Title: Book the Best Hotels with POOL in Winter Park in 2026 | Expedia.ca

[Hotels in Winter Park](https://expedia.ca/Winter-Park-Hotels.d10819.Travel-Guide-Hotels)[Vacation Rentals in Winter Park](https://expedia.ca/Winter-Park-Vacation-Rentals.d10819.Travel-Guide-VacationRentals)[Winter Park Car Rentals](https://expedia.ca/Car-Rentals-In-Winter-Park.d10819.Car-Rental-Guide)[Winter Park Vacation Packages](https://expedia.ca/Winter-Park.d10819.Destination-Travel-Guides)

![Winter Park featuring night scenes, snow and a luxury hotel or resort](https://images.trvl-media.com/place/10819/2eb72d3f-04a3-4473-823e-2ee4d8aa5148.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Winter Park Resort

![](https://images.trvl-media.com/place/10819/2eb72d3f-04a3-4473-823e-2ee4d8aa5148.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check availability on Winter Park Hotels with a Pool

Tonight

[Jan 31 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=10819&startDate=2026-01-31&endDate=2026-02-01&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Feb 1 - Feb 2](https://www.expedia.ca/Hotel-Search?regionId=10819&startDate=2026-02-01&endDate=2026-02-02&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=10819&startDate=2026-02-06&endDate=2026-02-08&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=10819&startDate=2026-02-13&endDate=2026-02-15&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Winter Park hotels with a pool

![Indoor pool](https://images.trvl-media.com/lodging/1000000/870000/866700/866603/bb9f3315.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/870000/866700/866603/12a23134.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/870000/866700/866603/836a5238.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Point of interest](https://images.trvl-media.com/lodging/1000000/870000/866700/866603/1e7a6869.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Fraser-Hotels-Holiday-Inn-Express-Suites-Fraser-Winter-Park-Area.h866603.Hotel-Information)

Downtown

9.0/10

Wonderful

(1,000 reviews)

"Was a nice stay over New Years. Clean room and nice staff "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Rosemary

CA $251

CA $279 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Fraser-Hotels-Holiday-Inn-Express-Suites-Fraser-Winter-Park-Area.h866603.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/15200/15193/35da4131.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, iron/ironing board, free cribs/infant beds, free WiFi](https://images.trvl-media.com/lodging/1000000/20000/15200/15193/82fe8a54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/15200/15193/21df4d30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, iron/ironing board, free cribs/infant beds, free WiFi](https://images.trvl-media.com/lodging/1000000/20000/15200/15193/3f340a38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Vintage Hotel

[](https://www.expedia.ca/Winter-Park-Hotels-The-Vintage-Hotel.h15193.Hotel-Information)

Winter Park

8.6/10

Excellent

(1,001 reviews)

"Great staff!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kevin

CA $358

CA $427 total

includes taxes & fees

Feb 3 - Feb 4

[](https://www.expedia.ca/Winter-Park-Hotels-The-Vintage-Hotel.h15193.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/26000000/25070000/25065600/25065555/58cfae94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Flat-screen TV, fireplace](https://images.trvl-media.com/lodging/26000000/25070000/25065600/25065555/76df504a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/26000000/25070000/25065600/25065555/4f5d47ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/26000000/25070000/25065600/25065555/60bb82a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Updated 2 bedroom at Beaver Village with clubhouse amenities

[](https://www.expedia.ca/Winter-Park-Hotels-Bright-And-Fresh-Condo-Located-Minutes-From-Winter-Park-Resort.h25065555.Hotel-Information)

Winter Park

10/10

Exceptional

(3 reviews)

"Convenient to the slopes and town"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Bradley H.

CA $178

CA $427 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Winter-Park-Hotels-Bright-And-Fresh-Condo-Located-Minutes-From-Winter-Park-Resort.h25065555.Hotel-Information)

![Indoor pool, a heated pool](https://images.trvl-media.com/lodging/19000000/18790000/18789800/18789741/f6e55bba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/19000000/18790000/18789800/18789741/c96ff257.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/19000000/18790000/18789800/18789741/babe2292.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/19000000/18790000/18789800/18789741/a03cc0d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Renovated Condo near the Slopes and Trails

[](https://www.expedia.ca/Winter-Park-Hotels-Remodeled-Hi-Country-Haus.h18789741.Hotel-Information)

Winter Park

9.4/10

Exceptional

(175 reviews)

"Great location, love the area, and was so grateful for the let friendly spot. Comfy beds!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Carol R.

CA $120

CA $463 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Winter-Park-Hotels-Remodeled-Hi-Country-Haus.h18789741.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/118000000/117990000/117981400/117981369/41395388.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/118000000/117990000/117981400/117981369/36f5aa4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/118000000/117990000/117981400/117981369/bea4b250.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/118000000/117990000/117981400/117981369/0214fa77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Located Walking Distance to Main Street in Winter Park Colorado

[](https://www.expedia.ca/Winter-Park-Hotels-Located-Walking-Distance-To-Main-Street-In-Winter-Park-Colorado.h117981369.Hotel-Information)

Winter Park

10/10

Exceptional

(2 reviews)

"Ground floor location made bringing luggage in nice. Beautiful view off back patio. Nicely equiped kitchen."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Barb

CA $142

CA $309 total

includes taxes & fees

Feb 1 - Feb 2

[](https://www.expedia.ca/Winter-Park-Hotels-Located-Walking-Distance-To-Main-Street-In-Winter-Park-Colorado.h117981369.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/26000000/25070000/25065500/25065456/2b61bf57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/26000000/25070000/25065500/25065456/6c61dbec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/26000000/25070000/25065500/25065456/9d764961.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/26000000/25070000/25065500/25065456/56071014.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Updated 2 bedroom close to downtown and outdoor activities

[](https://www.expedia.ca/Winter-Park-Hotels-Updated-2-Bedroom-Close-To-Downtown-And-Outdoor-Activities.h25065456.Hotel-Information)

Winter Park

8.0/10

Very good

(2 reviews)

"We've stayed at some lovely renovated VRBO condos at Beaver Village with touches by owners who clearly put a lot of effort making their condos feel like home...and for less nightly rate than this condo. This was remodeled on the cheap and managed by an outside company. I'd rate it as adequate."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Susan S.

CA $178

CA $427 total

includes taxes & fees

Feb 2 - Feb 3

[](https://www.expedia.ca/Winter-Park-Hotels-Updated-2-Bedroom-Close-To-Downtown-And-Outdoor-Activities.h25065456.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/124000000/123600000/123596400/123596379/f5a522e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/124000000/123600000/123596400/123596379/60b6a240.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/124000000/123600000/123596400/123596379/bc3a3c9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/124000000/123600000/123596400/123596379/fcc0f2f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Large 2 bedroom,. renovated with new carpet & furniture, close to clubhouse and

[](https://www.expedia.ca/Winter-Park-Hotels-Large-2-Bedroom.h123596379.Hotel-Information)

Winter Park

10/10

Exceptional

(3 reviews)

"Nice place thay is spatious and in a good location "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Amanda N.

CA $178

CA $427 total

includes taxes & fees

Feb 2 - Feb 3

[](https://www.expedia.ca/Winter-Park-Hotels-Large-2-Bedroom.h123596379.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/124000000/123250000/123246500/123246406/5d21eb59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123250000/123246500/123246406/6cd182fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/124000000/123250000/123246500/123246406/802e3aef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/124000000/123250000/123246500/123246406/99aa57f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious and NEW 2 bedroom, river views and walk to downtown

[](https://www.expedia.ca/Winter-Park-Hotels-Spacious-And-NEW-2-Bedroom.h123246406.Hotel-Information)

Winter Park

10/10

Exceptional

(2 reviews)

"Incredibly easy booking, wonderful location, and incredibly clean "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Justin T.

CA $164

CA $404 total

includes taxes & fees

Feb 2 - Feb 3

[](https://www.expedia.ca/Winter-Park-Hotels-Spacious-And-NEW-2-Bedroom.h123246406.Hotel-Information)

![Sport court](https://images.trvl-media.com/lodging/26000000/25120000/25110900/25110820/96a23ed6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, DVD player](https://images.trvl-media.com/lodging/26000000/25120000/25110900/25110820/65c8312e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/26000000/25120000/25110900/25110820/2565f001.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/26000000/25120000/25110900/25110820/cc1ff276.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fraser condo rental - 3 queens, full kitchen, private patio

[](https://www.expedia.ca/Fraser-Hotels-Fraser-Condo-Rental-3-Queens.h25110820.Hotel-Information)

Fraser

8.4/10

Very good

(12 reviews)

"When we arrived at the place. There was no pass to the clubhouse. The next day they sent a lady over with a temporary pass. Very friendly staff. Thank you "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sheri P.

CA $195

CA $396 total

includes taxes & fees

Feb 2 - Feb 3

[](https://www.expedia.ca/Fraser-Hotels-Fraser-Condo-Rental-3-Queens.h25110820.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/124000000/123420000/123413600/123413526/aca7166a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Internet, bed sheets](https://images.trvl-media.com/lodging/124000000/123420000/123413600/123413526/0d9825ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123420000/123413600/123413526/8e648b9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/124000000/123420000/123413600/123413526/e0eb9780.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### New, renovated 2 bedroom, private deck, extra amenities

[](https://www.expedia.ca/Winter-Park-Hotels-New.h123413526.Hotel-Information)

Winter Park

9.6/10

Exceptional

(4 reviews)

"Nice place"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ian R.

CA $167

CA $413 total

includes taxes & fees

Feb 2 - Feb 3

[](https://www.expedia.ca/Winter-Park-Hotels-New.h123413526.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-02-14&endDate=2026-02-15&regionId=10819&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true)

## Choose what matters most at hotels with a pool in Winter Park

Hot tub

4 stars

Water park

![](https://forever.travel-assets.com/flex/flexmanager/mediaasset/1342512-0_2-icon__water-lux.svg)

Outdoor pool

![](https://forever.travel-assets.com/flex/flexmanager/mediaasset/1342515-0_2-icon__aq-indoor.svg)

Indoor pool

## Hotels with pools and hot tubs in Winter Park

![Exterior](https://images.trvl-media.com/lodging/1000000/870000/866700/866603/12a23134.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/870000/866700/866603/836a5238.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Point of interest](https://images.trvl-media.com/lodging/1000000/870000/866700/866603/1e7a6869.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Point of interest](https://images.trvl-media.com/lodging/1000000/870000/866700/866603/09dc5635.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Fraser-Hotels-Holiday-Inn-Express-Suites-Fraser-Winter-Park-Area.h866603.Hotel-Information)

Downtown

9.0/10

Wonderful

(1000)

CA $251

CA $279 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Fraser-Hotels-Holiday-Inn-Express-Suites-Fraser-Winter-Park-Area.h866603.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/15200/15193/28121c62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/15200/15193/35da4131.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, iron/ironing board, free cribs/infant beds, free WiFi](https://images.trvl-media.com/lodging/1000000/20000/15200/15193/3f340a38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, iron/ironing board, free cribs/infant beds, free WiFi](https://images.trvl-media.com/lodging/1000000/20000/15200/15193/82fe8a54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Vintage Hotel

[](https://www.expedia.ca/Winter-Park-Hotels-The-Vintage-Hotel.h15193.Hotel-Information)

Winter Park

8.6/10

Excellent

(1001)

CA $358

CA $427 total

includes taxes & fees

Feb 3 - Feb 4

[](https://www.expedia.ca/Winter-Park-Hotels-The-Vintage-Hotel.h15193.Hotel-Information)

![Flat-screen TV, fireplace](https://images.trvl-media.com/lodging/26000000/25070000/25065600/25065555/76df504a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/26000000/25070000/25065600/25065555/58cfae94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/26000000/25070000/25065600/25065555/4f5d47ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/26000000/25070000/25065600/25065555/60bb82a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Updated 2 bedroom at Beaver Village with clubhouse amenities

[](https://www.expedia.ca/Winter-Park-Hotels-Bright-And-Fresh-Condo-Located-Minutes-From-Winter-Park-Resort.h25065555.Hotel-Information)

Winter Park

10/10

Exceptional

(3)

CA $178

CA $427 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Winter-Park-Hotels-Bright-And-Fresh-Condo-Located-Minutes-From-Winter-Park-Resort.h25065555.Hotel-Information)

![TV, fireplace](https://images.trvl-media.com/lodging/125000000/124460000/124458400/124458320/6bf313ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/125000000/124460000/124458400/124458320/w638h426x0y1-13b29393.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124460000/124458400/124458320/cc3c5828.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/125000000/124460000/124458400/124458320/442d0d55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Riverside 2 bedroom, renovated, walk to downtown, clubhouse amenities

[](https://www.expedia.ca/Winter-Park-Hotels-Riverside-2-Bedroom.h124458320.Hotel-Information)

Winter Park

10/10

Exceptional

(1)

CA $144

CA $346 total

includes taxes & fees

Feb 4 - Feb 5

[](https://www.expedia.ca/Winter-Park-Hotels-Riverside-2-Bedroom.h124458320.Hotel-Information)

![Flat-screen TV, fireplace](https://images.trvl-media.com/lodging/72000000/71400000/71396300/71396248/1efa5c0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/72000000/71400000/71396300/71396248/48ec1838.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/72000000/71400000/71396300/71396248/de673d44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/72000000/71400000/71396300/71396248/ed3a8add.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Family friendly 2 bedroom condo at Beaver Village

[](https://www.expedia.ca/Winter-Park-Hotels-Wonderful-Family-2-Bedroom-Condo-Perfect-Mt.h71396248.Hotel-Information)

Winter Park

9.4/10

Exceptional

(14)

CA $179

CA $431 total

includes taxes & fees

Feb 2 - Feb 3

[](https://www.expedia.ca/Winter-Park-Hotels-Wonderful-Family-2-Bedroom-Condo-Perfect-Mt.h71396248.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/124000000/123600000/123596400/123596379/bc3a3c9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/124000000/123600000/123596400/123596379/e4ea83e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/124000000/123600000/123596400/123596379/60b6a240.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/124000000/123600000/123596400/123596379/fcc0f2f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Large 2 bedroom,. renovated with new carpet & furniture, close to clubhouse and

[](https://www.expedia.ca/Winter-Park-Hotels-Large-2-Bedroom.h123596379.Hotel-Information)

Winter Park

10/10

Exceptional

(3)

CA $178

CA $427 total

includes taxes & fees

Feb 2 - Feb 3

[](https://www.expedia.ca/Winter-Park-Hotels-Large-2-Bedroom.h123596379.Hotel-Information)

![TV, fireplace](https://images.trvl-media.com/lodging/60000000/59940000/59931300/59931269/3ab48dbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/60000000/59940000/59931300/59931269/a04743c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/60000000/59940000/59931300/59931269/31061a9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/60000000/59940000/59931300/59931269/beedcbf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### This beautiful and modern condo is the ideal getaway in Winter Park.

[](https://www.expedia.ca/Winter-Park-Hotels-This-Beautiful-And-Modern-Condo-Is-The-Ideal-Getaway-In-Winter-Park.h59931269.Hotel-Information)

Winter Park

9.2/10

Wonderful

(21)

CA $179

CA $431 total

includes taxes & fees

Feb 2 - Feb 3

[](https://www.expedia.ca/Winter-Park-Hotels-This-Beautiful-And-Modern-Condo-Is-The-Ideal-Getaway-In-Winter-Park.h59931269.Hotel-Information)

![Flat-screen TV, fireplace](https://images.trvl-media.com/lodging/26000000/25070000/25065500/25065456/39a7ee72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/26000000/25070000/25065500/25065456/6c61dbec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/26000000/25070000/25065500/25065456/2b61bf57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/26000000/25070000/25065500/25065456/56071014.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Updated 2 bedroom close to downtown and outdoor activities

[](https://www.expedia.ca/Winter-Park-Hotels-Updated-2-Bedroom-Close-To-Downtown-And-Outdoor-Activities.h25065456.Hotel-Information)

Winter Park

8.0/10

Very good

(2)

CA $178

CA $427 total

includes taxes & fees

Feb 2 - Feb 3

[](https://www.expedia.ca/Winter-Park-Hotels-Updated-2-Bedroom-Close-To-Downtown-And-Outdoor-Activities.h25065456.Hotel-Information)

![TV, fireplace](https://images.trvl-media.com/lodging/124000000/123250000/123246500/123246406/2c465948.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/124000000/123250000/123246500/123246406/99aa57f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/124000000/123250000/123246500/123246406/54e0ccee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/124000000/123250000/123246500/123246406/802e3aef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious and NEW 2 bedroom, river views and walk to downtown

[](https://www.expedia.ca/Winter-Park-Hotels-Spacious-And-NEW-2-Bedroom.h123246406.Hotel-Information)

Winter Park

10/10

Exceptional

(2)

CA $164

CA $404 total

includes taxes & fees

Feb 2 - Feb 3

[](https://www.expedia.ca/Winter-Park-Hotels-Spacious-And-NEW-2-Bedroom.h123246406.Hotel-Information)

![TV, fireplace](https://images.trvl-media.com/lodging/122000000/121490000/121482700/121482651/c1914b10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/122000000/121490000/121482700/121482651/bdc42536.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/122000000/121490000/121482700/121482651/abd034f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/122000000/121490000/121482700/121482651/89ab424c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Elegant 2 bedroom, vaulted ceilings, renovated

[](https://www.expedia.ca/Winter-Park-Hotels-Elegant-2-Bedroom.h121482651.Hotel-Information)

Winter Park

10/10

Exceptional

(1)

CA $220

CA $487 total

includes taxes & fees

Feb 2 - Feb 3

[](https://www.expedia.ca/Winter-Park-Hotels-Elegant-2-Bedroom.h121482651.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-02-14&endDate=2026-02-15&regionId=10819&adults=2&amenities=POOL&sort=RECOMMENDED&amenities=HOT_TUB&openPlayBack=true)

## Top Winter Park Hotel Reviews

![Fraser Crossing Founders Pointe](https://images.trvl-media.com/lodging/2000000/1800000/1796500/1796421/e9a0094d_y.jpg)

### Fraser Crossing Founders Pointe

10/10 Excellent

"It was all good "

[](https://expedia.ca/Winter-Park-Hotels-Fraser-Crossing-Founders-Pointe.h1796421.Hotel-Information)

![The Vintage Hotel](https://images.trvl-media.com/lodging/1000000/20000/15200/15193/21df4d30_y.jpg)

### The Vintage Hotel

10/10 Excellent

"Great staff!"

[](https://expedia.ca/Winter-Park-Hotels-The-Vintage-Hotel.h15193.Hotel-Information)

![Zephyr Mountain Lodge](https://images.trvl-media.com/lodging/1000000/610000/603300/603255/01c15ba7_y.jpg)

### Zephyr Mountain Lodge

10/10 Excellent

"Awesome location and property was very clean. Parking and ski locker was a must."

[](https://expedia.ca/Winter-Park-Hotels-Zephyr-Mountain-Lodge.h603255.Hotel-Information)

![Winter Park Mountain Lodge](https://images.trvl-media.com/lodging/1000000/10000/5600/5507/40ec3689_y.jpg)

### 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. "

[](https://expedia.ca/Winter-Park-Hotels-Winter-Park-Mountain-Lodge.h5507.Hotel-Information)

## Frequently asked questions

### What are some accommodations with pools in Winter Park?

### What is there to see and do in Winter Park?

### When is the best time to book a hotel with a pool in Winter Park?

### What's the best way to travel around Winter Park?

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