Parkside
Chicago
Visit Parkside
Things to do
Wendella's Lake and River Architecture Tour
CA $63
per adult
94% of travellers recommend
Skydeck Chicago at Willis Tower
CA $59
per adult
88% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
CA $57
per adult
94% of travellers recommend
LEGOLAND® Discovery Center Chicago
CA $37
per adult
92% of travellers recommend
Parkside Hotel Deals
Chicago Club Inn & Suites
630 Pasquinelli Dr Westmont IL
The price is CA $74 per night from Nov 2 to Nov 3
CA $74
CA $82 total
Nov 2 - Nov 3
includes taxes & fees
Book a stay at this business-friendly hotel in Westmont. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the clean rooms ...
7.2/10 Good! (1,842 reviews)
"Good deal for jetted tub room. Quite far from downtown but still close to local amenities. Gas station within 2 minute walking distance."
Reviewed on Oct 2, 2026
Sleep Inn Midway Airport Bedford Park
6650 S Cicero Ave Chicago IL
The price is CA $130 per night from Nov 1 to Nov 2
CA $130
CA $152 total
Nov 1 - Nov 2
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the ...
Chicago Lake Shore Hotel
4900 S Lake Shore Dr Chicago IL
The price is CA $192 per night from Nov 3 to Nov 4
CA $192
CA $226 total
Nov 3 - Nov 4
includes taxes & fees
Stay at this hotel in Chicago. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the overall value in our reviews. ...
7/10 Good! (1,000 reviews)
"Everything was clean they are busy updating this hotel. I like to location close to the hospital and free parking."
Reviewed on Oct 1, 2026
Holiday Inn Chicago – Midway Airport S by IHG
7353 S Cicero Avenue Chicago IL
The price is CA $187 per night from Nov 1 to Nov 2
CA $187
CA $233 total
Nov 1 - Nov 2
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
Red Roof Inn PLUS+ Chicago - Willowbrook
7535 Kingery Highway Willowbrook IL
The price is CA $115 per night from Oct 27 to Oct 28
CA $115
CA $129 total
Oct 27 - Oct 28
includes taxes & fees
Stay at this hotel in Willowbrook. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
William Tell Hotel MOD Collection by Sonesta
6201 Joliet Rd Countryside IL
The price is CA $174 per night from Oct 4 to Oct 5
CA $174
CA $195 total
Oct 4 - Oct 5
includes taxes & fees
Book a stay at this business-friendly hotel in Countryside. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the clean ...
8/10 Very good! (1,669 reviews)
"Terrible hotel and rude staff"
Reviewed on Oct 2, 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.
Where to stay in Parkside
Find the best Parkside areas and neighborhoods for the activities you enjoy most.
Downtown Chicago
Known for its fascinating museums, stunning river views, and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Navy Pier and Michigan Avenue are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.
Photo by © City of Chicago
Open Photo by © City of Chicago
Magnificent Mile
Michigan Avenue and Chicago Water Tower are just a few worthwhile attractions to visit in Magnificent Mile. Travelers also love the fascinating museums, panoramic lake views, and popular shops.
The Loop
Michigan Avenue and Lake Michigan are a few top attractions in The Loop. Hop around the city on the metro at Washington Station or Lake Station and check out the area's fascinating museums, popular shops, and acclaimed art galleries.
River North
Known for its fantastic nightlife, stunning river views, and popular shops, there's plenty to explore in River North. Top attractions like Merchandise Mart and Bally's Casino Chicago are major draws. Catch the metro at Merchandise Mart Station or Chicago Station (Brown Line) to see more of the city.
Lincoln Park
Known for its ample dining options and fantastic lake views, there's plenty to explore in Lincoln Park. You can visit top attractions like Lake Michigan and Lincoln Hall, and jump on the metro at Fullerton Station or Armitage Station to see more of the city.
