Photo by Off The Beaten Track

Hotels with Pool & Resorts in Hillside from NZ$197

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check availability on Hillside Hotels with Pool

Best Hillside Hotels with Pool

Homewood Suites by Hilton Chicago Downtown South Loop

3.0 star property
8.8 out of 10, Excellent, (2009)
"Great location, has a pool and hot tub. Fantastic spacious suites and friendly staff. The breakfast was very nice also. Wonderful stay, terrific value!!!"
The price is NZ$272
includes taxes & fees
2 Sept - 3 Sept
Homewood Suites by Hilton Chicago Downtown South Loop

Best Western River North Hotel

2.5 star property
7.8 out of 10, Good, (1029)
"Great location "
The price is NZ$249
includes taxes & fees
25 Aug - 26 Aug
Best Western River North Hotel

Hilton Garden Inn Chicago Downtown South Loop

3.0 star property
8.8 out of 10, Excellent, (1612)
"Perfect for a 2 night stay, reasonable rate at a great location."
The price is NZ$232
includes taxes & fees
2 Sept - 3 Sept
Hilton Garden Inn Chicago Downtown South Loop

Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG

2.5 star property
6.8 out of 10, (1004)
"Good Place."
The price is NZ$197
includes taxes & fees
3 Sept - 4 Sept
Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG

Level Chicago Fulton Market

4.0 star property
9.2 out of 10, Wonderful, (265)
"Great place. Good stay for family vacation to Chicago"
Level Chicago Fulton Market

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
8.4 out of 10, Very good, (3682)
"Ideally located with great shopping and dining experiences nearby."
The price is NZ$285
includes taxes & fees
4 Sept - 5 Sept
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2793)
"We love our stay here !"
The price is NZ$276
includes taxes & fees
1 Sept - 2 Sept
Aloft Chicago Mag Mile

Hilton Chicago

4.0 star property
8.4 out of 10, Very good, (2080)
"Nice place, perfect location for family to stay on vacation, close to lots of things"
The price is NZ$324
includes taxes & fees
2 Sept - 3 Sept
Hilton Chicago

Hampton Inn Chicago West Loop Fulton Market Area

2.5 star property
9.0 out of 10, Wonderful, (1001)
"We had a great stay!"
The price is NZ$282
includes taxes & fees
1 Sept - 2 Sept
Hampton Inn Chicago West Loop Fulton Market Area

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (1984)
"Pool area and deck were great for the family, beds were comfortable, location is great."
The price is NZ$300
includes taxes & fees
24 Aug - 25 Aug
DoubleTree by Hilton Chicago - 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.

Top Hillside Hotel Reviews

Frequently asked questions

What are some accommodation options with pools in Hillside?
Congress Plaza Hotel: Hotel steps from State Street. Offers a full-service spa, an indoor pool and a 24-hour fitness centre. Palmer House a Hilton Hotel: Hotel, 4-minute walk from Michigan Avenue. Features complimentary high-speed (wired) Internet access, an indoor pool and LCD televisions. Crowne Plaza Chicago West Loop by IHG: Hotel, 4-minute walk from Michigan Avenue. Offers full, an indoor pool and flat-screen televisions. Hilton Garden Inn Chicago Downtown/Magnificent Mile: Hotel steps from Michigan Avenue. Provides 2 restaurants, an indoor pool and a steam room. Embassy Suites by Hilton Chicago Downtown River North: Hotel, 8-minute walk from Lake Michigan. Features a 24-hour fitness centre, an indoor pool and flat-screen televisions.
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.