Riverside Vacations

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Find the Best Riverside Vacation Packages

Riverside 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 ₩185,932 per night from Sep 1 to Sep 2
₩185,932
₩218,257 total
Sep 1 - Sep 2
includes taxes & fees
7.8/10 Good! (8,956 reviews)
"We stayed in a family suite. Both rooms were large. The beds were comfortable."

Reviewed on Aug 4, 2025

Congress Plaza Hotel
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is ₩240,154 per night from Aug 21 to Aug 22
₩240,154
₩316,539 total
Aug 21 - Aug 22
includes taxes & fees
8.2/10 Very Good! (1,827 reviews)
"Overall, staff was super friendly and helpful. Was able to check-in 2 hours early. The hotel itself is older and a little dated so the shower and toilet were working but could use an upgrade. However the room was clean and beds were comfortable. Super convenient and so many places nearby- walking ..."

Reviewed on Aug 4, 2025

Palmer House a Hilton Hotel
Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

3.5 out of 5
25 South Halsted Street, Chicago, IL
Fully refundable
The price is ₩202,206 per night from Aug 24 to Aug 25
₩202,206
₩237,369 total
Aug 24 - Aug 25
includes taxes & fees
8.8/10 Excellent! (1,328 reviews)
"Nice location"

Reviewed on Aug 1, 2025

Crowne Plaza Chicago West Loop by IHG
See all 5,082 properties in Riverside
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.

Discover the most popular places to visit in Riverside

Navy Pier featuring a sunset and rides

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
Millennium Park featuring a city, modern architecture and fall colors

Millennium Park

4.5/5(7,198 reviews)

A landmark gathering place for locals and visitors who come to admire the unique art, architecture and landscape.

Millennium Park
Grant Park showing a garden and night scenes

Grant Park

4.5/5(3,318 reviews)

Chicago’s front yard is a pretty landscaped park, which is home to public art displays, museums, themed gardens and international music festivals.

Grant Park

Frequently asked questions

How much does a Riverside vacation package cost?
You can snap up a vacation package to this top destination on Expedia. But how much your vacation to Riverside costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Riverside?
Plan your trip for the off-peak season and you're likely to score cheap Riverside vacation packages. Bear in mind that public holidays and local festivals and events can impact prices, so do your research before booking.
How many days is enough for Riverside?
The ideal length of your Riverside vacation depends on what you'd like to see. Typically, a handful of days to a week will give you plenty of time to hit all the leading sights and explore some hidden treasures along the way.
How to find the best Riverside package deals?
Finding a cheap Riverside package deal is a cinch with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your budget, apply some filters and see what's available. You can fine-tune your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Order the results by "Price: low to high" to discover the most wallet-friendly Riverside package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Riverside vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging flights and stays individually. Better still, you can customize your Riverside getaway to fit 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 vacation package to Riverside?
If you've got your Riverside travel dates locked in, book as early as you can to bag some incredible deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are perfect for impromptu escapes.
How to plan a trip to Riverside?

  1. Choose the best time to travel: Your schedule, favorite season and the type of weather you like can all impact your decision on when to visit Riverside.
  2. Set your budget: Consider costs such as flights, food and transportation when working out how much to put aside for your trip to Riverside. Then, choose a hotel that works with your budget, whether that's a low-cost option or a more luxurious retreat.
  3. Work out your trip length: Consider how long you'd like to spend discovering Riverside. Plan your days so you can get to all the activities and attractions you're interested in at a leisurely pace.
  4. Bundle your airfare and accommodations: After you've settled on your travel dates and duration, book the perfect Riverside vacation package for you.

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