Boutique Hotels & Resorts in Windermere

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Check availability on Windermere Boutique Hotels

Tonight
1 Nov - 2 Nov
Tomorrow
2 Nov - 3 Nov
Next weekend
7 Nov - 9 Nov
In two weeks
14 Nov - 16 Nov

Best Windermere Boutique Hotels

Exterior
The Alfond Inn
The Alfond Inn
4.0 star property
9.6 out of 10, Exceptional, (1001)
"Best property to stay in if you are visiting Winter Park. Just off of Park Avenue with everything within walking distance. "
United States
Raymond
The Alfond Inn
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.
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Top Windermere Hotel Reviews

Hyatt Regency Orlando

Hyatt Regency Orlando

10/10 Excellent
"We attended a conference so a Continental Breakfast was provided. There was little options and was very carb heavy! Wish there was some protein options"
Deneen 1-night trip
Posted 5 days ago
Hyatt Regency Orlando

Frequently asked questions

What's there to see and do in Windermere?
After you've decided where to stay in family-friendly Windermere, figure out some fun things to do on your trip. Top activities and sights around Windermere include Universal Studios Florida, Universal Orlando Resort and Magic Kingdom® Park. You might also want to see noteworthy spots like Walt Disney World® Resort, Epcot® and Disney Springs™ during your trip.
What kind of weather should I plan for when I travel to Windermere?
Getting an idea of what to expect from the weather in Windermere is important when planning your trip. The hottest months are usually August and July, with an average temperature of 27°C, while the coldest months are January and February, with an average of 18°C. The rainiest months in Windermere are August, July, September and June, with each month seeing an average of 194 mm of rainfall.
What's the best way to get to my boutique hotel in Windermere?
You have a few options for getting to Windermere. The nearest major airport is Orlando International Airport (MCO), which is located 14.5 mi (23.3 km) from the heart of the city. If you'd like to venture out around the area, you may want a rental car for your journey.

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