Title: Historic Downtown Kissimmee Vacation Packages | Holiday Packages & Trips 2026/2026 from CA $463 Expedia.ca [Historic Downtown Kissimmee Travel Guide](https://expedia.ca/Orlando-Historic-Downtown-Kissimmee.dx800089)[Hotels in Historic Downtown Kissimmee](https://expedia.ca/Historic-Downtown-Kissimmee-Orlando-Hotels.0-n800089-0.Travel-Guide-Filter-Hotels)[Flights to Orlando](https://expedia.ca/Cheap-Flights-To-Orlando.d178294.Travel-Guide-Flights)[Things to do in Orlando](https://expedia.ca/Things-To-Do-In-Orlando.d178294.Travel-Guide-Activities)[Historic Downtown Kissimmee Car Rentals](https://expedia.ca/Car-Rentals-In-Historic-Downtown-Kissimmee.d800089.Car-Rental-Guide) ![](https://images.trvl-media.com/place/800089/8e7bf26c-0611-47cb-b22d-aa4a7ff10dda.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Historic Downtown Kissimmee Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## Top Holiday Package Deals in Historic Downtown Kissimmee Price found within the past 48 hours. Click for updated prices. ![Palazzo Lakeside Hotel](https://images.trvl-media.com/lodging/1000000/20000/14800/14701/de0795f9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Palazzo Lakeside Hotel CA $463 per person Feb 10 - Feb 13 found 1 day ago Roundtrip non-stop flight included Edmonton (YEG) to Orlando (MCO) 8.2/10 Very Good! (5,145 reviews) Beautiful place to stay. Reviewed on Dec 14, 2025 ![Westgate Towers Resort](https://images.trvl-media.com/lodging/1000000/180000/170900/170878/bd08ea58_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Westgate Towers Resort CA $1,053 per person Jan 21 - Jan 28 found 1 day ago Roundtrip non-stop flight included Halifax (YHZ) to Orlando (MCO) 8.6/10 Excellent! (1,002 reviews) Overall amazing stay. Enjoyed the free amenities at the sister property as well Reviewed on Dec 10, 2025 ![The Delaney Hotel](https://images.trvl-media.com/lodging/20000000/19390000/19389600/19389598/ceba7f1d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Delaney Hotel South Orange CA $1,074 per person Jan 31 - Feb 7 found 1 day ago Roundtrip non-stop flight included Edmonton (YEG) to Orlando (MCO) 9.6/10 Exceptional! (1,002 reviews) I absolutely enjoyed my stay! Staff was friendly, always cheerful, and always helpful. I will definitely be back. Reviewed on Dec 15, 2025 ![Ocean Sands Beach Boutique Inn - 1 Acre Private Beach](https://images.trvl-media.com/lodging/1000000/810000/809000/808920/65d99be5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Ocean Sands Beach Boutique Inn - 1 Acre Private Beach Vilano Beach CA $944 per person Feb 21 - Feb 28 found 22 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Orlando (MCO) 8.8/10 Excellent! (645 reviews) Very clean and courteous staff! Reviewed on Dec 14, 2025 ![Westgate Cocoa Beach Resort](https://images.trvl-media.com/lodging/1000000/860000/852400/852306/4cd366f4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Westgate Cocoa Beach Resort CA $1,748 per person Feb 22 - Mar 1 found 1 day ago Roundtrip non-stop flight included Hamilton (YHM) to Orlando (MCO) 8.8/10 Excellent! (500 reviews) No Beach view but beach is an10m walk so not too bad. Beach chairs falling apart. The pools and tiki bar were awesome. The two room suite was okay and for the most part pretty clean. But there were some dead bugs which is not what I expected for the price point. Reviewed on Nov 6, 2025 ## Where to stay in Historic Downtown Kissimmee Find the best Historic Downtown Kissimmee areas and neighborhoods for the activities you enjoy most. [Learn more about Historic Downtown Kissimmee](https://expedia.ca/Orlando-Historic-Downtown-Kissimmee.dx800089) ![Default Image](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/339000/339011-International-Drive-Orlando.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### International Drive District 1 out of top 10 points of interest in this area Adventure activities, iconic attractions, shopping and world-class dining destinations make this famous street one of Orlando’s most popular tourist attractions. [Find hotel + flight trips in International Drive District](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=International%20Drive%20District&DestID=6034244&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Magic Kingdom® Park showing interior views and rides as well as a couple](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/22000/22654-Magic-Kingdom.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Bay Lake 4 out of top 10 points of interest in this area 4.5/5(195 area reviews) Home to all four Walt Disney World Resort theme parks and one water park, this city offers endless entertainment, including Disney's Fort Wilderness Resort & Campground and Magnolia and Palm Golf Courses. [Find hotel + flight trips in Bay Lake](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Bay%20Lake&DestID=6034611&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Champions Gate Abundant dining options and pristine golf courses are well-reviewed features of Champions Gate. Make a stop by top sights like ChampionsGate Golf Club while you're exploring the area. [Find hotel + flight trips in Champions Gate](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Champions%20Gate&DestID=6070422&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Universal Studios Orlando showing a city, night scenes and signage](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/22000/22570-Universal-Studios-Orlando.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Florida Center 2 out of top 10 points of interest in this area While visiting Florida Center, you might make a stop by sights like Universal Orlando Resort and Universal Studios Florida. [Find hotel + flight trips in Florida Center](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Florida%20Center&DestID=553248635976479235&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Default Image](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/338000/338349-Downtown-Orlando.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Downtown Orlando 3.5/5(17 area reviews) Orlando's historic core boasts art galleries, retail, restaurants, and nightclubs, with attractions like Lake Eola Park, Linton E. Allen Memorial Fountain, and performing arts theaters, all accessible via public transportation. [Find hotel + flight trips in Downtown Orlando](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Downtown%20Orlando&DestID=800087&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ## Historic Downtown Kissimmee Hotel Deals ![DoubleTree by Hilton Hotel Orlando at SeaWorld](https://images.trvl-media.com/lodging/1000000/20000/18900/18874/69019073_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### DoubleTree by Hilton Hotel Orlando at SeaWorld 10100 International Drive Orlando FL Fully refundableReserve now, pay when you stay CA $100 CA $151 total Jan 3 - Jan 4, 2026 includes taxes & fees 7.4/10 Good! (6,230 reviews) Great location friendly staff Reviewed on Dec 9, 2025 [](https://expedia.ca/Hotel-Search?startDate=03%2F01%2F2026&endDate=04%2F01%2F2026&selected=18874&PinnedHotelID=18874&HadPinnedHotel=true®ionId=800089) ![Universal's Cabana Bay Beach Resort](https://images.trvl-media.com/lodging/6000000/5970000/5963300/5963292/63940f45_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Universal's Cabana Bay Beach Resort 6550 Adventure Way Orlando FL Fully refundableReserve now, pay when you stay CA $183 CA $206 total Dec 17 - Dec 18 includes taxes & fees 8.8/10 Excellent! (5,744 reviews) Excelentes servicio with the room staff; a very good environment with good entertainment. Reviewed on Dec 14, 2025 [](https://expedia.ca/Hotel-Search?startDate=17%2F12%2F2025&endDate=18%2F12%2F2025&selected=5963292&PinnedHotelID=5963292&HadPinnedHotel=true®ionId=800089) ![Rosen Inn at Pointe Orlando](https://images.trvl-media.com/lodging/1000000/10000/8900/8892/8068a653_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Rosen Inn at Pointe Orlando 9000 International Drive Orlando FL Fully refundableReserve now, pay when you stay CA $90 CA $102 total Dec 18 - Dec 19 includes taxes & fees 8.4/10 Very Good! (5,403 reviews) Clean room but smelled wet. Very nice check in staff. Love staying at this hotel. Reviewed on Dec 14, 2025 [](https://expedia.ca/Hotel-Search?startDate=18%2F12%2F2025&endDate=19%2F12%2F2025&selected=8892&PinnedHotelID=8892&HadPinnedHotel=true®ionId=800089) [See all 54,181 properties in Historic Downtown Kissimmee](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=17%2F12%2F2025&endDate=18%2F12%2F2025®ionId=800089) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ## Frequently asked questions ### How much does a Historic Downtown Kissimmee vacation package cost? ### How do I get a cheap travel package to Historic Downtown Kissimmee? ### Where should I stay in Historic Downtown Kissimmee? ### What are the top hotels in Historic Downtown Kissimmee? ### How far in advance should I book my Historic Downtown Kissimmee vacation? ### What does an Expedia Historic Downtown Kissimmee travel package include? ### What should I know before booking a Historic Downtown Kissimmee travel package? ### Can I choose my airline with a Historic Downtown Kissimmee Expedia vacation package? ### If I'm not able to travel, can I cancel my Historic Downtown Kissimmee vacation package? ### Discover the most popular places to visit in Historic Downtown Kissimmee ![Kissimmee Lakefront Park](https://mediaim.expedia.com/destination/9/f93bd17686a0d372c8ede3b4dbb488c0.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Kissimmee Lakefront Park Kissimmee Lakefront Park is just one of the places to see in Kissimmee, so why not enjoy the other things to explore during your travels? Stroll along the lakeside or experience the entertainment choices in this family-friendly area. [](https://expedia.ca/Kissimmee-Lakefront-Park-Historic-Downtown-Kissimmee.d6177922.Vacation-Attraction) #### First United Methodist Church After visiting First United Methodist Church, make a plan to see the other sights and activities in Kissimmee. Stroll along the lakeside in this family-friendly area, or check out its top-notch restaurants. [](https://expedia.ca/First-United-Methodist-Church-Historic-Downtown-Kissimmee.d553248621532654171.Vacation-Attraction) ### Things to do ![Aquatica Orlando](https://mediaim.expedia.com/localexpert/407892/33b09fce-abbf-446b-bce5-738d4c15128d.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Aquatica Orlando CA $73 per traveller **84%** of travellers recommend [](https://expedia.ca/things-to-do/aquatica-orlando.a407892.activity-details) ![Florida: 90 Minute Everglades Cruise](https://mediaim.expedia.com/localexpert/47891876/33dc2687-1323-4f4f-83b1-a21a4a724609.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Florida: 90 Minute Everglades Cruise CA $76 per adult **100%** of travellers recommend [](https://expedia.ca/things-to-do/florida-90-minute-everglades-cruise.a47891876.activity-details) !["Drawn to Life" presented by Cirque du Soleil and Disney](https://mediaim.expedia.com/localexpert/4961838/479d04ee-bd71-4f1e-b073-8542d0da10eb.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Drawn to Life presented by Cirque du Soleil and Disney CA $124 per adult **98%** of travellers recommend [](https://expedia.ca/things-to-do/drawn-to-life-presented-by-cirque-du-soleil-and-disney.a4961838.activity-details) [See all activities in Orlando](https://expedia.ca/things-to-do/search?rid=800089) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.