Countryside Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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 Countryside

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

Seasons Florida Resort

2 out of 5
Price was CA $1,129, price is now CA $678 per person
CA $678
per person
Sep 6 - Sep 13
found 17 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Orlando (MCO)
9/10 Wonderful! (3,647 reviews)
I specifically like the quietness of the property, although we were close to a major street,i also like the outside waiting area,the looks very clean and well maintained but didn't have the time to enjoy it;I also like the fact that there were so many store at walking distance. Good value for your buck.

Reviewed on Jun 29, 2026

The Delaney Hotel

The Delaney Hotel

3.5 out of 5
South Orange
Price was CA $1,823, price is now CA $1,154 per person
CA $1,154
per person
Sep 4 - Sep 11
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Orlando (MCO)
9.6/10 Exceptional! (1,125 reviews)
Despite the location. The stay was peaceful and quiet. the staff was kind. Informative and professional. overall the facility was clean. the room was more than expected. despite the amenities. overall the stay was satisfactory.

Reviewed on Jun 29, 2026

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Price was CA $1,450, price is now CA $921 per person
CA $921
per person
Aug 20 - Aug 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Orlando (MCO)
8.4/10 Very good! (6,584 reviews)
Will go back there , love everything good

Reviewed on Jun 29, 2026

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

3 out of 5
International Drive District
Price was CA $1,980, price is now CA $1,328 per person
CA $1,328
per person
Aug 14 - Aug 21
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Orlando (MCO)
7.8/10 Good! (518 reviews)
Everything was amazing, since the welcoming until the checkout, highly recommeded

Reviewed on Jun 29, 2026

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

4 out of 5
Price was CA $2,964, price is now CA $2,003 per person
CA $2,003
per person
Sep 2 - Sep 9
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Orlando (MCO)
9.2/10 Wonderful! (1,006 reviews)
The home we stayed was super cute, and inside very clean. Pool was a little dirty lots of leaves. The lady who did my check in was very courteous. I booked for 5 guests but house was accommodated only for 4; So linen must be requested for the sofa bed. Sofa bed was horrible mattress was old and you could feel the springs. Aside from all those things grounds are well.kept, clean. Parking was never an issue lots of it.

Reviewed on Jun 28, 2026

Where to stay in Countryside

Find the best Countryside areas and neighborhoods for the activities you enjoy most. Learn more about Countryside
A wooden boardwalk leading to a gazebo over a lake, surrounded by trees with autumn leaves.

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 Medieval Times.

Find hotels in Cumbrian Lakes

Countryside Hotel Deals

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

4 out of 5
8800 Vistana Centre Dr Orlando FL
Fully refundableReserve now, pay when you stay
The price is CA $192 per night from Jul 26 to Jul 27
CA $192
CA $216 total
Jul 26 - Jul 27
includes taxes & fees
9.2/10 Wonderful! (5,943 reviews)
"Friendly staff, clean property; however had to pay for daily parking"

Reviewed on Jun 30, 2026

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

4 out of 5
14501 Grove Resort Avenue Winter Garden FL
The price is CA $254 per night from Jul 8 to Jul 9
CA $254
CA $364 total
Jul 8 - Jul 9
includes taxes & fees
8/10 Very good! (10,306 reviews)
"Love it will be back"

Reviewed on Jun 30, 2026

The Grove Resort & Water Park Orlando
Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

3 out of 5
7491 W Irlo Bronson Memorial Hwy Kissimmee FL
Fully refundableReserve now, pay when you stay
The price is CA $60 per night from Jul 8 to Jul 9
CA $60
CA $131 total
Jul 8 - Jul 9
includes taxes & fees
9.4/10 Exceptional! (4,630 reviews)
"We absolutely love everything about the hotel from the free breakfast so the clean room spacious rooms all the different amenities. Everything was wonderful."

Reviewed on Jun 30, 2026

Kompose Boutique Resort at Theme Parks
See all 50,650 properties in Countryside
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Countryside vacation package cost?
Our Countryside packages, which begin from just CA $678, are the perfect way to save. Choose your favorite flights, hotels and rental cars to create a custom-built escape.
How do I get a cheap travel package to Countryside?
Combining your flight and hotel with Expedia won't just save valuable time — it'll save you a pretty penny too. A Countryside vacation package makes it simple to organize the ideal trip. With more than 550 airlines across the world to pick from, finding flights that suit your busy schedule won't be a challenge. In addition to that, we've got over 1,000,000 hotel options globally to choose from. Now that's choice! Whatever your budget, Expedia brings the world within your reach.
Where should I stay in Countryside?
Book a hotel nice and close to ChampionsGate Golf Club, one of this neighborhood's most popular attractions. It's the ideal spot if you're looking to capture some great travel photos.
How far in advance should I book my Countryside vacation?
Reserving your flight early with Expedia means one less thing to have to worry about. Many air carriers advertise prices up to 12 months in advance. This is typically the cheapest time to book. If circumstances have left you booking late, fantastic last-minute deals to Countryside sometimes become available in the weeks leading up to departure.
What does an Expedia Countryside travel package include?
Flights, hotels and car rentals — we connect you to the best deals. All you'll have to do is decide on your preferred combination. Once you've made your booking, you can add on the exciting stuff like experiences and tours. Our travel packages make it simple to customize an amazing Countryside trip.
What should I know before booking a Countryside travel package?
When you book your flights, hotels and car rentals together, you'll be rewarded with great discounts. Whether you're organizing an outdoor getaway in a chalet or prefer to stay in a convenient hotel in the city, Expedia can help make it happen.
Can I choose my airline with a Countryside Expedia vacation package?
Yes — that's the beauty of an Expedia vacation package. You're in control. We have more than 550 airline partners across the globe, so you have options galore when arranging your Countryside escape.
If I'm not able to travel, can I cancel my Countryside vacation package?
It's impossible to predict what the future holds, so it's comforting to know that you can change or cancel your Countryside vacation package. If you made your booking in the last 24 hours, you may be entitled to a refund. If your booking is older, your hotel, airline or car rental company may charge a fee. Visit our Customer Service Portal to learn more.

Things to do

Universal Orlando Resort Theme Park Tickets

Universal Orlando Resort Theme Park Tickets (US & Canada)

CA $239
per adult
86% of travellers recommend
Universal Orlando Resort Theme Park Tickets (US & Canada)
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options

Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options

CA $43
per adult
92% of travellers recommend
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
Aquatica Orlando

Aquatica Orlando

CA $73
per traveller
86% of travellers recommend
Aquatica Orlando
See all activities in Kissimmee
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.