Title: Historic Downtown Kissimmee Vacation Packages & Trips 2025 from $235 | 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 Palace Hotel / Universal / I-Drive](https://images.trvl-media.com/lodging/1000000/110000/106200/106143/01c960b0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Westgate Palace Hotel / Universal / I-Drive International Drive District CA $626 per person Nov 23 - Nov 28 found 10 hours ago Roundtrip flight included Toronto (YTO) to Orlando (MCO) 8.8/10 Excellent! (1,007 reviews) Very nice property. It was not very busy so bar not open and not sure many of the amenities were available. We fortunately had a car to go places. The staff very nice at check in. Room was great for our needs. Reviewed on Sep 17, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-23/2025-11-28/?FromAirport=YTO&Destination=MCO&NumRoom=1&NumAdult=2&NumChild=0&hotelId=106143&paandie=true&dealMarker=jRLnAqJiSJIRWGU50-AhCSt8wfC-ZKK1MihiWUPh5HZmBQAg0cELpfzWopL36sif) ![Reunion Resort & Golf Club](https://images.trvl-media.com/lodging/1000000/1000000/992500/992499/45af642e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Reunion Resort & Golf Club Reunion CA $1,072 per person Dec 3 - Dec 10 found 20 hours ago Roundtrip non-stop flight included Edmonton (YEG) to Orlando (MCO) 8.8/10 Excellent! (1,387 reviews) We have been guests of Reunion for several years now. We love the golf Reviewed on Sep 17, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-03/2025-12-10/?FromAirport=YEG&Destination=MCO&NumRoom=1&NumAdult=2&NumChild=0&hotelId=992499&paandie=true&dealMarker=pSMwlo89AkWbls1waxL4PJQji84L44xRIBxm47PYLak3ORURyOhCfhw8DW94RgHx) ![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 $628 per person Nov 26 - Nov 30 found 1 day ago Roundtrip flight included Montreal (YUL) to Orlando (MCO) 8/10 Very Good! (1,361 reviews) First time staying at this resort. It’s was very nice, I didn’t visit the water park or restaurant but they were available. I would stay again Reviewed on Sep 9, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-26/2025-11-30/?FromAirport=YUL&Destination=MCO&NumRoom=1&NumAdult=2&NumChild=0&hotelId=426819&paandie=true&dealMarker=A_7a3Em_ifmnR2ylryw5Lhb4ymXAFUy5yE9Me5Pgzp83VeaOXxn8py8tGJy-A4aT) ![Hilton Daytona Beach Oceanfront Resort](https://images.trvl-media.com/lodging/1000000/10000/5300/5244/5a617fcf_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Daytona Beach Oceanfront Resort Brush - Stewarts CA $705 per person Nov 22 - Nov 29 found 1 day ago Roundtrip flight included Toronto (YYZ) to Orlando (MCO) 7.4/10 Good! (4,922 reviews) The hotel staff was friendly. There is no beach access directly behind the hotel. At night the walkway behind the hotel feels extremely unsafe due to the amount of homeless people that congregate there to sleep. The hotel rooms are dated and need major upgrades for the price they charge. The room overall was clean. Reviewed on Sep 18, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-22/2025-11-29/?FromAirport=YYZ&Destination=MCO&NumRoom=1&NumAdult=2&NumChild=0&hotelId=5244&paandie=true&dealMarker=eTbcHExduqwItbRwr0jrh3a0wNbZoZRzrLK7hlZL0nRUXtNX0d8Rla9Zz71fT7jF) ![Margaritaville Cottages Orlando with H2O Waterpark by Vstays](https://images.trvl-media.com/lodging/36000000/35110000/35109100/35109061/0a506e54_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Margaritaville Cottages Orlando with H2O Waterpark by Vstays CA $1,171 per person Dec 8 - Dec 13 found 1 day ago Roundtrip non-stop flight included Edmonton (YEG) to Orlando (MCO) 9/10 Wonderful! (1,003 reviews) Cottage was immaculate and was very large. Close to Target for groceries and the shuttle service was excellent and very convenient. Reviewed on Sep 16, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-08/2025-12-13/?FromAirport=YEG&Destination=MCO&NumRoom=1&NumAdult=2&NumChild=0&hotelId=35109061&paandie=true&dealMarker=4qWPyyONkCb7BoBfF9VwNLtcYrvNrqTe8Nd1pKx0OWKEVQLD-1ExyexE-OcXrGyA) ## 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) ![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) ![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) ### Windsor Hills If you're looking for some top things to see and do in Windsor Hills and surrounding area, you can visit Mystic Dunes Golf Club and Island H2O Live!. [Find hotel + flight trips in Windsor Hills](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Windsor%20Hills&DestID=553248635976007891&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ## Historic Downtown Kissimmee Hotel Deals ![Marriott's Grande Vista](https://images.trvl-media.com/lodging/1000000/860000/853600/853519/77708f65_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Marriott's Grande Vista 5925 Avenida Vista, Orlando, FL Fully refundableReserve now, pay when you stay CA $142 CA $160 total Oct 8 - Oct 9 includes taxes & fees 8.8/10 Excellent! (3,102 reviews) "Property and staff were great! Always a pleasure to stay at Grand Vista! Not pleased with the $25.00 per day parking fee!" Reviewed on Sep 16, 2025 [](https://expedia.ca/Hotel-Search?startDate=08%2F10%2F2025&endDate=09%2F10%2F2025&selected=853519&PinnedHotelID=853519&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 $186 CA $209 total Sep 30 - Oct 1 includes taxes & fees 8.8/10 Excellent! (5,231 reviews) Beautiful place to rest "Beautiful views, clean space, wonderful food" Reviewed on Sep 15, 2025 [](https://expedia.ca/Hotel-Search?startDate=30%2F09%2F2025&endDate=01%2F10%2F2025&selected=5963292&PinnedHotelID=5963292&HadPinnedHotel=true®ionId=800089) ![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 $83 CA $132 total Sep 25 - Sep 26 includes taxes & fees 7.4/10 Good! (6,104 reviews) "Everything" Reviewed on Sep 12, 2025 [](https://expedia.ca/Hotel-Search?startDate=25%2F09%2F2025&endDate=26%2F09%2F2025&selected=18874&PinnedHotelID=18874&HadPinnedHotel=true®ionId=800089) [See all 53,433 properties in Historic Downtown Kissimmee](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=19%2F09%2F2025&endDate=20%2F09%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 $626. 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 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 ![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 $69 per adult **100%** of travellers recommend [](https://expedia.ca/things-to-do/florida-90-minute-everglades-cruise.a47891876.activity-details) ![1 Hour Pontoon Adventures](https://mediaim.expedia.com/localexpert/48153664/42d49601-0a0d-4940-aab9-cb24e0a30c18.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Kissimmee: 1 Hour Florida Everglades Pontoon Boat Tour CA $55 per adult **100%** of travellers recommend [](https://expedia.ca/things-to-do/kissimmee-1-hour-florida-everglades-pontoon-boat-tour.a48153664.activity-details) ![Deluxe Fully Electric Trike with extra large seat and backrest. No pedaling required. Seniors welcome. Ages 14 and up.](https://mediaim.expedia.com/localexpert/46601894/53a7e47c-f525-4b38-9947-02ecdbab291c.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Experience Wild Florida Nature Up Close on Electric Trike (2 hrs) CA $81 per adult **100%** of travellers recommend [](https://expedia.ca/things-to-do/experience-wild-florida-nature-up-close-on-electric-trike-2-hrs.a46601894.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.