Title: Historic Downtown Kissimmee Vacation Packages | Holiday Packages & Trips 2026/2027 from CA $632 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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Better together  
Save up to CA $1,096 when you book a flight and hotel together\*
- ###  
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With over 300,000 hotels worldwide, it's easy to create a perfect package
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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 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 $632

per person

Apr 5 - Apr 10

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) to Orlando (MCO)

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

Everything was good

Reviewed on Jan 24, 2026

![Westgate Lakes Resort & Spa Universal Studios Area](https://images.trvl-media.com/lodging/1000000/810000/805000/804984/86e77c07_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Westgate Lakes Resort & Spa Universal Studios Area

CA $1,015

per person

Mar 18 - Mar 25

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) to Orlando (MCO)

8.2/10 Very Good! (5,482 reviews)

Everything was amazing and everyone

Reviewed on Jan 27, 2026

![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 $855

per person

Mar 18 - Mar 25

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) to Orlando (MCO)

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

Room was very spacious and clean upon arrival. Was able to checkin a hr early and the resort has very many amenities. The mexican restaurants brunch was 5 stars. Will definitely be back!

Reviewed on Jan 25, 2026

![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 $1,286

per person

Mar 18 - Mar 25

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) to Orlando (MCO)

8.8/10 Excellent! (1,085 reviews)

★★★★★ Outstanding Stay – Highly Recommended! My stay at this hotel was absolutely spectacular. The hotel is extremely comfortable, well-maintained, and perfectly located. Everything is close by, with many great dining options within walking distance, which made our stay even more enjoyable. Transportation to the theme parks is very convenient, with shuttles running constantly, making it easy and stress-free to get around. The staff truly deserves five stars. Everyone was professional, friendly, and attentive—from the front desk team to the housekeeping staff. I would especially like to mention a very kind Venezuelan lady with gray hair who takes care of the lobby restrooms. Unfortunately, I don’t remember her name, but she was always incredibly attentive and kept the bathrooms spotless at all times. Her dedication and warmth truly stood out. Overall, this hotel exceeded all my expectations. I would definitely stay here again and highly recommend it to anyone looking for comfort, excellent service, and a great location.

Reviewed on Jan 20, 2026

![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 $1,126

per person

Apr 5 - Apr 10

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) to Orlando (MCO)

9.2/10 Wonderful! (1,001 reviews)

We stayed in a cottage, and it was immaculate. Everyone was very friendly and helpful. We are excited about returning!!

Reviewed on Jan 25, 2026

## 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)

![International Drive showing landscape views](https://images.trvl-media.com/place/6034244/0464e66f-0125-4dd1-98af-a6abd0723a03.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)

![EyeEm Custom Shoots Q4 2018](https://images.trvl-media.com/place/6034611/b5337a03-4529-4792-ad22-c3362778c5b1.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)

![Central business district in Orlando city, is the 23rd largest metropolitan area in the United States of America.](https://images.trvl-media.com/place/553248635976479235/984ca81f-6338-43c3-9ca1-16234d9a8ef5.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)

![Reunion which includes golf and landscape views as well as a small group of people](https://images.trvl-media.com/place/6126579/829aa9dd-0b1d-4dd6-b3e3-15890f26cbf2.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Reunion

 The waterparks and pristine golf courses are top of the list for many visitors to Reunion. A stop by Reunion Resort Golf Course or Jack Nicklaus Course might round out your trip. 

[Find hotel + flight trips in Reunion](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Reunion&DestID=6126579&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

## Historic Downtown Kissimmee Hotel Deals

![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 $158

CA $178 total

Feb 22 - Feb 23

includes taxes & fees

9.2/10 Wonderful! (4,369 reviews)

Very clean! Good sized room. Awesome resort with lots of pools!

Reviewed on Jan 21, 2026

[](https://expedia.ca/Hotel-Search?startDate=22%2F02%2F2026&endDate=23%2F02%2F2026&selected=23110&PinnedHotelID=23110&HadPinnedHotel=true&regionId=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 $87

CA $136 total

Feb 22 - Feb 23

includes taxes & fees

7.4/10 Good! (6,470 reviews)

Everything was amazing

Reviewed on Jan 25, 2026

[](https://expedia.ca/Hotel-Search?startDate=22%2F02%2F2026&endDate=23%2F02%2F2026&selected=18874&PinnedHotelID=18874&HadPinnedHotel=true&regionId=800089)

![DoubleTree by Hilton at the Entrance to Universal Orlando](https://images.trvl-media.com/lodging/1000000/10000/5400/5398/4997b5df_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

DoubleTree by Hilton at the Entrance to Universal Orlando

5780 Major Blvd Orlando FL

CA $145

CA $163 total

Feb 24 - Feb 25

includes taxes & fees

8.4/10 Very Good! (6,964 reviews)

Location was perfect if you want to go to Universal Studios/Islands of Adventure. The room was clean and cozy. Front desk was courteous and friendly. Our stay overall was great with the exception of the elevators being down on our final day and having to take the service elevators other than that, ...

Reviewed on Jan 26, 2026

[](https://expedia.ca/Hotel-Search?startDate=24%2F02%2F2026&endDate=25%2F02%2F2026&selected=5398&PinnedHotelID=5398&HadPinnedHotel=true&regionId=800089)

[See all 54,179 properties in Historic Downtown Kissimmee](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=28%2F01%2F2026&endDate=29%2F01%2F2026&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 Grassy waterfront park with walking paths, a fishing pier, picnic pavilions, and a shaded playground. children's playgrounds, splash pad](https://images.trvl-media.com/place/6177922/9a4f15a9-e553-4437-8074-85ea3cba5d75.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 $106

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.