Title: Book the Best Winter Garden LUXURY Hotels - Upscale Hotels in Winter Garden, FL | Expedia.ca [Winter Garden Travel Guide](https://expedia.ca/Winter-Garden.dx7898)[Hotels in Winter Garden](https://expedia.ca/Winter-Garden-Hotels.d7898.Travel-Guide-Hotels)[Vacation Rentals in Winter Garden](https://expedia.ca/Winter-Garden-Vacation-Rentals.d7898.Travel-Guide-VacationRentals)[Flights to Winter Garden](https://expedia.ca/Cheap-Flights-To-Winter-Garden.d7898.Travel-Guide-Flights)[Things to do in Winter Garden](https://expedia.ca/Things-To-Do-In-Winter-Garden.d7898.Travel-Guide-Activities)[Winter Garden Car Rentals](https://expedia.ca/Car-Rentals-In-Winter-Garden.d7898.Car-Rental-Guide)[Winter Garden Vacation Packages](https://expedia.ca/Winter-Garden.d7898.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/1/37b5977531ce6620ae360dd863ce8f7c.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find luxury hotels in Winter Garden, FL ![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 Garden Luxury Hotels Tonight [Sep 27 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2025-09-27&endDate=2025-09-28&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 28 - Sep 29](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2025-09-28&endDate=2025-09-29&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2025-10-03&endDate=2025-10-05&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2025-10-10&endDate=2025-10-12&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Winter Garden Luxury Hotels ![Exterior](https://images.trvl-media.com/lodging/1000000/700000/692700/692650/0986573c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee/tea maker, dining tables](https://images.trvl-media.com/lodging/1000000/700000/692700/692650/eef498cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/700000/692700/692650/06bb2a8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/700000/692700/692650/1b4214e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Vacation Club Aqua Sol Orlando West Winter Garden 8.8/10 Excellent (4090) "Great stay" CA $157 CA $216 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Orlando-Hotels-Liki-Tiki-Village.h692650.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/5000000/4700000/4691700/4691657/c5a7d392.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Building design](https://images.trvl-media.com/lodging/5000000/4700000/4691700/4691657/7966ced0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lake](https://images.trvl-media.com/lodging/5000000/4700000/4691700/4691657/f7ec0145.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bars/lounges, 3 poolside bars](https://images.trvl-media.com/lodging/5000000/4700000/4691700/4691657/3e671931.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Grove Resort & Water Park Orlando Winter Garden 8.0/10 Very good (8602) "Great place to stay!!!" CA $235 CA $328 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Orlando-Hotels-The-Grove-Resort-Water-Park-Orlando.h4691657.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/13000000/12340000/12337500/12337440/8fc8f285.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/13000000/12340000/12337500/12337440/94bf9252.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lunch and dinner served, American cuisine](https://images.trvl-media.com/lodging/13000000/12340000/12337500/12337440/4c8ad9ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/13000000/12340000/12337500/12337440/70a23798.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance Bay Lake 9.0/10 Wonderful (2202) "Conveniently located near parks and places we wanted to visit. Easy to locate friendly staff." CA $121 CA $136 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Orlando-Hotels-SpringHill-Suites-Orlando-At-FLAMINGO-CROSSINGS-Town-CenterWestern-Entrance.h12337440.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1960000/1950500/1950493/70d73c12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1960000/1950500/1950493/2efb2321.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1960000/1950500/1950493/ab517278.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living room](https://images.trvl-media.com/lodging/2000000/1960000/1950500/1950493/dce3ba7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Palisades Resort Orlando Winter Garden 7.6/10 Good (999) "Check your notes I've called and I'm very upset thinking about taking legal action against you and them" [](https://www.expedia.ca/Orlando-Hotels-The-Palisades-Resort-Orlando.h1950493.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=2025-10-11&endDate=2025-10-12®ionId=7898&adults=2&star=50&sort=RECOMMENDED&openPlayBack=true) ## Find out more about Winter Garden ### Winter Gardenand its attractions for luxury travelers Winter Garden, Florida, offers an array of experiences tailored for the discerning luxury traveller. Start your journey at the picturesque Winter Garden Historic District, where charming brick-lined streets are adorned with boutique shops, gourmet restaurants, and art galleries. Don't miss a visit to the Plant Street Market, a vibrant marketplace that features local artisans and food vendors, perfect for sampling high-quality local produce and delicacies. For those who appreciate nature, the West Orange Trail presents a scenic path for cycling or leisurely walks, allowing you to soak in the stunning landscapes and lush greenery of the area. Adventurous families can enjoy a day at the nearby Walt Disney World Resort, where luxury meets whimsy with exclusive dining experiences and VIP tours, ensuring a magical day filled with pampering. Finally, unwind at the luxurious hotels that dot the area, such as the upscale accommodations that offer exquisite amenities, including spa services and fine dining options, ensuring that every aspect of your stay is tailored to your high standards. Staying in this vibrant area allows you to experience the perfect blend of relaxation and adventure, all while being surrounded by attentive service and a welcoming atmosphere. ### Find the best luxury hotels and resorts in Winter Garden For those seeking a luxurious escape in Winter Garden, Florida, these top hotels offer exquisite amenities and services tailored to travelers. Each hotel ensures a sumptuous experience that marries comfort with sophistication. [SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance](https://www.expedia.ca/Orlando-Hotels-SpringHill-Suites-Orlando-At-FLAMINGO-CROSSINGS-Town-CenterWestern-Entrance.h12337440.Hotel-Information) - **Why it's great for a luxury retreat:** With an impressive review rating of 9.0, SpringHill Suites Orlando at FLAMINGO CROSSINGS® stands out as a sophisticated choice for luxury travelers. This hotel features premium bedding, a heated pool, and a poolside bar, creating an elegant stay for relaxation and socialising. The attentive concierge service is on hand to ensure that every guest's needs are met with excellence. - **Other amenities:** The hotel offers a variety of additional features to enhance the stay, including a rooftop garden and 24-hour fitness facilities. Guests can enjoy complimentary buffet breakfast options, alongside express check-in services for added convenience. The spacious suites come equipped with kitchenettes and separate living areas, providing a homely feel while maintaining a touch of luxury. A hot tub and outdoor pool create an inviting space to unwind after a day of exploration. - **Neighborhood:** Bay Lake - **Nearby attractions:** Orange Lake Golf - 5.6 km, Island H2O Live! - 5.8 km, Flamingo Crossings Town Center - 0.4 km [TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance](https://www.expedia.ca/Orlando-Hotels-TownePlace-Suites-Orlando-At-FLAMINGO-CROSSINGS-Town-CenterWestern-Entrance.h12413148.Hotel-Information) - **Why it's great for a luxury retreat:** TownePlace Suites offers a luxurious stay with a review rating of 9.0, making it a fantastic option for travelers. The hotel provides an upscale atmosphere with premium bedding, a heated pool, and a poolside bar for leisurely afternoons. With a dedicated concierge service, guests can expect a high level of personalised service throughout their stay. - **Other amenities:** In addition to its luxurious offerings, guests will find a variety of amenities such as a complimentary buffet breakfast and 24-hour fitness facilities. The hotel features spacious suites with fully equipped kitchens, perfect for longer visits. Guests can also enjoy the hot tub, outdoor pool, and ample self-parking options. With convenient access to local shopping and attractions, this hotel ensures a well-rounded luxury experience. - **Neighborhood:** Bay Lake - **Nearby attractions:** Orange Lake Golf - 5.5 km, Island H2O Live! - 5.7 km, Flamingo Crossings Town Center - 0.1 km [Hilton Vacation Club Aqua Sol Orlando West](https://www.expedia.ca/Orlando-Hotels-Liki-Tiki-Village.h692650.Hotel-Information) - **Why it's great for a luxury retreat:** The Hilton Vacation Club Aqua Sol Orlando West is a perfect choice for luxury travelers, an excellent review rating of 8.8. Guests will enjoy premium bedding for a restful night’s sleep, alongside a poolside bar where relaxation meets indulgence. The hotel also features onsite tennis courts for those looking to engage in some upscale leisure activities while soaking up the Florida sun. - **Other amenities:** In addition to its luxurious offerings, this hotel provides an inviting outdoor pool complete with sun loungers and umbrellas for ultimate relaxation. A hot tub adds to the experience while guests can take advantage of the mini-golf and arcade game room for added fun. The hotel also features a well-equipped fitness centre, concierge services for personalised assistance, and spacious rooms with kitchens, perfect for longer stays. - **Nearby attractions:** Orange Lake Golf - 4.2 km, Surfari Water Park - 2.9 km, Lake Davenport - 1.9 km [The Grove Resort & Water Park Orlando](https://www.expedia.ca/Orlando-Hotels-The-Grove-Resort-Water-Park-Orlando.h4691657.Hotel-Information) - **Why it's great for a luxury retreat:** The Grove Resort & Water Park Orlando is an idyllic retreat for luxury seekers, enjoying a solid review rating of 8.0. The hotel features a stunning poolside restaurant and bar, ensuring that guests can indulge in gourmet meals and refreshing beverages without ever leaving the comfort of the resort. With heated pools and serene lake views, guests can unwind in style, making it an excellent choice for a lavish getaway. - **Other amenities:** Guests will plus find a deep soaking bathtub in their accommodations for the ultimate relaxation experience. The resort includes a variety of leisure options such as an onsite water park, fishing activities, and tranquil boardwalks nearby. A fitness centre available 24 hours, along with self-parking options, ensure convenience for all travelers. The presence of a children’s club and games for younger guests allows families to enjoy the luxury experience together. - **Nearby attractions:** Orange Lake Golf - 5 km, Surfari Water Park - 0.6 km, Lake Davenport - 4.1 km ## Top Winter Garden Hotel Reviews ![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 "Room was perfect. Property is huge so a little confusing to get to the building at night. But I would definitely stay here again!" [](https://expedia.ca/Orlando-Hotels-Sheraton-Vistana-Resort-Villas.h23110.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 "Got upgraded to one of the timeshare apartments and lived in LUXURY for my couple day stay. Staff was very friendly and helpful. Felt very safe on the property. Rooms were beautiful and very clean I will definitely stay here again!!" [](https://expedia.ca/Orlando-Hotels-Westgate-Lakes-Resort-Spa-Universal-Studios-Area.h804984.Hotel-Information) ![Hilton Vacation Club Aqua Sol Orlando West](//images.trvl-media.com/lodging/1000000/700000/692700/692650/0986573c_y.jpg) ### Hilton Vacation Club Aqua Sol Orlando West 10/10 Excellent "Clean" [](https://expedia.ca/Orlando-Hotels-Liki-Tiki-Village.h692650.Hotel-Information) ![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 "Staff is always helpful/ accommodating. Got a free room upgrade. Very quiet and family friendly " [](https://expedia.ca/Orlando-Hotels-Sheraton-Vistana-Villages-Resort-Villas.h539487.Hotel-Information) ![Rosen Inn at Pointe Orlando](//images.trvl-media.com/lodging/1000000/10000/8900/8892/8068a653_y.jpg) ### Rosen Inn at Pointe Orlando 10/10 Excellent "Very pleasant experience. Room was of adequate size and as described. Room was clean and in good shape for an older building. Restaurants and Entertainment within walking distance." [](https://expedia.ca/Orlando-Hotels-Rosen-Inn-At-Pointe-Orlando.h8892.Hotel-Information) ![Hyatt Regency Orlando International Airport](//images.trvl-media.com/lodging/1000000/10000/2800/2754/acaa1e8b_y.jpg) ### Hyatt Regency Orlando International Airport 10/10 Excellent "I’ve lived in Florida for many years this is the first time I stayed before a flight due to my early 6 am departure time ! Valet was easy, room was great an convenient! Bellman takes you bags to check in and an escalator down to security gave me the convenience of gaining some extra sleep so I’m not exhausted before I even leave ! Highly Recommend and from now on this will just be part of my pre vacation !" [](https://expedia.ca/Orlando-Hotels-Hyatt-Regency-Orlando-International-Airport.h2754.Hotel-Information) ![Holiday Inn Resort Kissimmee by the Parks by IHG](//images.trvl-media.com/lodging/1000000/60000/52900/52821/48f5f27b_y.jpg) ### Holiday Inn Resort Kissimmee by the Parks by IHG 10/10 Excellent "Loved it very accommodating! " [](https://expedia.ca/Orlando-Hotels-Holiday-Inn-Resort-Kissimmee-By-The-Parks-By-IHG.h52821.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 "Clean and so fun. People are great! Everything and everyone has been wonderful and we are frequent Disney Resort visitors and Holiday Inn resort owners, but this place beats both! " [](https://expedia.ca/Orlando-Hotels-Universals-Cabana-Bay-Beach-Resort.h5963292.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 "Loved the resort. Very easy to navigate and staff was extra friendly and helpful. Me and my family will definitely come back " [](https://expedia.ca/Orlando-Hotels-Marriotts-Grande-Vista.h853519.Hotel-Information) ## Frequently asked questions ### Are you searching for a great accommodation for your luxury trip to Winter Garden? > Expedia can help you get a flight to Orlando Intl. Airport (MCO) airport or Kissimmee, FL (ISM-Kissimmee Gateway) airport, and then you can select from a variety of places to stay that will deliver the luxury you seek. Amenities are important when you plan a trip, so we make it easy to find what you need to make your stay special. If you want an upscale hotel with a spa, an indoor pool, or luxury bedding, Expedia can assist you in finding the best luxury hotel experience that Winter Garden offers. During your visit, you might want to enjoy the recreation choices and waterparks which Winter Garden is known for. ### When can I expect good weather in Winter Garden? > Planning for the weather is an important factor for making your trip to Winter Garden a success, especially when you're splurging. The hottest months are usually August and July with an average temp of 82°F, while the coldest months are January and February with an average of 64°F. The rainiest months in Winter Garden are August, July, September, and June, with each month seeing an average of 9 inches of rainfall. ### What's there to see and do in Winter Garden? > Enjoy all that Winter Garden has to offer when you visit Lake Butler, Orange County National Golf Club, and Lake Louisa State Park. 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