Hotels with a Pool in Winter Park

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Jun 29 - Jun 30
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Jul 4 - Jul 6
In two weeks
Jul 11 - Jul 13

Hotels with a Pool in Winter Park

The Vintage Hotel
Exterior

The Vintage Hotel

3.0 star property
8.6 out of 10, Excellent, (1002)
$122 nightly
The price is $138
Jun 30 - Jul 1
Total includes taxes and fees
The Vintage Hotel
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.

Top neighborhoods in Winter Park

Old Town Winter Park map

Old Town Winter Park

Winter Park's Old Town Winter Park neighborhood offers attractions including Winter Park Ski Resort.

Elk Court Cabins map

Elk Court Cabins

Winter Park's Elk Court Cabins neighborhood is home to attractions such as Winter Park Ski Resort and Saint Mary's Glacier.

Hideaway Village South map

Hideaway Village South

Winter Park's Hideaway Village South neighborhood has a host of places to visit such as Winter Park Ski Resort and Saint Mary's Glacier.

Bear Crossing map

Bear Crossing

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

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.

See properties in Winter Park Ski Resort
Winter Park Ski Resort

Frequently asked questions

What are the best hotels with a pool in Winter Park?
According to guest reviews, The Vintage Hotel is one of the top Winter Park hotels with a pool. a dining venue and a restaurant are included in your stay too. Winter Park Mountain Lodge is another traveler favorite where you can enjoy a swim. To explore other popular options with this perk, simply select the "Pool" filter and then sort by "Guest rating + our picks."
What are the cheapest hotels with a pool in Winter Park?
Stay in a cheap hotel in Winter Park with a pool and have more money left over 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 snag some great deals on Winter Park hotels with a pool around that time. The warmest conditions are in July, with temperatures ranging from 45ºF (7ºC) to 72ºF (22ºC). It's coolest in December, which has averages of between 7ºF (-14ºC) and 25ºF (-4ºC).
What hotels with a pool are closest to Trestle Bike Park?
Just a short drive from Trestle Bike Park, The Vintage Hotel is one of the closest hotels with a pool. It comes with a dining venue and a picnic area too. Another nearby option is Winter Park Mountain Lodge. Stay in a hotel in Winter Park with a pool close to this attraction for the perfect way to recharge after a day of sightseeing.
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 relax by the water or head out whenever you like at Winter Park Mountain Lodge. For more options, browse the Winter Park hotels with a pool and parking.
Are all taxes and fees included in the Winter Park hotel prices shown on Hotels.com?
Hotels.com provide upfront pricing so you can relax knowing you won't be met with surprise additional fees or taxes when you're ready to confirm your booking. From the time you start your search on Hotels.com, the price you see is what you pay. This makes it much easier to compare properties and secure our best deal for your next getaway.