Parkside Travel Guide

Tourist Guide

A meal with seafood soup, fried fish, rice, and a small bowl of sauce.

Activities

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

NZ$42
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Art Institute of Chicago

Art Institute of Chicago

NZ$70
per adult
92% of travellers recommend
Art Institute of Chicago
Skydeck Chicago at Willis Tower

Skydeck Chicago at Willis Tower

NZ$74
per adult
88% of travellers recommend
Skydeck Chicago at Willis Tower
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

NZ$71
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
Chicago C3® : Save on admission to your choice of 3 top attractactions

Chicago C3® by CityPASS®

NZ$190
per adult
88% of travellers recommend
Chicago C3® by CityPASS®
Chicago's Navy Pier Centennial Wheel Ticket

Chicago's Navy Pier Centennial Wheel Ticket

NZ$42
per adult
100% of travellers recommend
Chicago's Navy Pier Centennial Wheel Ticket
See all activities in Chicago

Our pick of the best Parkside Hotel Deals

Chicago Club Inn & Suites

Chicago Club Inn & Suites

3 out of 5
630 Pasquinelli Dr Westmont IL
Fully refundable
The price is NZ$110 per night from 18 Nov to 19 Nov
NZ$110
18 Nov - 19 Nov
includes taxes & fees
Stay at this business-friendly hotel in Westmont. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the clean rooms in their ...
Chicago Club Inn & Suites
Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG

2.5 out of 5
7353 S Cicero Avenue Chicago IL
The price is NZ$298 per night from 1 Nov to 2 Nov
NZ$298
1 Nov - 2 Nov
includes taxes & fees
Stay at this business-friendly hotel in Chicago. Enjoy free Wi-Fi, breakfast (surcharge) and a free airport shuttle. Our guests praise the helpful staff and ...
Holiday Inn Chicago – Midway Airport S 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
The price is NZ$189 per night from 8 Nov to 9 Nov
NZ$189
8 Nov - 9 Nov
includes taxes & fees
Stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free Wi-Fi and a free airport shuttle. Our guests praise the breakfast and the helpful ...
8/10 Very good! (2,176 reviews)
"Excellent hotel! The room was clean and comfortable, the staff was very courteous and helpful, and the overall experience was wonderful. I really enjoyed my stay and would highly recommend this hotel to others."

Reviewed on 19 Oct 2026

Sleep Inn Midway Airport Bedford Park
Wind Creek Southland Casino and Hotel

Wind Creek Southland Casino and Hotel

4.5 out of 5
17300 S Halsted St Hazel Crest IL
The price is NZ$302 per night from 3 Nov to 4 Nov
NZ$302
3 Nov - 4 Nov
includes taxes & fees
Stay at this luxury resort in Hazel Crest. Enjoy free Wi-Fi, free parking and a full-service spa. Popular attractions Ravisloe Country Club and Oak Hill Park ...
Wind Creek Southland Casino and Hotel
Chicago Lake Shore Hotel

Chicago Lake Shore Hotel

3 out of 5
4900 S Lake Shore Dr Chicago IL
The price is NZ$308 per night from 17 Nov to 18 Nov
NZ$308
17 Nov - 18 Nov
includes taxes & fees
Stay at this hotel in Chicago. Enjoy free Wi-Fi, free parking and a 24-hour front desk. Our guests praise the helpful staff and the overall value in their reviews. ...
Chicago Lake Shore Hotel
The Champagne Lodge & Luxury Suites

The Champagne Lodge & Luxury Suites

3.5 out of 5
16 W 621 S. Frontage Rd Willowbrook IL
The price is NZ$254 per night from 28 Oct to 29 Oct
NZ$254
28 Oct - 29 Oct
includes taxes & fees
Stay at this boutique hotel in Willowbrook. Enjoy free Wi-Fi, free parking and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms ...
The Champagne Lodge & Luxury Suites
See all 1,027 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.

Our guide on where to stay in Parkside

Find the best Parkside areas for the activities you enjoy most.
A cityscape with tall skyscrapers and a historic tower.

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.

A busy urban street at dusk with tall buildings, a historic tower, and pedestrians.
Photo by © City of Chicago
Open Photo by © City of Chicago

Magnificent Mile

Are you interested in fascinating museums, panoramic lake views and popular shops? A visit to Magnificent Mile might be the perfect thing. You can also explore top sights like Michigan Avenue and Chicago Water Tower.

A river with yellow boats, a bridge, and tall buildings.

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.

A large, historic building with a central tower and multiple windows, located near a body of water.

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.

A river with a city skyline in the background, surrounded by green trees and grass.

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.

Parkside Travel Guide

Choose two or more items and save on your trip: