Hotels with a Pool in Winter Park

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Hotels with a Pool in Winter Park

Silverado II Resort & Event Center
Poolside bar

Silverado II Resort & Event Center

3.5 star property
8.2 out of 10, Very Good, (149)
Silverado II Resort & Event Center
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.
On a rooftop patio

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Top neighborhoods in Winter Park

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Bear Crossing

The Bear Crossing neighborhood offers attractions such as Winter Park Ski Resort and Saint Mary's Glacier.

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Bear Crossing

Top landmarks in Winter Park

Winter Park Ski Resort featuring snow skiing, forests and snow

Winter Park Ski Resort

Skiers and snowboarders might want to test out the slopes at Winter Park Ski Resort, a top skiing spot located 3.7 mi (5.9 km) from central Winter Park. It also offers winter sports like snowboarding and is great for fun activities like horseback riding.

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Winter Park Ski Resort

Frequently asked questions

What are the best hotels with a pool in Winter Park?
With a dining venue, WiFi and plenty of opportunities for pool days, The Vintage Hotel is recommended by travelers. Winter Park Mountain Lodge is another highly rated Winter Park hotel with a pool.
What are the cheapest hotels with a pool in Winter Park?
Stay in a cheap hotel in Winter Park with a pool and leave more in your wallet for your adventures. If you’re hoping to save, use our “Price: low to high” filter and keep a lookout for special promotions. Plus, when you sign up for One Key, our rewards program, you can earn discounts on future stays.
What is the best time to stay in a hotel with a pool in Winter Park?
If you want to visit when crowds are smaller, book your stay for May. You could score some amazing deals on Winter Park hotels with a pool around that time. The warmest time of year is in July, with temperatures ranging from 45ºF (7ºC) to 72ºF (22ºC). It’s coolest in December, when averages are between 7ºF (-14ºC) and 25ºF (-4ºC).
What hotels with a pool are closest to Trestle Bike Park?
With a dining venue and a picnic area, The Vintage Hotel is one of the closest hotels with a pool to Trestle Bike Park. Winter Park Mountain Lodge is another option just a short drive away. Strike the perfect balance of adventure and leisure when you book a hotel in Winter Park with a pool near this attraction.
Are there any hotels with a pool in Winter Park with parking?
With a pool, parking, a dining venue and a picnic area, The Vintage Hotel will check all your boxes. You can also lounge poolside or head out whenever you like at Winter Park Mountain Lodge. To see what else is available, browse the 2,296 Winter Park hotels with a pool and parking.