Title: Historic Downtown Kissimmee Vacation Packages & Trips 2025 from CA $553 | 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/7927/f5d82426-0bf1-4ca8-8404-3e6eb389cf46.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 $582 per person Jan 10 - Jan 17 found 1 day ago Roundtrip non-stop flight included Hamilton (YHM) to Orlando (MCO) 16.4/10 Exceptional! (5,145 reviews) I haven’t had the breakfast yet but there is no hot water in the Reviewed on Nov 17, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-10/2026-01-17/?FromAirport=YHM&Destination=MCO&NumRoom=1&NumAdult=2&NumChild=0&hotelId=14701&paandie=true&dealMarker=HJVRWAM_ZqqyHiEDuFwx_eUn3BuN3r49x0rklo3wZAlLqLaQS5u-oK6TR2PkCfFO) ![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 $1,208 per person Jan 10 - Jan 17 found 13 hours ago Roundtrip non-stop flight included Hamilton (YHM) to Orlando (MCO) 16/10 Exceptional! (1,367 reviews) from the staff to the clean rooms and all the fun things in the resort... WAS GREAT!!!! Reviewed on Nov 18, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-10/2026-01-17/?FromAirport=YHM&Destination=MCO&NumRoom=1&NumAdult=2&NumChild=0&hotelId=426819&paandie=true&dealMarker=j48UxHZ8T8gfKTRL-rsP04VNTFC5RnVDxFue9x4XVDFi4_rN0mxresmrWjAVkzqy) ![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 $891 per person Jan 10 - Jan 17 found 1 day ago Roundtrip non-stop flight included Hamilton (YHM) to Orlando (MCO) 18.4/10 Exceptional! (2,232 reviews) Couldn't check untill 4pm. One small bottle of soap for 3 people and it was never replaced. Reviewed on Nov 17, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-10/2026-01-17/?FromAirport=YHM&Destination=MCO&NumRoom=1&NumAdult=2&NumChild=0&hotelId=17739&paandie=true&dealMarker=HJVRWAM_ZqqyHiEDuFwx_eUn3BuN3r49x0rklo3wZAlmL4gmDoBGaRwQGbicEi5C) ![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 $1,550 per person Dec 21 - Dec 28 just found Roundtrip flight included Montreal (YUL) to Orlando (MCO) 17.2/10 Exceptional! (1,002 reviews) the villa was super clean like new. The only issue the tv was not working which was a bummer. I have a back issue and can't watch tv in bed. It was very late when we noticed already showered , so we were not able to let someone come an repair . The other problem that needs to be super addressed. The connecting room has a huge gap under door. You could head everything see when the light is on and off. I do not feel that is good for privacy and allowing noise to not come through. We do not like to ask for anything free, we were not offered anything for the broken tv Reviewed on Nov 15, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-21/2025-12-28/?FromAirport=YUL&Destination=MCO&NumRoom=1&NumAdult=2&NumChild=0&hotelId=170878&paandie=true&dealMarker=EpTXtkNf5KwK0GUNpIcttmraC6PMQA4EmTcrTDhMnSzdMtKyZOWie55fL3p2IQ7e) ![Residence Inn by Marriott Daytona Beach Oceanfront](https://images.trvl-media.com/lodging/1000000/30000/21400/21379/ea96e4af_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Residence Inn by Marriott Daytona Beach Oceanfront CA $1,070 per person Jan 26 - Jan 31 found 1 day ago Roundtrip flight included Montreal (YUL) to Orlando (MCO) 17.2/10 Exceptional! (1,002 reviews) Clean room expected amenities Reviewed on Nov 12, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-26/2026-01-31/?FromAirport=YUL&Destination=MCO&NumRoom=1&NumAdult=2&NumChild=0&hotelId=21379&paandie=true&dealMarker=xbW3DxPRKrC_NkOXyIEbxPhhoaW3fhEfg-RuG9oIalkpmCeFeyuRpHrhVGDbP6cD) ## 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://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) ![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://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) ## Historic Downtown Kissimmee Hotel Deals ![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 $186 CA $209 total Dec 2 - Dec 3 includes taxes & fees 8.8/10 Excellent! (5,539 reviews) Great family vacation hotel Reviewed on Nov 15, 2025 [](https://expedia.ca/Hotel-Search?startDate=02%2F12%2F2025&endDate=03%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 $86 CA $97 total Dec 18 - Dec 19 includes taxes & fees 8.4/10 Very Good! (5,237 reviews) Clean and quiet Reviewed on Nov 14, 2025 [](https://expedia.ca/Hotel-Search?startDate=18%2F12%2F2025&endDate=19%2F12%2F2025&selected=8892&PinnedHotelID=8892&HadPinnedHotel=true®ionId=800089) ![Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando](https://images.trvl-media.com/lodging/1000000/30000/23200/23110/ade3b60d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando 8800 Vistana Centre Dr Orlando FL Fully refundableReserve now, pay when you stay CA $139 CA $156 total Dec 14 - Dec 15 includes taxes & fees 9.2/10 Wonderful! (3,897 reviews) Very lovely and accommodating staff. Area was very quiet and peaceful Reviewed on Nov 12, 2025 [](https://expedia.ca/Hotel-Search?startDate=14%2F12%2F2025&endDate=15%2F12%2F2025&selected=23110&PinnedHotelID=23110&HadPinnedHotel=true®ionId=800089) [See all 53,318 properties in Historic Downtown Kissimmee](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=20%2F11%2F2025&endDate=21%2F11%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? > Custom build your Historic Downtown Kissimmee package from an affordable CA $582. Pick from any combination of rental cars, flights and hotels to create the trip you've been dreaming about. Don't forget to add on some activities and experiences! ### How do I get a cheap travel package to Historic Downtown Kissimmee? > Bundle your hotels and flights with Expedia to save big bucks on your next trip. With more than 550 airlines and 1,000,000 properties across the world, your Historic Downtown Kissimmee vacation package can be customized exactly to suit your travel style. With all that extra money, why not throw in one or two fun tours and experiences? It's an easy way to unlock even more savings. Your dream vacation in Historic Downtown Kissimmee is much closer than you thought! ### Where should I stay in Historic Downtown Kissimmee? > Stay somewhere within a stone's throw of ChampionsGate Golf Club. This fantastic attraction is in the thick of the action and on the must-do lists of many tourists. ### What are the top hotels in Historic Downtown Kissimmee? > [Storey Lake Ihr 2022](https://www.expedia.ca/Orlando-Hotels-Storey-Lake-IHR-2022.h49236328.Hotel-Information) and [4 Bedrooms Villa - Storey Lake](https://www.expedia.ca/Orlando-Hotels-Spacious-4-Bedroom-Villa.h64710893.Hotel-Information) are two of the most sought-after properties in Historic Downtown Kissimmee. Why not check out the facilities and rates at each and then make up your mind? ### How far in advance should I book my Historic Downtown Kissimmee vacation? > Get rewarded with the widest variety and the cheapest prices by booking your trip to Historic Downtown Kissimmee nice and early. Air carriers generally publish flights anywhere up to a year before departure, so secure your spot as soon as you can. Having said that, Expedia is dedicated to providing you with the best bargains around, so there's never a bad time to book your dream vacation! ### What does an Expedia Historic Downtown Kissimmee travel package include? > That depends on what you're after. If you're traveling alone, you might decide to combine hotels and flights. Bringing the whole crew to Historic Downtown Kissimmee? A travel package that includes hotels, flights and rental cars might suit you better. Expedia gives you the freedom and flexibility to tailor-make your travel package. ### What should I know before booking a Historic Downtown Kissimmee travel package? > So many places to go, so many things to do. With a package, you'll be able to tick more of them off your list. Combine your hotels, flights and rental cars and enjoy big savings. ### Can I choose my airline with a Historic Downtown Kissimmee Expedia vacation package? > Yes, you're in charge. Expedia has access to more than 550 airlines globally, so you can tailor your Historic Downtown Kissimmee adventure according to your needs and budget. ### If I'm not able to travel, can I cancel my Historic Downtown Kissimmee vacation package? > If your travel plans in Historic Downtown Kissimmee have been upended, it's good to know that it is possible to amend or cancel your booking. If you made your booking less than 24 hours ago, you may be eligible to receive a refund. If your booking was made more than 24 hours ago, your hotel, airline or car rental company may charge a fee. For more details, visit our [Customer Service Portal](https://www.expedia.ca/service/?langid=4105). ### 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 lively festivals 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 $75 per traveller **82%** of travellers recommend [](https://expedia.ca/things-to-do/aquatica-orlando.a407892.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 $139 per adult **92%** of travellers recommend [](https://expedia.ca/things-to-do/drawn-to-life-presented-by-cirque-du-soleil-and-disney.a4961838.activity-details) ![Orlando: Chocolate Kingdom Factory Adventure Tour](https://mediaim.expedia.com/localexpert/44808026/8c929581-ac9d-43be-a614-87ba01a7d388.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Orlando: Chocolate Kingdom Factory Adventure Tour CA $33 per adult **98%** of travellers recommend [](https://expedia.ca/things-to-do/orlando-chocolate-kingdom-factory-adventure-tour.a44808026.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.