Crestwood Vacations

Book a Hotel + Flight or Car together to unlock savings

Choose one or more items to build your trip:
    Plan, book, travel with confidence
    payments icon
    Better together
    Save up to $580 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Your Crestwood Vacation

Say farewell to planning hassles and hello to a Crestwood vacation package. With your travel details organized before you leave, you can focus on discovering every inch of this city, starting with Hyde Park, which is great for history, nature and culture. Make your trip to Crestwood even more fun and exciting by including some sightseeing. Chicago Ridge Shopping Mall, Trinity Christian College and Lake Katherine Nature Center are some of the top attractions worth exploring. Whoever you're taking a break with and whatever the size of your budget, your ultimate Crestwood vacation is just a few clicks away with Expedia.

Crestwood Essential Information

Language
English
Currency
U.S dollars
Closest Airport
O'Hare Intl. Airport (ORD)
Population
11,000
Max Temp Winter
30ºF
Max Temp Summer
80ºF
Top Sights
Calumet Beach, Galloping Ghost and Midwest Carvers Museum

Crestwood Hotel Deals

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 $161 per night from Jul 1 to Jul 2
$161
$189 total
includes taxes & fees
Jul 1 - Jul 2
7.6/10 Good! (7,025 reviews)
"The hotel was great! The location was perfect."

Reviewed on Jun 20, 2024

Congress Plaza Hotel
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 $167 per night from Jun 30 to Jul 1
$167
$196 total
includes taxes & fees
Jun 30 - Jul 1
8/10 Very Good! (2,414 reviews)
"it was great"

Reviewed on Jun 20, 2024

Embassy Suites by Hilton Chicago Downtown River North
River Hotel
River Hotel
4 out of 5
75 East Wacker Drive, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is $159 per night from Jun 30 to Jul 1
$159
$187 total
includes taxes & fees
Jun 30 - Jul 1
8.6/10 Excellent! (2,968 reviews)
"The place was in great location. I was able to move to different places. The Big Bus had the first stop in front of the hotel, the only problem was that at night you can hear the music coming out out of the motorcycle from the street and the soud of the Ambulances."

Reviewed on Jun 20, 2024

River Hotel
See all 3,327 properties in Crestwood
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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a Crestwood vacation package cost?
Our Crestwood vacation packages, which begin at just , are the best way to save precious money. Select your favorite hotels, flights and rental car to create your dream getaway.
How do I get a cheap travel package to Crestwood?
Bundle your hotel and flight bookings, toss in extras such as a rental car or activities, and save with a Crestwood vacation package. You won’t just walk away with exciting discounts on your trip — you’ll have plenty of choice within your reach too. When you book with Expedia, you’ll have your pick of over 550 air carriers and 1,000,000 properties globally. Your unforgettable vacation starts right here, right now!
Where should I stay in Crestwood?
With so much to discover in Crestwood, it’s a good idea to stay close to its attractions. Gaelic Park, Trinity Christian College and Lake Katherine Nature Center are some fascinating ones to add to your must-see list.
What are the top hotels in Crestwood?
When it comes to comfy and convenient places to stay in Crestwood, you can’t go past Holiday Inn Express Crestwood, an IHG Hotel. Take a look at our offers and pick up a bargain.
How far in advance should I book my Crestwood vacation?
It depends on the air carrier, but you can generally browse through international airfares on Expedia up to a year in advance. While it’s a good idea to book ahead of time, lucky travelers will occasionally find a cheaper ticket just weeks prior to their intended journey.
What does an Expedia Crestwood travel package include?
From airfares and hotels to rental cars, Expedia can help you create a Crestwood package that works for you. Heading away for a week or longer? Consider a rental car, hotel and flight bundle. If you can only manage a quick getaway, a flight and hotel deal could be more your style. Activities can also be added after you’ve booked. Our travel packages make it easy to save and plan.
What should I know before booking a Crestwood travel package?
We already have low prices. However, you’ll enjoy even more bargains when you book your flights, hotels and car rentals together. With an Expedia package, you’ll get transparent pricing and loads of choice.
Can I choose my airline with a Crestwood Expedia vacation package?
With a vacation package, you’re the one in charge. Whether you’re hoping to fly to Crestwood in economy or business class, simply choose from the available airline options. Expedia has access to over 550 airline partners throughout the world.
If I'm not able to travel, can I cancel my Crestwood vacation package?
Whether it’s your flight or hotel, you can cancel and rebook it. Locked in your Crestwood vacation package in the last 24 hours? You may be able to make changes at no cost. If it’s been longer than that, you may incur a charge from your hotel, airline or car rental company. For more information, visit our Customer Service Portal. We’re here to help you each step of the way.

Discover the most popular places to visit in Crestwood

Image for Wrigley Field

Wrigley Field

4.5/5(2,128 reviews)

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Image for Six Flags Great America

Six Flags Great America

4.5/5(347 reviews)

Spend a day at this sprawling theme park to enjoy an array of thrilling roller coaster rides, a water park and entertainment for kids of all ages.

Six Flags Great America
Image for Navy Pier

Navy Pier

4.5/5(4,870 reviews)

A Ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier

What to do in Crestwood

Image for Odyssey Lake Michigan Premier Dinner Cruise

Odyssey Lake Michigan Premier Dinner Cruise

$188
Per adult
76% of travellers recommend
Odyssey Lake Michigan Premier Dinner Cruise
Image for Chicago Architecture Center River Cruise aboard Chicago's First Lady

Chicago Architecture Center River Cruise aboard Chicago's First Lady

$54
Per adult
96% of travellers recommend
Chicago Architecture Center River Cruise aboard Chicago's First Lady
Image for Chicago Pizza Tour

Chicago Pizza Tour

$89
Per adult
100% of travellers recommend
Chicago Pizza Tour
See all activities in Crestwood

Other vacations you might like

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