Hotels with Swimming Pool, Highland Park Chicago

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Our top choices for Highland Park hotels with a pool

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

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

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

A modern living room with a fireplace, comfortable seating, and large windows.

1. Courtyard by Marriott Chicago Highland Park/Northbrook

Highland Park

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

P6,723

P7,462 total

includes taxes & fees

Nov 1 - Nov 2

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

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

A spacious lobby with a fireplace, comfortable seating, and a high ceiling with multiple balconies.

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

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.

P7,668

P8,740 total

includes taxes & fees

Oct 18 - Oct 19

A modern living room with a fireplace, leather armchairs, a round coffee table, and a sofa.

An outdoor patio with a fire pit, wicker furniture, and a pool in the background.

A hotel room with a sofa, a bed, a nightstand, and a large window with sheer curtains.

3. Residence Inn By Marriott Chicago Deerfield

Deerfield

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

P9,352

P10,566 total

includes taxes & fees

Nov 8 - Nov 9

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

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

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.

4. 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.

P5,282

P5,861 total

includes taxes & fees

Oct 18 - Oct 19

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

A modern bathroom with a large mirror, a sink, and a shower area.

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

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

5. Hyatt Regency Deerfield

Deerfield

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

P7,951

P8,983 total

includes taxes & fees

Nov 1 - Nov 2

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 spacious dining area with multiple tables and chairs, a stone accent wall, and a flat-screen TV mounted above the fireplace.

6. Homewood Suites by Hilton Chicago-Lincolnshire

Lincolnshire

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

P6,896

P7,723 total

includes taxes & fees

Nov 8 - Nov 9

A swimming pool with lounge chairs and umbrellas, surrounded by a tiled deck and a white tent structure.

A modern hotel room with a flat-screen TV, a sofa, a blue ottoman, a bed, and a large window with sheer curtains.

A modern bathroom with a bathtub, shower, and a mirror with a towel rack.

A modern hotel lobby with a wooden reception desk, a patterned wall, and a mirror reflecting the room.

7. Chicago Marriott Suites Deerfield

Deerfield

Splash into summer at this upscale hotel where sun loungers surround a seasonal outdoor pool and relaxation awaits.

P8,484

P9,585 total

includes taxes & fees

Oct 31 - Nov 1

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

A hotel room with a wooden desk, a flat-screen TV, a desk lamp, a chair, and a large mirror.

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

8. 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.

P6,124

P6,858 total

includes taxes & fees

Oct 30 - Oct 31

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Choose what matters most at hotels with a pool in Highland Park

Breakfast included

Hot tub

4 stars

5 stars

Spa

Top Highland Park Hotel Reviews

Hilton Chicago O'Hare Airport

10/10 Excellent

"Excellent staff and friendly helpful. Excellent stay and will stay again."

Hyatt Regency O'Hare Chicago

8/10 Good

"Room I checked into had non-functioning balcony doors. The front desk was helpful and sent over an engineer who confirmed the doors didn’t open. They relocated me to another room with a closet that had a very strong odor and a vent in the bathroom that smelled like food. The phone probably hadn’t been wiped in forever - it had gunky crusted stuff in the creases. It’s an older hotel that feels tired. Thankfully I only had an overnight stay. The front desk was very helpful, but I wouldn’t stay there again."

Holiday Inn Chicago North-Evanston by IHG

10/10 Excellent

"Nice!"

Sheraton Suites Chicago O'Hare

10/10 Excellent

"Very cool room"

Hampton Inn Chicago-O'Hare International Airport

10/10 Excellent

"I could only find 1 washing machine, which was always full."

Marriott Chicago O'Hare

10/10 Excellent

"I think everything was excellent"

Frequently asked questions

What are some accommodations with pools in Highland Park?

The Chicago Hotel Collection Ambassador Gold Coast: Hotel located near Donald E. Stephens Convention Center. Provides an indoor pool, an outdoor pool, and a snack bar/deli. Hyatt Regency O'Hare Chicago: Hotel, 7-minute walk from Allstate Arena. Offers complimentary wireless internet access, an indoor pool, and Smart TVs. Marriott Chicago O'Hare: Hotel, 5-minute walk from Donald E. Stephens Convention Center. Provides 3 restaurants, an indoor pool, and complimentary wireless internet access. Loews Chicago O'Hare Hotel: Hotel, 6-minute walk from Woodfield Mall. Features complimentary wired internet access, an indoor pool, and free self parking. Hilton Chicago O'Hare Airport: Hotel, 3-minute walk from Donald E. Stephens Convention Center. Provides buffet, an indoor pool, and a 24-hour fitness center.

What is there to see and do in Highland Park?

Explore places like Lake Michigan while you're in Highland Park. The picturesque setting of Chicago Botanic Garden showcases the area's natural beauty. The gardens, restaurants, and shopping are just some of the things to enjoy while you're in the area.

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

You may want to consider a place to stay that offers an outdoor pool if you plan to visit Highland Park in the hottest 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 visit during the coldest months of January, February, or December when the average temp is 30°F.

What's the best way to travel around Highland Park?

Knowing the transportation options in Highland Park can help you enjoy the area beyond your hotel pool. If you want to see more of the area, ride aboard a train from Highland Park Station, Highland Park Ravinia Station, or Highland Park Ravinia Park Station. Highland Park may not have many public transit choices so consider renting a car to explore more.

Room 1

Change your mind

Treat yourself

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Check availability on Highland Park Hotels with Swimming Pool

Our top choices for Highland Park hotels with a pool

1. Courtyard by Marriott Chicago Highland Park/Northbrook

2. Embassy Suites by Hilton Chicago North Shore Deerfield

3. Residence Inn By Marriott Chicago Deerfield