Title: Book the Best SHOPPING Hotels in Winter Park in 2025 | 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 Shopping Hotels in Winter Park, FL from CA $107 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 Shopping Hotels Tonight [Oct 4 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=7902&startDate=2025-10-04&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 5 - Oct 6](https://www.expedia.ca/Hotel-Search?regionId=7902&startDate=2025-10-05&endDate=2025-10-06&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=7902&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [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) ## Top Winter Park Shopping Hotels ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/2800/2754/acaa1e8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/2800/2754/w3837h2559x3y3-514d4d41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/10000/2800/2754/w3840h2558x0y3-7bd0a48c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/10000/2800/2754/33e2316d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Regency Orlando International Airport Orlando 9.4/10 Exceptional (3620) "This hotel is amazing we loved it all around " CA $250 CA $281 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Orlando-Hotels-Hyatt-Regency-Orlando-International-Airport.h2754.Hotel-Information) ![4 outdoor pools, open 5:30 AM to midnight, cabanas (surcharge)](https://images.trvl-media.com/lodging/2000000/1470000/1460500/1460425/cca9a672.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ballroom](https://images.trvl-media.com/lodging/2000000/1470000/1460500/1460425/2ac14176.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![11 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/2000000/1470000/1460500/1460425/a5c2174b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1470000/1460500/1460425/89cab51d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rosen Shingle Creek Orlando 9.4/10 Exceptional (4042) "Great resort vibes while being close to the parks and other tourist places. " CA $144 CA $162 total includes taxes & fees Oct 10 - Oct 11 [](https://www.expedia.ca/Orlando-Hotels-Rosen-Shingle-Creek.h1460425.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/210000/201300/201292/31dc9015.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/210000/201300/201292/4e787fc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/210000/201300/201292/5a59021b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/1000000/210000/201300/201292/06b55175.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Orlando Airport Airport North 8.6/10 Excellent (1000) "We enjoyed our stay" CA $136 CA $153 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Orlando-Hotels-Hilton-Garden-Inn-Orlando-Airport.h201292.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/2000000/1790000/1784900/1784873/21834885.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) ![Front Side Balcony Suite, 1 King](https://images.trvl-media.com/lodging/2000000/1790000/1784900/1784873/96b386a4.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) ### Park Plaza Hotel Park Avenue District 8.6/10 Excellent (1004) "Park Plaza is a darling B&B style hotel just a short walk to virtually everything in Winter Park. The hotel staff was lovely and extremely helpful. " CA $203 CA $229 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Orlando-Hotels-Park-Plaza-Hotel.h1784873.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/1000000/430000/421600/421557/f41ff481.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room amenity](https://images.trvl-media.com/lodging/1000000/430000/421600/421557/988aae11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/1000000/430000/421600/421557/418d6417.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/430000/421600/421557/32644a24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Staybridge Suites Orlando Airport South by IHG Airport North 9.0/10 Wonderful (1739) "Great stay " CA $147 CA $165 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Orlando-Hotels-Staybridge-Suites-Orlando-Airport-South.h421557.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/100000000/99880000/99871700/99871637/6676c4ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/100000000/99880000/99871700/99871637/1ed742e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99880000/99871700/99871637/f2750c3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99880000/99871700/99871637/e4faff3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Private Apartment - Stylish & Spotless — No sharing areas Orlando 10/10 Exceptional (24) "The hosts put a lot of thought and care into making the stay fantastic. I would highly recommend staying here! Great location in a quiet neighborhood. " CA $124 CA $262 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Orlando-Hotels-Mercys-Cozy-Studio.h99871637.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/160000/157700/157623/21085cf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/160000/157700/157623/f658de98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/160000/157700/157623/064d9093.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/160000/157700/157623/ce4f431b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Embassy Suites by Hilton Orlando Airport Airport North 8.6/10 Excellent (1007) "Great stay " CA $149 CA $168 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Orlando-Hotels-Embassy-Suites-By-Hilton-Orlando-Airport.h157623.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/38000000/37150000/37148700/37148655/54993cb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/38000000/37150000/37148700/37148655/474cbed5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/38000000/37150000/37148700/37148655/w2408h1170x62y0-7347922c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/38000000/37150000/37148700/37148655/d041bfdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Incredible Private Lakefront Cottage Retreat Altamonte Springs 10/10 Exceptional (27) "One of our best stays. " CA $157 CA $448 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Orlando-Hotels-Private-Lakefront-Cottage.h37148655.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/210000/201100/201082/6a540635.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/210000/201100/201082/702a1d0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/210000/201100/201082/34987c4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/210000/201100/201082/601c631a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Orlando International Drive Convention Center International Drive District 8.8/10 Excellent (1000) "Nice staff, pet-friendly, very walkable." CA $95 CA $107 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Orlando-Hotels-Hampton-Inn-International-Dr-Convention-Center.h201082.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/58000000/57710000/57709100/57709079/1cc7ae4d_edited_312c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/58000000/57710000/57709100/57709079/5507269f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/58000000/57710000/57709100/57709079/8031a0d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/58000000/57710000/57709100/57709079/aaf54c23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mi Casa Es Su Casa!!🏡 4 Bdrm home with pool Orlando 8.8/10 Excellent (95) "This home was right where we needed, clean, spacious and the pool was lovely. " CA $126 CA $641 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Orlando-Hotels-Mi-Casa-Es-Su-Casa-4-Bdrm-Home-With-Pool.h57709079.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=2025-10-18&endDate=2025-10-19®ionId=7902&adults=2&location_highlights_explore=shopping&sort=RECOMMENDED&openPlayBack=true) ## Top Winter Park Hotel Reviews ![Sheraton Vistana Villages Resort Villas, I-Drive/Orlando](//images.trvl-media.com/lodging/1000000/540000/539500/539487/88f9edce_y.jpg) ### Sheraton Vistana Villages Resort Villas, I-Drive/Orlando 10/10 Excellent "Outstanding, superb. Would love to stay there longer. The most comfortable bed I've ever slept in. Fantastic pool, great staff. Only issue was the dirty bath therefore didn't use. Thoroughly recommended. Lots of eating places nearby but you do need a car." [](https://expedia.ca/Orlando-Hotels-Sheraton-Vistana-Villages-Resort-Villas.h539487.Hotel-Information) ![DoubleTree by Hilton at the Entrance to Universal Orlando](//images.trvl-media.com/lodging/1000000/10000/5400/5398/4997b5df_y.jpg) ### DoubleTree by Hilton at the Entrance to Universal Orlando 10/10 Excellent "Front desk was friendly and helpful. " [](https://expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-At-The-Entrance-To-Universal-Orlando.h5398.Hotel-Information) ![Universal's Cabana Bay Beach Resort](//images.trvl-media.com/lodging/6000000/5970000/5963300/5963292/63940f45_y.jpg) ### Universal's Cabana Bay Beach Resort 10/10 Excellent "Alwaya great" [](https://expedia.ca/Orlando-Hotels-Universals-Cabana-Bay-Beach-Resort.h5963292.Hotel-Information) ![Rosen Inn Lake Buena Vista](//images.trvl-media.com/lodging/1000000/10000/1300/1264/2a9be677_y.jpg) ### Rosen Inn Lake Buena Vista 10/10 Excellent "Staff are all great and helpful. Hotel is in a great location, convenient to everything. " [](https://expedia.ca/Orlando-Hotels-Rosen-Inn-Lake-Buena-Vista.h1264.Hotel-Information) ![Wyndham I-Drive Avanti Resort & Conference Center](//images.trvl-media.com/lodging/1000000/10000/4000/3916/55b45a9e_y.jpg) ### Wyndham I-Drive Avanti Resort & Conference Center 10/10 Excellent "This is my second time staying at this hotel and the cleaning services were on point everday the came to refresh the rooms! Excellent service!" [](https://expedia.ca/Orlando-Hotels-Avanti-Palms-Resort-And-Conference-Center.h3916.Hotel-Information) ![Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando](//images.trvl-media.com/lodging/1000000/30000/23200/23110/ade3b60d_y.jpg) ### Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando 10/10 Excellent "Great place " [](https://expedia.ca/Orlando-Hotels-Sheraton-Vistana-Resort-Villas.h23110.Hotel-Information) ![Marriott's Grande Vista](//images.trvl-media.com/lodging/1000000/860000/853600/853519/77708f65_y.jpg) ### Marriott's Grande Vista 10/10 Excellent "Quiet " [](https://expedia.ca/Orlando-Hotels-Marriotts-Grande-Vista.h853519.Hotel-Information) ![Westgate Lakes Resort & Spa Universal Studios Area](//images.trvl-media.com/lodging/1000000/810000/805000/804984/86e77c07_y.jpg) ### Westgate Lakes Resort & Spa Universal Studios Area 10/10 Excellent "Every thing and everyone were great! Definitely will be coming back to stay here! Room was clean and neat❤️" [](https://expedia.ca/Orlando-Hotels-Westgate-Lakes-Resort-Spa-Universal-Studios-Area.h804984.Hotel-Information) ![Orlando International Drive North Hotel](//images.trvl-media.com/lodging/1000000/50000/41500/41493/d062739a_y.jpg) ### Orlando International Drive North Hotel 10/10 Excellent "Staff not very friendly. They said they have a strict NO PET POLICY. But Hotels.com shows they do have a pet lolicu and allow pets to stay. There were dogs all over the hotel. I had a service dog and cat. They wanted to charge me $100.00 for my cat to stay overnight, they reduced to $50, non refundable. They gave me a room were the door could be opened “without a key card. They sent a young friendly man to fix. I sat on bed over an hour waiting to be fixed. Once maintenance fixed and shut the door, it was jammed and wouldn’t open. I was stuck in room with grandson and my service dog. Maintenance finally broke it open and I was given another room. Maintenance was very friendly and obviously embarrassed by the situation. We missed a family gathering because of situation. I filed a complaint with Hotels.com, asked for refund because of inconvenience. It was denied by the hotel. Hotels.com stipend my account for inconvenience, which was nice. I have stayed at a lot of hotels across country. This hotel is by far the worst! TRAVELER BEWARE!" 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