Countryside Holidays

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Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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Where to stay in Countryside

Find the best Countryside areas and neighborhoods for the activities you enjoy most. Learn more about Countryside
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Windsor Hills

While there might not be top attractions in Windsor Hills, you can explore the larger area and discover places like Mystic Dunes Golf Club and Island H2O Live!.

Find hotels in Windsor Hills

Top hotels in Countryside

The Grove Resort & Water Park Orlando
The Grove Resort & Water Park Orlando
4 out of 5
14501 Grove Resort Avenue, Winter Garden, FL
Fully refundableReserve now, pay when you stay
The price is S$264 per night from 30 Nov to 1 Dec
S$264
includes taxes & fees
30 Nov - 1 Dec
8/10 Very Good! (6,630 reviews)
"We stayed in the terrace part. Just opened a few months ago. The grove hotel needs to update there pool chairs some where torn. Need to update some of there areas. Other than that very nice. They need to heat the terrace pool."

Reviewed on 23 Nov,2024

The Grove Resort & Water Park Orlando
Holiday Inn Resort Orlando Suites - Waterpark, an IHG Hotel
Holiday Inn Resort Orlando Suites - Waterpark, an IHG Hotel
3.5 out of 5
14500 Continental Gateway, Orlando, FL
Fully refundable
The price is S$193 per night from 8 Dec to 9 Dec
S$193
includes taxes & fees
8 Dec - 9 Dec
7/10 Good! (1,495 reviews)
"For a family resort, the alcohol laying around and all the trash took away from all the amenities. The elevators kept breaking in bldg 2 and 3. However, the staff was good and did their best to the situations."

Reviewed on 26 Nov,2024

Holiday Inn Resort Orlando Suites - Waterpark, an IHG Hotel
Avanti International Resort
Avanti International Resort
4 out of 5
8738 International Dr, Orlando, FL
Fully refundableReserve now, pay when you stay
The price is S$111 per night from 2 Dec to 3 Dec
S$111
includes taxes & fees
2 Dec - 3 Dec
7.8/10 Good! (2,872 reviews)
"Todo fue excelente menos el servicio del deck no son nada de amables los demas perfecto es bello limpio y como y la ubicaciòn perfect cerca de todo"

Reviewed on 25 Nov,2024

Avanti International Resort
See all 49,838 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.

Frequently asked questions

How much does a Countryside holiday package cost?
Our Countryside packages, which begin from just , are the perfect way to save. Choose your favourite 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 holiday package makes it simple to organise 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 neighbourhood’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 holiday?
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 organising 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 holiday package?
Yes — that’s the beauty of an Expedia holiday 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 holiday package?
It’s impossible to predict what the future holds, so it’s comforting to know that you can change or cancel your Countryside holiday 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.

Popular places to visit

Orlando showing golf

Mystic Dunes Golf Club

Tee off at one of Orlando’s premier golf clubs and enjoy the championship course, the excellent facilities and the laid-back Florida vibe.

Mystic Dunes Golf Club

Silver Spurs Arena

Catch an event at Silver Spurs Arena during your trip to Kissimmee. Experience the lively festivals and entertainment choices in this family-friendly area.

Silver Spurs Arena

192 Flea Market

2/5(1 review)

During your visit to Kissimmee, you can do some window-shopping at 192 Flea Market. Stroll along the lakeside in this family-friendly area or seek out the golf courses.

192 Flea Market

Things to do

Old Town Kissimmee: Attraction and Meal Combo Offers

Old Town Kissimmee: Attraction and Meal Combo Offers

S$20
Per adult
74% of travellers recommend
Old Town Kissimmee: Attraction and Meal Combo Offers
Helicopter Ride near Orlando over Funspot

16 miles Private Helicopter Day Tour over Fun Spot

S$87
Per adult
96% of travellers recommend
16 miles Private Helicopter Day Tour over Fun Spot
Go City: Orlando All-Inclusive Pass with 25+ Attractions

Go City: Orlando All-Inclusive Pass with Kennedy Space Center

S$267
Per adult
84% of travellers recommend
Go City: Orlando All-Inclusive Pass with Kennedy Space Center
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.