Riverside Holidays
- Plan, book, travel with confidence
- Better togetherSave up to S$1,300 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top hotels in Riverside
River Hotel
75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
S$269
27 Sept - 28 Sept
includes taxes & fees
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
S$274
27 Sept - 28 Sept
includes taxes & fees
8/10 Very good! (10,192 reviews)
"I’ve stayed here for years. Every riot"
Reviewed on 22 Sept, 2026
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
S$313
27 Sept - 28 Sept
includes taxes & fees
8/10 Very good! (2,305 reviews)
"It started out with someone from the desk, being kind enough to get a luggage cart, for us to load and take things to the room. We were not given information regarding breakfast or the rest of the hotel, nor was there anything in the room. The sink in the bathroom was cracked and leaked on the floor ..."
Reviewed on 23 Sept, 2026
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.
Stay near popular Riverside attractions
Riverside Arts Center
Enjoy an outing to Riverside Arts Center during your stay in Riverside. Amble around the area's riverfront or visit its shops.
What to do in Riverside
Frequently asked questions
How much does a Riverside holiday package cost?
You can snap up a holiday package to this top destination on Expedia. But how much your holiday 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 holiday 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 holiday 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," "Traveller 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 holiday as a package?
An Expedia holiday package could land you great savings when compared to arranging flights and stays individually. Better still, you can customise 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 holiday 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?
- Choose the best time to travel: Your schedule, favourite season and the type of weather you like can all impact your decision on when to visit Riverside.
- 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.
- 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.
- Bundle your airfare and accommodation: After you've settled on your travel dates and duration, book the perfect Riverside holiday package for you.
* 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.
