Book the Best Hotels with POOL in Highland Hills in 2026

Q: What are some accommodations with pools in Highland Hills?

SureStay Plus Hotel by Best Western Chicago Lombard : Hotel, 6-minute walk from Chicago Riverwalk. Provides a snack bar/deli, an indoor pool, and complimentary wireless internet access. Hyatt Regency O'Hare Chicago : Hotel located near Donald E. Stephens Convention Center. Features an indoor pool, an outdoor pool, and a snack bar/deli. Hyatt Place Chicago/Downtown - The Loop : Hotel, 10-minute walk from Willis Tower. Offers a snack bar/deli, a seasonal outdoor pool, and complimentary wireless internet access. 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. Holiday Inn & Suites Chicago - Downtown by IHG : Hotel, 7-minute walk from Allstate Arena. Features complimentary wireless internet access, an indoor pool, and Smart TVs.

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Our top choices for Highland Hills hotels with a pool

A large indoor swimming pool with clear blue water, surrounded by wooden chairs and tables, and walls with a patterned tile design.

1. The Westin Chicago Lombard

Lombard

Serene indoor swimming sanctuary with temperature-controlled waters and plush poolside loungers for year-round aquatic relaxation.

CA $222 total

includes taxes & fees

Oct 25 - Oct 26

An indoor swimming pool with clear blue water, surrounded by lounge chairs and tables, under a high ceiling with visible structural beams.

2. Hyatt Place Chicago/Lombard/Oak Brook

Lombard

Splash into relaxation at this indoor pool retreat with a well-maintained fitness centre nearby.

CA $158 total

includes taxes & fees

Nov 12 - Nov 13

An indoor swimming pool with clear blue water, surrounded by lounge chairs and potted plants.

3. Embassy Suites by Hilton Chicago Lombard Oak Brook

Lombard

Splash into serenity at this hotel's indoor sanctuary pool, perfect for all-season swimming enjoyment.

CA $181 total

includes taxes & fees

Nov 1 - Nov 2

A rectangular swimming pool with a metal ladder, surrounded by lounge chairs and a brick building with windows.

4. Best Western Chicago - Downers Grove

Downers Grove

Soak in sunshine at this Chicago-area outdoor pool, where loungers beckon for ultimate relaxation.

CA $120 total

includes taxes & fees

Nov 2 - Nov 3

A golf course with a swimming pool, lounge area, and a pond.

5. Hilton Chicago/Oak Brook Hills Resort & Conference Center

Oak Brook

Dive into a poolside oasis with year-round swimming at this upscale golf resort.

CA $217 total

includes taxes & fees

Nov 2 - Nov 3

An indoor swimming pool with tiled flooring, a clear blue pool, and a ceiling with recessed lighting.

6. Hampton Inn & Suites Downers Grove Chicago

Downers Grove

Enjoy a refreshing pool escape at this Chicago-area hotel, where the indoor aquatic retreat complements stylish accommodations.

CA $215 total

includes taxes & fees

Oct 25 - Oct 26

A poolside area with lounge chairs and a swimming pool.

7. Hyatt Lodge Oak Brook Chicago

Oak Brook

Discover serene luxury at this lakeside hotel where an indoor pool sanctuary awaits, surrounded by lush forests and hiking trails.

CA $250 total

includes taxes & fees

Oct 25 - Oct 26

An indoor swimming pool with a wooden ceiling and large windows.

8. Crowne Plaza Lombard Downers Grove by IHG

Glen Ellyn

Dive into refreshing year-round swims in the immaculately maintained indoor pool, a peaceful aquatic sanctuary for rejuvenation.

CA $174 total

includes taxes & fees

Nov 12 - Nov 13

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

Breakfast included

4 stars

Top Highland Hills Hotel Reviews

Embassy Suites by Hilton Chicago Lombard Oak Brook

8/10 Good

"The hotel was well maintained and looked very nice! The room furniture was clean but looks older. Breakfast was good. Overall, I would be happy to stay at this hotel in the future."

Frequently asked questions

What are some accommodations with pools in Highland Hills?

SureStay Plus Hotel by Best Western Chicago Lombard: Hotel, 6-minute walk from Chicago Riverwalk. Provides a snack bar/deli, an indoor pool, and complimentary wireless internet access. Hyatt Regency O'Hare Chicago: Hotel located near Donald E. Stephens Convention Center. Features an indoor pool, an outdoor pool, and a snack bar/deli. Hyatt Place Chicago/Downtown - The Loop: Hotel, 10-minute walk from Willis Tower. Offers a snack bar/deli, a seasonal outdoor pool, and complimentary wireless internet access. 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. Holiday Inn & Suites Chicago - Downtown by IHG: Hotel, 7-minute walk from Allstate Arena. Features complimentary wireless internet access, an indoor pool, and Smart TVs.

What is there to see and do in Highland Hills?

Make a point to visit attractions like Morton Arboretum and Addison Ice Arena. During your stay, check out sights such as Yorktown Shopping Center, Oakbrook Center Mall, and Drury Lane Theater. Highland Hills appeals to visitors with its array of dining options and major shopping area.

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

You may want to consider an accommodation that has an outdoor pool if you plan to visit in the warmest months of July, August, or June when the average temp is 71°F. Lodging with an indoor pool may be what you want if you come to town during the coldest months of January, February, or December when the average temperature is 30°F.

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