Title: Historic Downtown Kissimmee Vacation Packages | Holiday Packages & Trips 2026/2026 from CA $723 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

- ##  
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## 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 $723

per person

Feb 20 - Feb 27

found 15 hours ago

Roundtrip non-stop flight included

Hamilton (YHM) to Orlando (MCO)

8/10 Very Good! (1,367 reviews)

Hotel was great like always, but our coffee pot had a crack on the bottom called right away around 6pm to please get a replacement and unfortunately did not get one till the next morning when we were heading out for our checkout.

Reviewed on Dec 1, 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 $1,042

per person

Feb 20 - Feb 27

found 13 hours ago

Roundtrip non-stop flight included

Hamilton (YHM) to Orlando (MCO)

8/10 Very Good! (1,703 reviews)

Great room very clean and comfortable.

Reviewed on Nov 30, 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 $1,042

per person

Feb 20 - Feb 27

found 13 hours ago

Roundtrip non-stop flight included

Hamilton (YHM) to Orlando (MCO)

8.6/10 Excellent! (1,002 reviews)

Nice room for price. Would stay at again for sure.

Reviewed on Nov 22, 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 $740

per person

Jan 11 - Jan 16

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) to Orlando (MCO)

9.2/10 Wonderful! (2,232 reviews)

Visited the Florida Black Friday weekend. The proximity to the Florida mall makes it a great location for shopping. This is a huge mall with a large assortment of shops. We were impressed with the cleanliness in the hotel and the mall. Our room was clean and quiet. The bed was very comfortable. Crickets restaurant is in the hotel. They have a good assortment of meal and drink options. The waiters were very accommodating and attentive. The sun shone the afternoon we were there so we enjoyed the beautiful outdoor pool and hot tub. We would definitely stay at the Florida hotel again in the future.

Reviewed on Dec 3, 2025

![Summerville Vacation Homes by Columbia Management](https://images.trvl-media.com/lodging/21000000/20240000/20231400/20231360/1cfa809e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Summerville Vacation Homes by Columbia Management

CA $825

per person

Jan 9 - Jan 16

found 1 day ago

Roundtrip flight included

Hamilton (YHM) to Orlando (MCO)

8.4/10 Very Good! (152 reviews)

Exactly what we needed for our stay in Disney. Was first time we have stayed off property and besides not getting in to the park early, this place was great. It rained on us every day at the park and was nice to be able to through our jacket in the dryer! On negative i will say is the washer and dryer was loud HA! But other than that place had everythign we needed. Oh and fyi this place was not 3 bed rooms. It was 4! Maybe because it didtn have a bathroom? Not sure but was 4 bedroom 3 and half bath. HA kids liked havign there own rooms with own bathrooms. And so did I! Was thankful we was not crammed on an on park hotel with one room and one bathroom! Had 2 masters with Kings, one upstairs one down, and then the other 2 rooms was up stairs with one being two twins with bathroom then the other room was just a bunk. Would stay here again for sure.

Reviewed on Oct 9, 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://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 9 - Dec 10

includes taxes & fees

8.8/10 Excellent! (5,710 reviews)

Great hotel, great experience

Reviewed on Dec 3, 2025

[](https://expedia.ca/Hotel-Search?startDate=09%2F12%2F2025&endDate=10%2F12%2F2025&selected=5963292&PinnedHotelID=5963292&HadPinnedHotel=true&regionId=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 $100

CA $113 total

Dec 16 - Dec 17

includes taxes & fees

8.4/10 Very Good! (5,378 reviews)

Excellent service, walking distance from everything

Reviewed on Dec 3, 2025

[](https://expedia.ca/Hotel-Search?startDate=16%2F12%2F2025&endDate=17%2F12%2F2025&selected=8892&PinnedHotelID=8892&HadPinnedHotel=true&regionId=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 $150

CA $168 total

Jan 2 - Jan 3, 2026

includes taxes & fees

9.2/10 Wonderful! (4,013 reviews)

Clean and spacious room. Recently updated. Quiet area and nice balcony.

Reviewed on Nov 28, 2025

[](https://expedia.ca/Hotel-Search?startDate=02%2F01%2F2026&endDate=03%2F01%2F2026&selected=23110&PinnedHotelID=23110&HadPinnedHotel=true&regionId=800089)

[See all 53,864 properties in Historic Downtown Kissimmee](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=05%2F12%2F2025&endDate=06%2F12%2F2025&regionId=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 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 $63

per traveller

**82%** 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 $70

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 $141

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)

[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.