
Crestwood Holiday Packages
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Book your Crestwood holiday
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Our fantastic packages combine your accommodation and flights to make travelling a breeze.
Exploring Crestwood will be worry free with all those savings.
So, what's stopping you? Act now and save up to . All you need to do is mix and match from more than 550 partner airlines and 665,000 properties.
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
Rooms were dirty. Bathroom filthy.
Reviewed on 4 Apr 2026

Embassy Suites by Hilton Chicago Downtown River North
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

Congress Plaza Hotel
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
