Find hotels with pools in Winter Park, CO from $87

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Pick from 45 Winter Park Hotels with a Pool and compare room rates, reviews, and availability. Most hotels are fully refundable.

The Trailhead | Beautifully Furnished Modern Condo In Downtown Winter Park
Property grounds
The Trailhead | Beautifully Furnished Modern Condo In Downtown Winter Park
10.0 out of 10, Exceptional, (169)
"Would rent again."
The price is $248
$444 total
includes taxes & fees
Jun 23 - Jun 24
The Trailhead | Beautifully Furnished Modern Condo In Downtown Winter Park
Ski-In, Ski-Out Luxury, Corner Unit. Sleeps 4. Hot Tubs, Pool, 55" TV. Near Base
Snow and ski sports
Ski-In, Ski-Out Luxury, Corner Unit. Sleeps 4. Hot Tubs, Pool, 55" TV. Near Base
9.6 out of 10, Exceptional, (142)
"We stayed in the condo for the week and loved every minute of beautiful winter park skiing. This condo has an excellent location! "
Ski-In, Ski-Out Luxury, Corner Unit. Sleeps 4. Hot Tubs, Pool, 55" TV. Near Base
Trailhead Inn
Property entrance
Trailhead Inn
2.5 star property
8.8 out of 10, Excellent, (683)
"We very much enjoyed our stay and look forward to many more visits. "
Trailhead Inn
The Vintage Hotel
Exterior
The Vintage Hotel
3.0 star property
8.6 out of 10, Excellent, (1005)
"Everything was beyond expectations! "
The price is $87
$103 total
includes taxes & fees
Jun 3 - Jun 4
The Vintage Hotel
Beaver Village Condos by Staywinterpark
Condo, 4 Bedrooms | Terrace/patio
Beaver Village Condos by Staywinterpark
3.5 star property
8.6 out of 10, Excellent, (306)
"Overall the stay was comfortable!"
Beaver Village Condos by Staywinterpark
Silverado II Resort & Event Center
Poolside bar
Silverado II Resort & Event Center
3.5 star property
8.2 out of 10, Very Good, (143)
"It was just what we needed for a long weekend ski trip of 4 days. The Winter Park ski shuttle picks you up right in front of the hotel by the road. It’s a little difficult to walk in the snow to the main road, so make friends with or find out the number to the local shuttle driver in the evenings who can get you to one of the couple of restaurants or a grocery store. Full kitchen was great. Fireplace was also nice. Very spacious 2 bedroom unit with plenty of living room space, dining table and...
Silverado II Resort & Event Center
Hi Country Haus
Condo, 3 Bedrooms | Private kitchen | Fridge, microwave, oven, stovetop
Hi Country Haus
2.5 star property
8.0 out of 10, Very Good, (252)
"This was a really nice stay. The unit itself needs updating, but the overall experience was exactly what we needed for a couple nights in Winter Park."
Hi Country Haus
Hideaway Village
Exterior
Hideaway Village
2.5 star property
7.8 out of 10, Good, (166)
"The property has a great location, easy to get to & close to everything in Winter Park. But it definitely needs updating & overall work done to it. The baseboard heat wasn’t working when we arrived, we called and they said they’d have maintenance check on it but we never saw anyone come or any improvement in the 4 days we stayed. There was a wood burning fireplace but there were only 3 small logs in the unit and we couldn’t get an answer if there was more somewhere we could use so we ended up...
Hideaway Village
Winter Park Mountain Lodge
Exterior
Winter Park Mountain Lodge
3.0 star property
7.0 out of 10, Good, (1001)
"super convenient to winter park ski base with free public shuttle that runs all day. restraunt service at the hotel is convenient when its open. not tubs have a great view, but could be cleaner. "
The price is $93
$108 total
includes taxes & fees
Jun 2 - Jun 3
Winter Park Mountain Lodge
Founders Pointe 1 bedroom Condo by RedAwning
Condo, 1 Bedroom | Marina
Founders Pointe 1 bedroom Condo by RedAwning
3.0 star property
6.0 out of 10, (1)
Founders Pointe 1 bedroom Condo by RedAwning
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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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Winter Park Hotels with a Pool information

 

Hotels with a Pool in Winter Park

45

Highest price
$248
Cheapest price
$87
Number of guest reviews
3,831
Total number of hotels in Winter Park
2,259

 

Frequently asked questions

What's it like visiting Winter Park?
If spending time by the pool is your idea of the perfect getaway, you may want to check out quaint Winter Park, which offers 8 places to stay with pools. During your trip, you can explore sights such as Winter Park Ski Resort, and then take it easy poolside at one of the accommodations in Winter Park that travelers like for their pools.
What are some accommodations with pools in Winter Park?
Gravity Haus Winter Park: Hotel located near Winter Park Ski Resort. Offers free self parking, a pool, and complimentary wireless internet access. The Vintage Hotel: Hotel located near Winter Park Ski Resort. Provides 2 spa tubs, an indoor pool, and free self parking. Winter Park Mountain Lodge: Features kitchens, an indoor pool, and televisions. Best Western Alpenglo Lodge: Features kitchens, a communal pool, and televisions.
How many pool hotels are there in Winter Park?
Expedia has 8 hotels in Winter Park for your poolside break.
What is there to see and do in Winter Park?
Explore places like Winter Park Ski Resort while you’re in Winter Park. Make a point to visit attractions like The Fraser River Trail and Amaze’n Maze Winter Park. Visitors to Winter Park speak highly of the natural attractions, including the magnificent mountain views.
When is the best time to book a hotel with a pool in Winter Park?
Taking into account the local weather in Winter Park is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually July and August with an average temp of 54°F, while the coldest months are January and December with an average of 17°F. The snowiest months in Winter Park are January, February, March, and December, with each month seeing an average of 26 inches of snowfall.
What's the best way to travel around Winter Park?
Knowing the transportation options in and around Winter Park can help you enjoy the area beyond your hotel pool. If you want to explore the larger area, hop aboard a train at Winter Park Ski Resort Amtrak Station. Winter Park might not have very many public transit choices so consider a car rental to maximize your time.

Recent reviews of Winter Park hotels
Expedia verified reviews

The Vintage Hotel

The Vintage Hotel

5/5 Excellent
"Everything was beyond expectations! "
A verified traveler stayed at The Vintage Hotel
Posted 3 days ago
The Vintage Hotel