Title: Book the Best Hotels with POOL in Highwood in 2026 | Expedia.ca

[Hotels in Highwood](https://expedia.ca/Highwood-Hotels.d115190.Travel-Guide-Hotels)[Vacation Rentals in Highwood](https://expedia.ca/Highwood-Vacation-Rentals.d115190.Travel-Guide-VacationRentals)[Highwood Car Rentals](https://expedia.ca/Car-Rentals-In-Highwood.d115190.Car-Rental-Guide)[Highwood Vacation Packages](https://expedia.ca/Highwood.d115190.Destination-Travel-Guides)

![The most delicious cookies I have ever had, I'm sure you will agree!! ](https://images.trvl-media.com/place/115190/9180d4f9-8a61-426f-90dd-5f32691eae37.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Tara Jabbari

# Find Hotels with a Pool in Highwood, IL from CA $91

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## Check availability on Highwood Hotels with a Pool

Tonight

[Jan 9 - Jan 10](https://www.expedia.ca/Hotel-Search?regionId=115190&startDate=2026-01-09&endDate=2026-01-10&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Jan 10 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=115190&startDate=2026-01-10&endDate=2026-01-11&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=115190&startDate=2026-01-09&endDate=2026-01-11&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=115190&startDate=2026-01-16&endDate=2026-01-18&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Highwood hotels with a pool

![Indoor pool, a heated pool](https://images.trvl-media.com/lodging/1000000/10000/4800/4715/d1f9a35d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Business centre](https://images.trvl-media.com/lodging/1000000/10000/4800/4715/f1e66d11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/4800/4715/f05bae97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/10000/4800/4715/w3000h1999x0y0-2fd060b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wingate by Wyndham Gurnee

[](https://www.expedia.ca/Chicago-Hotels-Wingate-By-Wyndham-Gurnee.h4715.Hotel-Information)

Gurnee

9.0/10

Wonderful

(1000)

"The staff was great!! The stay was excellent!! It right across the street from the mall and alot of food places"

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

Kanosha

CA $112

CA $125 total

includes taxes & fees

Jan 11 - Jan 12

[](https://www.expedia.ca/Chicago-Hotels-Wingate-By-Wyndham-Gurnee.h4715.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/46000000/46000000/45998300/45998278/b68c2f14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/46000000/46000000/45998300/45998278/85c927f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby lounge](https://images.trvl-media.com/lodging/46000000/46000000/45998300/45998278/99f39dd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/46000000/46000000/45998300/45998278/3855d04a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fairfield Inn & Suites by Marriott Chicago O'Hare

[](https://www.expedia.ca/Chicago-Hotels-Fairfield-Inn-Suites-By-Marriott-Chicago-OHare.h45998278.Hotel-Information)

Des Plaines

9.2/10

Wonderful

(866)

"It was very easy to get a room with short notice and staff are friendly!"

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

Shaliciah

CA $123

CA $140 total

includes taxes & fees

Feb 1 - Feb 2

[](https://www.expedia.ca/Chicago-Hotels-Fairfield-Inn-Suites-By-Marriott-Chicago-OHare.h45998278.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/60000/50200/50124/69fedfb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/60000/50200/50124/a445ac7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free continental breakfast](https://images.trvl-media.com/lodging/1000000/60000/50200/50124/03bd7e27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/60000/50200/50124/85092cc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Chicago-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Chicago-Gurnee.h50124.Hotel-Information)

Gurnee

8.0/10

Very good

(1475)

"The staff was helpful and very friendly , clean rooms and breakfast was awesome "

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

Deanna

CA $81

CA $91 total

includes taxes & fees

Jan 13 - Jan 14

[](https://www.expedia.ca/Chicago-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Chicago-Gurnee.h50124.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/2400/2368/c4fe3b8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Daily buffet breakfast (USD 19.95 per person)](https://images.trvl-media.com/lodging/1000000/10000/2400/2368/187041a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Junior Suite, 1 King Bed](https://images.trvl-media.com/lodging/1000000/10000/2400/2368/48c22511.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/1000000/10000/2400/2368/a49b63b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Westin Chicago Northwest

[](https://www.expedia.ca/Chicago-Hotels-The-Westin-Chicago-Northwest.h2368.Hotel-Information)

Itasca

8.8/10

Excellent

(1000)

"My stay was wonderful . It’s always nice and clean when I go to this hotel "

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

Whitney

CA $143

CA $160 total

includes taxes & fees

Jan 24 - Jan 25

[](https://www.expedia.ca/Chicago-Hotels-The-Westin-Chicago-Northwest.h2368.Hotel-Information)

![Seasonal outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/200/104/81f0a16c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/10000/200/104/ca54fd3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Business centre](https://images.trvl-media.com/lodging/1000000/10000/200/104/cc8fe972.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/10000/200/104/917d7698.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn Chicago - Gurnee

[](https://www.expedia.ca/Chicago-Hotels-Hampton-Inn-Chicago-Gurnee.h104.Hotel-Information)

Gurnee

8.4/10

Very good

(1001)

"It’s was an enjoyable stay "

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

Taylor

CA $107

CA $120 total

includes taxes & fees

Feb 6 - Feb 7

[](https://www.expedia.ca/Chicago-Hotels-Hampton-Inn-Chicago-Gurnee.h104.Hotel-Information)

![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/800000/791900/791825/1f53e086.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/800000/791900/791825/d232448a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast and dinner served](https://images.trvl-media.com/lodging/1000000/800000/791900/791825/0e19ee37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![One King Bed Junior Suite](https://images.trvl-media.com/lodging/1000000/800000/791900/791825/3056d65c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hilton Garden Inn Chicago North Shore/Evanston

[](https://www.expedia.ca/Chicago-Hotels-Hilton-Garden-Inn-Chicago-North-ShoreEvanston.h791825.Hotel-Information)

Downtown Evanston

8.8/10

Excellent

(1000)

"Exceptional staff and comfortable stay. Always our choice of hotel when in Evanston. "

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

Wendy

CA $139

CA $159 total

includes taxes & fees

Feb 1 - Feb 2

[](https://www.expedia.ca/Chicago-Hotels-Hilton-Garden-Inn-Chicago-North-ShoreEvanston.h791825.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/3100/3008/aa94b261.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/3100/3008/4baad5f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/3100/3008/e7431544.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/3100/3008/w3840h2558x0y0-8d332049.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hilton Chicago/Northbrook

[](https://www.expedia.ca/Chicago-Hotels-Hilton-Chicago-Northbrook.h3008.Hotel-Information)

Northbrook

8.2/10

Very good

(1001)

"The front desk was so nice. "

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

Julisa

CA $144

CA $162 total

includes taxes & fees

Jan 11 - Jan 12

[](https://www.expedia.ca/Chicago-Hotels-Hilton-Chicago-Northbrook.h3008.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/1000000/30000/21800/21767/f5c71e36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Ballroom](https://images.trvl-media.com/lodging/1000000/30000/21800/21767/40adc01a.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/1000000/30000/21800/21767/82f87330.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/30000/21800/21767/26a8e15a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hyatt Regency Deerfield

[](https://www.expedia.ca/Chicago-Hotels-Hyatt-Regency-Deerfield.h21767.Hotel-Information)

Deerfield

8.6/10

Excellent

(1006)

"Clean room check in was fast breakfast was good , will be back "

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

mayra

CA $148

CA $168 total

includes taxes & fees

Jan 10 - Jan 11

[](https://www.expedia.ca/Chicago-Hotels-Hyatt-Regency-Deerfield.h21767.Hotel-Information)

![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/10200/10101/ff8cb01f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/1000000/20000/10200/10101/da66f83b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/20000/10200/10101/6d9abe61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/10200/10101/08257068.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Renaissance Chicago Glenview Suites Hotel

[](https://www.expedia.ca/Chicago-Hotels-Renaissance-Chicago-Glenview-Suites-Hotel.h10101.Hotel-Information)

Glenview

8.8/10

Excellent

(1001)

"Clean room, great service. "

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

Katarzyna

CA $143

CA $162 total

includes taxes & fees

Jan 25 - Jan 26

[](https://www.expedia.ca/Chicago-Hotels-Renaissance-Chicago-Glenview-Suites-Hotel.h10101.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/1000000/290000/287600/287579/81b93153.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Suite, 1 King Bed, Non Smoking (One-Bedroom)](https://images.trvl-media.com/lodging/1000000/290000/287600/287579/3b4500af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily full breakfast](https://images.trvl-media.com/lodging/1000000/290000/287600/287579/05ee67b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/290000/287600/287579/9524d6f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Baymont by Wyndham Gurnee

[](https://www.expedia.ca/Chicago-Hotels-Baymont-By-Wyndham-Gurnee.h287579.Hotel-Information)

Gurnee

7.8/10

Good

(1000)

"Great breakfast."

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

Frank

CA $93

CA $104 total

includes taxes & fees

Feb 1 - Feb 2

[](https://www.expedia.ca/Chicago-Hotels-Baymont-By-Wyndham-Gurnee.h287579.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=2026-01-23&endDate=2026-01-24&regionId=115190&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true)

## Top Highwood Hotel Reviews

![Hampton Inn Chicago-O'Hare International Airport](https://images.trvl-media.com/lodging/1000000/20000/14600/14509/75d50163_y.jpg)

### Hampton Inn Chicago-O'Hare International Airport

10/10 Excellent

"The staff is great and we come back to this hotel because my son loves it here. Thank you"

[](https://expedia.ca/Chicago-Hotels-Hampton-Inn-Chicago-OHare.h14509.Hotel-Information)

![Quality Inn O'Hare Airport](https://images.trvl-media.com/lodging/1000000/20000/12700/12621/8f09eb11_y.jpg)

### Quality Inn O'Hare Airport

10/10 Excellent

"Perfect location. Having a nice restaurant onsite was a huge plus!"

[](https://expedia.ca/Chicago-Hotels-Quality-Inn-OHare-Airport.h12621.Hotel-Information)

![Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG](https://images.trvl-media.com/lodging/1000000/30000/20400/20348/9004f7ac_y.jpg)

### Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

10/10 Excellent

"The only problem with the hotel was that the shower water flooded the bathroom! Outside of that, everything was great!!!"

[](https://expedia.ca/Chicago-Hotels-Crowne-Plaza-Hotel-Chicago-OHare.h20348.Hotel-Information)

![SpringHill Suites Chicago O'Hare by Marriott](https://images.trvl-media.com/lodging/1000000/570000/561500/561495/571ff6d9_y.jpg)

### SpringHill Suites Chicago O'Hare by Marriott

10/10 Excellent

"clean room, excellent staff, close to train station"

[](https://expedia.ca/Chicago-Hotels-SpringHill-Suites-Chicago-OHare-By-Marriott.h561495.Hotel-Information)

![Staybridge Suites Chicago O'Hare - Rosemont by IHG](https://images.trvl-media.com/lodging/1000000/20000/11600/11517/3f1bd3f2_y.jpg)

### Staybridge Suites Chicago O'Hare - Rosemont by IHG

10/10 Excellent

"The room was terrific-clean & comfortable. The shuttle was wonderful. Special thanks to Sargon who took us at 4 in the morning & even offered to stop for coffee. This was a surprisingly wonderful stay."

[](https://expedia.ca/Chicago-Hotels-Staybridge-Suites-Chicago-OHare-Airport.h11517.Hotel-Information)

![Renaissance Chicago O'Hare Suites Hotel](https://images.trvl-media.com/lodging/1000000/900000/899300/899245/4bd969a1_y.jpg)

### Renaissance Chicago O'Hare Suites Hotel

10/10 Excellent

"Everything was great except for the tv , had no connection a lot of the time and couldn’t connect to prime video at all and difficult to connect to YouTube. "

[](https://expedia.ca/Chicago-Hotels-Renaissance-Chicago-OHare-Suites-Hotel.h899245.Hotel-Information)

![Holiday Inn Chicago North Shore by IHG](https://images.trvl-media.com/lodging/1000000/30000/27000/26925/1432517f_y.jpg)

### Holiday Inn Chicago North Shore by IHG

10/10 Excellent

"Very friendly and helpful staff"

[](https://expedia.ca/Chicago-Hotels-Holiday-Inn-Chicago-North-Shore.h26925.Hotel-Information)

![Embassy Suites by Hilton Chicago O'Hare Rosemont](https://images.trvl-media.com/lodging/1000000/20000/12700/12636/355ba4a6_y.jpg)

### Embassy Suites by Hilton Chicago O'Hare Rosemont

10/10 Excellent

"Great rooms, heavenly beds, wonderful breakfast, helpful staff, so many extra bonuses"

[](https://expedia.ca/Chicago-Hotels-Embassy-Suites-Chicago-OHare-Rosemont.h12636.Hotel-Information)

![Comfort Suites Chicago O'Hare Airport](https://images.trvl-media.com/lodging/1000000/670000/665000/664918/f3b451c4_y.jpg)

### Comfort Suites Chicago O'Hare Airport

10/10 Excellent

"Yes"

[](https://expedia.ca/Chicago-Hotels-Comfort-Suites-Schiller-Park-Chicago-OHare-Airport.h664918.Hotel-Information)

## Frequently asked questions

### What are some accommodations with pools in Highwood?

### What is there to see and do in Highwood?

### When is the best time to book a hotel with a pool in Highwood?

### What's the best way to travel around Highwood?

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- [Flights to Deerfield ](https://www.expedia.ca/Cheap-Flights-To-Deerfield.d7613.Travel-Guide-Flights)
- [Flights from Toronto (YYZ) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/yyz/ord/toronto-to-chicago)

- [Visit Deerfield ](https://www.expedia.ca/Deerfield.dx7613)

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