Crestwood Holiday Packages

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Some of the most attractive deals available are on Wotif. So zip up your suitcase, dig out your passport and hit the skies!

Crestwood Accommodation

There are just 4 accommodations in Crestwood to pick from. That means your safest bet is to get a wriggle on and secure your room now on Wotif.

Can't get excited about your getaway until you've reserved some accommodation, right? Have a stickybeak at the DoubleTree by Hilton Chicago - Alsip (5000 W 127th St) and the Holiday Inn Express Crestwood (13330 South Cicero Avenue). They're a few of our favourites.

Car Hire in Crestwood

If you're arriving via Midway International Airport, we recommend Budget or Avis. No need to worry about public buses or pricey taxis — these rental outlets are just an easy walk from the baggage claim.

Do you want to hire a set of wheels in the heart of town? Enterprise (12055 S. Cicero) is the closest outlet you'll be able to find. It's just 3 kilometres away.

Holidays to Crestwood

It's time to quit putting all those dreamy travel pics as your wallpaper and make your travel goals come to life in Crestwood. Don't know where to start? With a few basics facts of course.

From the heart of Chicago, you'll need to wander 30 kilometres south to get to Crestwood.

There are loads of amazing people residing in Crestwood, but don't forget to head out and meet some of the folk in the surrounding areas too. Around 2 700 000 people call Chicago home, so you'll definitely make some new pals.

Top Crestwood hotels

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
The price is AU$203 per night from 12 Apr to 13 Apr
AU$203
12 Apr - 13 Apr
includes taxes & fees
Hilton Chicago/Magnificent Mile Suites: Pet-friendly hotel with free WiFi and an indoor pool. Located near a metro station.
Rooms were dirty. Bathroom filthy.

Reviewed on 4 Apr 2026

Opens in a new windowHilton Chicago/Magnificent Mile Suites
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St Chicago IL
Fully refundableReserve now, pay when you stay
The price is AU$225 per night from 12 Apr to 13 Apr
AU$225
12 Apr - 13 Apr
includes taxes & fees
Embassy Suites by Hilton Chicago Downtown River North: Pet-friendly hotel with free breakfast and an indoor pool. Located near a train station.
The breakfast is excellent! It is great for families with children, but I wouldn't particularly recommend it for couples.

Reviewed on 4 Apr 2026

Opens in a new windowEmbassy Suites by Hilton Chicago Downtown River North
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is AU$184 per night from 5 Apr to 6 Apr
AU$184
5 Apr - 6 Apr
includes taxes & fees
Congress Plaza Hotel: Business-friendly hotel with free WiFi and 2 restaurants. Located in the city centre.
Solid stay. Out bathroom was upgraded and awesome. Good water/coffee options. Amazing view. Comfortable bed. Nothing fancy, no frills, but totally a solid stay, especially for the price, and the location was fantastic! Perfect quick in/out for a concert around the corner.

Reviewed on 4 Apr 2026

Opens in a new windowCongress Plaza Hotel
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