Windermere Holidays

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Things to do near Windermere

Windermere is perfect for family-oriented adventures, boasting a range of attractions such as delightful resorts, shopping areas, and golf courses. Visitors can enjoy various family-friendly activities, explore scenic sights, and embark on outdoor adventures, making it an ideal holiday destination. Don't miss the opportunity to relax and indulge in the local offerings during your stay in this charming locale.

Shopping

If you're up for a drive, visit the Orlando International Premium Outlets, located 8.0km away, offering a vibrant mix of shopping and entertainment. Alternatively, Plant Street Market, 9.7km away, provides a charming atmosphere for local goods and family-friendly experiences.

Also, the Mall at Millenia, only 9.7km from Windermere, boasts a delightful selection of shops in a stylish setting.

Recreation

The Kia Center, located 16.1km from Windermere, offers an energetic atmosphere with various sports activities. The Waldorf Astoria Golf Club, also 16.1km away, provides a tranquil golfing experience amidst beautiful landscapes. Camping World Stadium, 14.5km from Windermere, features exciting sports events in a vibrant setting.

Adventure

Aquatica, a thrilling waterpark located 11.3km from Windermere, offers exhilarating slides and family-friendly attractions for an unforgettable day. Venture to Wonderworks, an interactive arcadeAdventureZone 9.7km away, where adventure and fun await. Don’t miss The Orlando Eye, a majestic ferris wheel 8.0km from Windermere, providing stunning views.

Nightlife

Windermere offers a charming nightlife with venues like The Grove Resort, where you can enjoy lively music and cocktails. For a more relaxed evening, visit the local pubs and restaurants, perfect for unwinding with friends and soaking in the welcoming atmosphere of this quaint town.

*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 family-friendly and outdoor-themed holidays, offering attractions like theme parks, lakes, and golf courses. Visitors can enjoy activities around Lake Windermere, explore local culture, and engage in various outdoor experiences. Whether you seek relaxation by the lake or thrilling adventures, Windermere's diverse offerings ensure an enjoyable stay for all types of travellers.

  • Walt Disney World® Resort: A mere 9.7km from Windermere, this iconic theme park offers a magical experience filled with enchanting attractions, captivating entertainment, and a family-friendly atmosphere. Immerse yourself in the whimsical world of Disney, where dreams come true for visitors of all ages.
  • Orange County Convention Center: Also located 9.7km away, this arts centre serves as a vibrant hub for culture and creativity. With a variety of exhibitions and events, you can explore local art, attend shows, and engage in the rich cultural scene of Orlando.
  • Arnold Palmer's Bay Hill Golf Club: Just 4.8km from Windermere, this prestigious golf course and country club offers a family-friendly environment, perfect for excursions and adventure. Enjoy the camaraderie of friendly locals while playing on beautifully designed greens.

Best time to go to Windermere

The best time to visit Windermere 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 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

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Windermere.
  • 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

DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

5780 Major Blvd Orlando FL
Fully refundable
S$113
1 Sept - 2 Sept
includes taxes & fees
8.6/10 Excellent! (7,020 reviews)
"Room was clean but didn’t like rug on floor. Towels were horrible. Stiff like cardboard. No fresh coffee available on premises after 1 pm. Staff very nice hotel lobby immaculate."

Reviewed on 9 Aug, 2026

DoubleTree by Hilton at the Entrance to Universal Orlando
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

8800 Vistana Centre Dr Orlando FL
Fully refundableReserve now, pay when you stay
S$177
7 Sept - 8 Sept
includes taxes & fees
9.2/10 Wonderful! (6,398 reviews)
"Check in was terrible at one point was even told my reservation was canceled.but after finally getting our room villa was super nice the staff was great and the vacation was amazing thanks to all!!!"

Reviewed on 9 Aug, 2026

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Rosen Inn Lake Buena Vista

Rosen Inn Lake Buena Vista

8442 Palm Parkway Orlando FL
Fully refundableReserve now, pay when you stay
S$104
11 Aug - 12 Aug
includes taxes & fees
8.6/10 Excellent! (5,972 reviews)
"Thought it was price competitively and met met expectations."

Reviewed on 9 Aug, 2026

Rosen Inn Lake Buena Vista
See all 53,625 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.
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Isleworth Golf and Country Club

This exclusive, members-only sanctuary features an Arnold Palmer-designed championship golf course. Residents enjoy lavish amenities while rubbing shoulders with professional athletes and celebrities who call Isleworth home.
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Lake Bessie

Commune with nature and explore the great outdoors at Lake Bessie during your travels in Windermere. Amble around the area's beaches or visit its shops.
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What to do in Windermere

LEGOLAND® Florida Tickets

LEGOLAND® Florida Tickets

S$45
per traveller
86% of travellers recommend
LEGOLAND® Florida 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

S$35
per adult
92% of travellers recommend
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
Universal Orlando Resort Theme Park Tickets

Universal Orlando Resort Theme Park Tickets

S$199
per adult
78% of travellers recommend
Universal Orlando Resort Theme Park Tickets
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.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.