Best Hillside Hotels in 2026 from HK$669 - Fully Refundable Options

A lush green valley with a winding road, steep mountains, and a misty atmosphere.

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Our top choices for Hillside hotels

A multi-story hotel with a central entrance, a flag, and a sign for Express Suites.

A hotel room with a blue sofa, a wooden coffee table, a bed with white linens, a desk with a chair, and a window with curtains.

A reception area with two reception desks, a wall-mounted display, and a carpeted floor.

A breakfast station with a yogurt dispenser, cereal, and a bakery display.

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

Hillside

Jeanette

HK$965

HK$1,081 total

includes taxes & fees

2 Nov - 3 Nov

A lobby with a reception desk, patterned sofas, a glass-top table with a potted plant, and a decorative mirror.

A gym with treadmills, elliptical machines, and weight equipment.

A hotel lobby with a buffet area, multiple seating arrangements, and a patterned carpet.

A hotel room with a bed, a television, a desk, a chair, and a patterned carpet.

2. Best Western Plus Chicago Hillside

Hillside

Marquisha

HK$850

HK$952 total

includes taxes & fees

18 Oct - 19 Oct

A MainStay Suites hotel with a large sign, a parking lot, and a building in the background.

A hotel room with two beds, a nightstand, a lamp, and a framed picture on the wall.

A reception area with a counter, two wall-mounted lamps, a framed artwork, and a sign for 'Mattress & Bedding.'

A living room with a sofa, a coffee table, a TV, and an air conditioner.

3. MainStay Suites Chicago Hillside

Hillside

Pamela

HK$663

HK$742 total

includes taxes & fees

25 Oct - 26 Oct

A modern dining area with round tables and white chairs, a kitchen area with a coffee machine, and a view of the outdoors through large windows.

A bar area with a long counter, multiple liquor bottles, and a variety of glasses.

A hotel room with two beds, a nightstand, a telephone, and a wall with printed text.

4. Hilton Vacation Club Hotel Blake Chicago

Downtown Chicago

John

HK$1,349

HK$1,603 total

includes taxes & fees

3 Nov - 4 Nov

A spacious bar area with high ceilings and large windows, offering views of a cityscape.

A cityscape with modern high-rise buildings, a river, and a boat.

A multi-level hotel lobby with a glass elevator, a seating area, and a dining space.

A bar with a circular liquor display, seating with stools, and a city view through large windows.

5. Hyatt Regency Chicago

Downtown Chicago

Mark

HK$1,938

HK$2,584 total

includes taxes & fees

31 Oct - 1 Nov

A person relaxing on a sofa with a laptop, a glass of red wine, and a small table with a vase of flowers and a telephone.

A room with a bed against a window overlooking a cityscape. There is a small table with a book, a vase with flowers, and a cup.

A bar area with a long counter, multiple shelves of bottles, and four bar stools.

A modern restaurant with high ceilings, wooden flooring, and a central chandelier. Tables are set with wine glasses and red cushions.

6. L7 Chicago by LOTTE

Downtown Chicago

Emily

HK$1,494

HK$1,776 total

includes taxes & fees

1 Nov - 2 Nov

A modern restaurant interior with a green wall, hanging lights, and a long dining area.

A modern indoor pool area with clear glass walls, lounge chairs, and a view of city buildings.

A modern interior with wooden flooring, black furniture, and large windows offering city views.

A hotel lobby with a large Christmas tree, a sofa with red and white pillows, a glass coffee table, and a large window with a view of the street.

7. Hotel 505 River North

Downtown Chicago

Giana

HK$1,797

HK$2,388 total

includes taxes & fees

2 Nov - 3 Nov

A dining table set for six with a cityscape view through large windows.

A modern hotel room with a large window offering a cityscape view, a green sofa, two armchairs, and a coffee table with flowers.

A modern hotel room with a large bed, a desk, a chair, and a view of the cityscape through large windows.

The exterior of the Swissotel building with its distinctive glass facade and the hotel's name displayed prominently.

8. Swissotel - Chicago

Downtown Chicago

Michael

HK$1,501

HK$2,061 total

includes taxes & fees

31 Oct - 1 Nov

The Intercontinental hotel facade with a large American flag and a floral display.

A bar area with a high bar counter, multiple stools, and a seating area with booths and tables.

A person sitting by a window with a cityscape view.

A person lying on a bed with a bottle of champagne, surrounded by food and a magazine.

9. InterContinental Chicago Magnificent Mile by IHG

Downtown Chicago

Kenan

HK$1,664

HK$2,253 total

includes taxes & fees

31 Oct - 1 Nov

A restaurant with wooden tables and chairs, large windows, and a green vine-covered ceiling.

A vending machine with various beverages and snacks.

A hotel room with a large bed, two bedside lamps, and a city view through a large window.

A modern living room with a large window, a potted plant, and a variety of seating options including a sofa, armchairs, and ottoman.

10. Hyatt Place Chicago/River North

Downtown Chicago

Iminique

HK$1,334

HK$1,586 total

includes taxes & fees

1 Nov - 2 Nov

The Riu Plaza Chicago Hotel facade with a grand entrance, large windows, and a modern architectural design.

A bar area with a marble countertop, bar stools, and a variety of bottles.

A modern hotel lobby with a central seating area, a reception desk, and a decorative wall with a unique design.

A couple dining at a table with a city view, surrounded by chairs and a variety of dishes.

11. Hotel Riu Plaza Chicago

Downtown Chicago

Denys

HK$1,259

HK$1,720 total

includes taxes & fees

2 Nov - 3 Nov

A modern interior with a geometric light wall, a staircase, and hanging crystal chandeliers.

A modern hotel room with a kitchen area, a dining table with chairs, a sofa, and a large window with curtains.

A modern lobby with a reception desk, seating area, staircase, and decorative lighting.

A modern hotel with a corner location, large windows, and a green awning.

12. Hampton Inn & Suites Chicago Downtown

Downtown Chicago

Catherine

HK$1,088

HK$1,293 total

includes taxes & fees

1 Nov - 2 Nov

A spacious lobby with a bar area, seating arrangements, and a large map on the wall.

A hotel room with a large bed, a blue sofa, a desk with a TV, and a window with a city view.

A bar area with a counter, bar stools, and a display of liquor bottles.

13. Hampton Inn Chicago Downtown/N Loop/Michigan Ave

Downtown Chicago

Jeanvia

HK$963

HK$1,313 total

includes taxes & fees

1 Nov - 2 Nov

A hotel lobby with a bar area, a chandelier, and a reception desk.

A view through a circular window of a cityscape with modern buildings and a body of water in the distance.

A hotel lobby with leather seating, a flat-screen TV, and large windows with a view of the cityscape.

A high-rise building with a clock tower, large windows, and a busy street with vehicles.

14. Residence Inn Chicago Downtown/Loop

Downtown Chicago

Karla

HK$1,750

HK$2,081 total

includes taxes & fees

31 Oct - 1 Nov

A spacious lobby with a checkered floor, a large sofa, and multiple chairs.

A hotel room with two beds, a desk with a computer, a chair, a TV, and a large mirror.

A modern kitchen with a built-in refrigerator, a coffee maker, and a flat-screen TV on the countertop.

A modern room with a checkered floor, two round tables, two armchairs, and a large window with a view of the outside.

15. Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Downtown Chicago

Lora J

HK$1,260

HK$1,498 total

includes taxes & fees

1 Nov - 2 Nov

A modern building with a black facade and multiple windows. There is a sign for Hilton Garden Inn and a flagpole with flags.

A room with a red armchair, a window with a city view, and a wall-mounted air conditioner.

A bar area with a long counter, yellow bar stools, and a wine rack.

A hotel room with two beds, a desk, a chair, a lamp, a TV, and a window with curtains.

16. Hilton Garden Inn Chicago Downtown Riverwalk

Downtown Chicago

Nicole

HK$1,281

HK$1,522 total

includes taxes & fees

1 Nov - 2 Nov

A multi-level atrium with a central spiral staircase, multiple seating areas, and a pool.

A multi-level indoor area with a central water feature, surrounded by seating areas and greenery.

A multi-story hotel with a prominent 'Embassy Suites' sign, a Starbucks Coffee shop, and a well-lit street at night.

A spacious lobby with a central staircase, multiple floors, a reception desk, and seating areas.

17. Embassy Suites by Hilton Chicago Downtown River North

Downtown Chicago

Eliana

HK$1,158

HK$1,578 total

includes taxes & fees

1 Nov - 2 Nov

An outdoor seating area with a glass table, orange cushions, and potted plants.

A modern hotel lobby with a bar area, seating arrangements, and decorative lighting.

A modern living room with a fireplace, large windows, and a flat-screen TV mounted on the wall.

A person on a balcony overlooking a body of water with exercise equipment and a view of a bridge and buildings.

18. Sheraton Grand Chicago Riverwalk

Downtown Chicago

Stacie

HK$1,876

HK$2,510 total

includes taxes & fees

31 Oct - 1 Nov

A snack bar with various packaged snacks and beverages.

A modern hotel lobby with a seating area, a refrigerator stocked with beverages, and a table with snacks.

A modern hotel lobby with a large wall mural, seating area, and a digital screen displaying information.

A modern hotel lobby with a bar area, seating arrangements, and a television screen.

19. Cambria Hotel Chicago Loop - Theatre District

Downtown Chicago

Joao

HK$1,124

HK$1,336 total

includes taxes & fees

1 Nov - 2 Nov

A modern hotel with a glass facade, multiple floors, and a visible entrance.

A reception area with a modern design, including a reception desk, a decorative wall, and a display case with snacks.

A gym with cardio machines, weight benches, and a large window offering a city view.

A hotel room with a large bed, a desk with a chair, a sofa, and a TV.

20. Hyatt Place Chicago/Downtown - The Loop

Downtown Chicago

Cordula

HK$1,530

HK$1,819 total

includes taxes & fees

1 Nov - 2 Nov

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Learn more about Hillside

This small village offers a peaceful escape with its charming Hillside Park and community events throughout the year. Grab a bite at local family restaurants before exploring nearby Forest Park's beautiful Concordia Cemetery or Oak Park's Frank Lloyd Wright attractions.

See all hotels in Hillside

Top Hillside Hotel Reviews

Hotel Saint Clair- Magnificent Mile

10/10 Excellent

"Mom & daughter trip to meet in Chicago to see a concert. Lovely property in a good location to get everywhere we needed. Felt safe walking around day & night as needed."

Hilton Chicago

8/10 Good

"Solid 4 out of 5 star hotel. Great location and helpful staff. No room service keeps it from 5 star territory."

Congress Plaza Hotel

10/10 Excellent

"If you’re going to a bears game this place is amazing. About a 25 minute walk not horrible, bed was comfortable room was clean. Not haunted at all despite the rumors. Overall a great experience."

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent

"Clean sensible hotel. Can’t beat location."

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

10/10 Excellent

"Really nice place"

Sports Illustrated Resorts Chicago

8/10 Good

"Nice room and great location…need a restaurant and real bar-bar is sort of open…would like to see it after they really rebrand everything"

Hyatt Regency Chicago

10/10 Excellent

"The room was spacious and the bed was very comfortable. The check in was easy and they gave us a voucher for a drink in the lounge bar. We had a very nice stay. Great location, the river walk is with in walking distance."

Eurostars Magnificent Mile

10/10 Excellent

"The staff at the front desk are very nice and helpful. The restaurant in the hotel has great homemade chips! The room was a little small but we weren’t there a lot so it was good! I’d stay there again. It’s walking distance to most tourist locations."

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent

"Beautiful hotel in a perfect location. Big rooms w/big bathrooms and a super helpful staff. The hotel bar is beautiful and is the perfect place to end your evening. Lively place to stay!"

More cheap stays in Hillside

Red Roof Inn PLUS+ Chicago - Naperville

1698 West Diehl Road Naperville IL

HK$600

HK$669 total

1 Nov - 2 Nov

includes taxes & fees

Red Roof Inn PLUS+ Chicago - Willowbrook

7535 Kingery Highway Willowbrook IL

HK$634

HK$710 total

11 Oct - 12 Oct

includes taxes & fees

Comfort Inn Chicago Schaumburg - O'Hare Airport

1300 E Higgins Rd Schaumburg IL

HK$704

HK$810 total

25 Oct - 26 Oct

includes taxes & fees

SureStay Plus Hotel by Best Western Chicago Lombard

222 E 22nd Street Lombard IL

HK$767

HK$851 total

6 Oct - 7 Oct

includes taxes & fees

Hampton Inn Chicago Downtown/Magnificent Mile

160 E Huron Street Chicago IL

HK$857

HK$1,018 total

1 Nov - 2 Nov

includes taxes & fees

8/10 Very good! (1,653 reviews)

Travelodge by Wyndham Downtown Chicago

65 E Harrison St Chicago IL

HK$911

HK$1,083 total

2 Nov - 3 Nov

includes taxes & fees

7.8/10 Good! (2,885 reviews)

Hotels in Hillside with star-rating

Frequently asked questions

What's the best place for a stay in Hillside?

Located 14.3 mi (23 km) from the heart of Hillside, River Hotel is a top choice for your stay, based on our traveller data. Two other options for your trip to the area are Congress Plaza Hotel and The Chicago Hotel Collection Ambassador Gold Coast. See all available top hotels, or vacation rentals in Hillside.

What are some of the best holiday rentals that Hillside has to offer?

4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line: This holiday home rental outside of Hillside is located in the city centre, and has a balcony, a BBQ and air conditioning to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. See all vacation rentals in Hillside.

If I need to cancel my hotel reservation in Hillside, will I receive a refund?

Yes! The majority of hotel reservations are refundable provided that you cancel prior to the accommodation's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If you have a reservation that's non-refundable, it may still be possible to cancel it and be given a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Hillside.

What is the top LGBTQ-friendly accommodation in Hillside?

Best Western Plus Chicago Hillside is a top LGBTQ-friendly hotel that features free Wi-Fi and free parking. Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG and Manor Motel By OYO Near Oak Brook/Chicago Westchester are other good choices for your stay. See all available hotels listed as LGBTQ-friendly in Hillside.

What's the best dog-friendly place to stay in Hillside?

Best Western Plus Chicago Hillside is a top hotel for people travelling with their pets, and offers a restaurant and free WiFi for its human guests. MainStay Suites Chicago Hillside is another good option for a stay with your pet. See more pet-friendly hotel accommodations in Hillside.

What are some accommodation options with pools in Hillside?

Hilton Chicago: Hotel, 2-minute walk from Grant Park. Features 2 restaurants, an indoor pool and a health club. Also, another option that features an on-site pool is InterContinental Chicago Magnificent Mile by IHG. View all hotels with pools in Hillside.

What is staying in Hillside like?

Families will find child-friendly activities in Hillside, and visitors give high marks for the top-notch restaurants. Relaxing and welcoming, this city attracts tourists with its shopping and forests. Around the area, top sights include Wrigley Field, Soldier Field and Navy Pier. In Hillside, there are 5 hotels and other accommodation options to choose from. Find out more about Hillside.

What is there to see in Hillside?

Notable places to visit in the wider area include Wrigley Field, Soldier Field and Navy Pier. You'll also find United Center and Michigan Avenue in the area. Take a look at what more there is to see and do in Expedia's Hillside guide.

What's the seasonal weather like in Hillside?

The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Hillside are January, November, February and December, with each month seeing an average of 13 cm of snowfall.

Hillside hotels from HK$669

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Hillside

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Hillside hotels

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

2. Best Western Plus Chicago Hillside

3. MainStay Suites Chicago Hillside

4. Hilton Vacation Club Hotel Blake Chicago

5. Hyatt Regency Chicago

6. L7 Chicago by LOTTE

7. Hotel 505 River North

8. Swissotel - Chicago

9. InterContinental Chicago Magnificent Mile by IHG

10. Hyatt Place Chicago/River North

11. Hotel Riu Plaza Chicago

12. Hampton Inn & Suites Chicago Downtown

13. Hampton Inn Chicago Downtown/N Loop/Michigan Ave

14. Residence Inn Chicago Downtown/Loop

15. Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

16. Hilton Garden Inn Chicago Downtown Riverwalk

17. Embassy Suites by Hilton Chicago Downtown River North

18. Sheraton Grand Chicago Riverwalk

19. Cambria Hotel Chicago Loop - Theatre District

20. Hyatt Place Chicago/Downtown - The Loop

Learn more about Hillside

Top Hillside Hotel Reviews

Hotel Saint Clair- Magnificent Mile

Hilton Chicago

Congress Plaza Hotel

InterContinental Chicago Magnificent Mile by IHG

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

Sports Illustrated Resorts Chicago

Hyatt Regency Chicago

Eurostars Magnificent Mile

The Chicago Hotel Collection Ambassador Gold Coast

More cheap stays in Hillside

Red Roof Inn PLUS+ Chicago - Naperville

Red Roof Inn PLUS+ Chicago - Willowbrook

Comfort Inn Chicago Schaumburg - O'Hare Airport

SureStay Plus Hotel by Best Western Chicago Lombard

Hampton Inn Chicago Downtown/Magnificent Mile

Travelodge by Wyndham Downtown Chicago

Hotels in Hillside with star-rating

Frequently asked questions

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