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Find Hotels with a Pool in Highwood, IL

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Check availability on Highwood Hotels with a Pool

Tonight
Aug 30 - Aug 31
Tomorrow
Aug 31 - Sep 1
Next weekend
Sep 4 - Sep 6
In two weeks
Sep 11 - Sep 13

Our top choices for Highwood hotels with a pool

1. La Quinta Inn & Suites by Wyndham Bannockburn-Deerfield

La Quinta Inn & Suites by Wyndham Bannockburn-Deerfield
Deerfield
  • Dive into a refreshing retreat with an indoor pool that makes a splash in this family-friendly escape.
NT$2,930
NT$3,251 total
includes taxes & fees
Sep 27 - Sep 28
La Quinta Inn & Suites by Wyndham Bannockburn-Deerfield

2. Courtyard by Marriott Chicago Highland Park/Northbrook

Courtyard by Marriott Chicago Highland Park/Northbrook
Highland Park
  • Luxurious indoor pool sanctuary awaits after hiking Lake Michigan's scenic trails.
NT$3,383
NT$3,755 total
includes taxes & fees
Sep 7 - Sep 8
Courtyard by Marriott Chicago Highland Park/Northbrook

3. Courtyard by Marriott Chicago Deerfield

Courtyard by Marriott Chicago Deerfield
Deerfield
  • Dive into aquatic bliss at this Chicago hotel's inviting indoor pool, perfect for year-round swimming near Lake Michigan.
NT$3,172
NT$3,584 total
includes taxes & fees
Sep 7 - Sep 8
Courtyard by Marriott Chicago Deerfield

4. Hampton Inn & Suites Chicago/Lincolnshire

Hampton Inn & Suites Chicago/Lincolnshire
Lincolnshire
  • Splash into serenity at this hotel with an indoor pool that's clean, refreshing, and always the perfect temperature.
NT$3,564
NT$3,991 total
includes taxes & fees
Sep 11 - Sep 12
Hampton Inn & Suites Chicago/Lincolnshire

5. Holiday Inn Express & Suites Chicago-Deerfield/Lincolnshire by IHG

Holiday Inn Express & Suites Chicago-Deerfield/Lincolnshire by IHG
Riverwoods
  • Plunge into pool perfection with a warm, soothing indoor swim and bubbling hot tub after exploring Chicago's attractions.
NT$3,478
NT$3,860 total
includes taxes & fees
Sep 20 - Sep 21
Holiday Inn Express & Suites Chicago-Deerfield/Lincolnshire by IHG

6. Hyatt Regency Deerfield

Hyatt Regency Deerfield
Deerfield
  • Splash into serenity at this indoor pool retreat where relaxation meets refreshing luxury.
NT$4,005
NT$4,524 total
includes taxes & fees
Aug 31 - Sep 1
Hyatt Regency Deerfield

7. Embassy Suites by Hilton Chicago North Shore Deerfield

Embassy Suites by Hilton Chicago North Shore Deerfield
Deerfield
  • Pool paradise with a side of relaxation awaits at this refreshing getaway with indoor swimming and hot tub.
NT$4,200
NT$4,787 total
includes taxes & fees
Sep 7 - Sep 8
Embassy Suites by Hilton Chicago North Shore Deerfield

8. Homewood Suites by Hilton Chicago-Lincolnshire

Homewood Suites by Hilton Chicago-Lincolnshire
Lincolnshire
  • Refreshing indoor pool sanctuary offers sun loungers and cozy fireside relaxation.
NT$4,382
NT$4,907 total
includes taxes & fees
Sep 6 - Sep 7
Homewood Suites by Hilton Chicago-Lincolnshire

9. Residence Inn By Marriott Chicago Deerfield

Residence Inn By Marriott Chicago Deerfield
Deerfield
  • Splash into summer at this hotel's seasonal outdoor pool, complete with sun loungers and poolside firepit.
NT$4,711
NT$5,323 total
includes taxes & fees
Sep 20 - Sep 21
Residence Inn By Marriott Chicago Deerfield

10. Hilton Garden Inn Lake Forest Mettawa

Hilton Garden Inn Lake Forest Mettawa
Lake Forest
  • Dive into poolside bliss at this lakeside sanctuary where swimming meets year-round comfort.
NT$4,382
NT$4,863 total
includes taxes & fees
Sep 10 - Sep 11
Hilton Garden Inn Lake Forest Mettawa
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Choose what matters most at hotels with a pool in Highwood

Breakfast included
Hot tub
4 stars
5 stars
Spa

Top Highwood Hotel Reviews

Embassy Suites by Hilton Chicago O'Hare Rosemont

Embassy Suites by Hilton Chicago O'Hare Rosemont

8/10 Good
"I appreciated that there was a bus that picked us up and dropped us off at the airport. There is only one hour between 2:30-3:30am that they aren’t actively offering this service daily. Staff even was kind enough to offer us early check in since a room was available."
Allison 2-night trip
Posted less than an hour ago
Embassy Suites by Hilton Chicago O'Hare Rosemont
DoubleTree by Hilton Chicago - North Shore Conference Center

DoubleTree by Hilton Chicago - North Shore Conference Center

8/10 Good
"Hotel room was super clean and more spacious than I thought! Staff was welcoming and gave warm cookies. Bathroom included shampoo, conditioner, body wash and lotion which is a plus. I would recommend staying here. Plenty of onsite parking available as well."
Carol 2-night trip
Posted 1 hour ago
DoubleTree by Hilton Chicago - North Shore Conference Center
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

10/10 Excellent
"Breakfast was not free, bed were not that comfortable...but hotel was very nice."
Tim 3-night trip
Posted 5 hours ago
Hyatt Regency O'Hare Chicago
Quality Inn O'Hare Airport

Quality Inn O'Hare Airport

10/10 Excellent
"Very clean room, comfortable bed. Airport shuttle was excellent. If you expect a new, updated facility, it isn't. There is a small step up into the bathroom. The air conditioning works, but I could not adjust the temperature or the fan.. Musty smell in the hallway. You can hear the traffic, as well as people talking in the hallway.."
Jeanne 1-night trip
Posted 6 hours ago
Quality Inn O'Hare Airport
SpringHill Suites Chicago O'Hare by Marriott

SpringHill Suites Chicago O'Hare by Marriott

10/10 Excellent
"Really enjoyed our stay. The hotel is located in a quiet area very close to the Cumberland station with Park and Ride for taking the Blue Line into the city. Airplanes do fly over but we didn't hear them in our room. The only thing is the water pressure was a little bad. Will stay again!"
Mindy 2-night trip
Posted 6 hours ago
SpringHill Suites Chicago O'Hare by Marriott
Hyatt Regency Deerfield

Hyatt Regency Deerfield

10/10 Excellent
"I stayed for 2 nights because I was in town for the BTS concert, and overall, everything was perfect. The place was very clean, welcoming, and I genuinely enjoyed my stay. The only issue I had was with the check-in process. I did check in about 2 hours early, and I was told there would be a $25 early check-in fee, which I was completely okay with. However, when I went to pay, my original total was $301.82( including the tax) and all of a sudden it increased to $401.81, which is almost $100 more. I was very confused because I was specifically told the early check-in would only be a $25 upcharge. I really did love staying here, and everything else was great, but being charged an unexpected extra $100 was honestly pretty frustrating and felt excessive, especially when I was told the fee would only be $25. I would definitely stay here again, but I would just hope the pricing and additional fees are communicated more clearly beforehand."
Isabella 2-night trip
Posted 6 hours ago
Hyatt Regency Deerfield
Marriott Chicago O'Hare

Marriott Chicago O'Hare

10/10 Excellent
"The pool lived up to the hype and the kids had a blast! The staff went above and beyond to help us feel at home and get settled in."
Emily 1-night trip
Posted 7 hours ago
Marriott Chicago O'Hare
Holiday Inn Chicago North-Evanston by IHG

Holiday Inn Chicago North-Evanston by IHG

8/10 Good
"The women at the front desk were very helpful, very smart, knowledgeable and would go out of their way to help. What prevents 5 stars is the $18 for parking."
Timothy 1-night trip
Posted 16 hours ago
Holiday Inn Chicago North-Evanston by IHG

Frequently asked questions

What are some accommodations with pools in Highwood?
Hilton Chicago O'Hare Airport: Hotel, 5-minute walk from Donald E. Stephens Convention Center. Provides 3 restaurants, an indoor pool, and complimentary wireless internet access. Hyatt Regency O'Hare Chicago: Hotel, 7-minute walk from Allstate Arena. Features complimentary wireless internet access, an indoor pool, and Smart TVs. Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG: Hotel, 3-minute walk from Donald E. Stephens Convention Center. Features buffet, an indoor pool, and a 24-hour fitness center. Holiday Inn Chicago O'Hare – Rosemont by IHG: Hotel located near Donald E. Stephens Convention Center. Offers an indoor pool, an outdoor pool, and a snack bar/deli. Comfort Suites Chicago O'Hare Airport: Offers a snack bar/deli, an indoor pool, and free self parking.
What is there to see and do in Highwood?
Explore places like Six Flags Great America while you're in the area. Enjoy a stroll along the shore at Loyola Beach and North Shore Beach Park.
When is the best time to book a hotel with a pool in Highwood?
You may want to consider a place to stay that has an outdoor pool if you plan to visit Highwood in the warmest months of July, August, or September when the average temperature is 69°F. Lodging with an indoor pool may be the way to go if you come to town during the coldest months of January, February, or December when the average temperature is 30°F.
What's the best way to travel around Highwood?
Knowing the transportation options in Highwood can help you enjoy the area beyond your hotel pool. To venture out into the surrounding area, hop aboard a train at Highwood Station or Highland Park Fort Sheridan Station. Highwood might not have many public transit options to choose from so consider a car rental to maximize your time.

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