Hotels with Pool & Resorts in Darien from AU$126

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Check availability on Darien Hotels with Pool

Our top choices for Darien hotels with a pool

Exterior
WoodSpring Suites Chicago Darien

WoodSpring Suites Chicago Darien

WoodSpring Suites Chicago Darien
2.5 star property
Darien
6.0 out of 10, (142)
"The place is allright for the price"
United States
Gokhan
The price is AU$150
includes taxes & fees
14 Dec - 15 Dec
WoodSpring Suites Chicago Darien
Pool
Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1748)
"Clean and staff was courteous. "
United States
HANNAH
The price is AU$126
includes taxes & fees
5 Jan - 6 Jan 2026
Hilton Garden Inn Chicago Downtown South Loop
Indoor pool
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (2127)
"Loved and enjoyed our stay"
United States
Luis
The price is AU$233
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

voco Chicago Downtown - Riverwalk by IHG
3.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (3449)
"Great hotel"
United States
Clara
The price is AU$202
includes taxes & fees
24 Dec - 25 Dec
voco Chicago Downtown - Riverwalk by IHG
Indoor pool
Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2036)
"room was good,location was perfect!"
United States
Kyan
The price is AU$173
includes taxes & fees
24 Dec - 25 Dec
Holiday Inn Chicago Dwtn - The Mart by IHG
Pool
Homewood Suites by Hilton Chicago Downtown South Loop

Homewood Suites by Hilton Chicago Downtown South Loop

Homewood Suites by Hilton Chicago Downtown South Loop
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2123)
"this was the best value and excellent hotel "
United States
Paula
The price is AU$140
includes taxes & fees
5 Jan - 6 Jan 2026
Homewood Suites by Hilton Chicago Downtown South Loop
Indoor pool
The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2306)
"Wonderful customer service, great location! "
United States
Michelle
The price is AU$244
includes taxes & fees
4 Jan - 5 Jan 2026
The Royal Sonesta Chicago River North
Indoor pool
Sentral Michigan Avenue

Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1005)
"Beautiful view, and a very nice condo. "
United States
Tiffanie
The price is AU$253
includes taxes & fees
21 Dec - 22 Dec
Sentral Michigan Avenue
Indoor pool
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (5363)
"excellent hotel "
United States
Myounghee
The price is AU$163
includes taxes & fees
18 Dec - 19 Dec
Embassy Suites by Hilton Chicago Downtown River North
Indoor pool
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0 star property
Downtown Chicago
8.4 out of 10, Very good, (4239)
"Clean room, very friendly staff and great location "
United States
Marcia
The price is AU$145
includes taxes & fees
18 Dec - 19 Dec
Hilton Garden Inn Chicago Downtown/Magnificent Mile
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 Darien Hotel Reviews

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

10/10 Excellent
"Very friendly staffing. The room was clean, the location is very convenient, Restaurants bars, and landmarks on a walking distance of 2 blocks! "
Gabriela 3-night trip
Posted 2 days ago
Silversmith Hotel Chicago Downtown

Frequently asked questions

What are some accommodation options with pools in Darien?
Palmer House a Hilton Hotel: Hotel steps from State Street. Features a full-service spa, an indoor pool and a 24-hour fitness centre. Embassy Suites by Hilton Chicago Downtown River North: Hotel, 4-minute walk from Michigan Avenue. Offers full, an indoor pool and flat-screen televisions. Congress Plaza Hotel: Hotel, 4-minute walk from State Street. Offers 2 restaurants, an indoor pool and a health club. CitizenM Chicago Downtown: Hotel, 4-minute walk from Michigan Avenue. Offers a snack bar/deli, an indoor pool and complimentary wireless Internet access. The Royal Sonesta Chicago Downtown: Hotel, 4-minute walk from Michigan Avenue. Features complimentary high-speed (wired) Internet access, an indoor pool and LCD televisions.
What is there to see and do in Darien?
Make a point to visit attractions such as Centennial Beach and Ty Warner Park. Discover sights such as National Shrine of St. Therese during your stay.
When is the best time to book a hotel with a pool in Darien?
You may want to consider a place to stay that offers an outdoor pool if you plan to visit Darien in the warmest months of July, August or June, when the average temperature is 22°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 temp is -1°C.