Find Hotels with a Pool in Wicker Park, IL

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Check availability on Wicker Park Hotels with a Pool

Top Wicker Park Hotels with a Pool

The Robey, Chicago, a Member of Design Hotels

3.5 star property
West Town
  • Poolside bar
  • Pool loungers
9.2 out of 10, Wonderful, (1000)
Seasonal swimming meets city sophistication at this art deco hotel. Dive into the outdoor pool (open May to September), relax on sun loungers, and enjoy cocktails at the poolside bar, all complemented by an on-site cafe serving delicious American cuisine.
The price is NT$4,239
NT$5,744 total
includes taxes & fees
Dec 7 - Dec 8
The Robey, Chicago, a Member of Design Hotels

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, (2746)
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$4,256 total
includes taxes & fees
Dec 9 - Dec 10
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

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, (3377)
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 NT$3,740
NT$4,390 total
includes taxes & fees
Nov 26 - Nov 27
voco Chicago Downtown - Riverwalk by IHG

The Royal Sonesta Chicago River North

4.5 star property
Downtown Chicago
  • Indoor pool
  • Near the beach
9.2 out of 10, Wonderful, (2257)
Sink into luxurious pool loungers at the inviting indoor sanctuary after exploring nearby Michigan Avenue. Featuring a 24-hour fitness center, on-site restaurant, and terrace, this hotel perfectly combines aquatic relaxation with urban adventure.
The price is NT$3,196
NT$4,750 total
includes taxes & fees
Nov 26 - Nov 27
The Royal Sonesta Chicago River North

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, (2073)
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 NT$3,301
NT$4,655 total
includes taxes & fees
Nov 25 - Nov 26
Palmer House a Hilton Hotel

Aloft Chicago Mag Mile

3.0 star property
Downtown Chicago
  • Indoor pool
  • Pool loungers
  • Near the beach
8.6 out of 10, Excellent, (2915)
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$2,930
NT$3,439 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, (1457)
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$3,210
NT$3,768 total
includes taxes & fees
Nov 23 - Nov 24
The Wade

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, (4179)
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 accommodations.
The price is NT$2,369
NT$2,781 total
includes taxes & fees
Dec 7 - Dec 8
Hilton Garden Inn Chicago Downtown/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, (2138)
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$3,041
NT$3,570 total
includes taxes & fees
Dec 7 - Dec 8
DoubleTree by Hilton Chicago - Magnificent Mile

Hilton Garden Inn Chicago Downtown South Loop

3.0 star property
Downtown Chicago
  • Pool
  • Pet friendly
  • Free WiFi
  • Restaurant
  • Air conditioning
  • Gym
8.8 out of 10, Excellent, (1712)
Swimming laps in the refreshing pool creates the perfect interlude between city adventures and relaxation. Minutes from Soldier Field and downtown attractions, this hotel combines Asian cuisine at Shang Noodle with thoughtful amenities for a complete urban retreat.
The price is NT$2,593
NT$3,044 total
includes taxes & fees
Dec 7 - Dec 8
Hilton Garden Inn Chicago Downtown South Loop
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 Wicker Park Hotel Reviews

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Frequently asked questions

What are some accommodations with pools in Wicker Park?
Embassy Suites by Hilton Chicago Downtown River North: Hotel, 4-minute walk from Michigan Avenue. Features full, an indoor pool, and flat-screen televisions. Hilton Chicago/Magnificent Mile Suites: Hotel, 4-minute walk from Michigan Avenue. Offers complimentary wired internet access, an indoor pool, and LCD televisions. Congress Plaza Hotel: Hotel steps from Michigan Avenue. Offers 2 restaurants, an indoor pool, and a sauna. CitizenM Chicago Downtown: Hotel steps from State Street. Provides a full-service spa, an indoor pool, and a 24-hour fitness center. Hilton Garden Inn Chicago Downtown/Magnificent Mile: Hotel, 3-minute walk from Michigan Avenue. Features a snack bar/deli, an indoor pool, and complimentary wireless internet access.
What is there to see and do in Wicker Park?
Explore places like Michigan Avenue, Wrigley Field, and United Center while you're in the area. Spend some time experiencing the great outdoors at Wood Street Gallery. Travelers love Wicker Park for its array of dining options.
When is the best time to book a hotel with a pool in Wicker Park?
You may want to think about an accommodation that offers an outdoor if you'll be visiting in the warmest months of July, August, or June when the average temp is 70°F. Lodging offering an indoor pool may be what you want if you visit during the coldest months of January, February, or December when the average temperature is 31°F.