Hotels with Swimming Pool, Highwood Chicago

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

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

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.

P5,263

P5,841 total

includes taxes & fees

Oct 4 - Oct 5

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

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

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

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

2. Courtyard by Marriott Chicago Highland Park/Northbrook

Highland Park

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

P7,253

P8,050 total

includes taxes & fees

Oct 11 - Oct 12

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

A GoBoard display in a hotel lobby with a floral mural, a reception desk, and a blue office chair.

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.

P6,267

P7,081 total

includes taxes & fees

Oct 11 - Oct 12

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

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

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.

4. 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.

P7,642

P8,710 total

includes taxes & fees

Oct 11 - Oct 12

An indoor swimming pool with clear windows, chairs, and potted plants.

A spacious lobby with a fireplace, comfortable seating, and a large TV screen.

A spacious lobby with a central reception area, a shop, and potted plants.

An outdoor patio area with brick flooring, outdoor seating with cushions, and umbrellas providing shade.

5. Hilton Garden Inn Lake Forest Mettawa

Lake Forest

Dive into poolside bliss at this lakeside sanctuary where swimming meets year-round comfort.

P8,154

P9,050 total

includes taxes & fees

Oct 23 - Oct 24

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

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

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

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

6. Homewood Suites by Hilton Chicago-Lincolnshire

Lincolnshire

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

P7,642

P8,557 total

includes taxes & fees

Oct 11 - Oct 12

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

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

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

7. 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.

P6,162

P6,900 total

includes taxes & fees

Oct 30 - Oct 31

A hotel swimming pool with two separate sections, chairs around the pool, and a sign indicating pool rules.

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

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

8. 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.

P6,880

P7,635 total

includes taxes & fees

Oct 4 - Oct 5

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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

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

8/10 Good

"Esta muy limpio y cómodo si lo recomendari"

Embassy Suites by Hilton Chicago O'Hare Rosemont

10/10 Excellent

"Check in and check out was very quick. The staff was very friendly. Food was very good and plentiful. The rooms were clean and very roomy and taken care of daily."

DoubleTree by Hilton Chicago - North Shore Conference Center

10/10 Excellent

"All good."

Hyatt Regency Deerfield

10/10 Excellent

"The breakfast is very good"

Sheraton Suites Chicago O'Hare

10/10 Excellent

"The parking is expensive. But except that great hotel and rooms are good"

Comfort Suites Chicago O'Hare Airport

10/10 Excellent

"When my flight was canceled, it was quick, easy and friendly last minute place to stay"

Frequently asked questions

What are some accommodations with pools in Highwood?

Hyatt Regency O'Hare Chicago: Hotel located near Donald E. Stephens Convention Center. Offers an indoor pool, an outdoor pool, and a snack bar/deli. Marriott Chicago O'Hare: Hotel, 5-minute walk from Donald E. Stephens Convention Center. Offers 3 restaurants, an indoor pool, and complimentary wireless internet access. Loews Chicago O'Hare Hotel: Hotel, 3-minute walk from Donald E. Stephens Convention Center. Features buffet, an indoor pool, and a 24-hour fitness center. Hilton Chicago O'Hare Airport: Features a snack bar/deli, an indoor pool, and free self parking. Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG: Hotel, 6-minute walk from Woodfield Mall. Provides complimentary wired internet access, 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 Rosewood Beach and Independence Grove Beach.

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.

Room 1

Change your mind

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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. Courtyard by Marriott Chicago Highland Park/Northbrook

3. Courtyard by Marriott Chicago Deerfield