Title: Historic Downtown Kissimmee Vacation Packages | Holiday Packages & Trips 2026/2027 from CA $455 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 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 $455

per person

Apr 5 - Apr 9

found 20 hours ago

Roundtrip flight included

Toronto (YYZ) to Orlando (MCO)

8.6/10 Excellent! (1,002 reviews)

Rooms was clean, spacious and very quiet

Reviewed on Jan 28, 2026

![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 $620

per person

Mar 6 - Mar 11

found 1 day ago

Roundtrip non-stop flight included

Hamilton (YHM) to Orlando (MCO)

8.2/10 Very Good! (5,145 reviews)

My room was to close to the office . Very loud due to the guest walking by and the hallway floor had no carpet.

Reviewed on Jan 29, 2026

![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 $1,264

per person

Mar 1 - Mar 6

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Orlando (MCO)

8.6/10 Excellent! (1,002 reviews)

Staff very friendly. Spacious room. Great view. Our room was not cleaned everday, don't know if they were too busy. We did get service when we asked.

Reviewed on Dec 29, 2025

![The Grove Resort & Water Park Orlando](https://images.trvl-media.com/lodging/5000000/4700000/4691700/4691657/c5a7d392_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Grove Resort & Water Park Orlando

CA $1,068

per person

Mar 6 - Mar 11

found 1 day ago

Roundtrip non-stop flight included

Hamilton (YHM) to Orlando (MCO)

8/10 Very Good! (8,735 reviews)

Room was spotless, excellent staff, super easy to get our deliveries at the front desk. My family enjoyed our Christmas vacation (11 days)at this resort

Reviewed on Jan 29, 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 $997

per person

Mar 21 - Mar 26

found 1 day ago

Roundtrip flight included

Halifax (YHZ) 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

## 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)

![Downtown Orlando](https://images.trvl-media.com/place/800087/456c7527-7a8a-4ea3-8793-151017f3c5da.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

![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 $156

CA $176 total

Feb 25 - Feb 26

includes taxes & fees

9.2/10 Wonderful! (4,432 reviews)

We only stayed one night but villa was huge clean and very nice

Reviewed on Jan 27, 2026

[](https://expedia.ca/Hotel-Search?startDate=25%2F02%2F2026&endDate=26%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 $109

CA $160 total

Feb 22 - Feb 23

includes taxes & fees

7.4/10 Good! (6,478 reviews)

Friendly staff, room very clean

Reviewed on Jan 28, 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

Fully refundableReserve now, pay when you stay

CA $132

CA $149 total

Feb 23 - Feb 24

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=23%2F02%2F2026&endDate=24%2F02%2F2026&selected=5398&PinnedHotelID=5398&HadPinnedHotel=true&regionId=800089)

[See all 53,963 properties in Historic Downtown Kissimmee](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=30%2F01%2F2026&endDate=31%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.