Title: Winter Park Chalets from CA $113 | Expedia.ca

[Hotels in Winter Park](https://expedia.ca/Winter-Park-Hotels.d7902.Travel-Guide-Hotels)[Vacation Rentals in Winter Park](https://expedia.ca/Winter-Park-Vacation-Rentals.d7902.Travel-Guide-VacationRentals)[Flights to Winter Park](https://expedia.ca/Cheap-Flights-To-Winter-Park.d7902.Travel-Guide-Flights)[Winter Park Car Rentals](https://expedia.ca/Car-Rentals-In-Winter-Park.d7902.Car-Rental-Guide)[Winter Park Vacation Packages](https://expedia.ca/Winter-Park.d7902.Destination-Travel-Guides)

![Casa Feliz Historic Home Museum featuring a park and a house](https://images.trvl-media.com/place/6154784/fc715ff8-b152-4bf8-a1b6-c4214a58153a.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/6154784/fc715ff8-b152-4bf8-a1b6-c4214a58153a.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=7902&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=7902&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=7902&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 15 - May 17](https://www.expedia.ca/Hotel-Search?regionId=7902&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

No exact matches found, but these alternatives could be just right

## Recommended hotels in Winter Park

![Exterior detail](https://images.trvl-media.com/lodging/122000000/121560000/121551600/121551588/9a1d28f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/122000000/121560000/121551600/121551588/bf1a7baa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/122000000/121560000/121551600/121551588/eacfcee6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/122000000/121560000/121551600/121551588/c1954c59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Fairview Shores

[](https://www.expedia.ca/Orlando-Hotels-Money-Saving-Clean-Small-11-Private-Apartment-On-The-Orlando-Border.h121551588.Hotel-Information)

CA $74

CA $150 total

includes taxes & fees

Jan 29 - Jan 30

[](https://www.expedia.ca/Orlando-Hotels-Money-Saving-Clean-Small-11-Private-Apartment-On-The-Orlando-Border.h121551588.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/121000000/120650000/120648600/120648509/081e1921.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120650000/120648600/120648509/4d10ef55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/121000000/120650000/120648600/120648509/b4b96d1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120650000/120648600/120648509/180-b531af67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Orlando

[](https://www.expedia.ca/Orlando-Hotels-Quiet-And-Safe-Neighborhood-Come-To-This-Great-Place-With-Lots-Of-Room-For-Relax.h120648509.Hotel-Information)

10/10

Exceptional

(1 review)

"Pool is very inviting"

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

Geri Lamborn M.

CA $160

CA $378 total

includes taxes & fees

Feb 4 - Feb 5

[](https://www.expedia.ca/Orlando-Hotels-Quiet-And-Safe-Neighborhood-Come-To-This-Great-Place-With-Lots-Of-Room-For-Relax.h120648509.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/46000000/45490000/45488100/45488005/a0ec7203.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/46000000/45490000/45488100/45488005/95677878.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/46000000/45490000/45488100/45488005/fbeb2b17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/46000000/45490000/45488100/45488005/d974edb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hilton Garden Inn Winter Park

[](https://www.expedia.ca/Orlando-Hotels-Hilton-Garden-Inn-Winter-Park.h45488005.Hotel-Information)

9.2/10

Wonderful

(642 reviews)

"Very clean, nice staff, well located"

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

KRISTIAN

CA $249

CA $283 total

includes taxes & fees

Feb 1 - Feb 2

[](https://www.expedia.ca/Orlando-Hotels-Hilton-Garden-Inn-Winter-Park.h45488005.Hotel-Information)

![Front Side Balcony Suite, 1 King | Balcony view](https://images.trvl-media.com/lodging/2000000/1790000/1784900/1784873/eb5c76ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fireplace](https://images.trvl-media.com/lodging/2000000/1790000/1784900/1784873/929fe379.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1790000/1784900/1784873/52e0ae75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/2000000/1790000/1784900/1784873/82e772bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Park Plaza Hotel

[](https://www.expedia.ca/Orlando-Hotels-Park-Plaza-Hotel.h1784873.Hotel-Information)

8.6/10

Excellent

(1,000 reviews)

"Nice staff, historic building, but nice and clean "

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

Dayna

CA $239

CA $268 total

includes taxes & fees

Feb 13 - Feb 14

[](https://www.expedia.ca/Orlando-Hotels-Park-Plaza-Hotel.h1784873.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/119000000/118780000/118778200/118778200/d7886791.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/119000000/118780000/118778200/118778200/1bba5733.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/119000000/118780000/118778200/118778200/3736e6a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/119000000/118780000/118778200/118778200/fee1fbc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in College Park

[](https://www.expedia.ca/Orlando-Hotels-Winter-Park-Gem.h118778200.Hotel-Information)

8.0/10

Very good

(2 reviews)

"We had a wonderful stay — the house was spotless, comfortable, and offered plenty of space. The peaceful neighborhood and convenient location made it easy to explore the area."

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

Danielle H.

CA $120

CA $376 total

includes taxes & fees

Jan 24 - Jan 25

[](https://www.expedia.ca/Orlando-Hotels-Winter-Park-Gem.h118778200.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/92000000/91100000/91093700/91093651/a4a236a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/92000000/91100000/91093700/91093651/22001730.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/92000000/91100000/91093700/91093651/55f38262.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/92000000/91100000/91093700/91093651/3ef41108.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Orlando

[](https://www.expedia.ca/Orlando-Hotels-1-Bedroom-Vacation-Room-Just-12-Minutes-From-University-Of-Central-Florida.h91093651.Hotel-Information)

9.4/10

Exceptional

(3 reviews)

"Fantastic Host"

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

Marek K.

CA $86

CA $240 total

includes taxes & fees

Jan 26 - Jan 27

[](https://www.expedia.ca/Orlando-Hotels-1-Bedroom-Vacation-Room-Just-12-Minutes-From-University-Of-Central-Florida.h91093651.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/20000/19800/19791/959a6964.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/19800/19791/93bcae58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 outdoor pools, open 10:00 AM to 5:00 PM, cabanas (surcharge)](https://images.trvl-media.com/lodging/1000000/20000/19800/19791/w720h947x0y0-b237fd72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/20000/19800/19791/fcdf7880.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Alfond Inn

[](https://www.expedia.ca/Orlando-Hotels-The-Alfond-Inn.h19791.Hotel-Information)

9.6/10

Exceptional

(1,001 reviews)

"Location was great, friendly staff, beautiful hotel."

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

Jessica

CA $421

CA $513 total

includes taxes & fees

Feb 1 - Feb 2

[](https://www.expedia.ca/Orlando-Hotels-The-Alfond-Inn.h19791.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/124000000/123400000/123398800/123398794/w1350h895x0y5-04b0130a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123400000/123398800/123398794/f1476d84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/124000000/123400000/123398800/123398794/18df6c8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123400000/123398800/123398794/6de8c24e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mobile Home in Fairview Shores

[](https://www.expedia.ca/Orlando-Hotels-Comfy-Tiny-Home-WP-Large-Private-DeckQueen-Bed.h123398794.Hotel-Information)

CA $157

CA $282 total

includes taxes & fees

Jan 29 - Jan 30

[](https://www.expedia.ca/Orlando-Hotels-Comfy-Tiny-Home-WP-Large-Private-DeckQueen-Bed.h123398794.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/121000000/120190000/120187300/120187220/957cda3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/121000000/120190000/120187300/120187220/7335419c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120190000/120187300/120187220/b34af36d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/121000000/120190000/120187300/120187220/312f2783.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Fairview Shores

[](https://www.expedia.ca/Orlando-Hotels-Charming-Home-Wp-Patio-Gazebo-Close-To-Highwys.h120187220.Hotel-Information)

CA $152

CA $334 total

includes taxes & fees

Jan 25 - Jan 26

[](https://www.expedia.ca/Orlando-Hotels-Charming-Home-Wp-Patio-Gazebo-Close-To-Highwys.h120187220.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/123000000/122300000/122291600/122291511/ebe6ee30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/123000000/122300000/122291600/122291511/2eccd419.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/123000000/122300000/122291600/122291511/0a1ee9ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122300000/122291600/122291511/25a3e347.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mobile Home in Goldenrod

[](https://www.expedia.ca/Orlando-Hotels-Cozy-RV-With-AC-And-Fitness-Room-In-Brilliant-Winter-Park.h122291511.Hotel-Information)

CA $138

CA $183 total

includes taxes & fees

Jan 28 - Jan 29

[](https://www.expedia.ca/Orlando-Hotels-Cozy-RV-With-AC-And-Fitness-Room-In-Brilliant-Winter-Park.h122291511.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/72000000/71150000/71146400/71146342/w4000h2662x0y0-9dcdde60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, pillowtop beds, desk, laptop workspace](https://images.trvl-media.com/lodging/72000000/71150000/71146400/71146342/3dbe35a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/72000000/71150000/71146400/71146342/66f3909c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/72000000/71150000/71146400/71146342/a831619a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### SpringHill Suites by Marriott Winter Park

[](https://www.expedia.ca/Orlando-Hotels-SpringHill-Suites-By-Marriott-Winter-Park.h71146342.Hotel-Information)

9.2/10

Wonderful

(345 reviews)

"Nice, clean hotel with a very friendly staff. I will book again!"

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

kelly

CA $274

CA $312 total

includes taxes & fees

Jan 25 - Jan 26

[](https://www.expedia.ca/Orlando-Hotels-SpringHill-Suites-By-Marriott-Winter-Park.h71146342.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/122000000/121860000/121857300/121857215/d9e95202.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books, computer monitors](https://images.trvl-media.com/lodging/122000000/121860000/121857300/121857215/a9d269d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/122000000/121860000/121857300/121857215/7061403d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121860000/121857300/121857215/8914dae2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Fairview Shores

[](https://www.expedia.ca/Orlando-Hotels-Cozy-Home-5min-To-Park-Ave-And-Downtown-Orlando.h121857215.Hotel-Information)

CA $206

CA $385 total

includes taxes & fees

Feb 2 - Feb 3

[](https://www.expedia.ca/Orlando-Hotels-Cozy-Home-5min-To-Park-Ave-And-Downtown-Orlando.h121857215.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/124000000/123150000/123148000/123147976/w1350h895x0y5-06f55f02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123150000/123148000/123147976/c29ed280.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/124000000/123150000/123148000/123147976/36f4f2db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123150000/123148000/123147976/aeff95b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Fairview Shores

[](https://www.expedia.ca/Orlando-Hotels-Funky-Remodeled-Otown-Bungalow-Sleeps-8.h123147976.Hotel-Information)

CA $220

CA $411 total

includes taxes & fees

Feb 4 - Feb 5

[](https://www.expedia.ca/Orlando-Hotels-Funky-Remodeled-Otown-Bungalow-Sleeps-8.h123147976.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/122000000/121020000/121017300/121017283/7f29b0af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/122000000/121020000/121017300/121017283/170acb69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121020000/121017300/121017283/18ad5479.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121020000/121017300/121017283/9e87b9ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Winter Park

[](https://www.expedia.ca/Orlando-Hotels-Spacious-5-Bedroom-House-In-Gorgeous-Winter-Park.h121017283.Hotel-Information)

CA $234

CA $384 total

includes taxes & fees

Feb 1 - Feb 2

[](https://www.expedia.ca/Orlando-Hotels-Spacious-5-Bedroom-House-In-Gorgeous-Winter-Park.h121017283.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/120000000/119720000/119712500/119712429/120179c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/120000000/119720000/119712500/119712429/b29eebc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/120000000/119720000/119712500/119712429/5d356775.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119720000/119712500/119712429/d0827223.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Fairview Shores

[](https://www.expedia.ca/Orlando-Hotels-Mills-House-WP-Sleeps-11-Renovated-Queen-Beds.h119712429.Hotel-Information)

6.0/10

(1 review)

"The air fresheners plug ins were too powerful, we had to put them outside while we stayed in the house. Not enough power outlets. Hanging lamps on master bedroom are not practical, didn’t find the switch to turn them off. Spot light outside kept me up. The motion triggered the light to go on and off constantly. "

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

Monica E.

CA $206

CA $423 total

includes taxes & fees

Jan 29 - Jan 30

[](https://www.expedia.ca/Orlando-Hotels-Mills-House-WP-Sleeps-11-Renovated-Queen-Beds.h119712429.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/121000000/120490000/120489000/120488903/3aa946ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer, towels, soap, toilet paper](https://images.trvl-media.com/lodging/121000000/120490000/120489000/120488903/b9965092.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/121000000/120490000/120489000/120488903/0312eb1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/121000000/120490000/120489000/120488903/437efd0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Winter Park

[](https://www.expedia.ca/Orlando-Hotels-4-Bedroom-House-In-Superb-Winter-Park.h120488903.Hotel-Information)

4.0/10

(1 review)

"We checked in late and were surprised to find half eaten food in the fridge and freezer. Both were very dirty with a noticeable odor. The dishwasher was full of dirty dishes. The oven was full of dirty pans. Most of the dishes in the cupboards had little bits in them as well. There was a fire alarm battery beeping in one of the bedrooms. There was no coffee maker or wine opener or wine glasses or hand soap. There were very few dishes in general, it would have been challenging to cook and serve...

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

Nyssa S.

CA $367

CA $794 total

includes taxes & fees

Feb 3 - Feb 4

[](https://www.expedia.ca/Orlando-Hotels-4-Bedroom-House-In-Superb-Winter-Park.h120488903.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/32000000/31950000/31941500/31941472/e8db9438.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/32000000/31950000/31941500/31941472/05cb2d91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/32000000/31950000/31941500/31941472/32572eec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/32000000/31950000/31941500/31941472/fab2d3be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hyatt House Orlando International Drive

[](https://www.expedia.ca/Orlando-Hotels-Hyatt-House-Orlando-International-Drive.h31941472.Hotel-Information)

9.4/10

Exceptional

(1,480 reviews)

"Great place to stay and great amenities"

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

Darshan

CA $150

CA $169 total

includes taxes & fees

Jan 25 - Jan 26

[](https://www.expedia.ca/Orlando-Hotels-Hyatt-House-Orlando-International-Drive.h31941472.Hotel-Information)

![5 restaurants, breakfast, lunch, dinner served; Italian cuisine](https://images.trvl-media.com/lodging/1000000/50000/40900/40865/d587453b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 restaurants, breakfast, lunch, dinner served; Italian cuisine](https://images.trvl-media.com/lodging/1000000/50000/40900/40865/3d0051dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 outdoor pools, a heated pool, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/1000000/50000/40900/40865/47dbf2da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/50000/40900/40865/w3836h2561x3y0-6cfb6f06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Caribe Royale Orlando

[](https://www.expedia.ca/Orlando-Hotels-Caribe-Royale-Orlando.h40865.Hotel-Information)

9.2/10

Wonderful

(4,640 reviews)

"Great Stay ! "

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

Matthew

CA $242

CA $331 total

includes taxes & fees

Jan 24 - Jan 25

[](https://www.expedia.ca/Orlando-Hotels-Caribe-Royale-Orlando.h40865.Hotel-Information)

![Lake](https://images.trvl-media.com/lodging/2000000/1470000/1460500/1460425/eba0fe5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor banquet area](https://images.trvl-media.com/lodging/2000000/1470000/1460500/1460425/abbcc72a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Buffet](https://images.trvl-media.com/lodging/2000000/1470000/1460500/1460425/e9850ee8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1470000/1460500/1460425/6214f96f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Rosen Shingle Creek

[](https://www.expedia.ca/Orlando-Hotels-Rosen-Shingle-Creek.h1460425.Hotel-Information)

9.4/10

Exceptional

(4,426 reviews)

"Very nice place to stay with family. "

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

Anick

CA $175

CA $197 total

includes taxes & fees

Feb 7 - Feb 8

[](https://www.expedia.ca/Orlando-Hotels-Rosen-Shingle-Creek.h1460425.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/7700/7622/4d30527e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Water park](https://images.trvl-media.com/lodging/1000000/10000/7700/7622/41854f3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 restaurants, breakfast, lunch, dinner served; Mexican cuisine](https://images.trvl-media.com/lodging/1000000/10000/7700/7622/e7c9feef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 restaurants, breakfast, lunch, dinner served; Mexican cuisine](https://images.trvl-media.com/lodging/1000000/10000/7700/7622/e0d661cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Red Lion Hotel Orlando Lake Buena Vista South

[](https://www.expedia.ca/Orlando-Hotels-Red-Lion-Hotel-Orlando-Lake-Buena-Vista-South.h7622.Hotel-Information)

8.8/10

Excellent

(4,364 reviews)

"Stay here a few times a year, always great! Wouldn’t stay anywhere else. "

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

Raymond

CA $72

CA $113 total

includes taxes & fees

Jan 25 - Jan 26

[](https://www.expedia.ca/Orlando-Hotels-Red-Lion-Hotel-Orlando-Lake-Buena-Vista-South.h7622.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=2026-02-06&endDate=2026-02-07&regionId=7902&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Winter+Park%2C+Florida%2C+United+States+of+America&regionId=7902&latLong=28.6%2C-81.339233&adults=2&startDate=2026-04-22&d1=2026-04-22&endDate=2026-04-25&d2=2026-04-25&lodging=APART_HOTEL)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Winter+Park%2C+Florida%2C+United+States+of+America&regionId=7902&latLong=28.6%2C-81.339233&adults=2&startDate=2026-04-22&d1=2026-04-22&endDate=2026-04-25&d2=2026-04-25&lodging=VACATION_HOME)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Winter+Park%2C+Florida%2C+United+States+of+America&regionId=7902&latLong=28.6%2C-81.339233&adults=2&startDate=2026-04-22&d1=2026-04-22&endDate=2026-04-25&d2=2026-04-25&lodging=APARTMENT)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Winter+Park%2C+Florida%2C+United+States+of+America&regionId=7902&latLong=28.6%2C-81.339233&adults=2&startDate=2026-04-22&d1=2026-04-22&endDate=2026-04-25&d2=2026-04-25&lodging=VILLA)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Winter+Park%2C+Florida%2C+United+States+of+America&regionId=7902&latLong=28.6%2C-81.339233&adults=2&startDate=2026-04-22&d1=2026-04-22&endDate=2026-04-25&d2=2026-04-25&lodging=CONDO)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Winter+Park%2C+Florida%2C+United+States+of+America&regionId=7902&latLong=28.6%2C-81.339233&adults=2&startDate=2026-04-22&d1=2026-04-22&endDate=2026-04-25&d2=2026-04-25&lodging=COTTAGE)

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Winter+Park%2C+Florida%2C+United+States+of+America&regionId=7902&latLong=28.6%2C-81.339233&adults=2&startDate=2026-04-22&d1=2026-04-22&endDate=2026-04-25&d2=2026-04-25&lodging=CABIN)

Chalets

[](https://www.expedia.ca/Hotel-Search?destination=Winter+Park%2C+Florida%2C+United+States+of+America&regionId=7902&latLong=28.6%2C-81.339233&adults=2&startDate=2026-04-22&d1=2026-04-22&endDate=2026-04-25&d2=2026-04-25&lodging=CHALET)

Houseboats

[](https://www.expedia.ca/Hotel-Search?destination=Winter+Park%2C+Florida%2C+United+States+of+America&regionId=7902&latLong=28.6%2C-81.339233&adults=2&startDate=2026-04-22&d1=2026-04-22&endDate=2026-04-25&d2=2026-04-25&lodging=HOUSE_BOAT)

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## Top Winter Park Hotel Reviews

![Hyatt Regency Orlando International Airport](https://images.trvl-media.com/lodging/1000000/10000/2800/2754/acaa1e8b_y.jpg)

### Hyatt Regency Orlando International Airport

10/10 Excellent

"We did not have breakfast as we left too early. Balcony was awesome although it was being pressure washed when we 1st got to our room so not available 1st 2 hrs. Dining up on floor 9 was great food and great staff, but very costly. "

[](https://expedia.ca/Orlando-Hotels-Hyatt-Regency-Orlando-International-Airport.h2754.Hotel-Information)

![Spark by Hilton Orlando near Universal](https://images.trvl-media.com/lodging/1000000/20000/16000/15927/5cf8836a_y.jpg)

### Spark by Hilton Orlando near Universal

10/10 Excellent

"Great atay"

[](https://expedia.ca/Orlando-Hotels-Spark-By-Hilton-Orlando-Near-Universal.h15927.Hotel-Information)

![Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando](https://images.trvl-media.com/lodging/1000000/30000/23200/23110/ade3b60d_y.jpg)

### Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

10/10 Excellent

"Very clean! Good sized room. Awesome resort with lots of pools!"

[](https://expedia.ca/Orlando-Hotels-Sheraton-Vistana-Resort-Villas.h23110.Hotel-Information)

![DoubleTree by Hilton at the Entrance to Universal Orlando](https://images.trvl-media.com/lodging/1000000/10000/5400/5398/4997b5df_y.jpg)

### DoubleTree by Hilton at the Entrance to Universal Orlando

10/10 Excellent

"It was good "

[](https://expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-At-The-Entrance-To-Universal-Orlando.h5398.Hotel-Information)

![Westgate Lakes Resort & Spa Universal Studios Area](https://images.trvl-media.com/lodging/1000000/810000/805000/804984/86e77c07_y.jpg)

### Westgate Lakes Resort & Spa Universal Studios Area

10/10 Excellent

"Great staff, great room and bathroom, very clean"

[](https://expedia.ca/Orlando-Hotels-Westgate-Lakes-Resort-Spa-Universal-Studios-Area.h804984.Hotel-Information)

![Ramada by Wyndham Suites Orlando Airport](https://images.trvl-media.com/lodging/1000000/130000/120400/120303/2eaf4a61_y.jpg)

### Ramada by Wyndham Suites Orlando Airport

10/10 Excellent

"Good"

[](https://expedia.ca/Orlando-Hotels-Ramada-By-Wyndham-Suites-Orlando-Airport.h120303.Hotel-Information)

![DoubleTree by Hilton Hotel Orlando at SeaWorld](https://images.trvl-media.com/lodging/1000000/20000/18900/18874/69019073_y.jpg)

### DoubleTree by Hilton Hotel Orlando at SeaWorld

10/10 Excellent

"Clean rooms and the staff was very friendly"

[](https://expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-Hotel-Orlando-At-SeaWorld.h18874.Hotel-Information)

![Universal's Endless Summer Resort - Dockside Inn and Suites](https://images.trvl-media.com/lodging/34000000/33780000/33770400/33770341/c8859517_y.jpg)

### Universal's Endless Summer Resort - Dockside Inn and Suites

10/10 Excellent

"Everything was great "

[](https://expedia.ca/Orlando-Hotels-Universals-Endless-Summer-Dockside-Inn-Suites.h33770341.Hotel-Information)

![Marriott's Grande Vista](https://images.trvl-media.com/lodging/1000000/860000/853600/853519/77708f65_y.jpg)

### Marriott's Grande Vista

10/10 Excellent

"Yes "

[](https://expedia.ca/Orlando-Hotels-Marriotts-Grande-Vista.h853519.Hotel-Information)

## Find out more about Winter Park

## Winter Park Chalets information

| Number of reviews | 17,858     |
| ----------------- | ---------- |
| Accommodation     | 17 Chalets |
| Lowest Price      | CA $113    |
| Highest Price     | CA $794    |

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- [Hotels near Winter Park Tennis Center ](https://www.expedia.ca/Winter-Park-Tennis-Center-Hotels.0-l636723274468732928-0.Travel-Guide-Filter-Hotels)
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- [Albin Polasek Museum and Sculpture Gardens ](https://www.expedia.ca/Albin-Polasek-Museum-And-Sculpture-Gardens-Orlando.d6154778.Vacation-Attraction)
- [Casa Feliz Historic Home Museum ](https://www.expedia.ca/Casa-Feliz-Historic-Home-Museum-Orlando.d6154784.Vacation-Attraction)
- [Harry P. Leu Gardens ](https://www.expedia.ca/Harry-P-Leu-Gardens-Orlando.d6068689.Vacation-Attraction)
- [Kraft Azalea Gardens ](https://www.expedia.ca/Kraft-Azalea-Gardens-Orlando.d553248621532654339.Vacation-Attraction)
- [Lake Virginia ](https://www.expedia.ca/Lake-Virginia-Orlando.d553248621532654331.Vacation-Attraction)
- [Mead Garden ](https://www.expedia.ca/Mead-Garden-Orlando.d6239861.Vacation-Attraction)
- [Visit Aloma ](https://www.expedia.ca/Orlando-Aloma.dx553248635975863638)
- [Visit Orwin Manor ](https://www.expedia.ca/Orlando-Orwin-Manor.dx553248635976471367)
- [Orlando Vacations ](https://www.expedia.ca/Orlando.d178294.Destination-Travel-Guides)
- [Rollins Museum of Art ](https://www.expedia.ca/Rollins-Museum-Of-Art-Orlando.d6154782.Vacation-Attraction)
- [Village Plaza Shopping Center ](https://www.expedia.ca/Village-Plaza-Shopping-Center-Orlando.d553248621558036314.Vacation-Attraction)
- [Walt Disney World® Resort ](https://www.expedia.ca/Walt-Disney-World-Resort-Orlando.d6034120.Vacation-Attraction)
- [Winter Pines Golf Club ](https://www.expedia.ca/Winter-Pines-Golf-Club-Orlando.d6239892.Vacation-Attraction)

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- [Things to do in Orlando ](https://www.expedia.ca/Things-To-Do-In-Orlando.d178294.Travel-Guide-Activities)

- [Book Chalets in Winter Park on Expedia.com ](https://www.expedia.com/Winter-Park-Chalets.d7902-aaChalets.Travel-Guide-Accommodation)