Riverside Holidays & Package Deals

Your Riverside Holiday

Book a customised Riverside holiday package that includes everything you need and no unnecessary extras. Great for cafes, shopping and history, think about basing yourself in the neighbourhood of Magnificent Mile. Brookfield Zoo, SeatGeek Stadium and Ernest Hemingway Museum and House are just some of the many attractions worth exploring during your trip to Riverside. Browse Expedia's wide range of travel options and start planning your dream holiday to Riverside now.

The Latest Riverside Holiday Deals

Price found within the past 48 hours. Click for updated prices.

The Royal Sonesta Chicago River North

Downtown Chicago

AU$2,576

per person

17 Oct - 24 Oct

found 21 hours ago

Return flight included

Sydney (SYD) to Chicago (ORD)

9.2/10 Wonderful! (2,052 reviews)

We really enjoyed our stay. The staff was super friendly!

Reviewed on 1 Sep. 2025

The Emily Hotel

Downtown Chicago

Save 100% on your flight

AU$3,369

per person

17 Oct - 24 Oct

found 21 hours ago

Return flight included

Sydney (SYD) to Chicago (ORD)

9.2/10 Wonderful! (1,192 reviews)

We have stayed at The Emily Hotel twice and has become our go to for our yearly trip for an event in town. Every time we visit the staff goes above and beyond to ensure a great experience from check in, valet parking, amenities, and room service.

Reviewed on 2 Sep. 2025

Level Chicago – Old Town

Downtown Chicago

AU$2,920

per person

17 Oct - 24 Oct

found 21 hours ago

Return flight included

Sydney (SYD) to Chicago (ORD)

9/10 Wonderful! (343 reviews)

It was fine but nit as good as I had expected. Staff were un friendly and un helpful fur an expensive stay.

Reviewed on 27 Aug. 2025

Pendry Chicago

Downtown Chicago

AU$3,123

per person

17 Oct - 24 Oct

found 21 hours ago

Return flight included

Sydney (SYD) to Chicago (ORD)

9.4/10 Exceptional! (1,064 reviews)

Room was very nice and clean. Great location and we were able to walk almost everywhere we wanted to go. Staff was friendly and knowledgeable. Only thing I would say is that it is a little loud at night but you are downtown right off Michigan ave so you should expect some street noise. Would definitely stay here again.

Reviewed on 2 Sep. 2025

Arlo Chicago

Downtown Chicago

AU$2,907

per person

17 Oct - 24 Oct

found 21 hours ago

Return flight included

Sydney (SYD) to Chicago (ORD)

9.2/10 Wonderful! (1,828 reviews)

Location worked well for us.

Reviewed on 2 Sep. 2025

Riverside Holiday

Riverside Essential Information

Language	English
Currency	U.S dollars
Closest Airport	O'Hare Intl. Airport (ORD)
Population	8,800
Max Temp Winter	-1.11ºC
Max Temp Summer	27ºC
Top Sights	Chicago Riverwalk, Shedd Aquarium and Art Institute of Chicago