Title: 10 Best Hotels in Sleepy Hollow, Chicago for 2026 | Expedia.ca

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## Check prices for these dates

Tonight

[Feb 4 - Feb 5](https://www.expedia.ca/Hotel-Search?regionId=6132427&startDate=2026-02-04&endDate=2026-02-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Feb 5 - Feb 6](https://www.expedia.ca/Hotel-Search?regionId=6132427&startDate=2026-02-05&endDate=2026-02-06&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=6132427&startDate=2026-02-06&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=6132427&startDate=2026-02-13&endDate=2026-02-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Recommended

Price (low to high)

Distance

Star rating

## Our top choices for Sleepy Hollow hotels

![Exterior](https://images.trvl-media.com/lodging/1000000/30000/22700/22684/7744cb58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 King Bed (2 Room)](https://images.trvl-media.com/lodging/1000000/30000/22700/22684/w3837h2561x3y0-7e662cc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cocktail bar](https://images.trvl-media.com/lodging/1000000/30000/22700/22684/w3837h2560x3y3-c4100b4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cocktail bar](https://images.trvl-media.com/lodging/1000000/30000/22700/22684/w3837h2556x3y3-aad44a42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Claridge House Chicago, Tapestry Collection by Hilton

[](https://www.expedia.ca/Chicago-Hotels-Claridge-House-Chicago.h22684.Hotel-Information)

Gold Coast, 13.8 km from Sleepy Hollow

9.0/10

Wonderful

(1,523 reviews)

"Great location, friendly staff and nice room"

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

Srinivasa

CA $77

CA $131 total

includes taxes & fees

Feb 22 - Feb 23

[](https://www.expedia.ca/Chicago-Hotels-Claridge-House-Chicago.h22684.Hotel-Information)

![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)

![Exterior](https://images.trvl-media.com/lodging/1000000/30000/26100/26076/8b216cef.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)

![Lobby](https://images.trvl-media.com/lodging/1000000/30000/26100/26076/w2557h3837x3y3-5ce449d4.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)

Gold Coast, 13.6 km from Sleepy Hollow

9.2/10

Wonderful

(1,309 reviews)

"great stay"

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

Loan

CA $184

CA $256 total

includes taxes & fees

Mar 1 - Mar 2

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

![Terrace/patio](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/6c1738b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/444bc42d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hypo-allergenic bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/a68260d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 restaurants, breakfast, lunch, dinner served; Latin American cuisine](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/cadeb422.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

Streeterville, 14.4 km from Sleepy Hollow

9.4/10

Exceptional

(2,360 reviews)

"Great stay"

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

Blake

CA $167

CA $243 total

includes taxes & fees

Feb 17 - Feb 18

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

![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)

![Lobby](https://images.trvl-media.com/lodging/24000000/23360000/23355000/23354943/5c662e9f.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)

River North, 12.5 km from Sleepy Hollow

9.4/10

Exceptional

(883 reviews)

"Clean, friendly staff, and excellent location "

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

Paulina

CA $153

CA $180 total

includes taxes & fees

Feb 15 - Feb 16

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

![Smart TV](https://images.trvl-media.com/lodging/96000000/95830000/95823700/95823687/989904ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95830000/95823700/95823687/19637b91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/96000000/95830000/95823700/95823687/6b730d6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Executive lounge](https://images.trvl-media.com/lodging/96000000/95830000/95823700/95823687/b2962364.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Level Chicago Fulton Market

[](https://www.expedia.ca/Chicago-Hotels-Level-Chicago-Fulton-Market.h95823687.Hotel-Information)

West Loop, 11.5 km from Sleepy Hollow

9.2/10

Wonderful

(396 reviews)

"The hotel in it’s entirety was better than advertised "

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

Eric

CA $191

CA $257 total

includes taxes & fees

Feb 16 - Feb 17

[](https://www.expedia.ca/Chicago-Hotels-Level-Chicago-Fulton-Market.h95823687.Hotel-Information)

![2 restaurants, breakfast, lunch, dinner served; Mediterranean cuisine](https://images.trvl-media.com/lodging/35000000/34770000/34761400/34761378/8d2143ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/35000000/34770000/34761400/34761378/9752c1a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/35000000/34770000/34761400/34761378/52469d4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/35000000/34770000/34761400/34761378/w1101h1283x0y1-ef09926c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Hoxton Chicago

[](https://www.expedia.ca/Chicago-Hotels-The-Hoxton-Chicago.h34761378.Hotel-Information)

11 km from Sleepy Hollow

9.0/10

Wonderful

(1,004 reviews)

"Amazing, I loved my stay"

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

Valerie

[](https://www.expedia.ca/Chicago-Hotels-The-Hoxton-Chicago.h34761378.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/2000000/1770000/1760900/1760845/c91f6cdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/2000000/1770000/1760900/1760845/w3996h2667x0y0-c84e78c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![City view](https://images.trvl-media.com/lodging/2000000/1770000/1760900/1760845/8052cf6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily full breakfast](https://images.trvl-media.com/lodging/2000000/1770000/1760900/1760845/1885ffcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Springhill Suites by Marriott Chicago Downtown/ River North

[](https://www.expedia.ca/Chicago-Hotels-Springhill-Suites-By-Marriott-Chicago-Downtown-River-North.h1760845.Hotel-Information)

River North, 12.6 km from Sleepy Hollow

9.4/10

Exceptional

(1,040 reviews)

" Clean rooms Hot shower great after a freezing cold day Staff all polite and helpful Great location "

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

John

CA $157

CA $184 total

includes taxes & fees

Feb 15 - Feb 16

[](https://www.expedia.ca/Chicago-Hotels-Springhill-Suites-By-Marriott-Chicago-Downtown-River-North.h1760845.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/16000000/15850000/15849800/15849775/3ff1c0b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/16000000/15850000/15849800/15849775/8c126093.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/16000000/15850000/15849800/15849775/7b541fe1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/16000000/15850000/15849800/15849775/87fb06ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn Chicago West Loop Fulton Market Area

[](https://www.expedia.ca/Chicago-Hotels-Hampton-Inn-Chicago-Downtown-West-Loop.h15849775.Hotel-Information)

11.4 km from Sleepy Hollow

9.2/10

Wonderful

(1,000 reviews)

"Nice hotel and staff. "

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

Wendy

CA $173

CA $203 total

includes taxes & fees

Feb 13 - Feb 14

[](https://www.expedia.ca/Chicago-Hotels-Hampton-Inn-Chicago-Downtown-West-Loop.h15849775.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)

![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)

![Fitness facility](https://images.trvl-media.com/lodging/1000000/580000/571400/571328/5a6cccaf.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)

Streeterville, 13.3 km from Sleepy Hollow

9.0/10

Wonderful

(1,004 reviews)

"The room was cozy and breakfast was very good and the staff were very kind and welcoming."

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

Ibrahim

CA $121

CA $143 total

includes taxes & fees

Feb 9 - Feb 10

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

![City view from property](https://images.trvl-media.com/lodging/36000000/35840000/35834300/35834237/d1cc0289.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![City view](https://images.trvl-media.com/lodging/36000000/35840000/35834300/35834237/e4567f89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/36000000/35840000/35834300/35834237/1d01cf8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/36000000/35840000/35834300/35834237/db5b7e86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hyatt House Chicago West Loop

[](https://www.expedia.ca/Chicago-Hotels-Hyatt-House-Chicago-West-Loop.h35834237.Hotel-Information)

10.6 km from Sleepy Hollow

8.8/10

Excellent

(1,178 reviews)

"Staff is wonderful, nice clean rooms, centrally located, loved staying here. "

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

Cassandra

CA $196

CA $231 total

includes taxes & fees

Feb 15 - Feb 16

[](https://www.expedia.ca/Chicago-Hotels-Hyatt-House-Chicago-West-Loop.h35834237.Hotel-Information)

![Cocktail bar](https://images.trvl-media.com/lodging/1000000/890000/886400/886306/220cf128.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/1000000/890000/886400/886306/ab84c92e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Egyptian cotton sheets, premium bedding, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/890000/886400/886306/178af231.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cocktail bar](https://images.trvl-media.com/lodging/1000000/890000/886400/886306/3c43769a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### ACME Hotel Chicago, Outset Collection by Hilton

[](https://www.expedia.ca/Chicago-Hotels-ACME-Hotel-Company.h886306.Hotel-Information)

River North, 12.9 km from Sleepy Hollow

9.0/10

Wonderful

(1,944 reviews)

"Very convenient place to stay friendly and helpful staff."

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

Rick

CA $111

CA $130 total

includes taxes & fees

Feb 10 - Feb 11

[](https://www.expedia.ca/Chicago-Hotels-ACME-Hotel-Company.h886306.Hotel-Information)

![Bar (on property)](https://images.trvl-media.com/lodging/1000000/870000/864300/864219/dd1a87bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Signature Suite, 1 Bedroom, 1 King Bed, 1 Sofabed](https://images.trvl-media.com/lodging/1000000/870000/864300/864219/b60fd014.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Presidential Suite, 1 King Bed | Bathroom](https://images.trvl-media.com/lodging/1000000/870000/864300/864219/6bab11c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/870000/864300/864219/2f29850e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sofitel Chicago Magnificent Mile

[](https://www.expedia.ca/Chicago-Hotels-Sofitel-Chicago-Magnificent-Mile.h864219.Hotel-Information)

13.4 km from Sleepy Hollow

9.4/10

Exceptional

(2,313 reviews)

"Staff was friendly and helpful! Great stay!"

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

Kristin

CA $231

CA $311 total

includes taxes & fees

Feb 6 - Feb 7

[](https://www.expedia.ca/Chicago-Hotels-Sofitel-Chicago-Magnificent-Mile.h864219.Hotel-Information)

![Lunch and dinner served](https://images.trvl-media.com/lodging/5000000/4530000/4520700/4520626/d70c748e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool, seasonal outdoor pool, free cabanas, sun loungers](https://images.trvl-media.com/lodging/5000000/4530000/4520700/4520626/fd4d7555.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hypo-allergenic bedding, minibar, in-room safe, desk](https://images.trvl-media.com/lodging/5000000/4530000/4520700/4520626/44865590.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/5000000/4530000/4520700/4520626/df6e8a36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Radisson Blu Aqua Hotel Chicago

[](https://www.expedia.ca/Chicago-Hotels-Radisson-Blu-Aqua-Hotel-Chicago.h4520626.Hotel-Information)

12.9 km from Sleepy Hollow

8.6/10

Excellent

(1,851 reviews)

"Room was very nice, views were fantastic and the restaurant was excellent "

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

Michael

CA $215

CA $288 total

includes taxes & fees

Feb 17 - Feb 18

[](https://www.expedia.ca/Chicago-Hotels-Radisson-Blu-Aqua-Hotel-Chicago.h4520626.Hotel-Information)

![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/e039fcfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Water view](https://images.trvl-media.com/lodging/13000000/12790000/12786700/12786616/0b2651d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Presidential Suite, 1 King Bed, Accessible | Living room](https://images.trvl-media.com/lodging/13000000/12790000/12786700/12786616/72c3363f.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)

The Loop, 12.7 km from Sleepy Hollow

9.4/10

Exceptional

(3,582 reviews)

"Staff was friendly and loved the decor at this hotel…will definitely be staying again"

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

Osama

CA $223

CA $261 total

includes taxes & fees

Feb 15 - Feb 16

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

![Lobby](https://images.trvl-media.com/lodging/1000000/20000/17900/17809/b9c16475.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/20000/17900/17809/54e0cfd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/20000/17900/17809/f0cafd98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sports facility](https://images.trvl-media.com/lodging/1000000/20000/17900/17809/f4944277.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Chicago Hotel Collection Ambassador Gold Coast

[](https://www.expedia.ca/Chicago-Hotels-The-Chicago-Hotel-Collection-Ambassador-Gold-Coast.h17809.Hotel-Information)

Gold Coast, 13.9 km from Sleepy Hollow

8.2/10

Very good

(1,284 reviews)

"Great hotel with great location. Would definitely stay here again. "

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

Sheila

CA $121

CA $142 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Chicago-Hotels-The-Chicago-Hotel-Collection-Ambassador-Gold-Coast.h17809.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/20000000/19390000/19381200/19381112/d235a6b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/20000000/19390000/19381200/19381112/1fffa05c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room, 1 King Bed (Deluxe King)](https://images.trvl-media.com/lodging/20000000/19390000/19381200/19381112/433123ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/20000000/19390000/19381200/19381112/ecc355f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Emily Hotel

[](https://www.expedia.ca/Chicago-Hotels-Ace-Hotel-Chicago.h19381112.Hotel-Information)

11.1 km from Sleepy Hollow

9.2/10

Wonderful

(1,299 reviews)

"Hotel was very stylish…hotel bar and food was great too. Staff was courteous and rooms were clean, we will stay here again. "

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

Mary

CA $203

CA $239 total

includes taxes & fees

Feb 15 - Feb 16

[](https://www.expedia.ca/Chicago-Hotels-Ace-Hotel-Chicago.h19381112.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/430000/424200/424187/f36e2ebe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/1000000/430000/424200/424187/59baefbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/430000/424200/424187/d288265e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/430000/424200/424187/66eb210e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hilton Garden Inn Chicago Downtown/Magnificent Mile

[](https://www.expedia.ca/Chicago-Hotels-Hilton-Garden-Inn-Chicago-DowntownMagnificent-Mile.h424187.Hotel-Information)

River North, 12.9 km from Sleepy Hollow

8.6/10

Excellent

(4,353 reviews)

"All things about this hotel was good from the location to the staff"

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

Cisco

CA $116

CA $137 total

includes taxes & fees

Feb 12 - Feb 13

[](https://www.expedia.ca/Chicago-Hotels-Hilton-Garden-Inn-Chicago-DowntownMagnificent-Mile.h424187.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/5500/5467/2806d344.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/5500/5467/9b8e0009.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Room, 2 Queen Beds, Accessible, City View (Mobility, Accessible Tub)](https://images.trvl-media.com/lodging/1000000/10000/5500/5467/8acc816e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/5500/5467/12cef3af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Chicago Dwtn - The Mart by IHG

[](https://www.expedia.ca/Chicago-Hotels-Holiday-Inn-Chicago-Dwtn-Wolf-Point.h5467.Hotel-Information)

River North, 11.9 km from Sleepy Hollow

8.8/10

Excellent

(2,156 reviews)

"Great location"

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

Adam

CA $150

CA $176 total

includes taxes & fees

Feb 6 - Feb 7

[](https://www.expedia.ca/Chicago-Hotels-Holiday-Inn-Chicago-Dwtn-Wolf-Point.h5467.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/757dbd3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/b131add8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/a08c52fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/d7ae47e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### DoubleTree by Hilton Chicago - Magnificent Mile

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

Streeterville, 13.4 km from Sleepy Hollow

8.8/10

Excellent

(2,281 reviews)

"amazing stay"

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

Anani

CA $122

CA $143 total

includes taxes & fees

Feb 10 - Feb 11

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

![LCD TV](https://images.trvl-media.com/lodging/6000000/5520000/5511100/5511082/d55b583b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/6000000/5520000/5511100/5511082/w2662h4000x0y0-1d67f68e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/6000000/5520000/5511100/5511082/fddcaa1d.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/6000000/5520000/5511100/5511082/cf961b06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fairfield Inn & Suites Chicago Downtown/River North

[](https://www.expedia.ca/Chicago-Hotels-Fairfield-Inn-Suites-Chicago-DowntownRiver-North.h5511082.Hotel-Information)

River North, 12.6 km from Sleepy Hollow

9.2/10

Wonderful

(1,227 reviews)

"Polite staff and very clean room and hotel. "

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

Shanise

CA $138

CA $162 total

includes taxes & fees

Feb 15 - Feb 16

[](https://www.expedia.ca/Chicago-Hotels-Fairfield-Inn-Suites-Chicago-DowntownRiver-North.h5511082.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=2026-02-18&endDate=2026-02-19&regionId=6132427&adults=2&sort=RECOMMENDED&openPlayBack=true)

## Where to stay in Sleepy Hollow

Find the best Sleepy Hollow areas and neighborhoods for the activities you enjoy most. 

- Downtown Chicago
- Magnificent Mile
- The Loop
- River North
- O'Hare

![Downtown Chicago showing a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/332000/332072-Downtown-Chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191755-Chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Downtown Chicago which includes a high-rise building and a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/332000/332087-Downtown-Chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Downtown Chicago featuring signage](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/332000/332073-Downtown-Chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Downtown Chicago featuring a city and signage](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/332000/332084-Downtown-Chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

[](https://www.expedia.ca/Hotel-Search?pwaOverlay=map&regionId=6350699)

![Downtown Chicago map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:uxq%7EFvjavOurAq%40mA%7DgDuTtO%7BFzJuOr%40mk%40z_%40MifBum%40%7EAGmaAx%7EAopCna%40uM%7EoC%7C%7DAx%40%7CkCnk%40yAy%40n%7B%40gt%40dE%7Bg%40pFo%40%60%7EB&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=XpzTv33-iXOpq3icViGLtz3e_jE=)

### Downtown Chicago

The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.

[See properties](https://www.expedia.ca/Hotel-Search?regionId=6350699)

![Magnificent Mile - River North](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/24000/24577-Magnificent-Mile.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/543000/543374-chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Magnificent Mile - River North showing signage and heritage architecture](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191832-Magnificent-Mile.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Magnificent Mile - River North which includes street scenes as well as a large group of people](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191836-Magnificent-Mile.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Magnificent Mile - River North showing a hotel, a city and modern architecture](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/24000/24572-Magnificent-Mile.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

[](https://www.expedia.ca/Hotel-Search?pwaOverlay=map&regionId=800025)

![Magnificent Mile map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:gnt%7EF%60dyuOugAK%3FcChgALJ%60C&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=eJaOW3wrdH9kguwKvLeM9_7UbMs=)

### Magnificent Mile

Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.

[See properties](https://www.expedia.ca/Hotel-Search?regionId=800025)

![The Loop - Downtown featuring a river or creek](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/192000/192013-The-Loop-Downtown.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/543000/543387-chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/543000/543370-chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![The Loop - Downtown featuring a river or creek and a ferry](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191752-Chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/192000/192010-The-Loop-Downtown.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

[](https://www.expedia.ca/Hotel-Search?pwaOverlay=map&regionId=800024)

![The Loop map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:syr%7EFxx%7BuOqa%40mAeEqK_%40sp%40kG%7BKvAwg%40Xok%40%7C_%40x%40xF%7EPtlAi%40dCh%40DzOxDxCDnbBkNr%40e%5E%7EEkKzGiVfC&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=XwfHKgKFqor-NvwNZdw8nZOnNbI=)

### The Loop

Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.

[See properties](https://www.expedia.ca/Hotel-Search?regionId=800024)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/543000/543369-chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/543000/543384-chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Shops at North Bridge which includes central business district, a city and street scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191962-Shops-At-North-Bridge.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191756-Chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Shops at North Bridge showing a city, central business district and street scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191961-Shops-At-North-Bridge.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

[](https://www.expedia.ca/Hotel-Search?pwaOverlay=map&regionId=6350695)

![River North map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:%7B%7Cu%7EFl_%7DuOWcpA%7CECQ%7Db%40xi%40w%40nGbNJ%7Ep%40xCbHxAdBcB%7ECuAhA%7DKdCyGvFiGdDsD%7CDeCzEwBfBoN%5E&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=pVk_WdkeHd9iD-9kitVtoqcFN2A=)

### River North

Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building.

[See properties](https://www.expedia.ca/Hotel-Search?regionId=6350695)

![Rosemont](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191807-Chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191915-Rosemont.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Rosemont featuring street scenes and flowers as well as a small group of people](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191914-Rosemont.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Rosemont featuring street scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191913-Rosemont.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Rosemont](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191911-Rosemont.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

[](https://www.expedia.ca/Hotel-Search?pwaOverlay=map&regionId=553248635074842747)

![O'Hare map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:kob_G%60rvwOqeEoAa%5DcHiNiH%7BIcKkg%40au%40%7BB_y%40i%40ooAiBqkAeFqHo%40%7DOkDx%40sB%7DBRcP%60nA%7DElWou%40vK%7Dl%40%7Be%40G%7DNjEGaQtd%40gOx_%40uHvOoxCpSsIp%7BC_Ed%40vXd%7D%40Hba%40o%40ve%40aDjAdfBiZfGy%5DzJo%5EbAwFnAaRxXkx%40vCp%40dl%40Knn%40%7EL%7EH%7CQdPjP%7ERpE_S%60q%40vR%7E%5EbU%7DYzz%40uSZh%40vZy%40nWyFj%5EeRd%7E%40_%40%7Eu%40oC%7Ep%40kLhFwNtB&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=-bZOHa3BE39TNl-SIM1ovW8-8lc=)

### O'Hare

Home to O'Hare International Airport, this transportation hub offers easy access to downtown via the Blue Line. The area also hosts various corporate headquarters and international consulates.

[See properties](https://www.expedia.ca/Hotel-Search?regionId=553248635074842747)

## Top Sleepy Hollow Hotel Reviews

![The Royal Sonesta Chicago Downtown](https://images.trvl-media.com/lodging/1000000/20000/17600/17543/696a55e6_y.jpg)

### The Royal Sonesta Chicago Downtown

10/10 Excellent

"Very nice experience at Royal Sonesta. Friendly staff. Comfortable , clean accommodations. Nice view of Chicago. "

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

![Hotel Felix River North/Magnificent Mile](https://images.trvl-media.com/lodging/3000000/2230000/2222400/2222364/d46a8a4d_y.jpg)

### Hotel Felix River North/Magnificent Mile

10/10 Excellent

"My sister and her friends had a great time staying on NYE. Convenient location to festivities, friendly staff, and a 24 hrs Walgreens. "

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

"Rooms was clean, staff was amazing, and loved the breakfast! Best breakfast I’ve had at a hotel. "

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

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

### Hilton Chicago

10/10 Excellent

"Some of the nicest people you'll ever meet! Excellent location for a Bears game stay, walking distance to Soldier Field."

[](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

"Great a+++"

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

![Pendry Chicago](https://images.trvl-media.com/lodging/1000000/990000/982600/982552/8007d2c6_y.jpg)

### Pendry Chicago

10/10 Excellent

"Muriel at the front desk was extremely helpful and courteous, wonderful historic art deco building right on Michigan Ave., great location and views, really nice, spacious and clean room. Chateau Carbide on the 24th floor is definitely worth checking out, nice cozy areas to hang out, sit on a couch and have a drink while enjoying great views of the city. We also got a free ride from the hotel to the Shedd Aquarium."

[](https://expedia.ca/Chicago-Hotels-Pendry-Chicago.h982552.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

"Staff was friendly and loved the decor at this hotel…will definitely be staying again"

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

"Room was beautiful "

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

"Every thing was excellent and the staff too"

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

## Frequently asked questions

### What are the best family hotels in Sleepy Hollow?

### What hotels in Sleepy Hollow offer free breakfast?

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

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

### How much is the nightly rate at a Sleepy Hollow hotel?

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