Highwood Hotels with Pool, Chicago: Highwood Hotel Guide

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Our top choices for Highwood hotels with a pool

A large indoor swimming pool with multiple lounge chairs and a blue chair in the center.

A hotel room with a large bed, a desk, a chair, a television, and a sofa.

A multi-story building with a parking lot in front.

A spacious dining area with multiple tables and chairs, large windows, and a central decorative plant.

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.

€81

includes taxes & fees

4 Oct - 5 Oct

A pool area with a glass-enclosed patio, furnished seating, and a clear view of the surrounding buildings.

A Courtyard by Marriott hotel with a well-lit entrance, landscaped surroundings, and a modern architectural design.

A modern outdoor seating area with a fire pit, wicker furniture, and a building with balconies in the background.

A modern bar area with a bar counter, seating, and a menu board.

2. Courtyard by Marriott Chicago Highland Park/Northbrook

Highland Park

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

€111

includes taxes & fees

20 Sept - 21 Sept

A poolside area with lounge chairs and umbrellas, a pool, and a view of a building with balconies.

A poolside table with a metal bucket containing wine bottles and glasses, and a bowl of fruit.

A Marriott Courtyard hotel with a large entrance and well-lit surroundings.

A hotel lobby with a bar area, seating arrangements, and a counter.

3. 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.

€106

includes taxes & fees

9 Sept - 10 Sept

A swimming pool with clear water, surrounded by lounge chairs and tables, large windows with a view of trees and buildings, and a ceiling with recessed lighting.

A modern lounge area with leather sofas, armchairs, and a fireplace.

A hotel room with a large bed, a desk with a chair, a nightstand, a wall-mounted mirror, and a window.

A modern restaurant with a bar area, a large dining table with chairs, and a fireplace.

4. 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.

€94

includes taxes & fees

2 Oct - 3 Oct

A spacious lobby with a central seating area, a piano, and a large window overlooking a garden.

A spacious dining area with multiple tables, chairs, and a central fireplace.

An outdoor seating area with sofas, tables, and chairs, surrounded by greenery and a building with an arched entrance.

A conference room with rows of chairs facing a large screen, a podium, and a blue-lit ceiling.

5. Hyatt Regency Deerfield

Deerfield

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

€123

includes taxes & fees

20 Sept - 21 Sept

An indoor swimming pool with clear water, a lifeguard station, and a sign indicating "Lifeguard on Duty".

An outdoor patio area with a stone fire pit, seating, and a barbecue grill.

A spacious lobby with a high ceiling, stone pillars, and a central seating area with blue and brown chairs.

A hotel entrance with a sign reading "Homewood Suites Hilton".

6. Homewood Suites by Hilton Chicago-Lincolnshire

Lincolnshire

Refreshing indoor pool sanctuary offers sun loungers and cosy fireside relaxation.

€134

includes taxes & fees

13 Sept - 14 Sept

An indoor swimming pool with a lifeguard chair, a bench, and a potted plant.

A compact kitchen with a microwave, coffee maker, and a small refrigerator.

A hotel room with a bed, a desk with a lamp, a shower area, and a television.

7. 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.

€109

includes taxes & fees

8 Sept - 9 Sept

A heated indoor pool area with a hot tub, seating, and large windows.

A multi-story building with a sign reading "Embassy Suites."

A bar area with wooden chairs and tables, a counter with bottles and glasses, and a wooden ceiling structure.

A spacious outdoor lounge area with multiple seating options including sofas and chairs, arranged around a central coffee table.

8. 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.

€125

includes taxes & fees

4 Oct - 5 Oct

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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

DoubleTree by Hilton Chicago - North Shore Conference Center

10/10 Excellent

"The location is excellent, close to a variety of restaurants and shopping. I was using Uber/Lyft to get around, but could easily walk to nearby businesses and restaurants. This is an older property that has been nicely modernized and is well maintained. The floor mounted air conditioning unit was very quiet, even at high speed, and the wall mounted temperature control worked well. Because it is an older property it did not have a lot of plugins, but they were sufficient. I appreciated the low slung dresser which had ample storage, and there was a room safe. The location is not near a highway and the room was quiet at night. The TV quality was good. My only wish, which applies to almost all hotels these days, is that I wish there was more than one hook in the room."

Embassy Suites by Hilton Chicago O'Hare Rosemont

10/10 Excellent

"Convenient location, clean rooms, good food, al Good"

Hyatt Place Chicago/O'Hare Airport

8/10 Good

"Room was fine Air con was noisy, shower was great location good. Breakfast was a letdown in terms of quality"

Hyatt Regency O'Hare Chicago

10/10 Excellent

"Had a quiet and productive weekend. Will definitely stay here again. Thanks"

DoubleTree by Hilton Chicago O'Hare Airport - Rosemont

10/10 Excellent

"The front desk staff was extremely helpful and friendly. Nice large shower."

Comfort Suites Chicago O'Hare Airport

10/10 Excellent

"All around, great stay!"

Holiday Inn Chicago North-Evanston by IHG

10/10 Excellent

"We felt the Holiday Inn was quite the bang for the buck. Close enough to the train stations to be convenient, but not so far out of the city to take a long time. Access to Chicago proper was very easy, and there were a lot of good and reasonably priced restaurants in the Evanston area. Rooms are comfortable & reasonably clean"

SpringHill Suites Chicago O'Hare by Marriott

10/10 Excellent

"Great room large size. Comfortable bed and pillows. Great breakfast in the morning."

Frequently asked questions

What are some accommodation options with pools in Highwood?

Hyatt Regency O'Hare Chicago: Hotel, 7-minute walk from Allstate Arena. Provides 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. Holiday Inn Chicago O'Hare – Rosemont by IHG: Hotel, 5-minute walk from Donald E. Stephens Convention Center. Offers 3 restaurants, an indoor pool and complimentary wireless Internet access. Embassy Suites by Hilton Chicago O'Hare Rosemont: Hotel located near Donald E. Stephens Convention Center. Provides an indoor pool, an outdoor pool and a snack bar/deli. Comfort Suites Chicago O'Hare Airport: Hotel located near Northwestern University. Offers a seasonal outdoor pool, an indoor pool and free self parking.

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 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 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.

Room 1

Change your mind

Treat yourself

Be picky

Check availability on Highwood Hotels with Pool

Our top choices for Highwood hotels with a pool

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

2. Courtyard by Marriott Chicago Highland Park/Northbrook

3. Courtyard by Marriott Chicago Deerfield