Title: Book the Best Hotels with BARS in Winter Haven in 2025 | Expedia.ca [Winter Haven Travel Guide](https://expedia.ca/Winter-Haven.dx7464)[Hotels in Winter Haven](https://expedia.ca/Winter-Haven-Hotels.d7464.Travel-Guide-Hotels)[Vacation Rentals in Winter Haven](https://expedia.ca/Winter-Haven-Vacation-Rentals.d7464.Travel-Guide-VacationRentals)[Flights to Winter Haven](https://expedia.ca/Cheap-Flights-To-Winter-Haven.d7464.Travel-Guide-Flights)[Things to do in Winter Haven](https://expedia.ca/Things-To-Do-In-Winter-Haven.d7464.Travel-Guide-Activities)[Winter Haven Car Rentals](https://expedia.ca/Car-Rentals-In-Winter-Haven.d7464.Car-Rental-Guide)[Winter Haven Vacation Packages](https://expedia.ca/Winter-Haven.d7464.Destination-Travel-Guides) ![Winter Haven](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/22000/22882-Legoland-Florida.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with Bar in Winter Haven, FL from CA $78 ![](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 Haven Hotels with Bar ## Top Winter Haven Hotels with Bar ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/10000/7900/7835/1b5518c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/7900/7835/1d8ea75f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/7900/7835/76950965.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/7900/7835/40f089c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Winter Haven by IHG Winter Haven 9.0/10 Wonderful (1005) "The hotel was extremely clean and quiet! The front desk staff was nice and extremely helpful! I will definitely stay at this hotel again! " CA $122 CA $137 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Winter-Haven-Hotels-Holiday-Inn-Winter-Haven.h7835.Hotel-Information) ![Outdoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/31000000/30540000/30538000/30537958/228a563a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/31000000/30540000/30538000/30537958/17435544.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/31000000/30540000/30538000/30537958/123acaa7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, WiFi](https://images.trvl-media.com/lodging/31000000/30540000/30538000/30537958/abef6619.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### LEGOLAND Beach Retreat Winter Haven 9.0/10 Wonderful (121) "small " CA $314 CA $407 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Winter-Haven-Hotels-LEGOLAND-Beach-Retreat.h30537958.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/31000000/30470000/30469200/30469147/db42c925.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/31000000/30470000/30469200/30469147/3a91b5c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/31000000/30470000/30469200/30469147/a1688b8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 9:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/31000000/30470000/30469200/30469147/a05a4caf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Winter Haven Winter Haven 9.4/10 Exceptional (719) "Wonderful stay, great staff and accommodations!" CA $195 CA $219 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Winter-Haven-Hotels-Courtyard-By-Marriott-Winter-Haven.h30469147.Hotel-Information) ![2 outdoor pools, open 11:00 AM to 9:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/114000000/113250000/113243700/113243677/cfc6de7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pirate Theme](https://images.trvl-media.com/lodging/114000000/113250000/113243700/113243677/0f9ee2e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast and dinner served, American cuisine](https://images.trvl-media.com/lodging/114000000/113250000/113243700/113243677/2ada1493.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's play area - indoor](https://images.trvl-media.com/lodging/114000000/113250000/113243700/113243677/c3a1ff1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Legoland Florida Hotel Winter Haven 9.2/10 Wonderful (33) "Really enjoyable stay. " CA $315 CA $407 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Winter-Haven-Hotels-Legoland-Florida-Hotel.h113243677.Hotel-Information) ![Blackout drapes, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/10000/8800/8718/71d67783.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Blackout drapes, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/10000/8800/8718/e4447b5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 8:30 AM to 9:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/8800/8718/24439804.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/10000/8800/8718/fda6d33f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Howard Johnson by Wyndham Winter Haven FL Winter Haven 6.8/10 (1012) "Room was very clean and great shower " CA $119 CA $134 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Winter-Haven-Hotels-Howard-Johnson-By-Wyndham-Winter-Haven-FL.h8718.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/15000000/14800000/14794800/14794795/5c55fe26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/15000000/14800000/14794800/14794795/4d628547.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/15000000/14800000/14794800/14794795/12414192.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Street view](https://images.trvl-media.com/lodging/15000000/14800000/14794800/14794795/01cfde99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Economy Suites Winter Haven 4.8/10 (383) "The staff very friendly and attentive" CA $101 CA $113 total includes taxes & fees Oct 23 - Oct 24 [](https://www.expedia.ca/Winter-Haven-Hotels-Economy-Suites.h14794795.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/60000/52900/52821/48f5f27b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily buffet breakfast (USD 16.95 per person)](https://images.trvl-media.com/lodging/1000000/60000/52900/52821/e8180b62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 outdoor pools, open 8:00 AM to 11:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/60000/52900/52821/ee39e243.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/60000/52900/52821/044c9db1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Resort Kissimmee by the Parks by IHG Kissimmee 8.4/10 Very good (795) "Awesome place to stay" CA $73 CA $111 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Orlando-Hotels-Holiday-Inn-Resort-Kissimmee-By-The-Parks-By-IHG.h52821.Hotel-Information) ![Suite, 1 King Bed with Sofa bed, Balcony](https://images.trvl-media.com/lodging/101000000/100840000/100837800/100837786/d84c06b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/101000000/100840000/100837800/100837786/119a4279.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/101000000/100840000/100837800/100837786/6e9ade0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/101000000/100840000/100837800/100837786/81e6b4c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kompose Boutique Resort at Theme Parks Kissimmee 9.4/10 Exceptional (1530) "Great price, convenient and lovely surroundings. " CA $85 CA $97 total includes taxes & fees Nov 13 - Nov 14 [](https://www.expedia.ca/Orlando-Hotels-Kompose-Boutique-Resort-At-Theme-Parks.h100837786.Hotel-Information) ![Daily buffet breakfast (USD 17 per person)](https://images.trvl-media.com/lodging/1000000/10000/7900/7855/e4318c5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/10000/7900/7855/f14a0239.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/10000/7900/7855/1fa0596c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/7900/7855/7c1c7318.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn & Suites Orlando SW - Celebration Area by IHG Kissimmee 8.4/10 Very good (1838) "Location was perfect for access to Old Town dining and local shops. Would definitely stay here again. " CA $69 CA $78 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Orlando-Hotels-Holiday-Inn-Orlando-SW-Celebration-Area.h7855.Hotel-Information) ![2 outdoor pools, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/300/256/w4000h2663x0y0-bece67c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/1000000/10000/300/256/bc930ec6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/10000/300/256/3f8d041d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges, poolside bar](https://images.trvl-media.com/lodging/1000000/10000/300/256/d78981ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Delta Hotels by Marriott Orlando Celebration Kissimmee 8.2/10 Very good (2357) "Excellent I would stay here again" CA $89 CA $141 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Orlando-Hotels-The-Grand-Orlando-Resort-At-Celebration.h256.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=2025-10-28&endDate=2025-10-29®ionId=7464&adults=2&amenities=BAR&sort=RECOMMENDED&openPlayBack=true) ## Top Winter Haven Hotel Reviews ![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 "Excellent " [](https://expedia.ca/Orlando-Hotels-The-Grove-Resort-Water-Park-Orlando.h4691657.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 "Our room was very nice and the staff was nice, helpful, and friendly. " [](https://expedia.ca/Orlando-Hotels-Liki-Tiki-Village.h692650.Hotel-Information) ![Comfort Inn & Suites Kissimmee by the Parks](//images.trvl-media.com/lodging/1000000/440000/430500/430452/578ae569_y.jpg) ### Comfort Inn & Suites Kissimmee by the Parks 10/10 Excellent "The front desk( fellow Brooklynite) and cleaning staff was very helpful. Breakfast was good. Would definitely stay there again" [](https://expedia.ca/Orlando-Hotels-Comfort-Inn-Maingate.h430452.Hotel-Information) ![Holiday Inn Winter Haven by IHG](//images.trvl-media.com/lodging/1000000/10000/7900/7835/1b5518c0_y.jpg) ### Holiday Inn Winter Haven by IHG 10/10 Excellent "Clean and comfortable " [](https://expedia.ca/Winter-Haven-Hotels-Holiday-Inn-Winter-Haven.h7835.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 "Noisy family next door with multiple small children." [](https://expedia.ca/Orlando-Hotels-Holiday-Inn-Resort-Kissimmee-By-The-Parks-By-IHG.h52821.Hotel-Information) ![Omni Orlando Resort at ChampionsGate](//images.trvl-media.com/lodging/2000000/1030000/1030000/1029950/a4fe8de4_y.jpg) ### Omni Orlando Resort at ChampionsGate 10/10 Excellent "Everything was perfect! " [](https://expedia.ca/Orlando-Hotels-Omni-Orlando-Resort-At-ChampionsGate.h1029950.Hotel-Information) ![Ramada by Wyndham Kissimmee Gateway](//images.trvl-media.com/lodging/1000000/50000/40600/40513/b94616ba_y.jpg) ### Ramada by Wyndham Kissimmee Gateway 10/10 Excellent "Great" [](https://expedia.ca/Orlando-Hotels-Ramada-By-Wyndham-Kissimmee-Gateway.h40513.Hotel-Information) ![Hilton Vacation Club Mystic Dunes Orlando](//images.trvl-media.com/lodging/1000000/900000/891000/890951/0b826e24_y.jpg) ### Hilton Vacation Club Mystic Dunes Orlando 10/10 Excellent "N/A" [](https://expedia.ca/Orlando-Hotels-Mystic-Dunes-Resort-Golf-Club-By-Diamond-Resorts.h890951.Hotel-Information) ![Holiday Inn & Suites Orlando SW - Celebration Area by IHG](//images.trvl-media.com/lodging/1000000/10000/7900/7855/e4318c5d_y.jpg) ### Holiday Inn & Suites Orlando SW - Celebration Area by IHG 10/10 Excellent "The staff are very friendly " [](https://expedia.ca/Orlando-Hotels-Holiday-Inn-Orlando-SW-Celebration-Area.h7855.Hotel-Information) ## Frequently asked questions ### Searching for hotels with bars in Winter Haven? > If you want a place to stay where you can enjoy an evening cocktail after a day out and about, Winter Haven offers 230 properties, including 7 accommodations with a bar on site. While you're here, consider a visit to LEGOLAND® Florida. ### What are the best hotels with bars in Winter Haven? > Here's some of the top Winter Haven properties with bars: [Legoland Florida Hotel](https://www.expedia.ca/Winter-Haven-Hotels-Legoland-Florida-Hotel.h113243677.Hotel-Information): Hotel with restaurant. Enjoy the bar, free breakfast, and free WiFi. [Courtyard by Marriott Winter Haven](https://www.expedia.ca/Winter-Haven-Hotels-Courtyard-By-Marriott-Winter-Haven.h30469147.Hotel-Information): Hotel with restaurant. Enjoy the bar, free WiFi, and free parking. [Holiday Inn Winter Haven by IHG](https://www.expedia.ca/Winter-Haven-Hotels-Holiday-Inn-Winter-Haven.h7835.Hotel-Information): Hotel with restaurant. Enjoy the bar, free WiFi, and free parking. [Howard Johnson by Wyndham Winter Haven FL](https://www.expedia.ca/Winter-Haven-Hotels-Howard-Johnson-By-Wyndham-Winter-Haven-FL.h8718.Hotel-Information): Enjoy the bar, free breakfast, and free WiFi. [LEGOLAND Beach Retreat](https://www.expedia.ca/Winter-Haven-Hotels-LEGOLAND-Beach-Retreat.h30537958.Hotel-Information): Hotel with restaurant. Enjoy the bar, free breakfast, and WiFi. ### How many hotels with bars can I expect to find in Winter Haven? > Expedia has 7 hotels with a bar in Winter Haven. ### What is there to do in Winter Haven? > You can visit LEGOLAND® Florida, then find a cozy spot for a nightcap. Other places to see include Indigo's Family Fun Center and Theatre Winter Haven. Winter Haven is popular for its top-notch restaurants. ### When is the best time to visit Winter Haven? > Visiting local bars in Winter Haven is better when you know what the weather holds. These temperatures and rainfall averages can help you determine the best time for bar hopping. The hottest months are usually August and July with an average temp of 81°F, while the coldest months are January and February with an average of 64°F. The rainiest months in Winter Haven are August, July, September, and June, with each month seeing an average of 8 inches of rainfall. ### How can I get to Winter Haven and around the area? > You might want to make the most of these transportation options in and around Winter Haven: Fly into Lakeland Intl. Airport (LAL), which is located 17.3 mi (27.8 km) away from the city center. Otherwise, look for flights into Kissimmee, FL (ISM-Kissimmee Gateway), which is 26 mi (41.9 km) away. 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