Countryside Holidays

Top Flight + Hotel Deals in Countryside

Price found within the past 48 hours. Click for updated prices.
Pendry Chicago
Hilton Chicago
Level Chicago – Old Town
Virgin Hotels Chicago
LondonHouse Chicago, Curio Collection by Hilton

Top hotels in Countryside

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 €106 per night from 17 Jan to 18 Jan
€106
includes taxes & fees
17 Jan - 18 Jan
7.8/10 Good! (8,372 reviews)
"Steve the door man and Johnny the security guard are the best ! Donavan is good also . We used a very nice car ( Lincoln Navigator ) that Steve got for us ."

Reviewed on 11 Jan 2025

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 €110 per night from 27 Jan to 28 Jan
€110
includes taxes & fees
27 Jan - 28 Jan
8.6/10 Excellent! (3,702 reviews)
"I really enjoyed my stay. The hotel was clean, and up to date. My room was kind of situated in a duck off location, which was private and quiet. The only thing that kind of made me feel uneasy was that there were no cameras in the hallway leading to my room. But overall everything went smooth. Valet ..."

Reviewed on 13 Jan 2025

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 €107 per night from 12 Feb to 13 Feb
€107
includes taxes & fees
12 Feb - 13 Feb
8.6/10 Excellent! (2,804 reviews)
"The room was very nice, the shower and the city view were amazing."

Reviewed on 11 Jan 2025

Eurostars Magnificent Mile
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?
Offering great value package deals from €640 on Expedia, you’ll be thrilled with how little a holiday to Countryside costs! Expedia’s packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Countryside?
If you’re hoping to score a cheap Countryside holiday package, consider visiting in January, February and April. You’ll generally find lower rates on hotels and flights during these quieter months — ideal for travellers wishing to save money.
How many days is enough for Countryside?
Usually, a handful of days is enough to check out the top attractions during your Countryside holiday. But if you’d like to have time to rest or go on day trips, consider extending your itinerary.
How to find the best Countryside package deals?
Finding a cheap Countryside package deal is a breeze with Expedia. After you’ve entered your trip dates and destination under our “Packages” tab, set your budget, add some filters and browse what’s available. You can tailor your search by “Amenities,” “Property type,” “Guest rating” and more. Order the results by “Price: low to high” to discover the most affordable Countryside package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Countryside holiday as a package?
An Expedia holiday package could land you great savings when compared to booking stays and flights separately. Better still, you can customise your Countryside escape to match your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a holiday package to Countryside?
Land incredible bargains by reserving your flights in advance with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for an impromptu Countryside trip.
How to plan a trip to Countryside?

  1. Choose your dates: What you plan to do in Countryside and your preferred season can help you decide when to go.
  2. Work out your budget: Ensure you have enough money to pay for everything from dining out and transportation to activities and airfares. Your accommodation will probably be the largest expense during your trip to Countryside.
  3. Work out your trip length: Think about how much time you’d like to spend discovering Countryside. Plan your itinerary so you can get to all the activities and attractions you’re interested in without rushing.
  4. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. All that’s left is to find a Countryside holiday package that brings all your bookings together.

Popular places to visit

What to do in Countryside

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