Riverside Vacation Packages
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Your Riverside Vacation
The easiest way to experience this vibrant city is with a custom-made Riverside vacation package. Stay in the neighborhood of Magnificent Mile, which is good for cafes, shopping and history or choose someplace else — our packages are all about you. Any trip to Riverside needs a well-designed itinerary. Fill yours with major attractions such as Brookfield Zoo, SeatGeek Stadium and Frank Lloyd Wright Historic District. Expedia has what you need to escape the everyday. Tailor your vacation to Riverside to suit your travel style, whatever that may be.
Top Riverside Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Level Chicago Fulton Market
Downtown Chicago
CA $1,032
per person
Nov 19 - Nov 24
found 8 hours ago
Roundtrip flight included
Calgary (YYC) to Chicago (ORD)
9.2/10 Wonderful! (561 reviews)
I was excited to stay here and I truly never leave negative reviews, but others should avoid making the same mistake I did paying for this hotel. The staff was very nice and the property looks nice, but it's extremely overpriced. Don't be fooled into paying more for the amenities because none of them work!!
- There was no deadbolt on the hotel room door. If I'm paying $200+ a night, I shouldn't have to barricade the door every night. The balcony door was also unlocked when I arrived.
- No hangers or lotion in the room.
- Sauna and hot tub were "closed for cleaning" for three full days of my stay.
- I needed to consent to a background check in order to confirm my reservation. I called to confirm this because I found it incredibly invasive and unnecessary. Turns out it was real. Wild. Also, there is a $200 PER NIGHT deposit upon arrival. I travel often and I've never seen that before.
- Nonexistent water pressure in the shower. And someone's trash was left in the shower when I arrived.
- Washing machine reeked of mold and was therefore unusable.
- TV and oven didn't work
Overall, if this hotel was $60-80 a night, it'd be great. But, it's a total waste of money. Again, the staff was very nice and helpful (I didn't even include the things they resolved for me during my stay) but I'm not going to bother them about every single amenity that is supposedly included with the room. The things that would make this hotel worth the money are unfortunately all a facade.
Reviewed on Sep 15, 2026
Ready to book your vacation to Riverside?
Riverside Hotel Deals
River Hotel
75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
CA $240
CA $285 total
Sep 20 - Sep 21
includes taxes & fees
8.8/10 Excellent! (5,429 reviews)
"The hotel is definitely older and lacks any real amenities. The carpets were noticeably dirty, though the bathrooms were at least decently cleaned. Overall, it could use some updates and better upkeep."
Reviewed on Sep 16, 2026
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
CA $212
CA $252 total
Sep 20 - Sep 21
includes taxes & fees
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
CA $221
CA $262 total
Sep 27 - Sep 28
includes taxes & fees
8/10 Very good! (10,257 reviews)
"The Congress Plaza Hotel is old, but affordable. If you're not after a high level of comfort and just need a clean and conveniently located place to sleep that is probably more affordable than anywhere else in downtown Chicago, then this hotel should do nicely for you."
Reviewed on Sep 16, 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
Chicago: Navy Pier Centennial Wheel Ticket
CA $34
per adult
90% of travellers recommend
Wendella's Lake and River Architecture Tour
CA $62
per adult
94% of travellers recommend
Frequently asked questions
How much does a Riverside vacation package cost?
You can snap up a vacation package to this popular destination from CA $1,032 on Expedia. However, 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?
The off-season is the best time to visit Riverside if you're hoping to keep costs down. Another tip for scoring cheap Riverside vacation packages? Try to avoid public holidays and any major events or festivals.
How many days is enough for Riverside?
Allow at least 2 days for your Riverside vacation if you're hoping to enjoy everything that makes this place special. Stroll around key areas, including Archer Heights and Clearing. Then head to the top sights like Unity Temple and Galloping Ghost. With a well-organized itinerary, you can keep busy with room for some rest time too. Want to venture outside of Riverside? Consider fitting in an excursion or two.
How to find the best Riverside package deals?
Bagging a cheap Riverside package deal is a breeze with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your budget range, apply a few filters and see what's available. You can customize your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most economical Riverside package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider travelling 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 significant savings when compared to arranging flights and accommodations separately. Better still, you can tailor your Riverside escape to match your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Riverside?
Land fantastic discounts by reserving your flights in advance with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for a spur-of-the-moment Riverside vacation.
How to plan a trip to Riverside?
- Choose when to travel: Check your calendar and get your bags packed. Your favourite time of year and the type of activities on offer will also help you decide when to vacation in Riverside.
- Plan your budget wisely: In addition to the price of your hotel, you'll need to factor in other expenses too. These include transportation, food and flights. Also, set aside some extra funds for unexpected expenses that may come up during your trip to Riverside.
- 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 bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a customized Riverside vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
