Top 10 Hotels Near Pleasant Home in Chicago for 2026

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Our top choices for Pleasant Home hotels

A well-lit hallway with a wooden dresser, a table with chairs, and a blue patterned rug.

A spacious living room with a fireplace, a piano, and a dining area with a table and chairs.

A neatly arranged bedroom with a large bed, bedside lamps, a nightstand, a dresser, and a built-in fireplace.

A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a red coffee machine.

1. Harvey House Bed & Breakfast

1 km from Pleasant Home

Monica

RM1,055

RM1,170 total

includes taxes & fees

5 Nov - 6 Nov

A brick building with a restaurant named "BARCLAYS" and a sign for "THE COTTAGE OF OAK BURTON."

A lobby with two green armchairs, a glass coffee table, a chandelier, and a fireplace.

A dimly lit restaurant with booths and tables, featuring a large clock and a television screen on the wall.

A bar area with a checkered floor, wooden chairs, a bar counter, and two televisions mounted on the wall.

2. Carleton of Oak Park

0.2 km from Pleasant Home

Kim

RM500

RM555 total

includes taxes & fees

26 Oct - 27 Oct

A modern dining area with tables and chairs, a reception desk, and a large screen wall.

A multi-story building with a row of shops on the ground floor, including a visible restaurant and a hotel named 'Holiday Inn Express'.

A breakfast area with a sign for Express Start Breakfast, a bakery section, and a counter with various food items and a digital menu display.

3. Holiday Inn Express and Suites Chicago West Oak Park by IHG

0.5 km from Pleasant Home

Heather

RM519

RM576 total

includes taxes & fees

22 Nov - 23 Nov

A spacious kitchen with white cabinetry, a central island with bar stools, pendant lighting, and a large window with a view.

A living room with a fireplace, a sofa, a coffee table, and a TV mounted on the wall.

A modern kitchen with white cabinetry, stainless steel appliances, and a wooden dining table.

A spacious room with hardwood flooring, a stone fireplace, a door with glass panels, and a vase on the floor.

4. The Sono Chicago

13.4 km from Pleasant Home

Tavarion

RM588

RM691 total

includes taxes & fees

2 Nov - 3 Nov

A bathroom with a glass-tiled wall, a sink, and a shower area.

A cozy interior with a wooden staircase, a seating area with chairs and a table, and shelves with various items.

A building with a large window, a bench, and a sign that reads "RAY'S BUCKTOWN BED & BREAKFAST".

A patio with a grill, outdoor seating, and potted plants.

5. Ray's Bucktown B&B

10.5 km from Pleasant Home

Lora

RM799

RM902 total

includes taxes & fees

26 Oct - 27 Oct

A wooden staircase with built-in seating and potted plants, leading to a modern interior with large windows and a mezzanine level.

A modern hotel interior with a glass railing, a neon sign, a bar area, and a patterned rug.

A restaurant interior with wooden tables and chairs, a bar area with wine bottles, and a red booth.

A spacious living area with a high ceiling, exposed brick walls, and a large window. A glass coffee table with books is in the center, and a fireplace with a framed picture above it is visible.

6. The Publishing House B&B

11.9 km from Pleasant Home

Nobue

RM1,161

RM1,310 total

includes taxes & fees

8 Nov - 9 Nov

A modern indoor pool area with lounge chairs, a wooden table, and large windows.

A hotel reception area with a counter displaying pastries and coffee, a coffee machine, and a golden clock.

A modern hotel room with a large bed, a desk, a chair, a TV, and a sliding door leading to a shower area.

A modern hotel lobby with a reception desk, seating area, and artwork on the walls.

7. Hampton Inn & Suites Chicago Medical District UIC

10.2 km from Pleasant Home

Kamil Ikram Asad

RM483

RM574 total

includes taxes & fees

22 Nov - 23 Nov

A modern hotel lobby with round tables, blue upholstered chairs, and large windows offering a view of the outdoors.

A reception desk with a "Welcome to the Prairie State" sign, a Hilton Honors sign, and a wooden wall with a herringbone pattern.

A Hampton Inn hotel with a modern facade, large windows, and a welcoming entrance.

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

8. Hampton Inn Chicago-O'Hare International Airport

10.1 km from Pleasant Home

Jennifer

RM507

RM582 total

includes taxes & fees

1 Nov - 2 Nov

A hotel with a stone facade, multiple windows, and a well-lit entrance.

A spacious hotel lobby with a large seating area, a bar, and a view of the city.

An outdoor patio with wicker furniture, a pergola, and a view of the cityscape.

A modern living room with a fireplace, sofas, and a coffee table.

9. Hampton Inn & Suites Rosemont Chicago O'Hare

12.9 km from Pleasant Home

Nicole

RM503

RM573 total

includes taxes & fees

25 Nov - 26 Nov

A long, narrow hallway with a patterned carpet, recessed lighting, and doors on one side.

A modern interior with a wall-mounted fireplace and a decorative rock installation.

A modern bar area with a curved ceiling, wooden slats, and a bar counter with stools.

A restaurant interior with a stone accent wall, a bar area, and a seating section.

10. Loews Chicago O'Hare Hotel

11.2 km from Pleasant Home

Arnulfo

RM609

RM694 total

includes taxes & fees

23 Nov - 24 Nov

An outdoor seating area with tables and chairs, a sofa, and a lamp post.

A spacious lobby with a reception desk, seating area, and a fire feature.

A hotel room with a large bed, a sofa, a TV mounted on the wall, a small table, and a floor lamp.

A modern living room with a sofa, a glass coffee table, and a pink armchair.

11. The Rose Chicago, Tapestry Collection by Hilton

11.5 km from Pleasant Home

melissa

RM726

RM827 total

includes taxes & fees

22 Nov - 23 Nov

A modern lounge area with a fire feature, seating, and a bar.

A group of people seated at a table with drinks and a salad, in a modern indoor setting with large windows and a bar area.

A modern lounge area with a sectional sofa, red chairs, a glass coffee table, and a patterned rug.

A modern lobby with a reception desk, seating area, and elevators.

12. Hyatt Place Chicago/Wicker Park

11.3 km from Pleasant Home

Tyler

RM519

RM609 total

includes taxes & fees

23 Nov - 24 Nov

A banquet hall with long tables set for a formal event, featuring clear chairs, white tablecloths, and floral centerpieces.

A bar area with wooden walls, bar stools, and a bar counter.

A spacious lobby with a modern design, featuring a large seating area with sofas and chairs, a coffee table, and a dining table with chairs. Large windows provide a view of the outdoors.

A hotel entrance with a prominent sign reading "The Westin."

13. The Westin O'Hare

12.6 km from Pleasant Home

Nicole

RM768

RM875 total

includes taxes & fees

22 Nov - 23 Nov

A modern indoor swimming pool with a clear blue water surface, a wooden ceiling, and a wall with a floral pattern.

A modern hotel room with a large window, a wooden desk, a bathroom with a mirror, and a view of the cityscape.

A modern hotel room with a large window offering a city view, a wooden desk with a laptop, and a small seating area.

A modern lobby with a sofa, a coffee table, and a vase of flowers.

14. Nobu Hotel Chicago

12.5 km from Pleasant Home

Abhay

RM1,386

RM1,749 total

includes taxes & fees

22 Nov - 23 Nov

A grand foyer with a wooden staircase, a chandelier, and a large window.

A spacious dining area with a long wooden table, ornate chairs, and a chandelier.

A stone entrance with a black metal gate, a black mat, and two lion statues.

A courtyard with brick arches, outdoor seating, and potted plants.

15. Villa D' Citta

13.2 km from Pleasant Home

Hernando

RM1,029

RM1,208 total

includes taxes & fees

26 Oct - 27 Oct

A modern hotel lobby with a seating area, a bar, and a kitchen.

A modern living room with a fireplace, a flat-screen TV, a pool table, and a chess table.

A DoubleTree by Hilton hotel with a modern design, a covered entrance, and well-maintained landscaping.

A modern hotel room with a sofa, a flat-screen TV, a fireplace, and a dining area.

16. DoubleTree by Hilton Chicago Midway Airport

13.3 km from Pleasant Home

Kelly

RM600

RM704 total

includes taxes & fees

2 Nov - 3 Nov

A grand hotel facade with classical architecture, featuring tall columns, ornate detailing, and a prominent entrance with a marquee.

A spacious living area with a pool table, comfortable seating, a fireplace, and large windows.

A modern hotel lobby with a long bar, seating area, and large windows.

A modern kitchen with a central island, built-in appliances, and a dining area with a sofa and chairs.

17. Hyatt House Chicago Medical/University District

10.6 km from Pleasant Home

lieneke

RM449

RM534 total

includes taxes & fees

22 Nov - 23 Nov

An outdoor patio area with wicker furniture, potted plants, and a covered seating area with a view of the street.

A conference room with a long table, leather chairs, and a wooden shelf with framed pictures and decorative items.

A modern building entrance with a 'CIMA' sign, glass doors, and a tiled pathway.

A modern lobby with seating areas, a reception desk, and a bar.

18. Hyatt Centric Chicago O'Hare

13.3 km from Pleasant Home

Raul

RM482

RM549 total

includes taxes & fees

22 Nov - 23 Nov

A breakfast setting with a plate of toast, a bowl of fruit, a cup of coffee, and a newspaper on a table by a window with a city view.

A modern interior with a bar area, seating, and large windows offering a city view.

A bar area with a circular bar, stools, and a well-stocked shelf of bottles.

A rooftop pool area with lounge chairs and umbrellas, a city skyline view, and a no diving sign.

19. The Robey, Chicago, a Member of Design Hotels

10.5 km from Pleasant Home

Patricia

RM695

RM916 total

includes taxes & fees

23 Nov - 24 Nov

A modern hotel with a flat roof, multiple floors, and a well-lit facade.

A bar area with a neon sign, seating arrangements, and a wine cooler.

A modern lounge area with sofas, a fireplace, and a large window offering a view of the outdoors.

20. Aloft by Marriott Chicago O'Hare

11.6 km from Pleasant Home

Jelena

RM695

RM792 total

includes taxes & fees

13 Nov - 14 Nov

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Compare popular hotels close to Pleasant Home

Property	Property class	Guest rating
Harvey House Bed & Breakfast	9.8 Exceptional 137 reviews	View
Carleton of Oak Park	9.2 Wonderful 1,204 reviews	View
Holiday Inn Express and Suites Chicago West Oak Park by IHG	8.2 Very good 101 reviews	View
The Sono Chicago	10.0 Exceptional 569 reviews	View
Ray's Bucktown B&B	9.8 Exceptional 423 reviews	View

Top Pleasant Home Hotel Reviews

Super 8 by Wyndham Chicago Northlake O'Hare South

10/10 Excellent

"Mejorar, TV que sea smart, poder colocar la cuenta personal de aplicaciones para reproducir películas etc"

MainStay Suites Chicago Hillside

10/10 Excellent

"It’s was very nice and clean"

Regal Inn - Chicago O'Hare Airport

8/10 Good

"I had a great experience here. Was visiting Chicago for two days and found positive reviews for this place & found affordable ~250 for 2 nights. Reserved a single room - 2 queen beds/ max 4 guests. Positives: clean, well maintained, polite staff Downsides: poor wifi (I think since it's open, it is super slow) Overall my expectations were met far & beyond. I was surprised to see the hotel go all booked on a random weekend. Anyway, book in advance is what I would recommend 9/10 place."

Colony Motel

8/10 Good

"Well maintained"

Super 8 by Wyndham Chicago/Rosemont/O'Hare/SE

10/10 Excellent

"Clean room, attentive staff and GREAT little breakfast."

Chicago Avenue Inn

8/10 Good

"This is an affordable and comfortable option that's proximate and easy to access. The immediate area is a lil rough but it's blocks away from main avenues that connect you to many of the choice neighborhoods in Chicago. Christine is the onsite house manager and is sweet and helpful. They even had a lil business center which was handy and great. I'd stay there again and recommend it if you're going for a solid budget option."

Other attractions near Pleasant Home

Unity Temple

8.8/10 (11 reviews)

Frank Lloyd Wright’s magnum opus, Unity Temple is a revolutionary design over a hundred years old – a remarkable example of religious architecture.

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Mills Park

7.2/10 (7 reviews)

Mills Park is just one of the places to see in Oak Park, so why not enjoy the other things to explore during your travels? Stroll along the lakeside or experience the acclaimed theatre scene in this vibrant area.

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Oak Park Visitors Center

7.8/10 (8 reviews)

After visiting Oak Park Visitors Center, make a plan to see the other sights and activities in Oak Park. Discover the top-notch restaurants and acclaimed art galleries in this vibrant area.

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Downtown Oak Park

Downtown Oak Park is just one of the places to see in Oak Park, so why not enjoy the other things to explore during your travels? Visit the shops and top-notch restaurants in this walkable area.

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Tre Sorelle Ristorante

Tre Sorelle Ristorante is just one of the places to see in Oak Park, so why not enjoy the other things to explore during your travels? Visit the shops and top-notch restaurants in this walkable area.

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Labyrinth

Enjoy an outing to Labyrinth during your stay in Oak Park. Visit the shops and top-notch restaurants in this family-friendly area.

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Oak Park Public Library

You can take time to visit Oak Park Public Library during your travels to Oak Park. Visit the shops and top-notch restaurants in this walkable area.

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Madison Street Theatre

7.0/10 (6 reviews)

You can get tickets for a performance at Madison Street Theatre during your trip to Oak Park. Stroll along the lakeside or experience the acclaimed art galleries in this vibrant area.

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Frequently asked questions

What's the area like around Pleasant Home?

Pleasant Home is located in a vibrant area of Oak Park known for its array of dining options and stunning architecture. If you're looking for a convenient place to stay, take a look at the 101 hotels and other accommodation options you'll find within a mile.

What's the best hotel to stay close to Pleasant Home?

Adjacent to Pleasant Home, Carleton of Oak Park is one of the top choices for your stay based on our traveller data, and this hotel offers 2 restaurants and 2 bars. Other good choices close by include Holiday Inn Express and Suites Chicago West Oak Park by IHG and Harvey House Bed & Breakfast.

How many hotels are there close to Pleasant Home?

Expedia has 101 hotels and other accommodation options within a mile from Pleasant Home.

If I need to cancel the hotel reservation for my stay near Pleasant Home, will I receive a refund?

Yes, the majority of hotel room reservations are fully refundable as long as you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of check in. If you booked a non-refundable reservation, it might still be possible to cancel it and get a refund within a 24-hour period of booking. Enter dates in and click on "Search", then use the "fully refundable" filter to view the best deals available near Pleasant Home.

What can I see and do near Pleasant Home?

Study the collections at Ernest Hemingway Museum and House, Frank Lloyd Wright Home and Studio or Trailside Museum of Natural History. While you're exploring, swing by Frank Lloyd Wright Historic District, Walt Disney House and Unity Temple to learn a bit about the area. You can enjoy live performances at Madison Street Theatre and Distro Music Hall.

Hotels near Pleasant Home

Change your mind

Treat yourself

Be picky

Check prices for these dates

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Our top choices for Pleasant Home hotels

1. Harvey House Bed & Breakfast

2. Carleton of Oak Park

3. Holiday Inn Express and Suites Chicago West Oak Park by IHG

4. The Sono Chicago

5. Ray's Bucktown B&B

6. The Publishing House B&B

7. Hampton Inn & Suites Chicago Medical District UIC

8. Hampton Inn Chicago-O'Hare International Airport

9. Hampton Inn & Suites Rosemont Chicago O'Hare

10. Loews Chicago O'Hare Hotel

11. The Rose Chicago, Tapestry Collection by Hilton

12. Hyatt Place Chicago/Wicker Park

13. The Westin O'Hare

14. Nobu Hotel Chicago

15. Villa D' Citta

16. DoubleTree by Hilton Chicago Midway Airport

17. Hyatt House Chicago Medical/University District

18. Hyatt Centric Chicago O'Hare

19. The Robey, Chicago, a Member of Design Hotels

20. Aloft by Marriott Chicago O'Hare

Compare popular hotels close to Pleasant Home

Top Pleasant Home Hotel Reviews

Super 8 by Wyndham Chicago Northlake O'Hare South

MainStay Suites Chicago Hillside

Regal Inn - Chicago O'Hare Airport

Colony Motel

Super 8 by Wyndham Chicago/Rosemont/O'Hare/SE

Chicago Avenue Inn

Other attractions near Pleasant Home

Unity Temple

Mills Park

Oak Park Visitors Center

Downtown Oak Park

Tre Sorelle Ristorante

Labyrinth

Oak Park Public Library

Madison Street Theatre

Frequently asked questions