A serene lake with reflections of trees and a cloudy sky.

Find Hotels with a Pool in Crestwood, IL from CA $178

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Check availability on Crestwood Hotels with a Pool

Tonight
Sep 13 - Sep 14
Tomorrow
Sep 14 - Sep 15
Next weekend
Sep 18 - Sep 20
In two weeks
Sep 25 - Sep 27

Our top choices for Crestwood hotels with a pool

An indoor swimming pool with clear lane markers, a tiled floor, and ceiling beams.
A spacious lobby with a central seating area, a reception desk, and a modern chandelier.
A banquet hall with round tables, chairs, and blue tablecloths.
An outdoor dining area with brick walls, string lights, and tables set for guests.

1. DoubleTree by Hilton Chicago - Alsip

DoubleTree by Hilton Chicago - Alsip
Alsip
  • Swimming laps of luxury in Chicago's only indoor hotel pool with cushy loungers.
CA $176
CA $198 total
includes taxes & fees
Oct 4 - Oct 5
DoubleTree by Hilton Chicago - Alsip
A modern hotel room with a large bed, a desk, and a chair.
A buffet with labeled trays of turkey sausage and cookies.
A reception area with a modern design, featuring a reception desk, a digital display, and a wooden accent wall.

2. Holiday Inn Express & Suites Chicago - Oak Forest by IHG

Holiday Inn Express & Suites Chicago - Oak Forest by IHG
Oak Forest
  • Splash into all-weather aquatic fun at this Chicago hotel's sparkling indoor pool oasis.
CA $153
CA $178 total
includes taxes & fees
Oct 4 - Oct 5
Holiday Inn Express & Suites Chicago - Oak Forest by IHG
An indoor swimming pool with clear water, surrounded by lounge chairs and potted plants.
A spacious lobby with a reception desk, seating area, and a modern chandelier.
A spacious indoor area with a long table, multiple chairs, a sofa, and several gaming machines.
A spacious restaurant with high ceilings, large windows, and a variety of seating arrangements including tables and chairs.

3. Hilton Chicago/Oak Lawn

Hilton Chicago/Oak Lawn
Oak Lawn
  • Dive into year-round aquatic bliss with an indoor pool and 24-hour fitness centre complemented by friendly, professional service.
CA $192
CA $221 total
includes taxes & fees
Sep 27 - Sep 28
Hilton Chicago/Oak Lawn
A swimming pool with lounge chairs and a view of the outside.
A spacious lobby with a modern design, featuring a seating area with sofas and armchairs, a staircase, and large windows providing natural light.
A hotel room with a bed, a desk, a chair, a sofa, and a television.
A Wingate by Wyndham hotel with a symmetrical facade, large windows, and a central entrance.

4. Wingate by Wyndham Tinley Park

Wingate by Wyndham Tinley Park
Tinley Park
  • Luxurious indoor pool and hot tub sanctuary creates a rejuvenating aquatic retreat in Tinley Park.
CA $171
CA $193 total
includes taxes & fees
Sep 30 - Oct 1
Wingate by Wyndham Tinley Park
A swimming pool with a no diving sign, lounge chairs, and a lifeguard chair.
A reception desk with a 'Welcome to the Prairie State' sign, a 'Hilton Honors' plaque, and a 'Hilton' sign.
A hotel with a brick facade, a 'Welcome' entrance, and an American flag.
A Hampton Inn hotel with a covered outdoor seating area, a well-maintained lawn, and a brick facade.

5. Hampton Inn Chicago Orland Park

Hampton Inn Chicago Orland Park
Orland Park
  • Refreshing indoor pool retreat near Chicago awaits with complimentary breakfast and premium bedding.
CA $169
CA $190 total
includes taxes & fees
Sep 20 - Sep 21
Hampton Inn Chicago Orland Park
A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, with large windows offering views of the outdoors.
A modern hotel room with a bed, white linens, a headboard with artwork, bedside lamps, and a small bedside table.
A hotel entrance with a clear sky, an American flag, and a sign reading "Hampton Inn Suites".
A spacious indoor dining area with high ceilings, large windows, and a mix of seating options including tables and chairs.

6. Hampton Inn & Suites Bridgeview Chicago

Hampton Inn & Suites Bridgeview Chicago
Summit
  • Soak in tranquility at this modern Chicago hotel with an inviting indoor pool, loungers, and 24-hour fitness centre nearby.
CA $159
CA $178 total
includes taxes & fees
Oct 4 - Oct 5
Hampton Inn & Suites Bridgeview Chicago
A swimming pool with a checkered border, a lifeguard chair, and a sign indicating a 5 ft depth.
A brick building with a covered entrance and a parking lot.
A modern living room with a grey sofa, a fireplace, a bookshelf, and a staircase.
A hotel room with a large bed, two bedside tables with lamps, a wooden headboard, and a carpeted floor.

7. Country Inn & Suites by Radisson, Tinley Park, IL

Country Inn & Suites by Radisson, Tinley Park, IL
Tinley Park
  • Splash into relaxation at this inviting hotel with an indoor pool that welcomes swimmers year-round regardless of weather.
CA $162
CA $183 total
includes taxes & fees
Oct 4 - Oct 5
Country Inn & Suites by Radisson, Tinley Park, IL
An indoor swimming pool with clear lane markings, a lifeguard chair, and a poolside area with lounge chairs.
A bar area with a long counter, multiple bar stools, and two large TVs displaying scenic images.
A modern cafe with multiple seating areas, a bar, and a display of beverages.
A spacious lobby with a grey sofa, yellow armchair, and a brown sectional sofa. Large windows provide natural light and views of the outdoors.

8. Holiday Inn Chicago Tinley Park by IHG

Holiday Inn Chicago Tinley Park by IHG
Tinley Park
  • Make a splash at this hotel with an indoor pool for all-weather swimming and stellar service.
CA $179
CA $202 total
includes taxes & fees
Sep 27 - Sep 28
Holiday Inn Chicago Tinley Park by IHG
An indoor swimming pool with a tiled floor, a pool ladder, and a seating area with chairs and tables.
A white and red Dwyane Hotel Center bus parked in front of a Hilton Garden Inn hotel.
A spacious hotel lobby with a curved wooden reception desk, a large window with a view, and a decorative wall with a quote.
A hotel with a covered entrance, multiple floors, and a well-lit facade.

9. Hilton Garden Inn Chicago/Midway Airport

Hilton Garden Inn Chicago/Midway Airport
Bedford Park
  • Discover year-round aquatic relaxation in Chicago's indoor pool hotel, conveniently located minutes from Midway Airport.
CA $164
CA $193 total
includes taxes & fees
Oct 4 - Oct 5
Hilton Garden Inn Chicago/Midway Airport
A swimming pool with a lifeguard station, chairs, and a clock on the wall.
A hotel room with two beds, a desk, a chair, and a lamp.
A Fairfield Inn & Suites by Marriott hotel with a parking lot and a sign indicating handicap accessibility.

10. Fairfield Inn and Suites by Marriott Chicago Midway Airport

Fairfield Inn and Suites by Marriott Chicago Midway Airport
Bedford Park
  • Serene indoor pool sanctuary creates a refreshing escape after airport travel, with an all-season swimming haven for unwinding.
CA $186
CA $218 total
includes taxes & fees
Oct 4 - Oct 5
Fairfield Inn and Suites by Marriott Chicago Midway Airport
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Choose what matters most at hotels with a pool in Crestwood

Breakfast included
Hot tub
4 stars
5 stars
Spa

Top Crestwood Hotel Reviews

Hilton Chicago

Hilton Chicago

10/10 Excellent
"Excellent hotel. Very clean, modern, friendly staff and great location"
Tom 4-night trip
Posted 8 hours ago
Hilton Chicago
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"Clean rooms and welcoming staff! Family oriented, great with children! Close to events, activities and restaurants! Enjoyed our stay !"
Nancy 2-night trip
Posted 8 hours ago
The Royal Sonesta Chicago Downtown
Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile

10/10 Excellent
"Wonderful location! Nice continental breakfast! The fitness center was nice. The outdoor rooftop pool was not filled during our time there. The elevators were quick."
Adina 1-night trip
Posted 11 hours ago
Hampton Inn Chicago Downtown/Magnificent Mile
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

10/10 Excellent
"Great"
Hiba 3-night trip
Posted 14 hours ago
Fairmont Chicago at Millennium Park
Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"Love the Victorian vibes this place gives, as well as the updated modern rooms while still giving us that beautiful space to sleep in. Would recommend!"
Donna 1-night trip
Posted 19 hours ago
Congress Plaza Hotel

Frequently asked questions

What are some hotels with pools in Crestwood?
Congress Plaza Hotel: Hotel, 2-minute walk from Grant Park. Features 2 restaurants, an indoor pool, and a health club. The Chicago Hotel Collection Ambassador Gold Coast: Hotel, 8-minute walk from Lake Michigan. Offers complimentary wireless internet access, an indoor pool, and a 24-hour fitness center. Kasa Magnificent Mile Chicago: Hotel steps from Michigan Avenue. Features 2 restaurants, an indoor pool, and a sauna.
What is there to see and do in Crestwood?
Explore places like Soldier Field while you're in the area. Make a point to visit attractions like Hollywood Park. The 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 Crestwood?
You may want to consider an accommodation that has an outdoor pool if you will be visiting Crestwood 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 temp is 31°F.

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