Find Hotels with an Outdoor Pool in Countryside, IL

  • Upfront pricing

    Our total price for your stay includes taxes and fees
  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
  • Be picky

    Search almost a million properties worldwide

Check availability on Countryside Hotels with an Outdoor Pool

This weekend
Next weekend

Our top choices for Countryside hotels with an outdoor pool

The Hoxton Chicago

The Hoxton Chicago
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Take a dip in the seasonal rooftop pool while sipping craft cocktails at this urban Chicago retreat.
$194 nightly
The price is $228
Apr 5 - Apr 6
Total with taxes and fees
The Hoxton Chicago

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,392 reviews)
  • cleanliness
    Seasonal outdoor pool with cabanas and loungers provides sanctuary after exploring Chicago's Magnificent Mile.
$109 nightly
The price is $129
Apr 5 - Apr 6
Total with taxes and fees
DoubleTree by Hilton Chicago - Magnificent Mile

Eaglewood Resort and Spa

Eaglewood Resort and Spa
4.0 star property
Itasca
8.8 out of 10, Excellent, (1,010 reviews)
  • cleanliness
    Aquatic elegance meets relaxation at this resort's indoor pool sanctuary, featuring plush sun loungers and protective umbrellas.
$138 nightly
The price is $153
Apr 12 - Apr 13
Total with taxes and fees
Eaglewood Resort and Spa

Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,888 reviews)
  • cleanliness
    Luxurious indoor and seasonal outdoor pools form a relaxing oasis near Millennium Park and Michigan Avenue.
$211 nightly
The price is $248
Apr 6 - Apr 7
Total with taxes and fees
Radisson Blu Aqua Hotel Chicago

Level Chicago Fulton Market

Level Chicago Fulton Market
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (436 reviews)
  • cleanliness
    Dive into Chicago's vibrant atmosphere with a seasonal outdoor pool perched in an upscale urban setting.
$190 nightly
The price is $223
Apr 5 - Apr 6
Total with taxes and fees
Level Chicago Fulton Market

Level Chicago - River North

Level Chicago - River North
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (904 reviews)
  • cleanliness
    Summer splashes and cityscape views await at this Chicago hotel's seasonal rooftop pool.
$202 nightly
The price is $238
Apr 12 - Apr 13
Total with taxes and fees
Level Chicago - River North

Holiday Inn & Suites Chicago - Downtown by IHG

Holiday Inn & Suites Chicago - Downtown by IHG
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,004 reviews)
  • cleanliness
    A refreshing seasonal escape awaits at this Chicago hotel's sun-drenched pool area.
$120 nightly
The price is $141
Apr 5 - Apr 6
Total with taxes and fees
Holiday Inn & Suites Chicago - Downtown by IHG

Viceroy Chicago

Viceroy Chicago
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,190 reviews)
  • cleanliness
    Splash into the downtown scene at this luxury Chicago hotel with a rooftop pool and complimentary bicycles.
$250 nightly
The price is $293
Apr 5 - Apr 6
Total with taxes and fees
Viceroy Chicago

Hilton Grand Vacations Club Chicago Magnificent Mile

Hilton Grand Vacations Club Chicago Magnificent Mile
3.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (371 reviews)
  • cleanliness
    Rooftop oasis with seasonal pool and bar at Chicago hotel, steps from Michigan Avenue attractions.
$209 nightly
The price is $245
Apr 8 - Apr 9
Total with taxes and fees
Hilton Grand Vacations Club Chicago Magnificent Mile

Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (456 reviews)
  • cleanliness
    Luxurious rooftop pool retreat overlooks Lake Michigan with seasonal sunbathing on comfortable loungers under shady umbrellas.
$225 nightly
The price is $264
Apr 5 - Apr 6
Total with taxes and fees
Level Chicago – Old Town
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Find out more about Countryside

Discover top Countryside attractions

Countryside, Illinois, offers a tranquil escape with its lush parks and family-friendly attractions that cater to travelers seeking a relaxed vacation experience. Begin your exploration at the picturesque Countryside Park, where you can enjoy leisurely strolls, picnics, and well-maintained playgrounds that keep the kids entertained. Just a short drive away, the Brookfield Zoo invites families to spend a day marveling at exotic animals in a beautifully landscaped environment, providing both fun and educational experiences. For those who appreciate nature, the nearby Waterfall Glen Forest Preserve features scenic trails perfect for hiking or biking, encouraging a peaceful connection with the outdoors. After a day of exploration, unwind at one of the local hotels that boast inviting pools, where you can lounge in comfort and let the kids splash around. The area around Willow Springs Road is particularly well-suited for your stay, offering a selection of top hotels that prioritize attentive service, ensuring that your family's needs are met during your visit. With the perfect blend of relaxation and convenient amenities, Countryside is a delightful choice for your next getaway.

Top Countryside Hotel Reviews

Explore a world of travel with Expedia