Hotels with Swimming Pool in Winter Park, Colorado

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check availability on Winter Park Hotels with Swimming Pool

Top Winter Park Hotels with Swimming Pool

Winter Park Mountain Lodge
Lobby

Winter Park Mountain Lodge

3.0 star property
6.4 out of 10, (1011)
"Old hotel but clean and easily accessible."
The price is P7,462
P10,084 total
includes taxes & fees
Feb 17 - Feb 18
Winter Park Mountain Lodge
Trailhead Inn
Indoor pool

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, (1001)
"This place was amazing and our room was very clean. Very convenient to everything in the village,shuttle pickup & drop off infront. I personally did not drive up there this time but there was plenty of parking. The hot tub was nice juhs wished the big pool had the option to heat up as there was times the hot tub was full. Night time staff was alright not very informative but the ladies in the day were very informative. We will definitely be back! All in all everything else was amazing and a...
The price is P16,560
P19,759 total
includes taxes & fees
Feb 18 - Feb 19
The Vintage Hotel
Silverado II Resort & Event Center
Indoor spa tub

Silverado II Resort & Event Center

3.5 star property
8.2 out of 10, Very Good, (150)
"Property was spacious and comfortable. Great location right near a shuttle to the mountain and other locations in town. "
Silverado II Resort & Event Center
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
Hi Country Haus
Indoor pool, outdoor pool

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
104 Willows Way by RedAwning
Outdoor dining

104 Willows Way by RedAwning

3.0 star property
104 Willows Way by RedAwning
Founders Pointe 1 bedroom Condo by RedAwning
Snow and ski sports

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
Pool

Snowblaze Athletic Club -a11 2 Bedroom Condo by RedAwning

3.0 star property
Snowblaze Athletic Club -a11 2 Bedroom Condo by RedAwning
D4084 Iron Horse by RedAwning
Indoor pool

D4084 Iron Horse by RedAwning

3.0 star property
5.0 out of 10, (2)
"I cancelled my stay and still have not received credit and that have been over three weeks ago.When I called Jeff hung up on me.I will never use you guys and advise friends to do the same."
D4084 Iron Horse 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.
Don't see what you're looking for?
See all available properties in Winter Park

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 hot tubs. Gravity Haus Winter Park: Hotel located near Winter Park Ski Resort. Features free self parking, a pool, and complimentary wireless internet access. Best Western Alpenglo Lodge: Condo located near Winter Park Ski Resort. Offers a sauna, an indoor pool, and free self parking. The Vintage Hotel: Provides complimentary wireless internet access, a communal pool, and kitchens. Zephyr Mountain Lodge: Features kitchens, an indoor pool, and Smart TVs.
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.