Title: 4 Stars Hotels in Crestwood, Chicago from CA $124 - Find Cheap Crestwood Hotels With 4 Stars | Expedia.ca

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# 4 Stars Hotels in Crestwood, Chicago from CA $124

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## Check availability on Crestwood 4 Star Hotels

Tonight

[Dec 19 - Dec 20](https://www.expedia.ca/Hotel-Search?regionId=6960&startDate=2025-12-19&endDate=2025-12-20&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 20 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=6960&startDate=2025-12-20&endDate=2025-12-21&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=6960&startDate=2025-12-19&endDate=2025-12-21&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6960&startDate=2025-12-26&endDate=2025-12-28&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Crestwood 4-star hotels

![Lobby](https://images.trvl-media.com/lodging/1000000/20000/11600/11580/w3840h2859x0y0-5fc518eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/11600/11580/9b9a583c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hypo-allergenic bedding, pillowtop beds, in-room safe, blackout drapes](https://images.trvl-media.com/lodging/1000000/20000/11600/11580/1faa6c2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/20000/11600/11580/896a6d3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Embassy Suites by Hilton Chicago Downtown River North

[](https://www.expedia.ca/Chicago-Hotels-Embassy-Suites-Chicago-Downtown.h11580.Hotel-Information)

Downtown Chicago

8.6/10

Excellent

(5418)

"Great location, several dining options nearby, clean."

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

Florence

CA $136

CA $159 total

includes taxes & fees

Jan 6 - Jan 7, 2026

[](https://www.expedia.ca/Chicago-Hotels-Embassy-Suites-Chicago-Downtown.h11580.Hotel-Information)

![Ballroom](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/7f542141.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/9d783fbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Ballroom](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/8318473d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/01c93cca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Palmer House a Hilton Hotel

[](https://www.expedia.ca/Chicago-Hotels-Palmer-House-A-Hilton-Hotel.h8079.Hotel-Information)

Downtown Chicago

8.4/10

Very good

(2144)

"Beautiful hotel! Perfect for a holiday staycation! "

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

Melissa

CA $158

CA $220 total

includes taxes & fees

Dec 29 - Dec 30

[](https://www.expedia.ca/Chicago-Hotels-Palmer-House-A-Hilton-Hotel.h8079.Hotel-Information)

![View from property](https://images.trvl-media.com/lodging/1000000/990000/982600/982552/8007d2c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Library](https://images.trvl-media.com/lodging/1000000/990000/982600/982552/b59ebdf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/990000/982600/982552/95d420ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/990000/982600/982552/3bea7af7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pendry Chicago

[](https://www.expedia.ca/Chicago-Hotels-Pendry-Chicago.h982552.Hotel-Information)

Downtown Chicago

9.4/10

Exceptional

(1157)

"Excellent location to stay in the heart of the city. "

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

Isaac

CA $220

CA $315 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Chicago-Hotels-Pendry-Chicago.h982552.Hotel-Information)

![Property amenity](https://images.trvl-media.com/lodging/83000000/82660000/82652400/82652306/7923a1d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/83000000/82660000/82652400/82652306/6eafd237.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Room, 1 King Bed (View)](https://images.trvl-media.com/lodging/83000000/82660000/82652400/82652306/bd7c3671.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Daily buffet breakfast (USD 20.00 per person)](https://images.trvl-media.com/lodging/83000000/82660000/82652400/82652306/83c82ff2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### citizenM Chicago Downtown

[](https://www.expedia.ca/Chicago-Hotels-CitizenM-Chicago-Downtown.h82652306.Hotel-Information)

Downtown Chicago

9.4/10

Exceptional

(4097)

"Great stay"

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

Ericka

CA $128

CA $150 total

includes taxes & fees

Dec 24 - Dec 25

[](https://www.expedia.ca/Chicago-Hotels-CitizenM-Chicago-Downtown.h82652306.Hotel-Information)

![Premium bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/f26e0a61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, dinner, brunch served; American cuisine ](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/c042bdff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/6efd5146.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/943262bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Wade

[](https://www.expedia.ca/Chicago-Hotels-W-Chicago-Lakeshore.h1346.Hotel-Information)

Downtown Chicago

8.4/10

Very good

(1530)

"Great staff and great location. "

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

Joe

CA $139

CA $163 total

includes taxes & fees

Dec 24 - Dec 25

[](https://www.expedia.ca/Chicago-Hotels-W-Chicago-Lakeshore.h1346.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/30000/20300/20205/35cb1bb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/30000/20300/20205/fcdb86cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/1000000/30000/20300/20205/89e1318d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/1000000/30000/20300/20205/5785af38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### InterContinental Chicago Magnificent Mile by IHG

[](https://www.expedia.ca/Chicago-Hotels-InterContinental-Chicago-Magnificent-Mile.h20205.Hotel-Information)

Downtown Chicago

9.0/10

Wonderful

(2634)

"Great stay"

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

Rawleigh

CA $203

CA $282 total

includes taxes & fees

Jan 18 - Jan 19, 2026

[](https://www.expedia.ca/Chicago-Hotels-InterContinental-Chicago-Magnificent-Mile.h20205.Hotel-Information)

![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/30000/25500/25452/w1261h711x0y1-96bd53d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/30000/25500/25452/ccacdd84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/1000000/30000/25500/25452/023ff9a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/1000000/30000/25500/25452/43039f7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Warwick Allerton - Chicago

[](https://www.expedia.ca/Chicago-Hotels-Warwick-Allerton-Chicago.h25452.Hotel-Information)

Downtown Chicago

8.4/10

Very good

(3007)

"Enjoyed this hotel stay. "

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

Kimberly

CA $86

CA $141 total

includes taxes & fees

Jan 12 - Jan 13, 2026

[](https://www.expedia.ca/Chicago-Hotels-Warwick-Allerton-Chicago.h25452.Hotel-Information)

![Breakfast, lunch and dinner served](https://images.trvl-media.com/lodging/1000000/570000/565800/565746/19b0236f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/1000000/570000/565800/565746/9378ca8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/1000000/570000/565800/565746/aaae0504.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 Queen Bed, Kitchenette](https://images.trvl-media.com/lodging/1000000/570000/565800/565746/a9bc446d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Club Quarters Hotel, Central Loop, Chicago

[](https://www.expedia.ca/Chicago-Hotels-Club-Quarters-Hotel.h565746.Hotel-Information)

Downtown Chicago

8.8/10

Excellent

(3315)

"Great hotel "

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

Anthony

CA $106

CA $124 total

includes taxes & fees

Jan 19 - Jan 20, 2026

[](https://www.expedia.ca/Chicago-Hotels-Club-Quarters-Hotel.h565746.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)

![Snack bar](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/c0ded825.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Suite, 1 King Bed with Sofa bed](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/f5c52beb.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

(3005)

"Great rooms, love the bar and amazing breakfast!"

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

Michelle

CA $125

CA $185 total

includes taxes & fees

Dec 21 - Dec 22

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

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/17600/17543/696a55e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor wedding area](https://images.trvl-media.com/lodging/1000000/20000/17600/17543/ca08eac0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Ballroom](https://images.trvl-media.com/lodging/1000000/20000/17600/17543/fa2dd97c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from room](https://images.trvl-media.com/lodging/1000000/20000/17600/17543/fea423fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Royal Sonesta Chicago Downtown

[](https://www.expedia.ca/Chicago-Hotels-Royal-Sonesta-Chicago-Downtown.h17543.Hotel-Information)

Downtown Chicago

9.4/10

Exceptional

(3161)

"Staff, location, views and rooms were amazing!!"

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

Gabriela Michelle Riveiro

CA $141

CA $210 total

includes taxes & fees

Jan 18 - Jan 19, 2026

[](https://www.expedia.ca/Chicago-Hotels-Royal-Sonesta-Chicago-Downtown.h17543.Hotel-Information)

![Lobby sitting area](https://images.trvl-media.com/lodging/3000000/2230000/2222400/2222364/d46a8a4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Egyptian cotton sheets, premium bedding, down comforters, in-room safe](https://images.trvl-media.com/lodging/3000000/2230000/2222400/2222364/279c3768.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/3000000/2230000/2222400/2222364/d2b26aad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![City view from property](https://images.trvl-media.com/lodging/3000000/2230000/2222400/2222364/2b1c0fd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel Felix River North/Magnificent Mile

[](https://www.expedia.ca/Chicago-Hotels-Hotel-Felix-Chicago.h2222364.Hotel-Information)

Downtown Chicago

8.2/10

Very good

(2451)

"Decent hotel in a great location with extremely helpful staff. "

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

Aaron

CA $95

CA $154 total

includes taxes & fees

Dec 21 - Dec 22

[](https://www.expedia.ca/Chicago-Hotels-Hotel-Felix-Chicago.h2222364.Hotel-Information)

![Reception](https://images.trvl-media.com/lodging/1000000/20000/17300/17288/7af111e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/17300/17288/c8521e1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/20000/17300/17288/bebf91fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/17300/17288/fbf72db1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Swissotel - Chicago

[](https://www.expedia.ca/Chicago-Hotels-Swissotel-Chicago.h17288.Hotel-Information)

Downtown Chicago

9.0/10

Wonderful

(3026)

"Very beautiful place to stay"

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

FaithBrenda

CA $142

CA $207 total

includes taxes & fees

Dec 22 - Dec 23

[](https://www.expedia.ca/Chicago-Hotels-Swissotel-Chicago.h17288.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/274f52b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/f2c5642d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/b5bf3aa2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/bbeef356.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hilton Chicago

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

Downtown Chicago

8.4/10

Very good

(2391)

"Great amenities and staff"

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

Edward J

CA $157

CA $225 total

includes taxes & fees

Dec 25 - Dec 26

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

![Reception](https://images.trvl-media.com/lodging/3000000/2680000/2675400/2675313/9a897fc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 2 Single Beds](https://images.trvl-media.com/lodging/3000000/2680000/2675400/2675313/6d4883c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/3000000/2680000/2675400/2675313/e85c42c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/3000000/2680000/2675400/2675313/e50ef89a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### River Hotel

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

Downtown Chicago

8.8/10

Excellent

(4847)

"Great location, comfortable room, and nice staff."

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

Claudia

CA $106

CA $125 total

includes taxes & fees

Jan 18 - Jan 19, 2026

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

![Lobby](https://images.trvl-media.com/lodging/13000000/12790000/12786700/12786616/74c2f40d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/13000000/12790000/12786700/12786616/6ccd2813.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/13000000/12790000/12786700/12786616/7aab5ae1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bars/lounges, rooftop bar, cocktail bar](https://images.trvl-media.com/lodging/13000000/12790000/12786700/12786616/be0e472a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### LondonHouse Chicago, Curio Collection by Hilton

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

Downtown Chicago

9.4/10

Exceptional

(3441)

"Great hotel! "

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

Kianna

CA $180

CA $211 total

includes taxes & fees

Jan 4 - Jan 5, 2026

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

![2 bars/lounges](https://images.trvl-media.com/lodging/1000000/10000/5000/4903/w3837h2157x3y3-c3ed4c01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 2 Queen Beds, Lake View](https://images.trvl-media.com/lodging/1000000/10000/5000/4903/w3837h2561x3y0-ec3252d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/1000000/10000/5000/4903/w3837h2695x3y3-e619dd92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/5000/4903/fb110cc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hyatt Regency Chicago

[](https://www.expedia.ca/Chicago-Hotels-Hyatt-Regency-Chicago.h4903.Hotel-Information)

Downtown Chicago

9.4/10

Exceptional

(3402)

"The Hotel was amazing great location "

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

Donnisha

CA $192

CA $265 total

includes taxes & fees

Jan 5 - Jan 6, 2026

[](https://www.expedia.ca/Chicago-Hotels-Hyatt-Regency-Chicago.h4903.Hotel-Information)

![Bar (on property)](https://images.trvl-media.com/lodging/69000000/68110000/68102900/68102878/w3837h2621x0y0-a6e97c3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/69000000/68110000/68102900/68102878/w3839h2564x0y3-1cb33116.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Daily cooked-to-order breakfast (USD 21.00 per person)](https://images.trvl-media.com/lodging/69000000/68110000/68102900/68102878/5316f685.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/69000000/68110000/68102900/68102878/f1823194.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Canopy by Hilton Chicago Central Loop

[](https://www.expedia.ca/Chicago-Hotels-Canopy-By-Hilton-Chicago-Central-Loop.h68102878.Hotel-Information)

Downtown Chicago

9.4/10

Exceptional

(1449)

"Gorgeous hotel and amazing staff"

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Kristin

CA $171

CA $201 total

includes taxes & fees

Jan 9 - Jan 10, 2026

[](https://www.expedia.ca/Chicago-Hotels-Canopy-By-Hilton-Chicago-Central-Loop.h68102878.Hotel-Information)

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

![Lobby](https://images.trvl-media.com/lodging/3000000/2470000/2463500/2463437/7e3f0364.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![49-inch flat-screen TV with digital channels, TV, DVD player](https://images.trvl-media.com/lodging/3000000/2470000/2463500/2463437/d3bfa994.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

(1003)

"Great location and restaurant "

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

Asvin

CA $202

CA $278 total

includes taxes & fees

Jan 11 - Jan 12, 2026

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

![Exterior](https://images.trvl-media.com/lodging/1000000/40000/34500/34496/69c2e798.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/40000/34500/34496/7e8ba4b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/1000000/40000/34500/34496/635f74cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/40000/34500/34496/dffcca17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Allegro Royal Sonesta Hotel Chicago Loop

[](https://www.expedia.ca/Chicago-Hotels-The-Allegro-Royal-Sonesta-Hotel.h34496.Hotel-Information)

Downtown Chicago

9.0/10

Wonderful

(2313)

"Great place to stay"

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

Genevieve

CA $120

CA $185 total

includes taxes & fees

Jan 18 - Jan 19, 2026

[](https://www.expedia.ca/Chicago-Hotels-The-Allegro-Royal-Sonesta-Hotel.h34496.Hotel-Information)

![Restaurant](https://images.trvl-media.com/lodging/1000000/30000/26100/26076/w2559h3837x0y3-191558cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/1000000/30000/26100/26076/w3837h2557x3y3-ef0f356b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/1000000/30000/26100/26076/w2560h3837x0y3-423017d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/30000/26100/26076/95b10764.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Thompson Chicago, by Hyatt

[](https://www.expedia.ca/Chicago-Hotels-Thompson-Chicago.h26076.Hotel-Information)

Downtown Chicago

9.2/10

Wonderful

(1298)

"Great hotel!"

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

Julie

CA $186

CA $259 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Chicago-Hotels-Thompson-Chicago.h26076.Hotel-Information)

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## Explore similar 5-star hotels

Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Crestwood.

![Four Seasons Hotel Chicago](https://images.trvl-media.com/lodging/1000000/30000/25800/25748/7da48e89_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Four Seasons Hotel Chicago

120 East Delaware Place Chicago IL

CA $579

CA $679 total

Jan 11 - Jan 12, 2026

includes taxes & fees

9.2/10 Wonderful! (1,001 reviews)

[](https://expedia.ca/Chicago-Hotels-Four-Seasons-Hotel-Chicago.h25748.Hotel-Information)

![The Langham, Chicago](https://images.trvl-media.com/lodging/7000000/6310000/6309400/6309326/33b4ff92_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### The Langham, Chicago

330 North Wabash Avenue Chicago IL

CA $557

CA $654 total

Jan 11 - Jan 12, 2026

includes taxes & fees

9.6/10 Exceptional! (1,004 reviews)

[](https://expedia.ca/Chicago-Hotels-The-Langham.h6309326.Hotel-Information)

![The Peninsula Chicago](https://images.trvl-media.com/lodging/1000000/590000/581300/581213/f1144862_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### The Peninsula Chicago

108 East Superior Street Chicago IL

CA $614

CA $721 total

Jan 10 - Jan 11, 2026

includes taxes & fees

9.6/10 Exceptional! (1,009 reviews)

[](https://expedia.ca/Chicago-Hotels-The-Peninsula-Chicago.h581213.Hotel-Information)

Still don't see what you're looking for?

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[Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=20%2F12%2F2025&endDate=21%2F12%2F2025&regionId=6960&star=40&star=40&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=20%2F12%2F2025&endDate=21%2F12%2F2025&regionId=6960&star=40&star=40&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=20%2F12%2F2025&endDate=21%2F12%2F2025&regionId=6960&star=40&star=40&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=20%2F12%2F2025&endDate=21%2F12%2F2025&regionId=6960&star=40&star=40&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=20%2F12%2F2025&endDate=21%2F12%2F2025&regionId=6960&star=40&star=40&amenities=WATER_PARK)

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.

## 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=2026-01-02&endDate=2026-01-03&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

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

### Hilton Chicago

10/10 Excellent

"Amazing experience! The rooms were spotless, comfortable, and thoughtfully maintained. All hotel amenities were clean, well-organized, and ready to use. The breakfast was excellent, with a great variety of options to choose from. What truly made this stay extraordinary was the outstanding service. Brad, Vicente, Cruz, Eric, Ruby, and the entire team went above and beyond to ensure a memorable experience. Their professionalism, kindness, and attention to detail were exceptional. Without a doubt, this was a unique and unforgettable stay — truly a hotel that exceeds five-star expectations. ❤️"

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

![Hyatt Regency Chicago](https://images.trvl-media.com/lodging/1000000/10000/5000/4903/w3837h2157x3y3-c3ed4c01_y.jpg)

### Hyatt Regency Chicago

10/10 Excellent

"From beginning to end it was awesome.....Except for parking it was horrible I got lost for about 30 mins trying to find my rental....BUT the 🏨 employees were all very helpful and we found it in no time after that ❤️.....The 🏨 was awesome, views ❤️ and the vibe was on point everything was at a walking distance 🥰.... Beautiful city day or 🌃 please preserve it as much as you can. I'm from California and greatly appreciate the hospitality ❤️ 🙏"

[](https://expedia.ca/Chicago-Hotels-Hyatt-Regency-Chicago.h4903.Hotel-Information)

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

### Eurostars Magnificent Mile

10/10 Excellent

"Loved this hotel. The only thing I disliked was not having a microwave in my room. I ate out daily but sometimes did not finish my food and would have to throw it out due to not having anything to reheat it. The fridge was so stocked with their items that there was barely room to put your own stuff in there. "

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

![Embassy Suites by Hilton Chicago Downtown River North](https://images.trvl-media.com/lodging/1000000/20000/11600/11580/w3840h2859x0y0-5fc518eb_y.jpg)

### Embassy Suites by Hilton Chicago Downtown River North

10/10 Excellent

"free alc beverages at night, huge breakfast "

[](https://expedia.ca/Chicago-Hotels-Embassy-Suites-Chicago-Downtown.h11580.Hotel-Information)

![Club Quarters Hotel Wacker at Michigan, Chicago](https://images.trvl-media.com/lodging/1000000/890000/889800/889753/f3eb640d_y.jpg)

### Club Quarters Hotel Wacker at Michigan, Chicago

10/10 Excellent

"Easy check in/check out process. Staff was very friendly and helpful. Hotel is conveniently located for walking to shopping, food, and sightseeing "

[](https://expedia.ca/Chicago-Hotels-Club-Quarters-Hotel.h889753.Hotel-Information)

![Palmer House a Hilton Hotel](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/7f542141_y.jpg)

### Palmer House a Hilton Hotel

10/10 Excellent

"The room was very spacious, the hotel lobby and bar are beautiful. Staff is super friendly and helpful! Would definitely stay here again"

[](https://expedia.ca/Chicago-Hotels-Palmer-House-A-Hilton-Hotel.h8079.Hotel-Information)

![Silversmith Hotel Chicago Downtown](https://images.trvl-media.com/lodging/1000000/120000/116700/116674/da03d6b4_y.jpg)

### Silversmith Hotel Chicago Downtown

10/10 Excellent

"Beautiful old hotel convenient to downtown . Wonderful rooms and great onsite dining. You can hear the trains outside from pretty much every room but I found it acceptable noise level. "

[](https://expedia.ca/Chicago-Hotels-Silversmith-Hotel-Chicago-Downtown.h116674.Hotel-Information)

![Sable at Navy Pier Chicago, Curio Collection by Hilton](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/6c1738b5_y.jpg)

### Sable at Navy Pier Chicago, Curio Collection by Hilton

10/10 Excellent

"Room was amazing!!"

[](https://expedia.ca/Chicago-Hotels-Sable-At-Navy-Pier-Chicago.h57651125.Hotel-Information)

## Find out more about Crestwood

If you’re looking for a spot with great rates, just-for-you amenities, and a world of luxurious little perks, the best 4 Stars hotels in Crestwood are calling your name. Known for providing first-rate service in amazing locations, each of the Crestwood 4 Stars hotels lets discerning travelers bask in an unforgettable experience.

Kick back in your spacious room. Relax in the lobby’s sumptuous surroundings. Start the day with delicious room service, and then use the complimentary body care items to freshen up before you head out for the day.

It’s all waiting for you at the top four star hotels in Crestwood. Plus, when you book with Expedia.ca, you might find a cheap deal on a 4 Stars hotel in Crestwood, Chicago, neighbourhoods near the most popular attractions, so you can see the sights and bask in the discounts all in one trip. Whether you’re planning a romantic retreat or simply want to experience everything the area has to offer, the top Crestwood hotels with 4 Stars provide everything you need to unwind in style.

## Frequently asked questions

### What are the best 4-star hotels in Crestwood?

### How much does it cost to stay in a 4-star hotel in Crestwood?

> - Search for the lowest price from CA $654

### What's the difference between 5-star and 4-star hotels in Crestwood?

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