Countryside Vacations from $412

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Your Countryside Vacation

Experience the unique character and personality of Countryside with a customized Countryside vacation package. From its spectacular views to its rural countryside, you'll never have a boring moment in this city. You'll want to do a little exploring during your trip to Countryside. Make time for major attractions such as Brookfield Zoo, SeatGeek Stadium and Chicago Ridge Shopping Mall. Your dream Countryside vacation is a few clicks away. Explore airfares, hotels and more on Expedia for an adventure that's tailored just for you.

The Latest Countryside Vacation Packages

Prices and availability subject to change. Additional terms may apply.
Fairmont Chicago at Millennium Park Gold Experience

Fairmont Chicago at Millennium Park Gold Experience

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun 15 - Jun 18
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
9.2/10 Wonderful! (95 reviews)
Outstanding service and facility.

Reviewed on Jan 10, 2024

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun 14 - Jun 17
Roundtrip non-stop flight included
Boston (BOS) to Chicago (ORD)
9.4/10 Exceptional! (650 reviews)
Great customer service

Reviewed on Apr 21, 2024

Kinzie Hotel

Kinzie Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun 15 - Jun 18
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
9/10 Wonderful! (1,186 reviews)
This is a great boutique kind of hotel. Staff are fabulous. Rooms are very nice but since the hotel is in the middle of the city, it can get loud at night.

Reviewed on Apr 24, 2024

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jul 4 - Jul 7
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
9.8/10 Exceptional! (1,007 reviews)
The staff are thoughtful and provide the best service. While I was there, I was already planning to come back and stay there again!

Reviewed on Apr 24, 2024

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun 14 - Jun 17
Roundtrip non-stop flight included
Boston (BOS) to Chicago (ORD)
9.2/10 Wonderful! (1,152 reviews)
Amazing. Definitely coming back!

Reviewed on Apr 20, 2024

Countryside Essential Information

Language
English
Currency
U.S dollars
Closest Airport
O'Hare Intl. Airport (ORD)
Population
6,000
Max Temp Winter
30ºF
Max Temp Summer
80ºF
Top Sights
Brookfield Zoo, Galloping Ghost and Lizzadro Museum of Lapidary Art

Countryside Hotel Deals

Congress Plaza Hotel
Congress Plaza Hotel
3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is $127 per night from Apr 29 to Apr 30
$127
$149 total
includes taxes & fees
Apr 29 - Apr 30
7.6/10 Good! (6,404 reviews)
"A great older hotel. Very happy with my stay here."

Reviewed on Apr 23, 2024

Congress Plaza Hotel
River Hotel
River Hotel
4 out of 5
75 East Wacker Drive, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is $139 per night from Apr 28 to Apr 29
$139
$163 total
includes taxes & fees
Apr 28 - Apr 29
8.6/10 Excellent! (2,686 reviews)
"Wonderful stay in the best part of town"

Reviewed on Apr 24, 2024

River Hotel
Eurostars Magnificent Mile
Eurostars Magnificent Mile
4 out of 5
660 North State Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is $170 per night from Apr 28 to Apr 29
$170
$200 total
includes taxes & fees
Apr 28 - Apr 29
8.2/10 Very Good! (1,860 reviews)
"A beautiful hotel n vibe I had a wonderful stay! We loved the peek a boo showers!"

Reviewed on Apr 25, 2024

Eurostars Magnificent Mile
See all 4,495 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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

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Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a Countryside vacation package cost?
From as little as $412. Yes, you read that right. Our Countryside vacation packages are the easiest way to stretch your budget further. Bundle your hotels, flights and rental car and explore this destination your way.
How do I get a cheap travel package to Countryside?
Bundle your bookings with Expedia to save on your next exciting adventure. With more than 550 partner airlines and 1,000,000 hotel options worldwide, your Countryside vacation package can be tailored exactly to suit your budget. With all that extra money, why not add some fun activities and tours? It’s an easy way to unlock even more discounts. That vacation you’ve always dreamed of in Countryside is closer than you thought!
Where should I stay in Countryside?
A getaway to Countryside isn’t complete without checking out Burr Ridge Village Center, Adventist La Grange Memorial Hospital and Resurrection Cemetery & Mausoleums. Spend your evenings close to these attractions and make sightseeing simple.
What are the top hotels in Countryside?
If it’s comfort and convenience you’re after, you won’t beat Holiday Inn Chicago SW-Countryside ConfCtr. Spend your nights unwinding here and your days checking out Countryside’s finest sights.
How far in advance should I book my Countryside vacation?
It’s tricky picking the perfect time for airfares, but we normally say the earlier, the better. Most international flights on Expedia become available up to 12 months in advance. If you’re booking last minute, fear not. Cheap prices occasionally appear just weeks before departure dates.
What does an Expedia Countryside travel package include?
With Expedia, you can choose a combination of car rentals, hotels and flights to build your perfect Countryside travel package. Once you’ve made your booking, you can add on the fun things like tours and activities. Remember — the more you bundle, the more cash you’ll save!
What should I know before booking a Countryside travel package?
When you book your hotels, flights and car rentals together, you’ll be rewarded with awesome discounts. Whether you’re organizing a mountain getaway in a cabin or would rather stay in a ritzy city hotel, Expedia will make it happen for less.
Can I choose my airline with a Countryside Expedia vacation package?
With a vacation package, the choice is in your hands. Whether you’re eager to fly to Countryside in coach or business class, simply pick from the available airline options. Expedia has access to more than 550 partner airlines worldwide.
If I'm not able to travel, can I cancel my Countryside vacation package?
You can. We get that even the best-laid plans can go awry, so we’re happy to help if you have to make changes to your Countryside vacation package. It may be possible to amend or cancel your itinerary at no cost if you’ve booked within 24 hours. Your airline, hotel or car rental company may impose a fee if you booked more than 24 hours ago. Have a look at our Customer Service Portal for more information. Also, check your itinerary for the nitty-gritty on change fees.

Discover the most popular places to visit in Countryside

Image for Wrigley Field

Wrigley Field

4.5/5(2,128 reviews)

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Image for McCormick Place

McCormick Place

4.5/5(1,805 reviews)

Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.

McCormick Place
Image for Navy Pier

Navy Pier

4.5/5(4,870 reviews)

A Ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier

What to do in Countryside

Image for Chicago Architecture Center River Cruise aboard Chicago's First Lady

Chicago Architecture Center River Cruise aboard Chicago's First Lady

$54
Per adult
92% of travellers recommend
Chicago Architecture Center River Cruise aboard Chicago's First Lady
Image for Chicago Pizza Tour

Chicago Pizza Tour

$75
Per adult
100% of travellers recommend
Chicago Pizza Tour
See all activities in Countryside

Other vacations you might like

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