Highland Hills Hotels with Swimming Pool

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 Highland Hills Hotels with Swimming Pools

Tonight
1 Dec - 2 Dec
Tomorrow
2 Dec - 3 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Top Highland Hills Hotels with Swimming Pools

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
Downtown Chicago
8.8 out of 10, Excellent, (3417)
"Great hotel!!"
United States
Deja
The price is RM393
RM462 total
includes taxes & fees
29 Dec - 30 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

3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2032)
"Great hotel."
United States
Mario
The price is RM393
RM462 total
includes taxes & fees
22 Dec - 23 Dec
Holiday Inn Chicago Dwtn - The Mart by IHG
Indoor pool, pool loungers
Hampton Inn Chicago West Loop Fulton Market Area

Hampton Inn Chicago West Loop Fulton Market Area

2.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1007)
"Nice hotel in the heart of West Loop. Conveniently close to OTC train station. Enjoyed our stay. "
United States
Paul Okello
The price is RM493
RM578 total
includes taxes & fees
7 Dec - 8 Dec
Hampton Inn Chicago West Loop Fulton Market Area
Indoor pool, pool loungers
Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area

Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area

3.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1000)
"amazing stay! "
United States
Sonny
The price is RM526
RM617 total
includes taxes & fees
21 Dec - 22 Dec
Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area
Seasonal outdoor pool
The Hoxton Chicago

The Hoxton Chicago

4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1010)
"Love the Hoxton, it’s a beautiful hotel and the staff is amazing. "
United States
Sam
The Hoxton Chicago
Indoor pool
Hyatt House Chicago West Loop

Hyatt House Chicago West Loop

3.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1113)
"Overall good stay with staff with amazing hospitality "
United States
Emily
The price is RM629
RM738 total
includes taxes & fees
26 Dec - 27 Dec
Hyatt House Chicago West Loop
Indoor pool, open 6:00 AM to 9:00 PM, pool loungers
Nobu Hotel Chicago

Nobu Hotel Chicago

5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (753)
"Great location, amenities and staff. "
United States
Nicholas
The price is RM1,034
RM1,214 total
includes taxes & fees
21 Dec - 22 Dec
Nobu Hotel Chicago
Indoor pool
Hampton Inn & Suites Chicago Medical District UIC

Hampton Inn & Suites Chicago Medical District UIC

2.5 star property
Near West Side
9.6 out of 10, Exceptional, (352)
"Clean nice place to stay "
United States
Daryl
The price is RM360
RM423 total
includes taxes & fees
14 Dec - 15 Dec
Hampton Inn & Suites Chicago Medical District UIC
Outdoor spa tub
Level Chicago - River North

Level Chicago - River North

4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (783)
"Great place amazing views very safe staff was very nice "
United States
Kenneth
Level 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 Highland Hills Hotel Reviews

Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

10/10 Excellent
"Bbb"
Kristian 1-night trip
Posted 4 days ago
Crowne Plaza Chicago West Loop by IHG

Explore a world of travel with Expedia

Frequently asked questions

What are some accommodation options with pools in Highland Hills?
SureStay Plus Hotel by Best Western Chicago Lombard: Hotel, 13-minute walk from Chicago Riverwalk. Features a sauna, an indoor pool and a snack bar/deli. Crowne Plaza Chicago West Loop by IHG: Hotel, 12-minute walk from Michigan Avenue. Provides a snack bar/deli, an indoor pool and complimentary wireless Internet access. Hilton Chicago O'Hare Airport: Features a snack bar/deli, an indoor pool and free self parking. Voco Chicago Downtown - Riverwalk by IHG: Hotel, 4-minute walk from Donald E. Stephens Convention Center. Offers 3 restaurants, an indoor pool and complimentary wireless Internet access. Hyatt Regency O'Hare Chicago: Hotel, 13-minute walk from Chicago Riverwalk. Features 2 restaurants, an indoor pool and a sauna.
What is there to see and do in Highland Hills?
Make a point to visit attractions such as Morton Arboretum and Edge Ice Arena. During your stay, visit sights such as Yorktown Shopping Center, Oakbrook Center Mall and Drury Lane Theater. Highland Hills appeals to visitors with its array of dining options and major shopping area.
When is the best time to book a hotel with a pool in Highland Hills?
You may want to consider accommodation that has an outdoor pool if you plan to visit in the warmest months of July, August or June, when the average temperature is 22°C. Accommodation with an indoor pool may be what you want if you come to town during the coldest months of January, February or December, when the average temperature is -1°C.