Title: Historic Downtown Kissimmee Vacation Packages | Holiday Packages & Trips 2026/2027 from CA $627 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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## 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 $627

per person

Apr 13 - Apr 20

found 3 hours ago

Roundtrip flight included

Toronto (YYZ) to Orlando (MCO)

8.6/10 Excellent! (1,002 reviews)

The one bedroom villa was clean, well stocked and spacious . Great location.

Reviewed on Jan 30, 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 $643

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)

nice property, and good hospitality, except that there was no Expedia VIP access upgrade (which is fine as that’s not mandatory), but there was no choice of floor even for the property category we booked without upgrade.

Reviewed on Feb 1, 2026

![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 $1,081

per person

Apr 7 - Apr 13

found 1 day ago

Roundtrip flight included

Ottawa (YOW) to Orlando (MCO)

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

Everything was good

Reviewed on Jan 24, 2026

![The Shores Resort & Spa](https://images.trvl-media.com/lodging/1000000/20000/15800/15752/b7ce5af2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Shores Resort & Spa

CA $674

per person

Apr 22 - Apr 27

found 13 hours ago

Roundtrip non-stop flight included

Hamilton (YHM) to Orlando (MCO)

9/10 Wonderful! (1,681 reviews)

Staff very courteous and welcoming. Lobby was nice.

Reviewed on Jan 27, 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 $1,219

per person

Mar 27 - Apr 3

found 1 day ago

Roundtrip non-stop flight included

Halifax (YHZ) to Orlando (MCO)

8.8/10 Excellent! (1,085 reviews)

Everything was great at this hotel, except one major issue: there was no functioning internet. In theory, the hotel offers Wi-Fi, but in reality, it simply didn’t work. We were originally placed on the 9th floor, and when we reported the issue, hotel management moved us to the 8th floor where their internet vendor claimed a router was located. Unfortunately, that didn’t help, there was still no internet access on that floor either. Aside from that, everything else was excellent. The location is perfect - very close to Universal Studios and many restaurants. The hotel looks newly renovated, it’s clean, and the pool water was warm and pleasant. However, the restaurant on-site only operates until 3 p.m., which isn’t very convenient. We rented a two-bedroom condo that had large smart TVs in both bedrooms and the living room, but oddly, the TVs didn’t function as smart TVs. When we asked about it, hotel staff explained that the hotel doesn’t have the proper license for smart TV features. If reliable internet is important to you, keep this in mind. Otherwise, it’s a solid place to stay.

Reviewed on Jan 31, 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

 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 $157

CA $176 total

Feb 26 - Feb 27

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=26%2F02%2F2026&endDate=27%2F02%2F2026&selected=23110&PinnedHotelID=23110&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

Feb 21 - Feb 22

includes taxes & fees

8.4/10 Very Good! (5,664 reviews)

Good basic place.

Reviewed on Jan 30, 2026

[](https://expedia.ca/Hotel-Search?startDate=21%2F02%2F2026&endDate=22%2F02%2F2026&selected=8892&PinnedHotelID=8892&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 $161 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)

[See all 53,963 properties in Historic Downtown Kissimmee](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=02%2F02%2F2026&endDate=03%2F02%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

![Universal Orlando Resort Theme Park Tickets](https://mediaim.expedia.com/localexpert/449578/292355e4-a5b6-4251-bddb-ccea0177846f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Universal Orlando Resort Theme Park Tickets (US & Canada)

CA $209

per adult

**86%** of travellers recommend

[](https://expedia.ca/things-to-do/universal-orlando-resort-theme-park-tickets-us-canada.a449578.activity-details)

![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)

[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.