Title: Countryside Vacation Packages | Holiday Packages & Trips 2026/2027 from CA $524 Expedia.ca

[Hotels in Countryside](https://expedia.ca/Countryside-Kissimmee-Hotels.0-n553248635976658792-0.Travel-Guide-Filter-Hotels)[Flights to Kissimmee](https://expedia.ca/Cheap-Flights-To-Kissimmee.d7927.Travel-Guide-Flights)[Things to do in Kissimmee](https://expedia.ca/Things-To-Do-In-Kissimmee.d7927.Travel-Guide-Activities)[Countryside Car Rentals](https://expedia.ca/Car-Rentals-In-Countryside.d553248635976658792.Car-Rental-Guide)

![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium)

# Countryside Vacation Packages

## Book a Hotel + Flight or Car together to unlock savings

- ##  
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Plan, book, and manage your trip all in one place

## Top Holiday Package Deals in Countryside

Price found within the past 48 hours. Click for updated prices.

![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 $524

per person

Apr 19 - Apr 24

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Orlando (MCO)

9/10 Wonderful! (1,681 reviews)

Amazing place highly recommend it. They had a kiddie pool a regular pool and a hot tub coffee and refrigerator in the room although there was no microwave the rooms were beautiful I wish I could have got a picture to post but I forgot to take one. Very close to the beach which I greatly appreciate it they had a bar a restaurant a game room and they attendant at the door was very helpful at all times. The food there was very good we did not try the bar but they're always seem to be people in it. The pool area was beautiful and nicely kept they were always fresh beach towels out for people to use. The parking was expensive I think for the price we paid for the rooms it should have been free. All in all I would stay there again at any time for any reason.

Reviewed on Feb 25, 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 $558

per person

Apr 5 - Apr 10

found 1 day ago

Roundtrip flight included

Hamilton (YHM) to Orlando (MCO)

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

The resort as a whole was really great. It was nice to have the water park on site, although it does cost extra, $25 per person, per day. The staff were excellent. The rooms could be cleaner, the floors eapecially and the beds are in serious need of an upgrade. The location was phenomenal if you are going to the Disney parks! I don't think you could get any closer unless you stayed at an actual Disney resort. Overall, I would stay again if the matresses were replaced but I would recommend to others for the convenience of location and the amenities.

Reviewed on Feb 26, 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 $612

per person

Apr 5 - Apr 10

found 1 day ago

Roundtrip flight included

Hamilton (YHM) to Orlando (MCO)

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

The room was massive, very quiet and clean. We enjoyed the stay

Reviewed on Feb 26, 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 $542

per person

Apr 5 - Apr 10

found 1 day ago

Roundtrip flight included

Hamilton (YHM) to Orlando (MCO)

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

Water park was good

Reviewed on Feb 27, 2026

![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 $541

per person

Apr 5 - Apr 10

found 1 day ago

Roundtrip flight included

Hamilton (YHM) to Orlando (MCO)

8.6/10 Excellent! (1,002 reviews)

Awesome stay was able to get some R and R

Reviewed on Feb 26, 2026

## Where to stay in Countryside

Find the best Countryside areas and neighborhoods for the activities you enjoy most. [Learn more about Countryside](https://expedia.ca/Kissimmee-Countryside.dx553248635976658792)

![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)

### Campbell

 Travelers like the sporting events in Campbell, and Shingle Creek Regional Park is a top attraction you might want to visit. 

[Find hotel + flight trips in Campbell](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Campbell&DestID=6360993&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Beautiful morning on Lale Tohopekaliga in Kissimmee, Florida during fall, Florida, Kissimmee, lake, autumn](https://images.trvl-media.com/place/553248635976468946/a29f6528-aa02-417c-8b83-ee30124bb042.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Cumbrian Lakes

 While there might not be top attractions in Cumbrian Lakes, you can explore the larger area and discover places like Give Kids the World Village and Old Town. 

[Find hotel + flight trips in Cumbrian Lakes](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Cumbrian%20Lakes&DestID=553248635976468946&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)

### Solivita

3/5(1 area review)

 London Island is one noteworthy place to stop while you're exploring Solivita and the surrounding area. 

[Find hotel + flight trips in Solivita](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Solivita&DestID=553248635976471259&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)

### Crescent Lakes

 While there might not be top attractions in Crescent Lakes, you can explore the larger area and discover places like Give Kids the World Village and Providence Golf Club. 

[Find hotel + flight trips in Crescent Lakes](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Crescent%20Lakes&DestID=553248635976472473&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)

### Trafalgar Village

 If you're looking for some top things to see and do in Trafalgar Village and surrounding area, you can visit Give Kids the World Village and Providence Golf Club. 

[Find hotel + flight trips in Trafalgar Village](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Trafalgar%20Village&DestID=553248635976468735&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

## Countryside Hotel Deals

![The Grove Resort & Water Park Orlando](https://images.trvl-media.com/lodging/5000000/4700000/4691700/4691657/c5a7d392_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

The Grove Resort & Water Park Orlando

14501 Grove Resort Avenue Winter Garden FL

Fully refundableReserve now, pay when you stay

CA $212

CA $314 total

Mar 5 - Mar 6

includes taxes & fees

8/10 Very Good! (9,040 reviews)

Very clean rooms, friendly staff

Reviewed on Feb 27, 2026

[](https://expedia.ca/Hotel-Search?startDate=05%2F03%2F2026&endDate=06%2F03%2F2026&selected=4691657&PinnedHotelID=4691657&HadPinnedHotel=true&regionId=553248635976658792)

![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 $179

CA $202 total

Mar 22 - Mar 23

includes taxes & fees

9.2/10 Wonderful! (4,716 reviews)

Really clean room and amenities

Reviewed on Feb 27, 2026

[](https://expedia.ca/Hotel-Search?startDate=22%2F03%2F2026&endDate=23%2F03%2F2026&selected=23110&PinnedHotelID=23110&HadPinnedHotel=true&regionId=553248635976658792)

![Vacation Village Orlando, Celebration](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068973/fb6985f5_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Vacation Village Orlando, Celebration

2975 Arabian Nights Blvd Kissimmee FL

Fully refundableReserve now, pay when you stay

CA $121

CA $171 total

Mar 15 - Mar 16

includes taxes & fees

8.6/10 Excellent! (3,482 reviews)

The check-in process was very long. At 11PM, there was a line out the door, with an approximate wait time of 1 hour to check in. At checkout, we did the app checkout multiple times and got no confirmation that it went through. We messaged the hotel via their chat for a confirmation and got no response. ...

Reviewed on Feb 27, 2026

[](https://expedia.ca/Hotel-Search?startDate=15%2F03%2F2026&endDate=16%2F03%2F2026&selected=1068973&PinnedHotelID=1068973&HadPinnedHotel=true&regionId=553248635976658792)

[See all 51,682 properties in Countryside](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=28%2F02%2F2026&endDate=01%2F03%2F2026&regionId=553248635976658792)

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 Countryside vacation package cost?

### How do I get a cheap travel package to Countryside?

### Where should I stay in Countryside?

### How far in advance should I book my Countryside vacation?

### What does an Expedia Countryside travel package include?

### What should I know before booking a Countryside travel package?

### Can I choose my airline with a Countryside Expedia vacation package?

### If I'm not able to travel, can I cancel my Countryside vacation package?

\* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.