Title: Historic Downtown Kissimmee Vacation Packages | Holiday Packages & Trips 2026/2026 from CA $561 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. ![Westgate Town Center Resort](https://images.trvl-media.com/lodging/1000000/430000/426900/426819/410a3d83_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Westgate Town Center Resort CA $561 per person Feb 18 - Feb 23 found 1 day ago Roundtrip flight included Toronto (YYZ) to Orlando (MCO) 8/10 Very Good! (1,367 reviews) La habitacion muy buena y limpia expaciosa recomendaria cambiar ollas y sartenes estan muy viejos y quemados Reviewed on Dec 4, 2025 ![Florida Hotel & Conference Center in the Florida Mall](https://images.trvl-media.com/lodging/1000000/20000/17800/17739/3ccef447_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Florida Hotel & Conference Center in the Florida Mall CA $781 per person Feb 19 - Feb 25 found 1 day ago Roundtrip non-stop flight included Edmonton (YEG) to Orlando (MCO) 9.2/10 Wonderful! (2,232 reviews) Fantastic room, excellent dining options, free parking, helpful staff, excellent pools Reviewed on Dec 16, 2025 ![Westgate Vacation Villas Resort](https://images.trvl-media.com/lodging/1000000/100000/99000/98920/b8afec09_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Westgate Vacation Villas Resort CA $679 per person Feb 8 - Feb 15 found 22 hours ago Roundtrip flight included Toronto (YTO) to Orlando (MCO) 8/10 Very Good! (1,703 reviews) Great room very clean and comfortable. Reviewed on Nov 30, 2025 ![Westgate Leisure Resort](https://images.trvl-media.com/lodging/2000000/1080000/1071600/1071593/9025e2e2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Westgate Leisure Resort International Drive District CA $632 per person Jan 22 - Jan 26 found 1 day ago Roundtrip flight included Toronto (YTO) to Orlando (MCO) 8.4/10 Very Good! (943 reviews) Great property for your Orlando visit .. Villa style on a well landscaped pretty lake . Well lit at night . Quiet . Accomodations clean and nicely appointed. Great value w free parking and although there is an $18.99 resort fee , this is well below the going rate for the area. It is only a few miles from Disney .. and you have home style accomodations to cook a little something or relax w a tv in both bedrooms . Highly recommend. 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 $1,020 per person Feb 19 - Feb 25 found 1 day ago Roundtrip non-stop flight included Edmonton (YEG) to Orlando (MCO) 9.6/10 Exceptional! (1,002 reviews) Very clean hotel, room was very clean and comfortable. Staff and employees outstanding! Excellent food in the Delaney Tavern restaurant Reviewed on Dec 17, 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 $99 CA $151 total Jan 3 - Jan 4, 2026 includes taxes & fees 7.4/10 Good! (6,261 reviews) Clean room. Friendly staff Reviewed on Dec 17, 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 Jan 6 - Jan 7, 2026 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=06%2F01%2F2026&endDate=07%2F01%2F2026&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 $91 CA $103 total Dec 22 - Dec 23 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=22%2F12%2F2025&endDate=23%2F12%2F2025&selected=8892&PinnedHotelID=8892&HadPinnedHotel=true®ionId=800089) [See all 54,110 properties in Historic Downtown Kissimmee](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=19%2F12%2F2025&endDate=20%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.