Title: Book the Best Winter Park Ski Hotels in 2025 from CA $375 | 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) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/338000/338301-Casa-Feliz-Historic-Home-Museum.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Ski Hotels in Winter Park, FL from CA $375 ![](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 availability on Winter Park Ski Hotels Tonight [Oct 16 - Oct 17](https://www.expedia.ca/Hotel-Search?regionId=7902&startDate=2025-10-16&endDate=2025-10-17&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 17 - Oct 18](https://www.expedia.ca/Hotel-Search?regionId=7902&startDate=2025-10-17&endDate=2025-10-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=7902&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=7902&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Winter Park Ski Hotels ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/36000000/35740000/35738700/35738680/4a5ba30d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/36000000/35740000/35738700/35738680/3a229cea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/36000000/35740000/35738700/35738680/1f721d78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/36000000/35740000/35738700/35738680/eb10fab5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mills Cottage by the Little Lake Lake Weldona 10/10 Exceptional (48) "Super charming " CA $215 CA $499 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Orlando-Hotels-Mills-Cottage-On-Small-Lake.h35738680.Hotel-Information) ![Apartment (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/120000000/119360000/119350100/119350016/59c67c1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119360000/119350100/119350016/8f52277f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119360000/119350100/119350016/c97e3a6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119360000/119350100/119350016/f799e93a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1802 Cozy Condo 3 min Universal International Drive District CA $128 CA $468 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Orlando-Hotels-1802-Cozy-Condo-3-Min-Universal.h119350016.Hotel-Information) ![Condo, 2 Bedrooms | Pool](https://images.trvl-media.com/lodging/111000000/110380000/110370900/110370802/ec123cc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 2 Bedrooms | Living area](https://images.trvl-media.com/lodging/111000000/110380000/110370900/110370802/76d93456.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 2 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/111000000/110380000/110370900/110370802/5433ca5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 2 Bedrooms | Bar (on property)](https://images.trvl-media.com/lodging/111000000/110380000/110370900/110370802/dc58d8be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Storey Lake Resort 2bd Condo Overlooking Water #840 2 Bedroom Condo Kissimmee 10/10 Exceptional (1) "we had a great time and enjoyed the condo for the short time we were there." CA $172 CA $706 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Orlando-Hotels-Storey-Lake-Resort-2bd-Condo-Overlooking-Water-840-2-Bedroom-Condo.h110370802.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/31000000/30400000/30397600/30397575/1a034d96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/31000000/30400000/30397600/30397575/c15cf0b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/31000000/30400000/30397600/30397575/b0b2ea4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/31000000/30400000/30397600/30397575/724fe7c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 105+/N OCT 21-25, NOV 1-7 2.5 BDR 2 BTH 25FT LAKE VIEW BALCONY & DISNEY FIREWORK Orlando 9.6/10 Exceptional (174) "Place was super clean, conveniently located, loved the view" CA $133 CA $409 total includes taxes & fees Oct 23 - Oct 24 [](https://www.expedia.ca/Orlando-Hotels-AUG-9-12-18-2189n25-Bdrs-2bth1200sf-25ft-Balcony-Lake-Firework-View.h30397575.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/20000000/19940000/19938600/19938534/6e739c7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/20000000/19940000/19938600/19938534/w1678h1066x121y14-5b7da038.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/20000000/19940000/19938600/19938534/6ec94f13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/20000000/19940000/19938600/19938534/46649cae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxurious 5\*Executive 3Br Villa Vista Cay/Pool | Enhanced Cleaning Orlando 9.6/10 Exceptional (44) "Too short of a stay but enjoyed every moment. The rental was emaculant. The best by far since staying at Vista Cay. The owner was great. She kept in touch and up to date with each detail of our stay including our welcoming text as well as thanking us for staying at her location. " CA $195 CA $793 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Orlando-Hotels-Luxurious-5Executive-3Br-Villa-Vista-CayPool-Enhanced-Cleaning.h19938534.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/30000000/29640000/29635100/29635018/1443b0f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/30000000/29640000/29635100/29635018/ea7afc28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/30000000/29640000/29635100/29635018/90-4dc5a9a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/30000000/29640000/29635100/29635018/f073b8a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 95+/N OCT 20-24, 26-30 POOL LAKE DISNEY FIREWORK VIEW 9:30 PM LOVELY 1 BDR 2 BTH Orlando 9.4/10 Exceptional (142) "The room was better than expected and clean. My most memorable attribute was the jetted tub! Enjoyed every minute of it!" CA $120 CA $375 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Orlando-Hotels-DEAL-DEC-11-25-79N-1-BDR-2BTHS-SUITE-8-FLPOOL.h29635018.Hotel-Information) ![Indoor pool, a heated pool](https://images.trvl-media.com/lodging/105000000/104290000/104280400/104280316/w1126h900x37y0-b123a634.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/105000000/104290000/104280400/104280316/e50589d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/105000000/104290000/104280400/104280316/8ebc6962.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/105000000/104290000/104280400/104280316/d2dbca1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1802 Cozy Condo 3 min Universal International Drive District 10/10 Exceptional (1) "Perfect location to stay for any Orlando activities. " CA $283 CA $577 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Orlando-Hotels-6165-Cozy-Condo-3-Min-Universal.h104280316.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/114000000/113750000/113741000/113740979/c9b09b9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113750000/113741000/113740979/b414ecd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/114000000/113750000/113741000/113740979/a4858991.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113750000/113741000/113740979/2acbb89b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 4845-144 Modern Multi-Story 3-BD Condo at VIstaCay Orlando 8.4/10 Very good (5) "We recently visited Orlando for a 5-day volleyball tournament and stayed at the condo. There were 6 of us in total staying there. 3 moms and 3 daughters, so we each had our our bedroom and bathroom, which was great. The condo was conveniently located to the convention center, so that was great. It location of the condo was great too when it comes to walking to the pool.We spent most of our mornings at the pool, and then we were at the convention center in the afternoon/evening.The palce was... CA $363 CA $752 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Orlando-Hotels-4845-144-Modern-Multi-Story-3-BD-Condo-At-VIstaCay.h113740979.Hotel-Information) ![Indoor pool, a heated pool](https://images.trvl-media.com/lodging/113000000/112660000/112654800/112654720/15fcf527.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/113000000/112660000/112654800/112654720/2e8a4449.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/113000000/112660000/112654800/112654720/w1200h960x0y8-22db8eaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/113000000/112660000/112654800/112654720/w1200h900x0y0-8f2121e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3315 Lake front near Universal Studio International Drive District 6.0/10 (2) "I reserved and paid for a one bedroom as advertised on vbro not a studio with a couch 😒" CA $275 CA $540 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Orlando-Hotels-3315-Lake-Front-Near-Universal-Studio.h112654720.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/114000000/113750000/113741000/113740977/f825e9b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113750000/113741000/113740977/e447efa7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113750000/113741000/113740977/19746081.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/114000000/113750000/113741000/113740977/95aa4a5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 4862-303 Fresh & Modern 3-BD Condo at Vista Cay Orlando CA $525 CA $958 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Orlando-Hotels-4862-303-Fresh-Modern-3-BD-Condo-At-Vista-Cay.h113740977.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. 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