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Search Hotels with Pool in Winter Park

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Check availability on Winter Park Hotels with Pool

Tonight
25 Dec - 26 Dec
Tomorrow
26 Dec - 27 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Our top choices for Winter Park hotels with a pool

Exterior
The Vintage Hotel

The Vintage Hotel

The Vintage Hotel
3.0 star property
Winter Park
8.6 out of 10, Excellent, (1000)
"Staff was fabulous and accommodations great."
United States
Lynette
The price is ฿7,434
฿8,870 total
includes taxes & fees
22 Jan - 23 Jan 2026
The Vintage Hotel
Indoor pool
Holiday Inn Express & Suites Fraser - Winter Park Area by IHG

Holiday Inn Express & Suites Fraser - Winter Park Area by IHG

Holiday Inn Express & Suites Fraser - Winter Park Area by IHG
2.5 star property
Downtown
9.0 out of 10, Wonderful, (1004)
"Nice stay"
United States
Patrick
The price is ฿5,904
฿6,565 total
includes taxes & fees
25 Jan - 26 Jan 2026
Holiday Inn Express & Suites Fraser - Winter Park Area by IHG
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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Top Winter Park Hotel Reviews

Winter Park Mountain Lodge

Winter Park Mountain Lodge

10/10 Excellent
"Wonderful properly location wise and love floor to ceiling windows mostly and location. Rooms and amenities are quite dated though, I think though property got fair price-value for the area. I would not pay more than $150 for room there. "
Anna 1-night trip
Posted 9 months ago
Winter Park Mountain Lodge

Frequently asked questions

What are some accommodation options with pools in Winter Park?
The Vintage Hotel: Hotel located near Winter Park Ski Resort. Features free self parking, a pool and complimentary wireless Internet access. Best Western Alpenglo Lodge: Hotel located near Winter Park Ski Resort. Offers an indoor pool, an outdoor pool and 2 hot tubs. A Frame Club: Holiday home located near Winter Park Ski Resort. Features a sauna, a communal pool and complimentary wireless Internet access. Gravity Haus Winter Park: Offers kitchens, a communal pool and televisions.
What is there to see and do in Winter Park?
Explore places such as Winter Park Ski Resort while you're in Winter Park. Make a point to visit attractions such as 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 the local weather in Winter Park into account is an important factor for planning your visit, especially if you plan to spend your trip by the pool. The hottest months are usually July and August, with an average temperature of 12°C, while the coldest months are January and December, with an average of -8°C. The snowiest months in Winter Park are January, February, March and April, with each month seeing an average of 67 cm 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, take a train from Winter Park Ski Resort Amtrak Station. Winter Park might not have many public transport options to choose from, so consider a car rental to maximise your time.