Title: Book The Best Hotels in Crestwood, IL for 2026 from CA $64 - Fully Refundable Options - Hotels.com - Expedia.ca

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![Reflection on Lake at Dusk at Turtlehead Lake Nature Preserve in Orland Park, IL (Suburban Chicago)](https://images.trvl-media.com/place/6960/240c7639-252c-425c-9300-8c5e47f6e396.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/6960/240c7639-252c-425c-9300-8c5e47f6e396.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Go beyond your typical stay in Crestwood

Pool

[](https://www.expedia.ca/Hotel-Search?destination=Crestwood%2C+Illinois%2C+United+States+of+America&regionId=6960&latLong=41.661144%2C-87.752551&adults=2&startDate=2026-03-07&d1=2026-03-07&endDate=2026-03-09&d2=2026-03-09&amenities=POOL)

Hot tub

[](https://www.expedia.ca/Hotel-Search?destination=Crestwood%2C+Illinois%2C+United+States+of+America&regionId=6960&latLong=41.661144%2C-87.752551&adults=2&startDate=2026-03-07&d1=2026-03-07&endDate=2026-03-09&d2=2026-03-09&amenities=HOT_TUB)

Pet friendly

[](https://www.expedia.ca/Hotel-Search?destination=Crestwood%2C+Illinois%2C+United+States+of+America&regionId=6960&latLong=41.661144%2C-87.752551&adults=2&startDate=2026-03-07&d1=2026-03-07&endDate=2026-03-09&d2=2026-03-09&amenities=PETS)

Spa

[](https://www.expedia.ca/Hotel-Search?destination=Crestwood%2C+Illinois%2C+United+States+of+America&regionId=6960&latLong=41.661144%2C-87.752551&adults=2&startDate=2026-03-07&d1=2026-03-07&endDate=2026-03-09&d2=2026-03-09&amenities=SPA_ON_SITE)

Family friendly

[](https://www.expedia.ca/Hotel-Search?destination=Crestwood%2C+Illinois%2C+United+States+of+America&regionId=6960&latLong=41.661144%2C-87.752551&adults=2&startDate=2026-03-07&d1=2026-03-07&endDate=2026-03-09&d2=2026-03-09&travelerType=family_friendly)

Apart hotel

[](https://www.expedia.ca/Hotel-Search?destination=Crestwood%2C+Illinois%2C+United+States+of+America&regionId=6960&latLong=41.661144%2C-87.752551&adults=2&startDate=2026-03-07&d1=2026-03-07&endDate=2026-03-09&d2=2026-03-09&lodging=APART_HOTEL)

Apart­ment

[](https://www.expedia.ca/Hotel-Search?destination=Crestwood%2C+Illinois%2C+United+States+of+America&regionId=6960&latLong=41.661144%2C-87.752551&adults=2&startDate=2026-03-07&d1=2026-03-07&endDate=2026-03-09&d2=2026-03-09&lodging=APARTMENT)

Condo

[](https://www.expedia.ca/Hotel-Search?destination=Crestwood%2C+Illinois%2C+United+States+of+America&regionId=6960&latLong=41.661144%2C-87.752551&adults=2&startDate=2026-03-07&d1=2026-03-07&endDate=2026-03-09&d2=2026-03-09&lodging=CONDO)

## Check prices for these dates

Tonight

[Feb 21 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=6960&startDate=2026-02-21&endDate=2026-02-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Feb 22 - Feb 23](https://www.expedia.ca/Hotel-Search?regionId=6960&startDate=2026-02-22&endDate=2026-02-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=6960&startDate=2026-02-27&endDate=2026-03-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=6960&startDate=2026-03-06&endDate=2026-03-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Crestwood hotels

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/12000/11965/340ada7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/12000/11965/c78b38a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free buffet breakfast](https://images.trvl-media.com/lodging/1000000/20000/12000/11965/16439515.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/12000/11965/ceb52d21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Express Crestwood by IHG

[](https://www.expedia.ca/Chicago-Hotels-Holiday-Inn-Express-Crestwood.h11965.Hotel-Information)

Crestwood

7.8/10

Good

(1,001 reviews)

"Honestly the staff were some friendly people, made you feel comfortable. It’s my third time staying there. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lino

CA $126

CA $141 total

includes taxes & fees

Feb 23 - Feb 24

[](https://www.expedia.ca/Chicago-Hotels-Holiday-Inn-Express-Crestwood.h11965.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/3e21593f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/w1201h1722x0y78-8f9c452e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bars/lounges, rooftop bar](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/33cb1dae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/cc779b7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel Riu Plaza Chicago

[](https://www.expedia.ca/Chicago-Hotels-Hotel-Riu-Plaza-Chicago.h102622712.Hotel-Information)

Downtown Chicago

9.4/10

Exceptional

(3,381 reviews)

"Amazing place, breakfast is great , location is great - honestly great hotel! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Brisa

CA $136

CA $198 total

includes taxes & fees

Mar 4 - Mar 5

[](https://www.expedia.ca/Chicago-Hotels-Hotel-Riu-Plaza-Chicago.h102622712.Hotel-Information)

![2 bars/lounges, rooftop bar](https://images.trvl-media.com/lodging/3000000/2470000/2463500/2463437/f1ee0c52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/3000000/2470000/2463500/2463437/a6af9ba9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/3000000/2470000/2463500/2463437/018283db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/3000000/2470000/2463500/2463437/9f4f3ebd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### theWit Chicago, a Hilton Hotel

[](https://www.expedia.ca/Chicago-Hotels-TheWit-Chicago-A-DoubleTree-By-Hilton-Hotel.h2463437.Hotel-Information)

Downtown Chicago

9.0/10

Wonderful

(1,002 reviews)

"Great location, clean hotel "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Maricella

CA $257

CA $342 total

includes taxes & fees

Feb 27 - Feb 28

[](https://www.expedia.ca/Chicago-Hotels-TheWit-Chicago-A-DoubleTree-By-Hilton-Hotel.h2463437.Hotel-Information)

![Restaurant](https://images.trvl-media.com/lodging/10000000/9070000/9069700/9069667/0ec157ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/10000000/9070000/9069700/9069667/ded8e5ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/10000000/9070000/9069700/9069667/62385a5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Rooftop terrace](https://images.trvl-media.com/lodging/10000000/9070000/9069700/9069667/af0ef9e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hyatt Centric The Loop Chicago

[](https://www.expedia.ca/Chicago-Hotels-Hyatt-Centric-The-Loop-Chicago.h9069667.Hotel-Information)

Downtown Chicago

9.0/10

Wonderful

(2,386 reviews)

"Super comfy beds, helpful staff, free coffee and snacks and an amazing location "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Stephanie

CA $158

CA $185 total

includes taxes & fees

Feb 27 - Feb 28

[](https://www.expedia.ca/Chicago-Hotels-Hyatt-Centric-The-Loop-Chicago.h9069667.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/11b63ec2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 restaurants, breakfast served](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/086ff612.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Banquet hall](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/a9ee91b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Junior Suite, City View | City view](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/3e0e58e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Congress Plaza Hotel

[](https://www.expedia.ca/Chicago-Hotels-Congress-Plaza-Hotel.h6452.Hotel-Information)

Downtown Chicago

8.0/10

Very good

(9,920 reviews)

"Great location, beautiful historic hotel with clean, updated rooms. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jennifer

CA $122

CA $143 total

includes taxes & fees

Feb 22 - Feb 23

[](https://www.expedia.ca/Chicago-Hotels-Congress-Plaza-Hotel.h6452.Hotel-Information)

![2 bars/lounges](https://images.trvl-media.com/lodging/1000000/20000/19300/19215/1e5dfdc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Banquet hall](https://images.trvl-media.com/lodging/1000000/20000/19300/19215/a00357b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/19300/19215/cff11fef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/1000000/20000/19300/19215/82978823.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Renaissance Chicago Downtown Hotel

[](https://www.expedia.ca/Chicago-Hotels-Renaissance-Chicago-Downtown-Hotel.h19215.Hotel-Information)

Downtown Chicago

9.2/10

Wonderful

(1,004 reviews)

"Wonderful location and staff was top notch."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

M Kim

CA $228

CA $309 total

includes taxes & fees

Feb 27 - Feb 28

[](https://www.expedia.ca/Chicago-Hotels-Renaissance-Chicago-Downtown-Hotel.h19215.Hotel-Information)

![Rooftop bar, alfresco dining, open daily](https://images.trvl-media.com/lodging/8000000/7070000/7063300/7063210/4bc08adf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Rooftop bar, alfresco dining, open daily](https://images.trvl-media.com/lodging/8000000/7070000/7063300/7063210/5e323fde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Single Room](https://images.trvl-media.com/lodging/8000000/7070000/7063300/7063210/b8603e25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 Bedroom](https://images.trvl-media.com/lodging/8000000/7070000/7063300/7063210/64fc97f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Godfrey Hotel Chicago

[](https://www.expedia.ca/Chicago-Hotels-The-Godfrey-Hotel-Chicago.h7063210.Hotel-Information)

Downtown Chicago

8.8/10

Excellent

(2,065 reviews)

"Clean rooms, great staff, and great location."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Romel

CA $122

CA $175 total

includes taxes & fees

Feb 24 - Feb 25

[](https://www.expedia.ca/Chicago-Hotels-The-Godfrey-Hotel-Chicago.h7063210.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/2000000/1770000/1763600/1763534/bc137fa6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1770000/1763600/1763534/a4c3d638.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cocktail bar](https://images.trvl-media.com/lodging/2000000/1770000/1763600/1763534/116d3480.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cocktail bar](https://images.trvl-media.com/lodging/2000000/1770000/1763600/1763534/78b53aaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Residence Inn by Marriott Chicago Downtown / River North

[](https://www.expedia.ca/Chicago-Hotels-Residence-Inn-By-Marriott-Chicago-Downtown-River-North.h1763534.Hotel-Information)

Downtown Chicago

9.4/10

Exceptional

(1,030 reviews)

"Everyone was attentive beautiful place will definitely book again"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Paola

CA $171

CA $201 total

includes taxes & fees

Feb 27 - Feb 28

[](https://www.expedia.ca/Chicago-Hotels-Residence-Inn-By-Marriott-Chicago-Downtown-River-North.h1763534.Hotel-Information)

![Shared kitchen](https://images.trvl-media.com/lodging/114000000/113780000/113779900/113779814/1da577c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/114000000/113780000/113779900/113779814/9ef15d32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/114000000/113780000/113779900/113779814/68145d79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/114000000/113780000/113779900/113779814/91aea402.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### FOUND Hotel Chicago River North

[](https://www.expedia.ca/Chicago-Hotels-FOUND-Hotel-Chicago.h113779814.Hotel-Information)

Downtown Chicago

8.4/10

Very good

(464 reviews)

"Amazing staff and very clean, modern rooms!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

genevieve

CA $83

CA $98 total

includes taxes & fees

Feb 22 - Feb 23

[](https://www.expedia.ca/Chicago-Hotels-FOUND-Hotel-Chicago.h113779814.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/58ac280a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool, open 7:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/352e3b39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Banquet hall](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/2ad62276.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, in-room safe, free cribs/infant beds, free WiFi](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/693d9c34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aloft Chicago Mag Mile

[](https://www.expedia.ca/Chicago-Hotels-Aloft-Chicago-Mag-Mile.h26998765.Hotel-Information)

Downtown Chicago

8.6/10

Excellent

(3,097 reviews)

"Great location and friendly staff. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Pablo

CA $118

CA $138 total

includes taxes & fees

Feb 22 - Feb 23

[](https://www.expedia.ca/Chicago-Hotels-Aloft-Chicago-Mag-Mile.h26998765.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/12000000/11550000/11544600/11544584/c4cfc506.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/12000000/11550000/11544600/11544584/5b9fa9bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/12000000/11550000/11544600/11544584/b3799908.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lounge](https://images.trvl-media.com/lodging/12000000/11550000/11544600/11544584/bf40c40b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Residence Inn Chicago Downtown/Loop

[](https://www.expedia.ca/Chicago-Hotels-Residence-Inn-Chicago-DowntownLoop.h11544584.Hotel-Information)

Downtown Chicago

9.4/10

Exceptional

(1,002 reviews)

"Hotel was clean, staff was friendly, great location! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Yaricel

CA $185

CA $217 total

includes taxes & fees

Mar 6 - Mar 7

[](https://www.expedia.ca/Chicago-Hotels-Residence-Inn-Chicago-DowntownLoop.h11544584.Hotel-Information)

![Serves breakfast, lunch, and dinner](https://images.trvl-media.com/lodging/24000000/23360000/23355000/23354943/8da50482.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Serves breakfast, lunch, and dinner](https://images.trvl-media.com/lodging/24000000/23360000/23355000/23354943/40f9f6ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/24000000/23360000/23355000/23354943/5c662e9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/24000000/23360000/23355000/23354943/c9538f32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Moxy Chicago Downtown

[](https://www.expedia.ca/Chicago-Hotels-Moxy-Chicago-Downtown.h23354943.Hotel-Information)

Downtown Chicago

9.4/10

Exceptional

(894 reviews)

"Clean, friendly staff, and excellent location "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Paulina

CA $140

CA $165 total

includes taxes & fees

Feb 27 - Feb 28

[](https://www.expedia.ca/Chicago-Hotels-Moxy-Chicago-Downtown.h23354943.Hotel-Information)

![Interior detail](https://images.trvl-media.com/lodging/1000000/290000/284800/284792/bbf9e380.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/1000000/290000/284800/284792/b161c307.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/1000000/290000/284800/284792/48e8b586.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/1000000/290000/284800/284792/19985e7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Staypineapple, An Iconic Hotel, The Loop

[](https://www.expedia.ca/Chicago-Hotels-Staypineapple.h284792.Hotel-Information)

Downtown Chicago

9.4/10

Exceptional

(1,008 reviews)

"Location was great, staff was very friendly, and the rooms were clean. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lori

CA $179

CA $250 total

includes taxes & fees

Mar 9 - Mar 10

[](https://www.expedia.ca/Chicago-Hotels-Staypineapple.h284792.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/2000000/1510000/1503800/1503719/8e01760c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Snack bar](https://images.trvl-media.com/lodging/2000000/1510000/1503800/1503719/f10df315.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/2000000/1510000/1503800/1503719/w5757h3840x3y0-4cd6390c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, in-room safe, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1510000/1503800/1503719/a08371a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn Majestic Chicago Theatre District

[](https://www.expedia.ca/Chicago-Hotels-Hampton-Inn-Majestic-Chicago-Theatre-District.h1503719.Hotel-Information)

Downtown Chicago

9.0/10

Wonderful

(1,004 reviews)

"Staff was friendly, breakfast was delicious and location was great!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Chelsey

CA $139

CA $163 total

includes taxes & fees

Mar 1 - Mar 2

[](https://www.expedia.ca/Chicago-Hotels-Hampton-Inn-Majestic-Chicago-Theatre-District.h1503719.Hotel-Information)

![Premium bedding, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/1000000/30000/26800/26728/w4000h2662x0y0-2cdbdb6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/30000/26800/26728/4d4a2abd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/1000000/30000/26800/26728/w4000h2662x0y0-3d5c6e98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/30000/26800/26728/46dc6ef8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel 55 Chicago Downtown

[](https://www.expedia.ca/Chicago-Hotels-Hotel-55.h26728.Hotel-Information)

Downtown Chicago

8.8/10

Excellent

(1,570 reviews)

"How clean everything was and great staff "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Darius

CA $145

CA $210 total

includes taxes & fees

Mar 1 - Mar 2

[](https://www.expedia.ca/Chicago-Hotels-Hotel-55.h26728.Hotel-Information)

![Dinner served, Argentinean cuisine](https://images.trvl-media.com/lodging/14000000/13360000/13351500/13351499/9bf8883a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/14000000/13360000/13351500/13351499/16d8c3da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dinner served, Argentinean cuisine](https://images.trvl-media.com/lodging/14000000/13360000/13351500/13351499/20b521ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dinner served, Argentinean cuisine](https://images.trvl-media.com/lodging/14000000/13360000/13351500/13351499/bbd18d54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Kimpton Gray Hotel by IHG

[](https://www.expedia.ca/Chicago-Hotels-Kimpton-Gray-Hotel.h13351499.Hotel-Information)

Downtown Chicago

9.2/10

Wonderful

(1,000 reviews)

"Enjoyed our time at this hotel."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Bartholomew Casimir

CA $190

CA $267 total

includes taxes & fees

Mar 7 - Mar 8

[](https://www.expedia.ca/Chicago-Hotels-Kimpton-Gray-Hotel.h13351499.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/1000000/580000/571400/571328/357f9e12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/1000000/580000/571400/571328/2ee04c4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pillowtop beds, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/580000/571400/571328/30b0cabc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/1000000/580000/571400/571328/7163999b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

[](https://www.expedia.ca/Chicago-Hotels-Fairfield-Inn-Suites-Chicago-Downtown-Magnificent-Mile.h571328.Hotel-Information)

Downtown Chicago

9.0/10

Wonderful

(1,004 reviews)

"Great location "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Luiza

CA $129

CA $151 total

includes taxes & fees

Mar 1 - Mar 2

[](https://www.expedia.ca/Chicago-Hotels-Fairfield-Inn-Suites-Chicago-Downtown-Magnificent-Mile.h571328.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/10000000/9420000/9418300/9418281/32b602ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/10000000/9420000/9418300/9418281/5132819a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior detail](https://images.trvl-media.com/lodging/10000000/9420000/9418300/9418281/cb4330d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cocktail bar](https://images.trvl-media.com/lodging/10000000/9420000/9418300/9418281/2aaf07f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Freehand Chicago

[](https://www.expedia.ca/Chicago-Hotels-Freehand-Chicago.h9418281.Hotel-Information)

Downtown Chicago

8.0/10

Very good

(2,768 reviews)

"I enjoyed my stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Emily

CA $75

CA $113 total

includes taxes & fees

Feb 24 - Feb 25

[](https://www.expedia.ca/Chicago-Hotels-Freehand-Chicago.h9418281.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/3000000/2510000/2506500/2506471/b573f792.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/3000000/2510000/2506500/2506471/484af5ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from room](https://images.trvl-media.com/lodging/3000000/2510000/2506500/2506471/d4856fe2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/3000000/2510000/2506500/2506471/1d9ee370.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### La Quinta Inn & Suites by Wyndham Chicago Downtown

[](https://www.expedia.ca/Chicago-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Chicago-Downtown.h2506471.Hotel-Information)

Downtown Chicago

8.6/10

Excellent

(2,703 reviews)

"Room was clean, staff were courteous and helpful, and breakfast was solid."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ian

CA $128

CA $174 total

includes taxes & fees

Feb 27 - Feb 28

[](https://www.expedia.ca/Chicago-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Chicago-Downtown.h2506471.Hotel-Information)

![Frette Italian sheets, premium bedding, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/560000/558100/558027/a30b6fc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/560000/558100/558027/71570489.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![65-inch LCD TV with cable channels, TV, iPod dock](https://images.trvl-media.com/lodging/1000000/560000/558100/558027/3645ac8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/560000/558100/558027/ed5e1103.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

[](https://www.expedia.ca/Chicago-Hotels-The-Gwen.h558027.Hotel-Information)

Downtown Chicago

9.4/10

Exceptional

(1,003 reviews)

"Great location, quiet and clean. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Laurette

CA $290

CA $380 total

includes taxes & fees

Mar 20 - Mar 21

[](https://www.expedia.ca/Chicago-Hotels-The-Gwen.h558027.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-03-07&endDate=2026-03-08&regionId=6960&adults=2&sort=RECOMMENDED&openPlayBack=true)

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## 

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Members save up to 40% on hotels and homes. Plan this year’s big trip and save. 

[Book now](https://expedia.ca/deals?rfrr=HTG_SPRING_PROMO_6960)

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## Stay near popular Crestwood attractions

### Hollywood Park

Have a fun-filled day with the family at Hollywood Park as part of your trip to Crestwood. Visit the shops in this family-friendly area, or simply enjoy its restaurants. 

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=802133320949985280)

## Learn more about Crestwood

Explore the sprawling Playfield Park where locals gather for weekend softball tournaments and picnics under shady oak trees. Visit Caesar Park's splash pad in summer, then grab a slice at the family-owned Aurelio's Pizza that's been serving locals since 1959.

[See all hotels in Crestwood](https://www.expedia.ca/Hotel-Search?startDate=2026-03-07&endDate=2026-03-08&adults=2&regionId=6960)

![Reflection on Lake at Dusk at Turtlehead Lake Nature Preserve in Orland Park, IL (Suburban Chicago)](https://images.trvl-media.com/place/6960/240c7639-252c-425c-9300-8c5e47f6e396.jpg?impolicy=fcrop&w=900&h=600&p=1&q=high)

## Top Crestwood Hotel Reviews

## Recent Reviews in Crestwood

![Hilton Chicago](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/274f52b9_y.jpg)

### Hilton Chicago

10/10 Excellent

"Staff was wonderful, and was helpful with anything we needed. "

[](https://expedia.ca/Chicago-Hotels-Hilton-Chicago.h12570.Hotel-Information)

![Congress Plaza Hotel](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/a9ee91b7_y.jpg)

### Congress Plaza Hotel

10/10 Excellent

"Everything was clean and neat. "

[](https://expedia.ca/Chicago-Hotels-Congress-Plaza-Hotel.h6452.Hotel-Information)

![Aloft Chicago Mag Mile](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/d755f57e_y.jpg)

### Aloft Chicago Mag Mile

10/10 Excellent

"Wonderful and friendly staff"

[](https://expedia.ca/Chicago-Hotels-Aloft-Chicago-Mag-Mile.h26998765.Hotel-Information)

![Hilton Chicago/Magnificent Mile Suites](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/f21f6764_y.jpg)

### Hilton Chicago/Magnificent Mile Suites

10/10 Excellent

"The room was very nice and spacious! I traveled with my family, so it was 4 of us in which it was perfect, nice views as well! Great front desk."

[](https://expedia.ca/Chicago-Hotels-Hilton-ChicagoMagnificent-Mile-Suites.h18514.Hotel-Information)

![River Hotel](https://images.trvl-media.com/lodging/3000000/2680000/2675400/2675313/9a897fc5_y.jpg)

### River Hotel

10/10 Excellent

"Staff were super helpful checking in with our rental car and made the checkin process easy! The room did not seem to have soundproof windows but I was so tired and the bed was super comfortable that I passed out. They had shampoo and conditioner but no body wash. The shower was a bit outdated but there was plenty of hot water! Valet had our car waiting for us which made the $76.00 in/out parking fee kinda worth it. "

[](https://expedia.ca/Chicago-Hotels-River-Hotel.h2675313.Hotel-Information)

![Eurostars Magnificent Mile](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/08bbf982_y.jpg)

### Eurostars Magnificent Mile

10/10 Excellent

"Everything was very well put together! "

[](https://expedia.ca/Chicago-Hotels-Eurostars-Magnificent-Mile.h1880320.Hotel-Information)

![DoubleTree by Hilton Chicago - Magnificent Mile](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/757dbd3e_y.jpg)

### DoubleTree by Hilton Chicago - Magnificent Mile

10/10 Excellent

"Amazing staff and Tyler was spectacular "

[](https://expedia.ca/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Magnificent-Mile.h21152.Hotel-Information)

![theWit Chicago, a Hilton Hotel](https://images.trvl-media.com/lodging/3000000/2470000/2463500/2463437/018283db_y.jpg)

### theWit Chicago, a Hilton Hotel

10/10 Excellent

"Staff was really courteous and very helpful. The room was great, very clean and spacious with an awesome view. Overall really great hotel!!"

[](https://expedia.ca/Chicago-Hotels-TheWit-Chicago-A-DoubleTree-By-Hilton-Hotel.h2463437.Hotel-Information)

![LondonHouse Chicago, Curio Collection by Hilton](https://images.trvl-media.com/lodging/13000000/12790000/12786700/12786616/74c2f40d_y.jpg)

### LondonHouse Chicago, Curio Collection by Hilton

10/10 Excellent

"Excellent room, staff, and location. "

[](https://expedia.ca/Chicago-Hotels-LondonHouse-Chicago.h12786616.Hotel-Information)

## More cheap stays in Crestwood

![Motel 6 Bridgeview, IL](https://images.trvl-media.com/lodging/1000000/10000/7700/7646/8ee6240d_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Motel 6 Bridgeview, IL

9625 S 76th Ave Bridgeview IL

CA $58

CA $64 total

Feb 25 - Feb 26

includes taxes & fees

7.2/10 Good! (1,399 reviews)

[](https://expedia.ca/Chicago-Hotels-Motel-6-Bridgeview.h7646.Hotel-Information)

![SureStay Plus Hotel by Best Western Chicago Lombard](https://images.trvl-media.com/lodging/1000000/20000/10700/10641/w3838h2556x2y3-00664b38_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### SureStay Plus Hotel by Best Western Chicago Lombard

222 E 22nd Street Lombard IL

CA $98

CA $109 total

Feb 24 - Feb 25

includes taxes & fees

9/10 Wonderful! (2,570 reviews)

[](https://expedia.ca/Chicago-Hotels-SureStay-Plus-Hotel-By-Best-Western-Chicago-Lombard.h10641.Hotel-Information)

![Best Western Grant Park Hotel](https://images.trvl-media.com/lodging/1000000/30000/23100/23023/a243f0c9_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Best Western Grant Park Hotel

1100 S Michigan Ave Chicago IL

CA $97

CA $114 total

Mar 4 - Mar 5

includes taxes & fees

8.2/10 Very Good! (2,680 reviews)

[](https://expedia.ca/Chicago-Hotels-Best-Western-Grant-Park-Hotel.h23023.Hotel-Information)

![Travelodge by Wyndham Downtown Chicago](https://images.trvl-media.com/lodging/1000000/200000/197000/196959/b675990c_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Travelodge by Wyndham Downtown Chicago

65 E Harrison St Chicago IL

CA $107

CA $125 total

Feb 22 - Feb 23

includes taxes & fees

7.4/10 Good! (2,518 reviews)

[](https://expedia.ca/Chicago-Hotels-Travelodge-By-Wyndham-Downtown-Chicago.h196959.Hotel-Information)

![Extended Stay America Suites Chicago Burr Ridge](https://images.trvl-media.com/lodging/1000000/50000/40900/40839/90da7135_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Extended Stay America Suites Chicago Burr Ridge

15 W. 122nd S. Frontage Rd. Burr Ridge IL

CA $117

CA $129 total

Feb 27 - Feb 28

includes taxes & fees

7.4/10 Good! (1,003 reviews)

[](https://expedia.ca/Chicago-Hotels-Extended-Stay-America-Suites-Chicago-Burr-Ridge.h40839.Hotel-Information)

![Hampton Inn & Suites Chicago Medical District UIC](https://images.trvl-media.com/lodging/103000000/102240000/102236700/102236658/03795c9c_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Hampton Inn & Suites Chicago Medical District UIC

710 S Seeley Avenue Chicago IL

CA $184

CA $215 total

Mar 15 - Mar 16

includes taxes & fees

9.6/10 Exceptional! (491 reviews)

[](https://expedia.ca/Chicago-Hotels-Hampton-Inn-Suites-Chicago-Medical-District-Uic.h102236658.Hotel-Information)

## Hotels in Crestwood with star rating

![5 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/25600/25559/c6e0103a_z.jpg)

5 Star Hotels

10 properties

[](https://expedia.ca/5Star-Crestwood-Hotels.s50-0-d6960.Travel-Guide-Filter-Hotels)

![4 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/23700/23677/6ae928dd_z.jpg)

4 Star Hotels

126 properties

[](https://expedia.ca/4Star-Crestwood-Hotels.s40-0-d6960.Travel-Guide-Filter-Hotels)

![3 Star Hotels](https://images.trvl-media.com/lodging/20000000/19690000/19681400/19681371/84fffc75_z.jpg)

3 Star Hotels

186 properties

[](https://expedia.ca/3Star-Crestwood-Hotels.s30-0-d6960.Travel-Guide-Filter-Hotels)

![2 Star Hotels](https://images.trvl-media.com/lodging/92000000/91830000/91828000/91827910/6717a2ac_z.jpg)

2 Star Hotels

601 properties

[](https://expedia.ca/2Star-Crestwood-Hotels.s20-0-d6960.Travel-Guide-Filter-Hotels)

## Frequently asked questions

### What is the best area to stay in Crestwood?

> This area is the commercial heart of Crestwood. Along Cicero Avenue, you'll find a variety of shops, restaurants, and essential services. It's also very accessible, being close to major roadways, which is ideal for getting around.
> 
>   
> For travellers attending events or visiting the entertainment venues, staying near Cicero Avenue and Cal Sag Road is particularly convenient. Many hotels in this vicinity are within easy reach of the local sports and concert arena, making it simple to get to and from events without much fuss.
> 
>   
> Families will appreciate this area for its practicality. There are numerous family-friendly dining options, and the proximity to the arena means less travel time for activities suitable for all ages.

### What are the best hotels in Crestwood that travellers recommend?

> This hotel, with a 7.8 rating, is frequently praised for its friendly and amazing staff. Guests appreciate the clean, big rooms and comfortable beds, ensuring a relaxing stay. A great and delicious complimentary buffet breakfast is available, and the hotel features an indoor pool and fitness facilities. Off-street parking and self-parking are also provided free of charge. It is conveniently located near Hollywood Park, just 0.9 kilometres away.

### What are the best family hotels in Crestwood?

> This hotel, with a 7.8 rating, offers excellent amenities for families, including sofa beds and connecting rooms, which are very convenient. Guests frequently mention the clean and spacious rooms, as well as the comfortable beds. A complimentary buffet breakfast is provided, and guests often praise it as delicious and great. You will also find free wired internet and complimentary self-parking. The hotel staff, particularly the front desk team, are consistently described as friendly and amazing. For a bit of family fun, Hollywood Park is less than a kilometre away. Find more [child-friendly accommodations in Crestwood](https://www.expedia.ca/Crestwood-Hotels-Family-Hotel.0-0-d6960-tFamilyHotel.Travel-Guide-Filter-Hotels)

### What hotels in Crestwood offer free breakfast?

> The Holiday Inn Express Crestwood by IHG, with a 7.8 rating, provides a free buffet breakfast to all guests, which many describe as both great and delicious. Guests frequently praise the friendly and amazing staff, the clean and big rooms, and comfortable beds. Additionally, the hotel offers free wired internet and free self-parking for added convenience. Find more [hotels with free breakfast in Crestwood](https://www.expedia.ca/Crestwood-Hotels-Hotels-With-Free-Breakfast.0-0-d6960-tHotelswithFreeBreakfast.Travel-Guide-Filter-Hotels)

### What are the top pet-friendly hotels in Crestwood?

> This hotel, with a 7.8 rating, offers convenient amenities such as free wired and wireless internet, and a complimentary breakfast buffet. Guests frequently praise the friendly and amazing staff, the clean and big rooms, and the delicious breakfast. The comfortable beds also receive high marks. It is also well-located, being just 0.9 kilometres from Hollywood Park. See more [pet-friendly hotels in Crestwood](https://www.expedia.ca/Crestwood-Hotels-Pet-Friendly-Hotel.0-0-d6960-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)

### What are the best budget hotels in Crestwood?

> This hotel, with a 7.8 rating, offers guests a comfortable stay with several convenient amenities. Travellers frequently mention the friendly and amazing staff, along with the clean and spacious rooms. A great complimentary breakfast buffet is served daily, and guests appreciate the comfortable beds. Free wired and wireless internet access is available, as is free self-parking. View all [budget hotels in Crestwood](https://www.expedia.ca/Crestwood-Hotels-Cheap-Hotels.0-0-d6960-tCheapHotels.Travel-Guide-Filter-Hotels)

### When is the best time to go to Crestwood?

> During this period, the weather is generally pleasant, with comfortable temperatures great for exploring the local area. You'll find that most local attractions and outdoor activities are fully operational, and the longer daylight hours allow for more extensive sightseeing.
> 
>   
> For those looking to enjoy local events, the summer months often feature community gatherings and outdoor markets. The weather is typically sunny, making it ideal for families who want to spend time outdoors without the chill of winter.
> 
>   
> If you prefer slightly cooler temperatures and fewer crowds, early autumn, particularly September and October, offers a lovely experience.

### Can I cancel my hotel reservation on Expedia?

### How can I save on a Crestwood hotel booking with Expedia?

### How much is the nightly rate at a Crestwood hotel?

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- [Things to do in Oak Lawn ](https://www.expedia.ca/Things-To-Do-In-Oak-Lawn.d9227.Travel-Guide-Activities)

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