center: Also 9.7km away, this cultural hub hosts a variety of events and exhibitions, showcasing the arts in all forms. Explore captivating displays, engage with local artists, and enjoy the diverse cultural vibes that make this venue a must-visit.
  • Arnold Palmer's Bay Hill Golf Club: Located 4.8km from Windermere, this prestigious golf course offers a family-friendly environment with opportunities for excursions and adventure. Enjoy the warm hospitality of friendly staff while playing on a beautifully manicured course.

Best time to go to Windermere

The best time to visit Windermere can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Windermere falls in August, when visitor numbers are average and weather is mostly sunny with moderate rain. The coolest average temperature in Windermere falls in January, visitor numbers are average and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January60.3°F (15.7°C)Light RainMostly SunnyAverageAverage
February64.2°F (17.9°C)No RainMostly SunnyAverageAverage
March67.5°F (19.7°C)Light RainMostly SunnyAverageSlightly High
April72.5°F (22.5°C)Light RainMostly SunnySlightly HighSlightly High
May77.0°F (25.0°C)Light RainMostly SunnyAverageAverage
June80.8°F (27.1°C)Light RainMostly SunnyAverageAverage
July82.2°F (27.9°C)Moderate RainMostly SunnySlightly HighAverage
August82.4°F (28.0°C)Moderate RainMostly SunnyAverageSlightly Low
September80.2°F (26.8°C)Light RainMostly SunnySlightly HighSlightly Low
October75.0°F (23.9°C)Light RainMostly SunnySlightly LowAverage
November68.2°F (20.1°C)No RainMostly SunnySlightly LowSlightly Low
December64.0°F (17.8°C)No RainMostly SunnySlightly LowSlightly High

Tips to save on your trip to Windermere

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling to Windermere during the low season (August to September and November) for more affordable options.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Top hotels in Windermere

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

4 out of 5
8800 Vistana Centre Dr Orlando FL
Fully refundableReserve now, pay when you stay
The price is €166 per night from 14 Jul to 15 Jul
€166
14 Jul - 15 Jul
includes taxes & fees
9.2/10 Wonderful! (5,999 reviews)
"The carpet near the window was wet from a water leak, which caused a mildew smell. When we contacted the lobby for the inconvenience, they said they will allow a later checkout. The following day that information was not communicated to the rest of the staff which caused constant knocking on the ..."

Reviewed on 5 Jul 2026

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

4 out of 5
14501 Grove Resort Avenue Winter Garden FL
Fully refundableReserve now, pay when you stay
The price is €229 per night from 8 Jul to 9 Jul
€229
8 Jul - 9 Jul
includes taxes & fees
The Grove Resort & Water Park Orlando
Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

3.5 out of 5
6550 Adventure Way Orlando FL
Fully refundableReserve now, pay when you stay
The price is €148 per night from 19 Jul to 20 Jul
€148
19 Jul - 20 Jul
includes taxes & fees
9/10 Wonderful! (7,110 reviews)
"The best resort we’ve stayed in a long time!it’s of activities and access to the universal theme parks"

Reviewed on 4 Jul 2026

Universal's Cabana Bay Beach Resort
See all 52,222 properties in Windermere
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.

Stay near popular Windermere attractions

Tibet Butler Preserve

Explore 3.6 miles of trails through Florida's diverse ecosystems at this tranquil preserve near Orlando. The Vera Carter Environmental Centre offers fascinating exhibits about local wildlife and habitats.
See properties

What to do in Windermere

Walt Disney World® Resort Theme Park Tickets

Walt Disney World® Resort Theme Park Tickets

€158
per adult
88% of travellers recommend
Walt Disney World® Resort Theme Park Tickets
Magic Kingdom® Park

Walt Disney World® Theme Park Tickets

€684
per adult
88% of travellers recommend
Walt Disney World® Theme Park Tickets
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options

Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options

€29
per adult
92% of travellers recommend
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
See all activities in Windermere

Frequently asked questions

How much does a Windermere holiday package cost?
You'll find cheap prices on Expedia for your Windermere getaway. However, factors like the season, choice of hotel and length of stay will influence how much your holiday to Windermere costs.
What are the cheapest months to go to Windermere?
Plan your trip for the off-peak season and you're likely to get cheap Windermere holiday packages. Bear in mind that public holidays and local events and festivals can have an impact on prices, so do some research before booking.
How many days is enough for Windermere?
Windermere holidays can be short or long, but to really sink your teeth into this destination, we reckon 3 days is a good ballpark. This will mean you can fit in top attractions like Windermere Country Club and Windermere Country Club and seek out some hidden gems. Don't forget to explore neighbourhoods such as Florida Centre and Lake Buena Vista North either. If you're smart with your time, you can even schedule a day trip or two from Windermere too.
Is it worth booking a holiday package to Windermere?
Windermere is a good holiday destination with attractions like Isleworth Golf and Country Club among the many things to keep you entertained. Whether you're travelling with the family or getting away with friends, a Windermere holiday promises a good time for everyone.
How to find the best Windermere package deals?
Use Expedia's handy filters to help you find some tempting Windermere package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or browse for Windermere package deals in the off-peak season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book your holiday package well in advance.
Is it cheaper to book a Windermere holiday as a package?
You can enjoy significant savings on your Windermere getaway by booking a personalised holiday package. Click on the "Package" heading, then select your travel dates and destination to see the best hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a holiday package to Windermere?
If you have your Windermere holiday dates confirmed, book as soon as you can to snap up some awesome deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spontaneous adventures? Our last-minute deals are perfect for quick escapes.
How to plan a trip to Windermere?

  1. Choose your dates: What you want to do in Windermere and your preferred season will help you decide when to travel.
  2. Figure out your budget: Ensure you have enough money to cover everything from food and transportation to activities and airfares. Your accommodation will likely be the largest expense during your trip to Windermere.
  3. Decide your trip length: Think about how much time you'd like to spend exploring Windermere. Plan your itinerary so you can get to all the attractions and activities you're interested in at a leisurely pace.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a tailored Windermere holiday package.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.