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 - ![](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 Garden Luxury Hotels Tonight [Nov 4 - Nov 5](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2025-11-04&endDate=2025-11-05&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Tomorrow [Nov 5 - Nov 6](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2025-11-05&endDate=2025-11-06&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) This weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2025-11-07&endDate=2025-11-09&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Next weekend [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2025-11-14&endDate=2025-11-16&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) ## 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) ![Reception](https://images.trvl-media.com/lodging/1000000/700000/692700/692650/1b4214e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 Bedroom Suite 1 King Bed and 2 Twin or 1 Queen Bed](https://images.trvl-media.com/lodging/1000000/700000/692700/692650/ac083e6c.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) ### Hilton Vacation Club Aqua Sol Orlando West Winter Garden 8.8/10 Excellent (4104) "Really nice place friendly staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Keith CA $149 CA $207 total includes taxes & fees Nov 12 - Nov 13 [](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) ![Lake](https://images.trvl-media.com/lodging/5000000/4700000/4691700/4691657/f7ec0145.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) ![3 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/5000000/4700000/4691700/4691657/d5ee3405.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Grove Resort & Water Park Orlando Winter Garden 8.0/10 Very good (8725) "Great place to stay!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Darick CA $231 CA $323 total includes taxes & fees Dec 3 - Dec 4 [](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) ![Bar (on property)](https://images.trvl-media.com/lodging/13000000/12340000/12337500/12337440/248f81fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/13000000/12340000/12337500/12337440/668f020d.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) ### SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance Bay Lake 9.0/10 Wonderful (2233) "Great place to stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James CA $139 CA $157 total includes taxes & fees Nov 19 - Nov 20 [](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) ![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) ![Arcade](https://images.trvl-media.com/lodging/2000000/1960000/1950500/1950493/60d62d31.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) ### 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" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) yohan [](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=2025-11-18&endDate=2025-11-19®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 ![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 "Excellent property, one of my favourites. Gym just needs 24 hours access as you can't really attend when it's during park hours." [](https://expedia.ca/Orlando-Hotels-Universals-Cabana-Bay-Beach-Resort.h5963292.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 "Great hotel for a great price!!" [](https://expedia.ca/Orlando-Hotels-Rosen-Inn-At-Pointe-Orlando.h8892.Hotel-Information) ![The Grove Resort & Water Park Orlando](//images.trvl-media.com/lodging/5000000/4700000/4691700/4691657/c5a7d392_y.jpg) ### The Grove Resort & Water Park Orlando 10/10 Excellent "The room we were in smelled like sour baby milk. The previous guest may have spilled milk but housekeeping did come back to evaluate." [](https://expedia.ca/Orlando-Hotels-The-Grove-Resort-Water-Park-Orlando.h4691657.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 "My family and I really enjoyed our stay. " [](https://expedia.ca/Orlando-Hotels-Holiday-Inn-Resort-Kissimmee-By-The-Parks-By-IHG.h52821.Hotel-Information) ![Ramada by Wyndham Suites Orlando Airport](//images.trvl-media.com/lodging/1000000/130000/120400/120303/2eaf4a61_y.jpg) ### Ramada by Wyndham Suites Orlando Airport 10/10 Excellent "Beautiful area. Easy parking. Easy access to restaurants. Needs some updating. Staff friendly and helpful. " [](https://expedia.ca/Orlando-Hotels-Ramada-By-Wyndham-Suites-Orlando-Airport.h120303.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 "Clean room, nice updates, need better pillows" [](https://expedia.ca/Orlando-Hotels-Sheraton-Vistana-Resort-Villas.h23110.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 "This resort had everything we could want for a great stay! The kids waterpark was amazing, the staff was all kind, friendly, and joyful. Our room was very big and extremely comfortable. We could even see the fireworks at Disney from our balcony in building 500! Very happy with our whole experience. " [](https://expedia.ca/Orlando-Hotels-Liki-Tiki-Village.h692650.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 "The location was great the people were great. Will stay again " [](https://expedia.ca/Orlando-Hotels-Rosen-Inn-Lake-Buena-Vista.h1264.Hotel-Information) ![DoubleTree by Hilton Hotel Orlando at SeaWorld](//images.trvl-media.com/lodging/1000000/20000/18900/18874/69019073_y.jpg) ### DoubleTree by Hilton Hotel Orlando at SeaWorld 10/10 Excellent "Room service was excellent, room was clean and the view was amazing. " [](https://expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-Hotel-Orlando-At-SeaWorld.h18874.Hotel-Information) ## Frequently asked questions ### What are the top-rated luxury hotels in Winter Garden? > For top-rated luxury hotels in Winter Garden, [The Grove Resort & Water Park Orlando](https://www.expedia.ca/Orlando-Hotels-The-Grove-Resort-Water-Park-Orlando.h4691657.Hotel-Information) and [Hilton Vacation Club Aqua Sol Orlando West](https://www.expedia.ca/Orlando-Hotels-Liki-Tiki-Village.h692650.Hotel-Information) are highly regarded. > > > > The 4-star The Grove Resort & Water Park Orlando, with an 8.0 rating, is a full-service resort featuring a water park, multiple pools including a heated pool, and a poolside bar. Guests frequently praise its spacious and clean rooms, as well as the friendly and helpful staff. > > > > The 4-star Hilton Vacation Club Aqua Sol Orlando West, rated 8.8, offers a resort-inclusive outdoor pool with sun loungers and on-site tennis facilities. Customers often highlight the spacious and clean rooms, the great staff, and its convenient location. ### Which area of Winter Garden is best to stay in for luxury hotels? > The best area to stay in Winter Garden for luxury hotels is around the historic downtown, particularly close to Plant Street. > > > > This area is the heart of Winter Garden, known for its beautifully preserved buildings, brick-paved streets, and a relaxed, welcoming atmosphere. Plant Street is the main thoroughfare, lined with independent shops, quality restaurants, and the historic Garden Theatre. It's a very walkable area with a strong sense of community, and it's also where the popular West Orange Trail passes through. > > > > Couples looking for a refined getaway will find this area particularly appealing. The upscale hotels here often offer a sophisticated experience, with amenities like fine dining and elegant common areas, all within walking distance of downtown's attractions. You're close to evening entertainment, quaint boutiques, and excellent dining options, superb for a romantic break. > > > > For those prioritising convenience and high-end services, the luxury hotels in this central location provide easy access to everything Winter Garden has to offer, often featuring amenities like high-end fitness equipment, valet parking, and concierge services. ### How much does a luxury hotel in Winter Garden cost? > Luxury hotel prices in Winter Garden vary, but you can find a great deal from CA $157 on Expedia. To find the best prices on luxury stays, be flexible with your dates—typically, off-peak and mid-week stays are cheaper. Sort your search results by "Price: low to high" to see our lowest rates. ### Which luxury hotels in Winter Garden are good for families? > In Winter Garden, Florida, [The Grove Resort & Water Park Orlando](https://www.expedia.ca/Orlando-Hotels-The-Grove-Resort-Water-Park-Orlando.h4691657.Hotel-Information) and [Hilton Vacation Club Aqua Sol Orlando West](https://www.expedia.ca/Orlando-Hotels-Liki-Tiki-Village.h692650.Hotel-Information) are excellent luxury hotel options for families. > > > > The 4-star The Grove Resort & Water Park Orlando, with an 8.0 rating, is particularly well-suited for families due to its resort structure and water park facilities. Customers frequently praise the spacious and clean rooms, as well as the helpful staff and amazing pool. > > > > The 4-star Hilton Vacation Club Aqua Sol Orlando West, holding an 8.8 rating, offers a resort-inclusive outdoor pool and on-site tennis facilities. Guests consistently highlight the spacious rooms, friendly staff, and convenient pool area. ### What are the best luxury hotels in Winter Garden with a pool? > For luxury hotels in Winter Garden with a pool, [The Grove Resort & Water Park Orlando](https://www.expedia.ca/Orlando-Hotels-The-Grove-Resort-Water-Park-Orlando.h4691657.Hotel-Information) and [Hilton Vacation Club Aqua Sol Orlando West](https://www.expedia.ca/Orlando-Hotels-Liki-Tiki-Village.h692650.Hotel-Information) are excellent choices. > > > > The 4-star The Grove Resort & Water Park Orlando, with an 8.0 rating, features a heated pool and a poolside bar. Guests frequently praise the spacious and clean rooms, as well as the helpful staff. > > > > The 4-star Hilton Vacation Club Aqua Sol Orlando West, rated 8.8, offers a resort-inclusive outdoor pool with sun loungers. Reviewers often highlight the spacious and clean rooms, alongside the great and convenient pool facilities. ### Which luxury hotels in Winter Garden are good for couples? > For couples seeking a luxury hotel in Winter Garden, [The Grove Resort & Water Park Orlando](https://www.expedia.ca/Orlando-Hotels-The-Grove-Resort-Water-Park-Orlando.h4691657.Hotel-Information) is a suitable recommendation. > > > > The 4-star The Grove Resort & Water Park Orlando, with an 8.0 rating, offers spacious and clean rooms with premium bedding, often highlighted by guests. The resort features a heated pool and a poolside bar, with many rooms providing either a resort or lake view. Reviewers frequently praise the friendly and helpful staff, as well as the comfortable beds. ### Are there any top luxury hotels near Lake Davenport? > For top luxury hotels near Lake Davenport, consider the [Hilton Vacation Club Aqua Sol Orlando West](https://www.expedia.ca/Orlando-Hotels-Liki-Tiki-Village.h692650.Hotel-Information) and [The Grove Resort & Water Park Orlando](https://www.expedia.ca/Orlando-Hotels-The-Grove-Resort-Water-Park-Orlando.h4691657.Hotel-Information). > > > > The 4-star Hilton Vacation Club Aqua Sol Orlando West, with an 8.8 rating, offers spacious and clean rooms, as frequently noted by customers. Its amenities include a poolside bar and both indoor and outdoor tennis facilities. > > > > The Grove Resort & Water Park Orlando is a 4-star property with an 8.0 rating. This resort features spacious and clean rooms, with customers often commenting on the comfortable beds. Guests can enjoy a heated pool, a poolside restaurant, and many rooms offer lake views. ### Which luxury hotels in Winter Garden are near Orlando, FL (MCO-Orlando Intl.)? > In Winter Garden, [The Grove Resort & Water Park Orlando](https://www.expedia.ca/Orlando-Hotels-The-Grove-Resort-Water-Park-Orlando.h4691657.Hotel-Information) is a distinguished luxury hotel near Orlando International Airport. > > > > The 4-star Grove Resort & Water Park Orlando, with an 8.0 rating, is located 21.5 miles from Orlando, FL (MCO-Orlando Intl.). This resort offers spacious and clean rooms with premium bedding, deep soaking bathtubs, and either resort or lake views. Customers frequently praise the friendly and helpful staff, as well as the nice pools, including a heated option and a poolside bar. ### What luxury activities and experiences are there in Winter Garden? > The best area to stay in Winter Garden for luxury activities and experiences is downtown Winter Garden, particularly around Plant Street. > > > > This pedestrian-friendly area is the heart of Winter Garden, known for its historic buildings housing independent shops, high-quality restaurants, and cultural venues. You'll find the Garden Theatre, the Winter Garden Art Association, and the weekly farmers' market, all within easy walking distance. Plant Street itself is the main artery, lined with charming storefronts and outdoor dining options. > > > > Couples looking for a refined getaway will find downtown Winter Garden an excellent fit. You can enjoy a leisurely morning exploring the unique boutiques and art galleries, followed by a gourmet meal at one of the upscale restaurants. Evenings can be spent catching a show at the Garden Theatre or enjoying a drink at a sophisticated bar. The overall pace is relaxed, offering a pleasant escape. > > > > For those who appreciate high-end amenities and a comfortable stay, areas slightly outside the immediate downtown, but still very close, offer luxury accommodation options. These often include properties with extensive grounds, resort-style pools, and access to private golf courses. ### How can I save on a luxury hotel in Winter Garden with Expedia? > There are plenty of ways to save on a luxury hotel in Winter Garden. Unlock our lowest prices by joining [One Key™](https://www.expedia.ca/welcome-one-key), Expedia's travel rewards program. It's free and easy to sign up, and you can access member perks too. Typically, booking in advance will help you save on your luxury hotel booking. If you're feeling spontaneous, be sure to check for last-minute deals. ### Is it cheaper to book a luxury Winter Garden hotel and flights as a package? > Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect [travel package](https://www.expedia.ca/Winter-Garden.d7898.Destination-Travel-Guides). ### Can I cancel my luxury hotel reservation on Expedia? > Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline. This is often within 24-48 hours of your scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right luxury hotel in Winter Garden for you. ## Explore a world of travel with Expedia - Lodging - More ways to book - [Beach Hotel Hotels in Central Florida](https://www.expedia.ca/Central-Florida-Hotels-Beach-Hotel.0-0-d6048177-tBeachHotel.Travel-Guide-Filter-Hotels) - [Casino Hotels in Downtown Orlando](https://www.expedia.ca/Downtown-Orlando-Orlando-Hotels-Casino-Hotel.0-n800087-0-tCasinoHotel.Travel-Guide-Filter-Hotels) - [Hotels with Childcare in Downtown Orlando](https://www.expedia.ca/Downtown-Orlando-Orlando-Hotels-Hotels-With-Childcare.0-n800087-0-tHotelswithChildcare.Travel-Guide-Filter-Hotels) - [Scuba Diving Hotels in Downtown Orlando](https://www.expedia.ca/Downtown-Orlando-Orlando-Hotels-Scuba-Diving-Vacations.0-n800087-0-tscubadivingvacations.Travel-Guide-Filter-Hotels) - [Business Hotels in Florida Center](https://www.expedia.ca/Florida-Center-Orlando-Hotels-Business-Hotel.0-n553248635976479235-0-tBusinessHotel.Travel-Guide-Filter-Hotels) - 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[Beach Hotel Hotels in Oakland](https://www.expedia.ca/Oakland-Winter-Garden-Hotels-Beach-Hotel.0-n6360404-0-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Oakland](https://www.expedia.ca/Oakland-Winter-Garden-Hotels-Boutique-Hotel.0-n6360404-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Business Hotels in Oakland](https://www.expedia.ca/Oakland-Winter-Garden-Hotels-Business-Hotel.0-n6360404-0-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Historic Hotels in Oakland](https://www.expedia.ca/Oakland-Winter-Garden-Hotels-Historic-Hotel.0-n6360404-0-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Hotels with an Indoor Pool in Oakland](https://www.expedia.ca/Oakland-Winter-Garden-Hotels-Hotels-With-Indoor-Pool.0-n6360404-0-tHotelswithIndoorPool.Travel-Guide-Filter-Hotels) - [Hotels with Kitchenettes in Oakland](https://www.expedia.ca/Oakland-Winter-Garden-Hotels-Hotels-With-Kitchenettes.0-n6360404-0-tHotelswithKitchenettes.Travel-Guide-Filter-Hotels) - [Hotels with Tennis Courts in Oakland](https://www.expedia.ca/Oakland-Winter-Garden-Hotels-Hotels-With-Tennis-Courts.0-n6360404-0-tHotelswithTennisCourts.Travel-Guide-Filter-Hotels) - 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