Find Hotels with a Pool in Winter Park, CO

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Compare Winter Park Hotels with a Pool room rates, reviews, and availability. Most hotels are fully refundable.

Winter Park Mountain Lodge

3.0 star property
6.8 out of 10, (1006)
"Very nice staff, but under-staffed. Cute, old lodge. Hot tub was hot, bed was comfortable, and bus service is excellent!"
The price is AED 559
AED 737 total
includes taxes & fees
7 Jan - 8 January 2025
Winter Park Mountain Lodge

The Vintage Hotel

3.0 star property
8.6 out of 10, Excellent, (1003)
"Convenient and functional. "
The price is AED 987
AED 1,178 total
includes taxes & fees
12 Jan - 13 January 2025
The Vintage Hotel

Ski-In, Ski-Out, Corner Unit. Sleeps 4. Hot Tubs, Pool, 55" TV. Near Base

9.4 out of 10, Exceptional, (146)
"We had a wonderful time, highly recommended! Ski access was very easy. The property has a really nice gym, and the hot tubs and pool were amazing!"
Ski-In, Ski-Out, Corner Unit. Sleeps 4. Hot Tubs, Pool, 55" TV. Near Base

The Trailhead | Beautifully Furnished Modern Condo In Downtown Winter Park

10.0 out of 10, Exceptional, (190)
"Quit reading all the 5 star reviews Rent it NOW Actually maybe wait since you may take days I want Well thought out use of space excellent location Pool and large hot tub on property "
The price is AED 753
AED 1,660 total
includes taxes & fees
10 Jan - 11 January 2025
The Trailhead | Beautifully Furnished Modern Condo In Downtown Winter Park

Silverado II Resort & Event Center

3.5 star property
8.2 out of 10, Very Good, (145)
"The Staff at Silverado II were so friendly and helpful. The rooms are exceptional and comfortable. I would reccomend this place to anyone planning a stay in Winter Park."
The price is AED 955
AED 1,767 total
includes taxes & fees
28 Dec - 29 Dec
Silverado II Resort & Event Center

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

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

Founders Pointe 1 bedroom Condo by RedAwning

3.0 star property
6.0 out of 10, (1)
Founders Pointe 1 bedroom Condo by RedAwning

Snowblaze Athletic Club -a11 2 Bedroom Condo by RedAwning

3.0 star property
Snowblaze Athletic Club -a11 2 Bedroom Condo by RedAwning

Snowblaze Athletic Club Studio 1 Bedroom Condo by RedAwning

3.0 star property
4.0 out of 10, (1)
"I booked this studio apartment for two nights for the advertised price of $75 per night. They mentioned there may be additional fees, but I was not told that they would be $181.39!!! I tried to cancel immediately but could not reach a live person, so I immediately called Expedia. They informed me that after multiple attempts they were told that there were no refunds. I am disputing the fees with my credit card company."
Snowblaze Athletic Club Studio 1 Bedroom Condo by RedAwning
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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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?
Winter Park Mountain Lodge: Hotel located near Winter Park Ski Resort. Features an indoor pool, an outdoor pool, and 2 spa tubs. Gravity Haus Winter Park: Hotel located near Winter Park Ski Resort. Provides free self parking, a pool, and complimentary wireless internet access. The Vintage Hotel: Condo located near Winter Park Ski Resort. Provides a sauna, an indoor pool, and free self parking.
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 April, 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.