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

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
The price is S$188 per night from 2 Mar to 3 Mar
S$188
2 Mar - 3 Mar
includes taxes & fees
9.2/10 Wonderful! (4,529 reviews)
Awesome

Reviewed on 7 Feb, 2026

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport

4 out of 5
9300 Jeff Fuqua Boulevard Orlando FL
Fully refundableReserve now, pay when you stay
The price is S$356 per night from 23 Feb to 24 Feb
S$356
23 Feb - 24 Feb
includes taxes & fees
9.4/10 Exceptional! (3,993 reviews)
The room was clean and the staff was super friendly

Reviewed on 8 Feb, 2026

Hyatt Regency Orlando International Airport
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 S$297 per night from 12 Feb to 13 Feb
S$297
12 Feb - 13 Feb
includes taxes & fees
8/10 Very Good! (9,026 reviews)
Staf was very accomadating. You got a fantastic deal for the price that we paid and also included water park I

Reviewed on 6 Feb, 2026

The Grove Resort & Water Park Orlando
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.

Popular places to visit

What to do in Windermere

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