Title: Book the Best Hotels with BARS in Winter Garden in 2025 | 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 Hotels with Bar in Winter Garden, FL from CA $138 - ![](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 Hotels with Bar ## Top Winter Garden Hotels with Bar ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/62000000/61350000/61340900/61340843/2b752fc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually furnished, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/62000000/61350000/61340900/61340843/0d2854df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/62000000/61350000/61340900/61340843/9ac51db8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 8:00 AM to 11:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/62000000/61350000/61340900/61340843/dd1719a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center Bay Lake 9.4/10 Exceptional (4194) "We had a great stay, staff was great, very clean!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Olivia CA $157 CA $177 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Orlando-Hotels-Fairfield-Inn-Suites-By-Marriott-Orlando-Flamingo-CrossingWestern-Entrance.h61340843.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) ![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) ![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) ### SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance Bay Lake 9.0/10 Wonderful (2226) "Great place to stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James CA $144 CA $162 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Orlando-Hotels-SpringHill-Suites-Orlando-At-FLAMINGO-CROSSINGS-Town-CenterWestern-Entrance.h12337440.Hotel-Information) ![Outdoor pool, open 8:00 AM to 11:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/62000000/61630000/61629400/61629397/b34205e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/62000000/61630000/61629400/61629397/e4127451.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/62000000/61630000/61629400/61629397/87745296.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/62000000/61630000/61629400/61629397/417121bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance Bay Lake 9.6/10 Exceptional (1958) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Windy Laine CA $166 CA $187 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Orlando-Hotels-Residence-Inn-By-Marriott-Orlando-Flamingo-CrossingWestern-Entrance.h61629397.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/13000000/12420000/12413200/12413148/8ee44865.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, desk, laptop workspace](https://images.trvl-media.com/lodging/13000000/12420000/12413200/12413148/b4c1619d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/13000000/12420000/12413200/12413148/c1ec74ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/13000000/12420000/12413200/12413148/1265dd1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance Bay Lake 9.0/10 Wonderful (1605) "Great location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tanika CA $161 CA $181 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Orlando-Hotels-TownePlace-Suites-Orlando-At-FLAMINGO-CROSSINGS-Town-CenterWestern-Entrance.h12413148.Hotel-Information) ![Outdoor pool, open 9:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/59000000/59000000/58998500/58998470/40f09a6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/59000000/59000000/58998500/58998470/59d1217f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/59000000/59000000/58998500/58998470/b5366c37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/59000000/59000000/58998500/58998470/cf797e51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Homewood Suites by Hilton Orlando at Flamingo Crossings Bay Lake 9.4/10 Exceptional (2080) "The hotel was very clean and the staff was helpful and friendly. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary Ann CA $160 CA $180 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Orlando-Hotels-Homewood-Suites-By-Hilton-Flamingo-Crossings.h58998470.Hotel-Information) ![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) ![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) ![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) ### Hilton Vacation Club Aqua Sol Orlando West Winter Garden 8.8/10 Excellent (4111) "Really nice place friendly staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Keith CA $149 CA $208 total includes taxes & fees Nov 13 - Nov 14 [](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) ![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) ![Lake](https://images.trvl-media.com/lodging/5000000/4700000/4691700/4691657/f7ec0145.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Grove Resort & Water Park Orlando Winter Garden 8.0/10 Very good (8728) "Great place to stay!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Darick CA $232 CA $324 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/Orlando-Hotels-The-Grove-Resort-Water-Park-Orlando.h4691657.Hotel-Information) ![BBQ/picnic area](https://images.trvl-media.com/lodging/20000000/19610000/19602200/19602199/329d612f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/20000000/19610000/19602200/19602199/7244a38d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Double Room, 2 Double Beds, Accessible](https://images.trvl-media.com/lodging/20000000/19610000/19602200/19602199/18888dd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/20000000/19610000/19602200/19602199/184fc131.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Orange County National Lodge Horizon West 7.4/10 Good (259) "Peaceful " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Britt CA $204 CA $230 total includes taxes & fees Nov 8 - Nov 9 [](https://www.expedia.ca/Winter-Garden-Hotels-Orange-County-National-Lodge.h19602199.Hotel-Information) ![5 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/110000/104100/104060/9a5b9775.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family House, 3 Bedrooms, Non Smoking, Resort View | Private kitchen](https://images.trvl-media.com/lodging/1000000/110000/104100/104060/73a602a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 1 Bedroom, Accessible | Private kitchen](https://images.trvl-media.com/lodging/1000000/110000/104100/104060/a1a41214.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lake](https://images.trvl-media.com/lodging/1000000/110000/104100/104060/23ae93e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Summer Bay Orlando by Exploria Resorts Clermont 8.8/10 Excellent (2066) "We loved our stay here. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Andrew CA $145 CA $208 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/Orlando-Hotels-Summer-Bay-Orlando-By-Exploria-Resorts.h104060.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/1000000/900000/892100/892077/4a6dbd8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/892100/892077/c4ebdbf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/892100/892077/95462cb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/900000/892100/892077/f4a55f0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Clermont Se West Orlando by IHG Clermont 8.4/10 Very good (998) "The breakfast was good and the fresh cinnamon buns was also excellent. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rena CA $124 CA $138 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Orlando-Hotels-Exploria-Express-By-Exploria-Resorts.h892077.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=2025-11-19&endDate=2025-11-20®ionId=7898&adults=2&amenities=BAR&sort=RECOMMENDED&openPlayBack=true) ## 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 "Everything we needed, very clean & great location!" [](https://expedia.ca/Orlando-Hotels-Sheraton-Vistana-Resort-Villas.h23110.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 "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) ![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 "Staff! 👍" [](https://expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-At-The-Entrance-To-Universal-Orlando.h5398.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) ![Marriott's Grande Vista](//images.trvl-media.com/lodging/1000000/860000/853600/853519/77708f65_y.jpg) ### Marriott's Grande Vista 10/10 Excellent "It was nice " [](https://expedia.ca/Orlando-Hotels-Marriotts-Grande-Vista.h853519.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) ![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) ## Frequently asked questions ### Searching for hotels with bars in Winter Garden? > If you prefer a place to stay where you can enjoy an evening cocktail after sightseeing, Winter Garden features 345 properties, including 9 accommodations with an onsite bar. While you're in the area, you can check out Universal Studios Florida and Universal Orlando Resort. ### What are the best hotels with bars in Winter Garden? > Here's a few of the top Winter Garden accommodations with bars: [The Grove Resort & Water Park Orlando](https://www.expedia.ca/Orlando-Hotels-The-Grove-Resort-Water-Park-Orlando.h4691657.Hotel-Information): Resort with 3 restaurants. Enjoy the 3 poolside bars, free WiFi, and 6 outdoor pools. [Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center](https://www.expedia.ca/Orlando-Hotels-Fairfield-Inn-Suites-By-Marriott-Orlando-Flamingo-CrossingWestern-Entrance.h61340843.Hotel-Information): Hotel with restaurant. Enjoy the bar, free breakfast, and free WiFi. [Hilton Vacation Club Aqua Sol Orlando West](https://www.expedia.ca/Orlando-Hotels-Liki-Tiki-Village.h692650.Hotel-Information): Hotel with restaurant. Enjoy the bar, free WiFi, and free parking. [Homewood Suites by Hilton Orlando at Flamingo Crossings](https://www.expedia.ca/Orlando-Hotels-Homewood-Suites-By-Hilton-Flamingo-Crossings.h58998470.Hotel-Information): Hotel with restaurant. Enjoy the 2 bars, free breakfast, and free WiFi. [Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance](https://www.expedia.ca/Orlando-Hotels-Residence-Inn-By-Marriott-Orlando-Flamingo-CrossingWestern-Entrance.h61629397.Hotel-Information): Enjoy the 2 bars, free breakfast, and free WiFi. ### How many hotels with onsite bars can I expect to find in Winter Garden? > Expedia has 9 hotels with a bar in Winter Garden. ### What is there to do in Winter Garden? > Absorb the local culture in the area by visiting Kia Center, then unwind with a refreshing drink. Other places to see include Lake Butler and Orange County National Golf Club. Winter Garden is recognized for its fun-filled theme parks, array of shops, and top-notch restaurants. ### When is the best time to visit Winter Garden? > Visiting local bars in Winter Garden is more fun in good weather. These rainfall averages and temperatures can help you choose the best time for bar hopping. 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. ### How can I get to Winter Garden and around the area? > You might want to make the most of these transportation choices in and around Winter Garden: Fly into Orlando Intl. Airport (MCO), which is located 19.3 mi (31 km) from the city center. Otherwise, look for flights into Kissimmee, FL (ISM-Kissimmee Gateway), which is 20.8 mi (33.5 km) away. 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