TOP Hotels with Swimming Pool in Highwood, IL for 2026

Q: What are some accommodation options with pools in Highwood?

Hyatt Regency O'Hare Chicago : Hotel steps from Rosemont Theatre. Offers 3 restaurants, an indoor pool and complimentary wireless Internet access. Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG : Hotel, 7-minute walk from Allstate Arena. Offers complimentary wireless Internet access, an indoor pool and Smart televisions. Hilton Chicago O'Hare Airport : Hotel, 3-minute walk from Donald E. Stephens Convention Center. Features buffet, an indoor pool and a 24-hour fitness centre. Comfort Suites Chicago O'Hare Airport : Provides a snack bar/deli, an indoor pool and free self parking. 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.

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Our top choices for Highwood hotels with a pool

1. 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.

₹11,188 total

includes taxes & fees

24 Aug - 25 Aug

2. 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.

₹14,482 total

includes taxes & fees

16 Aug - 17 Aug

3. 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.

₹10,897 total

includes taxes & fees

10 Aug - 11 Aug

4. Hyatt Regency Deerfield

Deerfield

Splash into serenity at this indoor pool retreat where relaxation meets refreshing luxury.

₹13,686 total

includes taxes & fees

14 Aug - 15 Aug

5. Residence Inn By Marriott Chicago Deerfield

Deerfield

Splash into summer at this hotel's seasonal outdoor pool, complete with sun loungers and poolside firepit.

₹16,101 total

includes taxes & fees

23 Aug - 24 Aug

6. 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.

₹11,316 total

includes taxes & fees

16 Aug - 17 Aug

7. Courtyard by Marriott Chicago Highland Park/Northbrook

Highland Park

Luxurious indoor pool sanctuary awaits after hiking Lake Michigan's scenic trails.

₹11,358 total

includes taxes & fees

16 Aug - 17 Aug

8. Staybridge Suites Chicago - Glenview by IHG

Glenview

Splash into pure serenity at this indoor pool oasis, where comfortable loungers invite post-swim relaxation.

₹11,699 total

includes taxes & fees

23 Aug - 24 Aug

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Choose what matters most at hotels with a pool in Highwood

Breakfast included

Hot tub

Top Highwood Hotel Reviews

SpringHill Suites Chicago O'Hare by Marriott

8/10 Good

"It's paid parking. And there's not allot. Nice rooms, got a single king suite with "separate" sitting area with sofa bed. Separated by half a wall so you can see part of the window and feet of the people sleeping on the bed from the door. Not very private as the bathroom door is visible from the bed, door, and sofa. Kitchenette is across from sofa bed and also separated from bathroom door by half a wall. Pool is... acceptable for kids. Restrooms with no showers in the same room as the pool."

Marriott Chicago O'Hare

10/10 Excellent

"Flight was canceled and made a last minute reservation at this lovely hotel. The highlight was the amazing front desk staff members Kamar and Gretta. They were patient, caring and had a genuine desire to make my stay enjoyable. I'm so glad I encountered them and their diligence in locating my difficult to find reservation. Many thanks and blessings to them. Also, the shuttle to and from the airport was great. Really had a wonderful stay. Oh, the restaurant food and staff was fantastic!"

Great Wolf Lodge Illinois

8/10 Good

"Only thing that made me take a star away was I looked a week ago on a Tuesday and the price with my rewards was 82 a night, I went to book the next day and it jumped up to 233. I thought that was pretty bogus but guess I should have booked right away. Wanted to book somewhere else when I saw the second price but I had already told my son about it and it was his birthday so I felt I could t take it back. Kinda crazy they change the pricing that much overnight."

Frequently asked questions

What are some accommodation options with pools in Highwood?

Hyatt Regency O'Hare Chicago: Hotel steps from Rosemont Theatre. Offers 3 restaurants, an indoor pool and complimentary wireless Internet access. Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG: Hotel, 7-minute walk from Allstate Arena. Offers complimentary wireless Internet access, an indoor pool and Smart televisions. Hilton Chicago O'Hare Airport: Hotel, 3-minute walk from Donald E. Stephens Convention Center. Features buffet, an indoor pool and a 24-hour fitness centre. Comfort Suites Chicago O'Hare Airport: Provides a snack bar/deli, an indoor pool and free self parking. 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.

What is there to see and do in Highwood?

Explore places such as Six Flags Great America while you're in the area. Enjoy a stroll along the shore at Rosewood Beach and North Beach.

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

You may want to consider a place to stay with an outdoor swimming pool if you'll be visiting Highwood in the warmest months of July, August or September, when the average temperature is 21°C. Accommodation with an indoor pool may be the way to go if you are visiting during the coldest months of January, February or December, when the average temperature is -1°C.

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 explore the surrounding area, hop aboard a train at Highwood Station or Highland Park Fort Sheridan Station. Highwood might not have very many public transport options to choose from, so consider a car rental to maximise your time.

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Check availability on Highwood Hotels with Swimming Pool

Our top choices for Highwood hotels with a pool

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

2. Embassy Suites by Hilton Chicago North Shore Deerfield

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

4. Hyatt Regency Deerfield

5. Residence Inn By Marriott Chicago Deerfield

6. Courtyard by Marriott Chicago Deerfield

7. Courtyard by Marriott Chicago Highland Park/Northbrook

8. Staybridge Suites Chicago - Glenview by IHG

9. Homewood Suites by Hilton Chicago-Lincolnshire

10. Home2 Suites by Hilton Lincolnshire Chicago

Choose what matters most at hotels with a pool in Highwood

Top Highwood Hotel Reviews

SpringHill Suites Chicago O'Hare by Marriott

Comfort Suites Chicago O'Hare Airport

Hyatt Regency Deerfield

Sheraton Suites Chicago O'Hare

Marriott Chicago O'Hare

Great Wolf Lodge Illinois

Renaissance Chicago North Shore Hotel

Loews Chicago O'Hare Hotel

Holiday Inn Chicago North-Evanston by IHG

Frequently asked questions

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Search Hotels with Swimming Pool in Highwood

Change your mind

Treat yourself

Be picky

Check availability on Highwood Hotels with Swimming Pool

Our top choices for Highwood hotels with a pool

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

2. Embassy Suites by Hilton Chicago North Shore Deerfield

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

4. Hyatt Regency Deerfield

5. Residence Inn By Marriott Chicago Deerfield

6. Courtyard by Marriott Chicago Deerfield

7. Courtyard by Marriott Chicago Highland Park/Northbrook

8. Staybridge Suites Chicago - Glenview by IHG

9. Homewood Suites by Hilton Chicago-Lincolnshire

10. Home2 Suites by Hilton Lincolnshire Chicago

Choose what matters most at hotels with a pool in Highwood

Top Highwood Hotel Reviews

SpringHill Suites Chicago O'Hare by Marriott

Frequently asked questions

Explore a world of travel with Expedia