The Loop Hotels with Swimming Pool

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Check availability on The Loop Hotels with Swimming Pools

Top Hotels with Swimming Pools in The Loop

Indoor pool
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4.0 star property
Downtown Chicago
  • Indoor pool
  • Near the beach
  • Full-service spa
8.4 out of 10, Very good, (2074)
Sophisticated swimmers relish the year-round indoor pool at this historic treasure near Millennium Park. After invigorating laps, guests can indulge in spa treatments, workout at the 24-hour health club, or explore nearby Chicago landmarks.
The price is S$189
includes taxes & fees
21 Dec - 22 Dec
Palmer House a Hilton Hotel
Indoor pool, open 5:00 AM to 11:00 PM, pool loungers
voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG

3.5 star property
Downtown Chicago
  • Indoor pool
  • Pool loungers
  • Near the beach
8.8 out of 10, Excellent, (3379)
Swimmers delight in the spacious indoor pool with glass roof, accessing refreshing waters from early morning until late evening. After laps, guests unwind on comfortable loungers or detoxify in the sauna before dining at the riverside restaurant.
The price is S$152
includes taxes & fees
23 Nov - 24 Nov
voco Chicago Downtown - Riverwalk by IHG
Indoor pool
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
Downtown Chicago
  • Indoor pool
  • Near the beach
8.4 out of 10, Very good, (4182)
Pool enthusiasts revel in year-round swimming at this urban retreat's indoor aquatic haven. Just steps from Michigan Avenue and Millennium Park, guests enjoy Weber Grill dining, convenient shopping, and spacious accommodation.
The price is S$116
includes taxes & fees
7 Dec - 8 Dec
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Indoor pool
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4.0 star property
Downtown Chicago
  • Indoor pool
  • Near the beach
8.6 out of 10, Excellent, (5277)
Swimming becomes a highlight at the indoor pool sanctuary, where adults supervise children in a pristine environment. After water fun, guests explore Chicago's vibrant riverfront location, just steps from Michigan Avenue shopping and Millennium Park attractions.
The price is S$134
includes taxes & fees
8 Dec - 9 Dec
Embassy Suites by Hilton Chicago Downtown River North
Indoor pool, open 7:00 AM to 10:00 PM, pool loungers
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

3.0 star property
Downtown Chicago
  • Indoor pool
  • Pool loungers
  • Near the beach
8.6 out of 10, Excellent, (2917)
Dive into relaxation at the inviting indoor pool, perfectly complementing days spent exploring nearby Millennium Park and Navy Pier. Sun loungers provide comfortable respite, while the fitness centre with city views offers 24-hour workout options.
The price is S$138
includes taxes & fees
7 Dec - 8 Dec
Aloft Chicago Mag Mile
Outdoor pool, pool cabanas (surcharge), pool umbrellas
DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
Downtown Chicago
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • Near the beach
8.8 out of 10, Excellent, (2139)
Poolside bliss awaits with shaded cabanas, comfortable loungers, and refreshing cocktails from the bar. After swimming, guests can explore Michigan Avenue's attractions, dine at HotHouse restaurant, or energise in the fitness centre.
The price is S$149
includes taxes & fees
7 Dec - 8 Dec
DoubleTree by Hilton Chicago - Magnificent Mile
Indoor pool
Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile

3.0 star property
Downtown Chicago
  • Indoor pool
  • Near the beach
8.8 out of 10, Excellent, (1559)
The price is S$143
includes taxes & fees
25 Nov - 26 Nov
Courtyard by Marriott Chicago Magnificent Mile
Fitness facility
Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

4.0 star property
Downtown Chicago
  • Indoor pool
  • Pool loungers
  • Near the beach
8.4 out of 10, Very good, (1563)
Aquatic enthusiasts revel in the indoor pool complemented by sun loungers for post-swim relaxation. Positioned along Chicago Riverwalk, this centrally located hotel offers easy access to Millennium Park, dining venues, and city centre attractions.
The price is S$268
includes taxes & fees
15 Dec - 16 Dec
Sheraton Grand Chicago Riverwalk
Indoor pool
Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile

4.0 star property
Downtown Chicago
  • Indoor pool
  • Near the beach
  • Hot tub
9.0 out of 10, Wonderful, (1038)
Bubbling relaxation awaits in the pristine indoor pool and soothing hot tub, perfect complements to an invigorating workout in the state-of-the-art fitness centre. Steps from Chicago's Riverwalk and Millennium Park, this hotel combines aquatic tranquility with urban adventure.
The price is S$206
includes taxes & fees
23 Nov - 24 Nov
Hyatt Centric Chicago Magnificent Mile
Indoor pool
The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

4.5 star property
Downtown Chicago
  • Indoor pool
  • Near the beach
9.2 out of 10, Wonderful, (2262)
Sink into luxurious pool loungers at the inviting indoor sanctuary after exploring nearby Michigan Avenue. Featuring a 24-hour fitness centre, on-site restaurant, and terrace, this hotel perfectly combines aquatic relaxation with urban adventure.
The price is S$199
includes taxes & fees
7 Dec - 8 Dec
The Royal Sonesta Chicago River North
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.
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Top The Loop Hotel Reviews

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"The view from my room was absolutely amazing. This is one of the very few hotels whose view looks directly DOWN the river. Not at the river like legitimately looks down the river when you look straight out of your hotel room. It’s amazing. The rooms are a bit dated but the price was right for what we paid. There’s no pool which was disappointing but the location is 10/10. Parking is kinda expensive but honestly just having a car in Chicago is expensive in general. Their parking valet service worked well and they always had my car ready within about 15 min. "
Michael 3-night trip
Posted 2 days ago
The Royal Sonesta Chicago Downtown

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Frequently asked questions

What are some accommodation options with pools in The Loop?
Hilton Garden Inn Chicago Downtown South Loop: Hotel, 1-minute walk from State Street. Features a snack bar/deli, a pool and complimentary wireless Internet access. Homewood Suites by Hilton Chicago Downtown South Loop: Hotel, 2-minute walk from State Street. Offers a snack bar/deli, a pool and buffet.
What is there to see and do in The Loop?
Explore places such as Michigan Avenue and Lake Michigan while you're in The Loop. Surround yourself with nature at Millennium Park and Maggie Daley Park. The Loop appeals to visitors with its array of dining options, stunning architecture and top museums.
When is the best time to book a hotel with a pool in The Loop?
You may want to consider a place to stay that offers an outdoor pool if you'll be visiting in the warmest months of July, August or June, when the average temp is 21°C. Accommodation with an indoor pool may be the way to go if you visit during the coldest months of January, February or December, when the average temperature is -1°C.