Parkside Vacations from $288

Book a Hotel + Flight or Car together to unlock savings

Your Parkside Vacation

Book a custom vacation package to Parkside and prepare to experience this city on your own terms. Think about spending some time in the neighborhood of Flossmoor, which is good for golfing and lots more. A trip to Parkside is an excellent opportunity to take in the sights. Be sure to stop by big-name attractions such as Hollywood Casino Amphitheatre, Odyssey Fun World and George Dunne National Golf Club. Expedia can help you escape the everyday. Tailor your vacation to Parkside to suit your style of travel, whatever that may look like.

The Latest Parkside Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Staybridge Suites, Lincolnshire by IHG
citizenM Chicago Downtown
Trump International Hotel & Tower Chicago
La Banque Hotel
Park Hyatt Chicago

Where to stay in Parkside

Find the best Parkside areas and neighborhoods for the activities you enjoy most. Learn more about Parkside

Parkside Hotel Deals

Chicago Club Inn & Suites

Chicago Club Inn & Suites

3 out of 5
630 Pasquinelli Dr, Westmont, IL
Fully refundableReserve now, pay when you stay
$72 nightly
The price is $80 total per night from Sep 16 to Sep 17
$80 total
Sep 16 - Sep 17
Total includes taxes and fees
7/10 Good! (1,234 reviews)
"I liked the accessibility to the pool."

Reviewed on Aug 9, 2025

Chicago Club Inn & Suites
Red Roof Inn PLUS+ Chicago - Willowbrook

Red Roof Inn PLUS+ Chicago - Willowbrook

2.5 out of 5
7535 Kingery Highway, Willowbrook, IL
Fully refundableReserve now, pay when you stay
$59 nightly
The price is $66 total per night from Sep 15 to Sep 16
$66 total
Sep 15 - Sep 16
Total includes taxes and fees
6.2/10 (1,003 reviews)
"Chilis Target"

Reviewed on Aug 16, 2025

Red Roof Inn PLUS+ Chicago - Willowbrook
Jaslin Hotel

Jaslin Hotel

3 out of 5
261 West Cermak Rd, Chicago, IL
Fully refundable
$123 nightly
The price is $145 total per night from Aug 26 to Aug 27
$145 total
Aug 26 - Aug 27
Total includes taxes and fees
8.8/10 Excellent! (1,124 reviews)
Located right in the heart of Chinatown.
"Friendly staffs and fast services. Small room, but comfy bed and clean sheets. Located right in the heart of Chinatown. Lots of food choices within walking distance."

Reviewed on Aug 15, 2025

Jaslin Hotel
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 Parkside

Things to do

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