Near West Side Holidays

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Your Near West Side Holiday

Organising your next getaway just got a whole lot easier with a holiday package to Near West Side. Enjoy all this neighbourhood has to offer while making nice memories you won't forget. When it's time to sightsee, you'll find lots of top attractions nearby including University of Illinois Chicago, United Centre and Anna and Frederick Douglass Park. Visit one, two or more during your trip to Near West Side. Stop daydreaming and start doing. When you're ready to book your dream holiday to Near West Side, Expedia will help get you there.

Our guide on where to stay in Near West Side

Find the best Near West Side areas and neighborhoods for the activities you enjoy most. Learn more about Near West Side

Our pick of the best Near West Side Hotel Deals

Crowne Plaza Chicago West Loop, an IHG Hotel
Crowne Plaza Chicago West Loop, an IHG Hotel
3.5 out of 5
25 South Halsted Street, Chicago, IL
Fully refundable
The price is AU$168 per night from 9 Mar to 10 Mar
AU$168
includes taxes & fees
9 Mar - 10 Mar
8.6/10 Excellent! (1,018 reviews)
"Love the room the view from balcony was amazing, the service was great location was great I will definitely rebook this hotel in the future"

Reviewed on 2 Mar. 2025

Crowne Plaza Chicago West Loop, an IHG Hotel
Holiday Inn & Suites Chicago - Downtown, an IHG Hotel
Holiday Inn & Suites Chicago - Downtown, an IHG Hotel
3 out of 5
506 West Harrison Street, Chicago, IL
Fully refundable
The price is AU$212 per night from 9 Mar to 10 Mar
AU$212
includes taxes & fees
9 Mar - 10 Mar
8/10 Very Good! (973 reviews)
"Stayed here for a concert and it was a really nice hotel and close to public transportation. Would stay here again"

Reviewed on 28 Feb. 2025

Holiday Inn & Suites Chicago - Downtown, an IHG Hotel
The Emily Hotel
The Emily Hotel
4 out of 5
311 North Morgan Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$431 per night from 9 Mar to 10 Mar
AU$431
includes taxes & fees
9 Mar - 10 Mar
9/10 Wonderful! (1,021 reviews)
"NA"

Reviewed on 26 Feb. 2025

The Emily 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.

Frequently asked questions

How much does a Near West Side holiday package cost?
Custom build your Near West Side package from a low . Choose from any combination of rental cars, flights and hotels to craft the trip you’ve been dreaming about for ages. Don’t forget to add on a few activities!
How do I get a cheap travel package to Near West Side?
Our Near West Side holiday packages mean plenty of savings for the savvy traveller. For the best deals, simply combine your hotel, flights and extras (including tours) into a convenient package. But great bargains are just the beginning of your next big adventure. Book with Expedia and you’ll have more than 550 air carriers and 1 000 000 properties around the world to select from. Whatever your budget, there’s a package with your name on it.
Where should I stay in Near West Side?
Make sightseeing a breeze by staying just around the corner from Near West Side’s big attractions. University of Illinois Chicago and United Centre are two of the most popular.
What are the top hotels in Near West Side?
If it’s your first time in Near West Side, lock in a room at Hyatt House Chicago Medical/University District or Hyatt Place Chicago Medical/University District. Both hotels offer comfortable beds and are favourites among lots of travellers.
How far in advance should I book my Near West Side holiday?
It’s difficult to pick the best time for airfares, but we usually say the earlier, the better. Plenty of international journeys on Expedia become available to compare up to 12 months in advance. If you’re booking late, don’t despair. Low prices appear from time to time within a few weeks of departure dates.
What does an Expedia Near West Side travel package include?
Hotels, flights and a cool set of wheels for your road trip adventures. Simply pick and choose your preferred bundle and get access to great discounts. Once you’ve made your booking, add on a couple of activities and tours and watch your savings pile up. When it comes to creating your Near West Side escape, you’re the boss!
What should I know before booking a Near West Side travel package?
A travel package can be easier on the wallet than individually booking all you need for your adventure. For example, bundle your hotels, flights and rental cars and save a tidy sum. Whatever kind of holiday you’re planning, you’re bound to find a package that’s perfect for you.
Can I choose my airline with a Near West Side Expedia holiday package?
Yes, you’re in control. Expedia has access to more than 550 partner airlines around the world, so you can design your Near West Side holiday according to your travel needs.
If I'm not able to travel, can I cancel my Near West Side holiday package?
Because we know life can be unpredictable, the answer is yes. For further details, check out our Customer Service Portal. But generally speaking, if you’ve booked your Near West Side holiday package in the last 24 hours, you may be able to cancel or change it for no charge. Your airline, hotel or car rental company may charge a fee if you made your booking a while ago.

Discover the most popular places to visit in Near West Side

Activities

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