Find Hotels with a Pool in Streeterville, IL

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Check availability on Streeterville Hotels with a Pool

Top Streeterville Hotels with a Pool

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4.0 star property
Downtown Chicago
  • Indoor pool
  • Near the beach
8.2 out of 10, Very Good, (2748)
Aquatic enthusiasts splash year-round in the indoor pool, open from 6:00 AM to 10:00 PM daily. Located near Chicago Riverwalk and Millennium Park, guests enjoy complimentary breakfast before exploring nearby shopping and dining attractions.
The price is NT$2,846
NT$4,257 total
includes taxes & fees
Dec 8 - Dec 9
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Aloft Chicago Mag Mile

3.0 star property
Downtown Chicago
  • Indoor pool
  • Pool loungers
  • Near the beach
8.6 out of 10, Excellent, (2916)
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 center with city views offers 24-hour workout options.
The price is NT$3,027
NT$3,553 total
includes taxes & fees
Nov 24 - Nov 25
Aloft Chicago Mag Mile

The Wade

4.5 star property
Downtown Chicago
  • Indoor pool
  • Near the beach
8.4 out of 10, Very Good, (1461)
Sparkling waters beckon in the sleek indoor pool, a serene oasis amid Chicago's urban energy. Guests appreciate the 5:00 AM to 11:00 PM access, perfect for refreshing dips before exploring Navy Pier or after fitness classes at the 24-hour gym.
The price is NT$3,214
NT$3,773 total
includes taxes & fees
Nov 24 - Nov 25
The Wade

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 energize in the fitness center.
The price is NT$3,045
NT$3,574 total
includes taxes & fees
Dec 7 - Dec 8
DoubleTree by Hilton 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 NT$2,920
NT$3,428 total
includes taxes & fees
Nov 25 - Nov 26
Courtyard by Marriott 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 center. Steps from Chicago's Riverwalk and Millennium Park, this hotel combines aquatic tranquility with urban adventure.
The price is NT$3,588
NT$5,129 total
includes taxes & fees
Dec 7 - Dec 8
Hyatt Centric Chicago Magnificent Mile

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 downtown attractions.
The price is NT$4,653
NT$6,399 total
includes taxes & fees
Dec 15 - Dec 16
Sheraton Grand Chicago Riverwalk

Hilton Grand Vacations Club Chicago Magnificent Mile

3.5 star property
Downtown Chicago
  • Poolside bar
  • Pool loungers
  • Near the beach
9.2 out of 10, Wonderful, (318)
Poolside loungers beckon at the seasonal rooftop retreat, complete with refreshing cocktail service and city views. After swimming, guests explore nearby Millennium Park or unwind in spacious rooms featuring premium bedding and pillowtop mattresses.
The price is NT$3,756
NT$4,410 total
includes taxes & fees
Dec 15 - Dec 16
Hilton Grand Vacations Club Chicago Magnificent Mile

The Peninsula Chicago

5.0 star property
Downtown Chicago
  • Indoor pool
  • Near the beach
  • Full-service spa
9.8 out of 10, Exceptional, (1006)
The price is NT$14,646
NT$17,193 total
includes taxes & fees
Dec 8 - Dec 9
The Peninsula Chicago

Four Seasons Hotel Chicago

5.0 star property
Downtown Chicago
  • Indoor pool
  • Near the beach
  • Full-service spa
9.4 out of 10, Exceptional, (1000)
Swimmers enjoy the recently renovated indoor pool sanctuary complemented by steam sauna facilities and comprehensive spa treatments. Located near Michigan Avenue and Chicago Riverwalk, this luxury hotel balances aquatic relaxation with exceptional dining experiences.
The price is NT$13,730
NT$16,117 total
includes taxes & fees
Dec 7 - Dec 8
Four Seasons Hotel Chicago
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.

Top Streeterville Hotel Reviews

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Frequently asked questions

What's it like visiting Streeterville?
If laying by the pool is your idea of the perfect getaway, you may want to consider lively Streeterville, which offers 11 places to stay with pools. While you're here, you can explore sights such as Michigan Avenue and Wrigley Field, and then relax poolside at one of the accommodations in Streeterville that guests like for their pools.
What are some hotels with pools in Streeterville?
Hyatt Centric Chicago Magnificent Mile: Hotel, 2-minute walk from Michigan Avenue. Features complimentary wireless internet access, an indoor pool, and a 24-hour fitness center. The Ritz-Carlton, Chicago: Hotel, 2-minute walk from Michigan Avenue. Offers a full-service spa, a pool, and Smart TVs.
How many pool hotels will I find in Streeterville?
Expedia has 11 hotels in Streeterville for your poolside break.
What is there to see and do in Streeterville?
Explore places like Michigan Avenue, Navy Pier, and Lake Michigan while you're in Streeterville. Make a point to visit attractions like Ohio Street Beach and Chicago Children's Museum. Streeterville appeals to visitors with its beautiful lakeside setting, major shopping area, and array of dining options.
When is the best time to book a hotel with a pool in Streeterville?
You may want to think about a place to stay with an outdoor swimming pool if you're planning to visit in the warmest months of July, August, or June when the average temp is 70°F. Lodging offering an indoor pool may be the way to go if you are visiting during the coldest months of January, February, or December when the average temperature is 31°F.