The Best Hillside Hotels with Pools from $75 - Hotels with indoor pools in Hillside, IL

A lush green valley with a winding road, steep mountains, and a misty atmosphere.

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Our top choices for Hillside hotels with a pool

Suite, 1 King Bed (Additional Living Area) | Premium bedding, in-room safe, desk, blackout drapes

1. Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG

Hillside

Splash into comfort at this O'Hare-area hotel with an indoor pool, perfect for all-season swims after airport arrivals.

$122 nightly

$137 total

Sep 29 - Sep 30

Total with taxes and fees

Desk, iron/ironing board, cribs (free), rollaway beds (surcharge)

2. Clarion Inn Elmhurst - Oak Brook near I-88, I-290, I-294

Elmhurst

Splash into a relaxing getaway at this Chicago-area hotel with an indoor pool and terrace.

$93 nightly

$103 total

Oct 12 - Oct 13

Total with taxes and fees

Down comforters, in-room safe, desk, blackout drapes

3. Country Inn & Suites by Radisson, Chicago O'Hare South, IL

Bensenville

Relax and revive with year-round swims at this O'Hare hotel's indoor pool and hot tub retreat.

$106 nightly

$117 total

Sep 27 - Sep 28

Total with taxes and fees

LUSH Suite,1 King Bed, Jetted Tub | Premium bedding, down comforters, desk, laptop workspace

4. Chicago Club Inn & Suites

Westmont

Luxurious indoor pool sanctuary provides year-round aquatic escape at this peaceful suburban Chicago retreat.

$68 nightly

$75 total

Oct 15 - Oct 16

Total with taxes and fees

Indoor pool, open 8:00 AM to 11:00 PM, sun loungers

In-room safe, desk, blackout drapes, iron/ironing board

5. Holiday Inn Express & Suites Bensenville - O'Hare by IHG

Bensenville

Splash into relaxation at this airport hotel with an indoor pool and comfy sun loungers.

$133 nightly

$147 total

Sep 20 - Sep 21

Total with taxes and fees

Daily cooked-to-order breakfast for a fee

6. Holiday Inn Chicago Oakbrook by IHG

Oakbrook Terrace

Splash into year-round fun with an indoor pool that's perfect for both business and leisure travelers.

$114 nightly

$128 total

Sep 28 - Sep 29

Total with taxes and fees

7. Hampton Inn Chicago-O'Hare International Airport

Schiller Park

Splash into cool escape at Chicago O'Hare's serene indoor pool, perfect for year-round laps and leisure dips.

$135 nightly

$155 total

Sep 30 - Oct 1

Total with taxes and fees

Suite, 1 King Bed with Sofa bed, Non Smoking, Corner (with Sofabed) | Desk, laptop workspace, iron/ironing board, cribs (free)

8. Best Western Chicago - Downers Grove

Downers Grove

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

$84 nightly

$94 total

Sep 28 - Sep 29

Total with taxes and fees

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Choose what matters most at hotels with a pool in Hillside

Breakfast included

Hot tub

4 stars

5 stars

Spa

Top Hillside Hotel Reviews

Hilton Chicago

8/10 Good

"Germain is the man, that get things done best worker there!"

Congress Plaza Hotel

8/10 Good

"It was a great location. Walked back from Soldier Field and close to restaurants and shopping. Spacious room."

Eurostars Magnificent Mile

10/10 Excellent

"."

Hampton Inn Chicago Downtown/Magnificent Mile

10/10 Excellent

"Clean and close to everything."

Fairmont Chicago at Millennium Park

10/10 Excellent

"Excellent stay as always."

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent

"Great weekend stay. Everything was amazing, down to location of getting around in the city. The ONLY downside was the cost of parking. It’s valet only and the price was not listed anywhere. It’s $88 a night if you’re doing overnight."

Frequently asked questions

What are the best hotels in Hillside with outdoor pools?

The Best Western Plus Chicago Hillside is a charming 3-star hotel that features an inviting outdoor pool, great for families seeking relaxation after a day of adventure. Guests appreciate the friendly staff and the quiet rooms, making it a great choice for those traveling with children who need a restful environment.This hotel also offers free WiFi and free self-parking, ensuring convenience for families on the go. With a solid traveller review score of 7.6, it's noted for providing good food and a prime location, which enhances the overall experience for visitors looking to explore the Hillside area.

How much does a hotel with outdoor pool in Hillside cost?

Enjoy staying in a hotel in Hillside with an outdoor pool. You can find a great deal from $75 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.

Is it cheaper to book flights and a Hillside hotel with a pool as a package?

Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect vacation package.

Can I cancel my hotel reservation on Expedia?

Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel in Hillside for you.

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Check availability on Hillside Hotels with a Pool

Our top choices for Hillside hotels with a pool

1. Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG

2. Clarion Inn Elmhurst - Oak Brook near I-88, I-290, I-294