Photo by Off The Beaten Track

Search Hotels with Swimming Pool in Hillside

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

    Be picky

    Search almost a million properties worldwide

Check availability on Hillside Hotels with Swimming Pool

Top Hillside Hotels with Swimming Pool

Indoor pool
Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG
Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG
2.5 star property
7.0 out of 10, Good, (1002)
"Nice room and good breakfast "
United States
Thanh
The price is ₹9,233
₹10,339 total
includes taxes & fees
11 Nov - 12 Nov
Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG
1 bedroom, premium bedding, down duvets, pillow-top beds
The Wade
The Wade
4.5 star property
8.4 out of 10, Very good, (1382)
"Great place to stay"
United States
Adam
The price is ₹9,761
₹11,458 total
includes taxes & fees
23 Nov - 24 Nov
The Wade
Indoor pool
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0 star property
8.4 out of 10, Very good, (4098)
"This hotel had a great location to shopping and several enjoyable restaurants."
United States
laura
The price is ₹10,137
₹11,900 total
includes taxes & fees
9 Nov - 10 Nov
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
8.6 out of 10, Excellent, (5139)
"Great place, good breakfast and the location "
United States
NATIA
The price is ₹11,137
₹13,073 total
includes taxes & fees
16 Nov - 17 Nov
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
8.6 out of 10, Excellent, (2864)
"Had a great stay!"
United States
Josh
The price is ₹9,497
₹11,148 total
includes taxes & fees
23 Nov - 24 Nov
Aloft Chicago Mag Mile
Pool
Hilton Garden Inn Chicago Downtown South Loop
Hilton Garden Inn Chicago Downtown South Loop
3.0 star property
8.8 out of 10, Excellent, (1685)
"Excellent hotel in a wonderful location of Chicago!"
United States
Amy
The price is ₹9,268
₹10,880 total
includes taxes & fees
10 Nov - 11 Nov
Hilton Garden Inn Chicago Downtown South Loop
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
8.8 out of 10, Excellent, (3250)
"Great location and fantastic staff who were always happy to help. "
United Kingdom
Victoria
The price is ₹12,222
₹14,347 total
includes taxes & fees
23 Nov - 24 Nov
voco Chicago Downtown - Riverwalk by IHG
Indoor pool
Best Western River North Hotel
Best Western River North Hotel
2.5 star property
7.8 out of 10, Good, (1002)
"Great stay"
Australia
Bart
The price is ₹8,894
₹10,441 total
includes taxes & fees
9 Nov - 10 Nov
Best Western River North Hotel
Indoor pool
Hyatt Centric Chicago Magnificent Mile
Hyatt Centric Chicago Magnificent Mile
4.0 star property
9.0 out of 10, Wonderful, (1028)
"Great Hotel!"
United States
Wendy
The price is ₹11,167
₹15,690 total
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
9.2 out of 10, Wonderful, (2196)
"Great stay. Great location."
United States
William
The price is ₹10,130
₹14,705 total
includes taxes & fees
23 Nov - 24 Nov
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.
View all properties

Top Hillside Hotel Reviews

Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"We had 4 adults in the Family Suite plenty of room. Could use larger TV's. We requested more towels and coffee and were delivered promptly."
WILLIAM 3-night trip
Posted 2 days ago
Congress Plaza Hotel

Explore a world of travel with Expedia

Frequently asked questions

What are some accommodation options with pools in Hillside?
Congress Plaza Hotel: Hotel, 4-minute walk from Michigan Avenue. Features full, an indoor pool and flat-screen televisions. Freehand Chicago: Hotel steps from Michigan Avenue. Offers 2 restaurants, an indoor pool and a sauna. Hilton Chicago/Magnificent Mile Suites: Hotel, 4-minute walk from Michigan Avenue. Features complimentary high-speed (wired) Internet access, an indoor pool and LCD televisions. Embassy Suites by Hilton Chicago Downtown River North: Hotel, 3-minute walk from Michigan Avenue. Offers a snack bar/deli, an indoor pool and complimentary wireless Internet access. InterContinental Chicago Magnificent Mile by IHG: Hotel, 3-minute walk from Merchandise Mart. Provides 2 restaurants, an indoor pool and a sauna.
What is there to see and do in Hillside?
Explore places such as Wrigley Field, Michigan Avenue and Navy Pier while you're in the area. Take a walk along the waterfront at North Avenue Beach and Oak Street Beach. Travellers love Hillside for its array of dining options.
When is the best time to book a hotel with a pool in Hillside?
You may want to consider a place to stay with an outdoor swimming pool if you'll be visiting Hillside in the hottest 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 are visiting during the coldest months of January, February or December, when the average temperature is -1°C.