Title: Winter Park Chalets from CA $92 | 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) ![Kraft Azalea Gardens showing a fountain, a park and a pond](https://images.trvl-media.com/place/553248621532654339/aef9d03a-cd86-4dcc-8e9d-049aef598da5.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Chalets in Winter Park from CA $92 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=7902&startDate=2025-12-19&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=7902&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=7902&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=7902&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Winter Park Chalets 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) ![Property grounds](https://images.trvl-media.com/lodging/122000000/121560000/121551600/121551588/c1954c59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/122000000/121560000/121551600/121551588/1a1d4665.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) ### Apartment in Fairview Shores CA $65 CA $140 total includes taxes & fees Dec 14 - Dec 15 [](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) ![Property grounds](https://images.trvl-media.com/lodging/121000000/120650000/120648600/120648509/acc3172c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/121000000/120650000/120648600/120648509/e90fce25.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) ### Apartment in Orlando 10/10 Exceptional (1) "Pool is very inviting" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Geri Lamborn M. CA $144 CA $352 total includes taxes & fees Dec 22 - Dec 23 [](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 detail](https://images.trvl-media.com/lodging/96000000/95970000/95963600/95963583/f67c1532.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/96000000/95970000/95963600/95963583/75ea15f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95970000/95963600/95963583/9c92b7d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/95970000/95963600/95963583/4fd8a4de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Orlando 9.6/10 Exceptional (4) "Clean, roomy for two, comfortable bed, Met all our needs. Plan to stay there again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nan D. CA $156 CA $321 total includes taxes & fees Dec 31 - Jan 1, 2026 [](https://www.expedia.ca/Orlando-Hotels-Magic-Studio.h95963583.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/92000000/91100000/91093700/91093651/5f67e490.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/92000000/91100000/91093700/91093651/1328783d.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) ![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/92000000/91100000/91093700/91093651/144ad48c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Orlando 9.4/10 Exceptional (3) "Fantastic Host" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marek K. CA $74 CA $229 total includes taxes & fees Dec 24 - Dec 25 [](https://www.expedia.ca/Orlando-Hotels-1-Bedroom-Vacation-Home-Just-12-Minutes-From-University-Of-Central-Florida.h91093651.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/46000000/45490000/45488100/45488005/368acdbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/46000000/45490000/45488100/45488005/4305d87a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/46000000/45490000/45488100/45488005/38f26455.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) ### Hilton Garden Inn Winter Park 9.2/10 Wonderful (624) "Loved the layout of the room and the Crabtree & Evelyn products in the shower. Close to many restaurants and shops. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laura CA $278 CA $316 total includes taxes & fees Jan 2 - Jan 3, 2026 [](https://www.expedia.ca/Orlando-Hotels-Hilton-Garden-Inn-Winter-Park.h45488005.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) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/72000000/71150000/71146400/71146342/478ae54a.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) ![Lobby](https://images.trvl-media.com/lodging/72000000/71150000/71146400/71146342/e4bbe80a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SpringHill Suites by Marriott Winter Park 9.2/10 Wonderful (331) "Good stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brandi CA $278 CA $316 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Orlando-Hotels-SpringHill-Suites-By-Marriott-Winter-Park.h71146342.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121830000/121826500/121826401/7b00af86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121830000/121826500/121826401/e47ef39a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/122000000/121830000/121826500/121826401/6f9b109b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/122000000/121830000/121826500/121826401/fb43e8b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Fairview Shores CA $138 CA $270 total includes taxes & fees Dec 26 - Dec 27 [](https://www.expedia.ca/Orlando-Hotels-Sleek.h121826401.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) ![Interior](https://images.trvl-media.com/lodging/123000000/122300000/122291600/122291511/25a3e347.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/bb5a9493.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) ### Mobile Home in Goldenrod CA $140 CA $184 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Orlando-Hotels-Cozy-RV-With-AC-And-Fitness-Room-In-Brilliant-Winter-Park.h122291511.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/119000000/118780000/118778200/118778200/f579d129.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/119000000/118780000/118778200/118778200/ffe72c9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118780000/118778200/118778200/fc1a998c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/119000000/118780000/118778200/118778200/a9b2ca46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in College Park 10/10 Exceptional (1) "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 $229 CA $504 total includes taxes & fees Dec 20 - Dec 21 [](https://www.expedia.ca/Orlando-Hotels-Winter-Park-Gem.h118778200.Hotel-Information) ![Front Side Balcony Suite, 1 King | Terrace/patio](https://images.trvl-media.com/lodging/2000000/1790000/1784900/1784873/3c7fe593.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) ![Business centre](https://images.trvl-media.com/lodging/2000000/1790000/1784900/1784873/450d6e5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Park Plaza Hotel 8.6/10 Excellent (1001) "Excellent historical hotel on the famed Park Avenue in Winter Park. Great Location for Dining & Outdoor Activities. Hotel was comfortable and Staff were Friendly & Knowledgeable. Would Highly Recommend This Hotel." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marshall CA $222 CA $249 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Orlando-Hotels-Park-Plaza-Hotel.h1784873.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/19800/19791/51fdc461.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily cooked-to-order breakfast for a fee](https://images.trvl-media.com/lodging/1000000/20000/19800/19791/3dec6392.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) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/19800/19791/93bcae58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Alfond Inn 9.6/10 Exceptional (1000) "Amazing location, warm and friendly staff, beautiful property!" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Diandra CA $355 CA $439 total includes taxes & fees Dec 20 - Dec 21 [](https://www.expedia.ca/Orlando-Hotels-The-Alfond-Inn.h19791.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) ![Living area](https://images.trvl-media.com/lodging/121000000/120490000/120489000/120488903/0312eb1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120490000/120489000/120488903/78c9ab55.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 CA $279 CA $672 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Orlando-Hotels-4-Bedroom-House-In-Superb-Winter-Park.h120488903.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/117000000/116240000/116232900/116232816/6ab0b7a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/117000000/116240000/116232900/116232816/5eca9046.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116240000/116232900/116232816/e1e498aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/117000000/116240000/116232900/116232816/37f6e416.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Winter Park [](https://www.expedia.ca/Orlando-Hotels-Charming-3-Bedroom-House-With-WiFi.h116232816.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/130000/120400/120304/607c7220.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/130000/120400/120304/80f72df0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/130000/120400/120304/435df4cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/130000/120400/120304/4fbafd8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Quinta Inn & Suites by Wyndham Orlando Airport North 7.4/10 Good (779) "Near the beach , very nice people at the reception. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Leonie CA $111 CA $124 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Orlando-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Orlando-Airport-North.h120304.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/18700/18667/c2391329.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/18700/18667/f12f0318.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 8:00 AM to 9:00 PM, cabanas (surcharge)](https://images.trvl-media.com/lodging/1000000/20000/18700/18667/f0d9f0b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/18700/18667/3681ea81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel 8.8/10 Excellent (648) "Hospitable staff and nice rooms." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Iryna CA $99 CA $112 total includes taxes & fees Dec 10 - Dec 11 [](https://www.expedia.ca/Orlando-Hotels-Quality-Suites-Orlando-Convention-Center-Area.h18667.Hotel-Information) ![Outdoor pool, open 9:00 AM to 9:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/14800/14701/c2072d64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/14800/14701/f253be82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/20000/14800/14701/07b4d960.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/20000/14800/14701/7f283277.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Palazzo Lakeside Hotel 8.2/10 Very good (5137) "Overall good experience would stay again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jacquelyn CA $39 CA $92 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Orlando-Hotels-Palazzo-Lakeside.h14701.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/48000000/47050000/47041400/47041344/a264c3e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/48000000/47050000/47041400/47041344/e7188448.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, blackout drapes, soundproofing](https://images.trvl-media.com/lodging/48000000/47050000/47041400/47041344/d639070d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/48000000/47050000/47041400/47041344/753a80d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tru By Hilton Orlando Convention Center Area, FL 9.0/10 Wonderful (3637) "Great location clean rooms " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Erika CA $111 CA $124 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Orlando-Hotels-Tru-By-Hilton-Orlando-Convention-Center-Area.h47041344.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/1000000/10000/3900/3832/8e925387.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee shop](https://images.trvl-media.com/lodging/1000000/10000/3900/3832/015972bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/10000/3900/3832/b0f81967.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/10000/3900/3832/422c01bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Avanti International Resort 7.8/10 Good (4265) "Great room, helpful cleaners, wonderful pool, great location" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Gabrielle CA $87 CA $126 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Orlando-Hotels-Avanti-International-Resort.h3832.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/69000000/68500000/68496700/68496636/efcacf6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed, Accessible, Non Smoking (Mobility,tub w grab bars) | Fitness facility](https://images.trvl-media.com/lodging/69000000/68500000/68496700/68496636/544f6f30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/69000000/68500000/68496700/68496636/9d65ccab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/69000000/68500000/68496700/68496636/bbbef292.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wyndham Garden Orlando Airport 9.0/10 Wonderful (4010) "Would stay again! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matthew CA $103 CA $115 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Orlando-Hotels-Wyndham-Garden-Orlando-Airport.h68496636.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/49000000/48550000/48542100/48542054/w4000h2662x0y0-9052c563.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/49000000/48550000/48542100/48542054/ec5c4036.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![aloft, Room, 2 Queen Beds | Pool](https://images.trvl-media.com/lodging/49000000/48550000/48542100/48542054/46ee5051.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/49000000/48550000/48542100/48542054/6be4ba41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aloft Orlando Lake Buena Vista 8.8/10 Excellent (1897) "Great rooms, staff, and property!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cindy CA $103 CA $116 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Orlando-Hotels-Aloft-Orlando-Lake-Buena-Vista.h48542054.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=2025-12-18&endDate=2025-12-19®ionId=7902&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWinter-Park-Chalets.d7902-aaChalets.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinter-Park-Chalets.d7902-aaChalets.Travel-Guide-Accommodation) ## Top Winter Park Hotel Reviews ![Universal's Cabana Bay Beach Resort](https://images.trvl-media.com/lodging/6000000/5970000/5963300/5963292/63940f45_y.jpg) ### Universal's Cabana Bay Beach Resort 10/10 Excellent "Great hotel, great experience " [](https://expedia.ca/Orlando-Hotels-Universals-Cabana-Bay-Beach-Resort.h5963292.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 "." [](https://expedia.ca/Orlando-Hotels-Ramada-By-Wyndham-Suites-Orlando-Airport.h120303.Hotel-Information) ![Rosen Inn at Pointe Orlando](https://images.trvl-media.com/lodging/1000000/10000/8900/8892/8068a653_y.jpg) ### Rosen Inn at Pointe Orlando 10/10 Excellent "Excellent service, walking distance from everything " [](https://expedia.ca/Orlando-Hotels-Rosen-Inn-At-Pointe-Orlando.h8892.Hotel-Information) ![Tru By Hilton Orlando Convention Center Area, FL](https://images.trvl-media.com/lodging/48000000/47050000/47041400/47041344/a264c3e2_y.jpg) ### Tru By Hilton Orlando Convention Center Area, FL 10/10 Excellent "Amenities and customer service " [](https://expedia.ca/Orlando-Hotels-Tru-By-Hilton-Orlando-Convention-Center-Area.h47041344.Hotel-Information) ![Lake Buena Vista Resort Village & Spa](https://images.trvl-media.com/lodging/2000000/1360000/1350900/1350864/16b6b8e7_y.jpg) ### Lake Buena Vista Resort Village & Spa 10/10 Excellent "All good " [](https://expedia.ca/Orlando-Hotels-Lake-Buena-Vista-Resort-Village-Spa.h1350864.Hotel-Information) ![Holiday Inn Resort Orlando - Lake Buena Vista by IHG](https://images.trvl-media.com/lodging/1000000/20000/19600/19535/aa564e7f_y.jpg) ### Holiday Inn Resort Orlando - Lake Buena Vista by IHG 10/10 Excellent "Rooms were spacious and comfortable. Spent our wedding anniversary at the hotel which was fabulous for a family of 3\. Lots of things offered in a family friendly environment and plenty of entertainment, food and beverage choices." [](https://expedia.ca/Orlando-Hotels-Holiday-Inn-Resort-Orlando-Lake-Buena-Vista.h19535.Hotel-Information) ![Avanti International Resort](https://images.trvl-media.com/lodging/1000000/10000/3900/3832/b0f81967_y.jpg) ### Avanti International Resort 10/10 Excellent "The room was clean. The staff was very nice." [](https://expedia.ca/Orlando-Hotels-Avanti-International-Resort.h3832.Hotel-Information) ![Rosen Shingle Creek](https://images.trvl-media.com/lodging/2000000/1470000/1460500/1460425/cca9a672_y.jpg) ### Rosen Shingle Creek 10/10 Excellent "Everything was good. Nice and enjoyable time there." [](https://expedia.ca/Orlando-Hotels-Rosen-Shingle-Creek.h1460425.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 "Transport to parks was great" [](https://expedia.ca/Orlando-Hotels-Universals-Endless-Summer-Dockside-Inn-Suites.h33770341.Hotel-Information) ## Find out more about Winter Park ## Winter Park Chalets information | Number of reviews | 23,356 | | ----------------- | ---------- | | Accommodation | 17 Chalets | | Lowest Price | CA $92 | | Highest Price | CA $672 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [Hyatt Hotels in Aloma ](https://www.expedia.ca/Aloma-Orlando-Hotels-Hyatt-Hotels.0-n553248635975863638-0--bHyattHotels.Travel-Guide-Filter-Hotels) - [Spa Hotels in Aloma ](https://www.expedia.ca/Aloma-Orlando-Hotels-Spa-Hotel.0-n553248635975863638-0-tSpaHotel.Travel-Guide-Filter-Hotels) - [Aloma Hotels ](https://www.expedia.ca/Aloma-Orlando-Hotels.0-n553248635975863638-0.Travel-Guide-Filter-Hotels) - [Aparthotels in Altamonte Springs ](https://www.expedia.ca/Altamonte-Springs-Apart-Hotels.d5965-aaApartHotels.Travel-Guide-Accommodation) - [Guest Houses in Altamonte Springs ](https://www.expedia.ca/Altamonte-Springs-Guest-Houses.d5965-aaGuestHouses.Travel-Guide-Accommodation) - [Resorts in Altamonte Springs ](https://www.expedia.ca/Altamonte-Springs-Resort-Hotels.d5965-aaResortHotels.Travel-Guide-Accommodation) - [Townhomes in Altamonte Springs ](https://www.expedia.ca/Altamonte-Springs-Townhomes.d5965-aaTownhomes.Travel-Guide-Accommodation) - [Inns in Cape Canaveral ](https://www.expedia.ca/Cape-Canaveral-Inns.d6484-aaInns.Travel-Guide-Accommodation) - [Lodges in Cape Canaveral ](https://www.expedia.ca/Cape-Canaveral-Lodges.d6484-aaLodges.Travel-Guide-Accommodation) - [Ranches in Cape Canaveral ](https://www.expedia.ca/Cape-Canaveral-Ranches.d6484-aaRanches.Travel-Guide-Accommodation) - [Hotels near Casa Feliz Historic Home Museum ](https://www.expedia.ca/Casa-Feliz-Historic-Home-Museum-Hotels.0-l6154784-0.Travel-Guide-Filter-Hotels) - [Hotels near Crealde School of Art ](https://www.expedia.ca/Crealde-School-Of-Art-Hotels.0-l6239848-0.Travel-Guide-Filter-Hotels) - [Motels in Eatonville ](https://www.expedia.ca/Eatonville-Motels.d12161-aaMotels.Travel-Guide-Accommodation) - [Aparthotels in Fern Park ](https://www.expedia.ca/Fern-Park-Apart-Hotels.d7377-aaApartHotels.Travel-Guide-Accommodation) - [Holiday Park Resorts in Fern Park ](https://www.expedia.ca/Fern-Park-Holiday-Parks.d7377-aaHolidayParks.Travel-Guide-Accommodation) - [Houseboats in Fern Park ](https://www.expedia.ca/Fern-Park-Houseboats.d7377-aaHouseboats.Travel-Guide-Accommodation) - [Inns in Fern Park ](https://www.expedia.ca/Fern-Park-Inns.d7377-aaInns.Travel-Guide-Accommodation) - [Resorts in Fern Park ](https://www.expedia.ca/Fern-Park-Resort-Hotels.d7377-aaResortHotels.Travel-Guide-Accommodation) - [Townhomes in Fern Park ](https://www.expedia.ca/Fern-Park-Townhomes.d7377-aaTownhomes.Travel-Guide-Accommodation) - [Pensions in Florida ](https://www.expedia.ca/Florida-Pensions.d211-aaPensions.Travel-Guide-Accommodation) - [Pousadas in Florida ](https://www.expedia.ca/Florida-Pousadas.d211-aaPousadas.Travel-Guide-Accommodation) - [Hotels near Full Sail University ](https://www.expedia.ca/Full-Sail-University-Hotels.0-l6154770-0.Travel-Guide-Filter-Hotels) - [Hotels near Harry P. 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