Parkside Vacations

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Where to stay in Parkside

Find the best Parkside areas and neighborhoods for the activities you enjoy most. Learn more about Parkside
Downtown Chicago showing a city

Downtown Chicago

5 out of top 10 points of interest in this area

Known for its fascinating museums, stunning river views, and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Michigan Avenue and Navy Pier are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.

Find hotels in Downtown Chicago

Parkside Hotel Deals

Holiday Inn Chicago SW-Countryside ConfCtr by IHG
Holiday Inn Chicago SW-Countryside ConfCtr by IHG
3.5 out of 5
6201 Joliet Rd, Countryside, IL
Fully refundable
The price is SAR 326 per night from May 26 to May 27
SAR 326
SAR 365 total
26 May - 27 May
includes taxes & fees
7.6/10 Good! (1,003 reviews)
"It was cool"

Reviewed on 4 May 2025

Holiday Inn Chicago SW-Countryside ConfCtr by IHG
Sleep Inn Midway Airport Bedford Park
Sleep Inn Midway Airport Bedford Park
2.5 out of 5
6650 S Cicero Ave, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is SAR 370 per night from May 22 to May 23
SAR 370
SAR 435 total
22 May - 23 May
includes taxes & fees
7.6/10 Good! (1,448 reviews)
"The hotel itself is ok but I NEVER had to pay for parking before."

Reviewed on 7 May 2025

Sleep Inn Midway Airport Bedford Park
Hilton Chicago/Oak Lawn
Hilton Chicago/Oak Lawn
3.5 out of 5
9333 S Cicero Ave, Oak Lawn, IL
Fully refundableReserve now, pay when you stay
The price is SAR 477 per night from May 21 to May 22
SAR 477
SAR 549 total
21 May - 22 May
includes taxes & fees
8/10 Very Good! (1,001 reviews)
"Great Location to and from midway airport."

Reviewed on 7 May 2025

Hilton Chicago/Oak Lawn
See all 1,024 properties in Parkside
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

Wrigley Field featuring cbd, a sporting event and a city

Wrigley Field

4.5/5(2,128 reviews)

Catch an event at Wrigley Field during your trip to Chicago. Stroll along the lakeside or experience the acclaimed theater scene in this vibrant area.

Wrigley Field
Six Flags Great America featuring rides

Six Flags Great America

4.5/5(347 reviews)

Enjoy the excitement at Six Flags Great America and see why people love this theme park in Gurnee. Stroll along the lakeside or visit the shops in this family-friendly area.

Six Flags Great America
Magnificent Mile - River North showing night scenes, a city and signage

Michigan Avenue

4.5/5(332 reviews)

You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Michigan Avenue