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Find Hotels with a Pool in Hillside, IL

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Check availability on Hillside Hotels with a Pool

Tonight
Oct 6 - Oct 7
Tomorrow
Oct 7 - Oct 8
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

Our top choices for Hillside hotels with a pool

A rooftop terrace with a glass floor, offering a view of the city skyline.
A spacious lobby with a marble floor, a reception desk, and a glass partition.
A bar area with a marble countertop, bar stools, and a variety of bottles.
The Riu Plaza Chicago Hotel facade with a grand entrance, large windows, and a modern architectural design.

1. Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
Downtown Chicago
$184 nightly
$219 total
Nov 2 - Nov 3
Total with taxes and fees
Hotel Riu Plaza Chicago
An indoor swimming pool with a view of a brick building through large windows. There are seating areas with tables and chairs.
A large, historic building with a central courtyard surrounded by trees.
A hotel room with two beds, a desk with a television, a chair, a desk lamp, and a painting on the wall.
A marina with numerous boats docked, surrounded by a cityscape with high-rise buildings and a stadium.

2. Hilton Chicago

Hilton Chicago
Downtown Chicago
  • Soak in relaxation at this historic Chicago hotel's indoor pool with spa amenities nearby.
$193 nightly
$227 total
Oct 30 - Oct 31
Total with taxes and fees
Hilton Chicago
A swimming pool with lounge chairs and a table, large windows, and a blue wall.
A hotel room with two beds, a desk, a chair, a TV, and a large window with a city view.
A modern living room with a sectional sofa, a fireplace, and a bar area.
An outdoor patio with a wooden table and wicker chairs, surrounded by blue umbrellas, and a building with large windows in the background.

3. Holiday Inn Chicago O'Hare – Rosemont by IHG

Holiday Inn Chicago O'Hare – Rosemont by IHG
Rosemont
  • Splash into poolside bliss at this Chicago O'Hare hotel with indoor swimming and cozy sun loungers.
$144 nightly
$164 total
Oct 25 - Oct 26
Total with taxes and fees
Holiday Inn Chicago O'Hare – Rosemont by IHG
A swimming pool with lounge chairs and sun loungers, a tiled floor, and a large window with curtains.
A hotel room with a sofa, armchair, a flat-screen TV, a bed, and a view of the city and ocean.
A dining table set for a meal with a floral centerpiece, surrounded by chairs, in a room with a cityscape view.
A hotel room with a bed, a desk, a television, a sofa, and a large window with a city view.

4. Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
Downtown Chicago
$163 nightly
$191 total
Nov 1 - Nov 2
Total with taxes and fees
Hilton Chicago/Magnificent Mile Suites
An indoor swimming pool with tiled floors and walls, surrounded by seating areas and potted plants.
A spacious hotel lobby with a long reception desk, seating area with sofas and armchairs, and a modern chandelier.
A modern bar area with a long counter, bar stools, and a television screen.
A hotel room with a dining area, a sofa, a coffee table, and a TV.

5. Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
Rosemont
  • Splash into comfort at this convention center hotel with an inviting indoor pool and fitness options.
$144 nightly
$164 total
Nov 1 - Nov 2
Total with taxes and fees
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
A lobby with a reception desk, patterned sofas, a glass-top table with a potted plant, and a decorative mirror.
A bathroom with a shower, a sink with a mirror, and a towel rack.
A hotel lobby with a buffet area, multiple seating arrangements, and a patterned carpet.
A gym with treadmills, elliptical machines, and weight equipment.

6. Best Western Plus Chicago Hillside

Best Western Plus Chicago Hillside
Hillside
$108 nightly
$121 total
Oct 18 - Oct 19
Total with taxes and fees
Best Western Plus Chicago Hillside
A hotel room with a sofa, armchairs, a dining table, and a view of the city at night.
A bar area with a bar counter, multiple chairs, and a chandelier.
A modern lobby with a geometric patterned floor, large windows, and a reception desk with computers.
A restaurant with a central round table surrounded by chairs, a buffet counter with food and drinks, and a large window with a cityscape view.

7. Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport
O'Hare
$204 nightly
$240 total
Oct 30 - Oct 31
Total with taxes and fees
Hilton Chicago O'Hare Airport
An indoor swimming pool with clear blue water, surrounded by lounge chairs and potted plants.
A bar area with stools, a bar counter, and a wall with a chalkboard menu.
A spacious indoor atrium with multiple levels of balconies, a central open area with tables and chairs, and a modern architectural design.
A modern hotel lobby with a sectional sofa, a round coffee table, and a cityscape mural on the wall.

8. Embassy Suites by Hilton Chicago Lombard Oak Brook

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.
$104 nightly
$116 total
Nov 1 - Nov 2
Total with taxes and fees
Embassy Suites by Hilton Chicago Lombard Oak Brook
An indoor swimming pool with a clear water surface, a metal ladder, and a no diving sign.
A modern hotel lobby with a reception desk, a staircase, and a seating area with a sofa and coffee table.
A hotel room with two beds, a desk, a TV, and a window with curtains.
A living room with two sofas, a fireplace, a TV, and a bookshelf.

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

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.
$100 nightly
$110 total
Oct 26 - Oct 27
Total with taxes and fees
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
A swimming pool with lounge chairs and a potted plant.
A spacious indoor dining area with multiple tables and chairs, surrounded by balconies and potted plants.
A modern bar area with a green-lit bar counter, multiple hanging lights, and a variety of seating options including tables and chairs.
A lobby with a reception desk, seating area, and large windows.

10. Embassy Suites by Hilton Chicago O'Hare Rosemont

Embassy Suites by Hilton Chicago O'Hare Rosemont
Rosemont
  • Serene indoor pool with adult supervision provides family-friendly escape at this upscale hotel.
$147 nightly
$167 total
Nov 1 - Nov 2
Total with taxes and fees
Embassy Suites by Hilton Chicago O'Hare Rosemont
View all properties

Choose what matters most at hotels with a pool in Hillside

Breakfast included
Hot tub
4 stars
5 stars
Spa

Top Hillside Hotel Reviews

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

10/10 Excellent
"very helpful staff, large rest areas for waiting, good price, convenient location. A nice no-frills restaurant and bar onsite. Best choice for an Unpretentious visit stay."
Yang 4-night trip
Posted 5 hours ago
Club Quarters Hotel, Central Loop, Chicago
Congress Plaza Hotel

Congress Plaza Hotel

8/10 Good
"Old hotel! Front desk wasn’t helpful l, ask for several things and they never showed up. No A.C., coffee pot broken, ran out of toilet paper and towels. No ice in machine, vending machine served hot beverages. Maintenance men were very nice, Christian at the bar was excellent! I’ll never stay there again."
Pamela 4-night trip
Posted 5 hours ago
Congress Plaza Hotel
The Wade

The Wade

10/10 Excellent
"Real nice room facing the lake, comfy bed, nice decor, rain shower head, I prefer reg shower head, no Biggy ....one more thing, no coffee maker in the room but fresh coffee in the lobby."
joseph 1-night trip
Posted 6 hours ago
The Wade
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"Great location, good sized rooms, comfortable beds"
Jake 2-night trip
Posted 10 hours ago
The Chicago Hotel Collection - Magnificent Mile

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 $110 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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