Title: Book the Best Sleepy Hollow Ski Hotels in 2025 from CA $153 | Expedia.ca

  

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# Find Ski Hotels in Sleepy Hollow, IL from CA $153

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## Check availability on Sleepy Hollow Ski Hotels

Tonight

[Oct 14 - Oct 15](https://www.expedia.ca/Hotel-Search?regionId=6132427&startDate=2025-10-14&endDate=2025-10-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Oct 15 - Oct 16](https://www.expedia.ca/Hotel-Search?regionId=6132427&startDate=2025-10-15&endDate=2025-10-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6132427&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6132427&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Top Sleepy Hollow Ski Hotels

![Exterior](https://images.trvl-media.com/lodging/4000000/3540000/3538400/3538327/232aa080.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Banquet hall](https://images.trvl-media.com/lodging/4000000/3540000/3538400/3538327/4563bf5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/4000000/3540000/3538400/3538327/53aeaa2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Couples treatment rooms, steam room, body treatments](https://images.trvl-media.com/lodging/4000000/3540000/3538400/3538327/4651444a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### JW Marriott Chicago

Downtown Chicago

9.2/10

Wonderful

(1007)

"Beautiful hotel and good service. "

CA $301

CA $396 total

includes taxes & fees

Nov 14 - Nov 15

[](https://www.expedia.ca/Chicago-Hotels-JW-Marriott-Chicago.h3538327.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/2000000/1700000/1690600/1690548/ef211bfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, premium bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/2000000/1700000/1690600/1690548/92df4fbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Club Suite, 1 Bedroom, Terrace](https://images.trvl-media.com/lodging/2000000/1700000/1690600/1690548/b05818ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/2000000/1700000/1690600/1690548/845af4a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Westin Chicago Lombard

Lombard

8.8/10

Excellent

(1096)

"Great location. Plenty of shopping in walking distance."

CA $166

CA $184 total

includes taxes & fees

Oct 31 - Nov 1

[](https://www.expedia.ca/Chicago-Hotels-The-Westin-Chicago-Lombard.h1690548.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/13300/13266/0173b9c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Panoramic Room | City view](https://images.trvl-media.com/lodging/1000000/20000/13300/13266/f3d4f530.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, lunch and dinner served](https://images.trvl-media.com/lodging/1000000/20000/13300/13266/fb7f1732.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Panoramic Room](https://images.trvl-media.com/lodging/1000000/20000/13300/13266/1bb253c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hyatt Regency Lisle near Naperville

Lisle

7.6/10

Good

(1021)

"Staff was very nice hotel room was very clean"

CA $138

CA $153 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Chicago-Hotels-Hyatt-Regency-Lisle-Near-Naperville.h13266.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76930000/76925600/76925599/267c108a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/77000000/76930000/76925600/76925599/76aa0a15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, Netflix, Hulu, books](https://images.trvl-media.com/lodging/77000000/76930000/76925600/76925599/b02b5cf2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76930000/76925600/76925599/b071d2aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central

Lisle

9.4/10

Exceptional

(16)

"Convenient location to family that lives in the area"

CA $134

CA $370 total

includes taxes & fees

Oct 15 - Oct 16

[](https://www.expedia.ca/Chicago-Hotels-VERY-Close-To-Colleges.h76925599.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=2025-10-28&endDate=2025-10-29&regionId=6132427&adults=2&location_highlights_explore=ski&sort=RECOMMENDED&openPlayBack=true)

## Top Sleepy Hollow Hotel Reviews

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