The Best Hotels Closest to Pleasant Home in Chicago - 2026 Updated Prices

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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 cozy living room with a brown leather sofa, a matching ottoman, a wooden side table with a lamp, and a wooden chair with a book.

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

₹24,969

₹27,711 total

includes taxes & fees

5 Nov - 6 Nov

A wooden staircase with a window on the left, a door on the right, and two framed pictures on the wall.

A hallway with wooden flooring, white walls, and a ceiling light.

A two-story house with a porch, a chimney, and a brick wall.

2. At Home in Oak Park

1 km from Pleasant Home

Theresa

₹18,541

₹31,969 total

includes taxes & fees

27 Oct - 28 Oct

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

A residential street with a sidewalk, houses, and greenery.

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

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

3. Carleton of Oak Park

0.2 km from Pleasant Home

Brad

₹11,840

₹13,140 total

includes taxes & fees

13 Oct - 14 Oct

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

A hotel room with a bed, desk, chair, TV, and large windows with a city view.

A modern breakfast area with a counter displaying cereal and fruit options, a coffee machine, and a view of the city through large windows.

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

0.5 km from Pleasant Home

Heather

₹15,574

₹17,284 total

includes taxes & fees

2 Nov - 3 Nov

A modern building with large glass windows, surrounded by a grassy area with trees and a pathway.

A cozy loft-style room with a bed, sofa, and dining area, featuring a wooden ceiling and a stained glass light fixture.

A dining area with a round table, blue chairs, and a chandelier.

A bedroom with a bed, a window, and a mirror with ornate frame.

5. The Oak Park Loft

1 km from Pleasant Home

Linda

₹17,160

₹30,386 total

includes taxes & fees

27 Oct - 28 Oct

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

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

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

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

6. The Sono Chicago

13.4 km from Pleasant Home

Christie

₹17,703

₹20,783 total

includes taxes & fees

26 Oct - 27 Oct

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

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

A room with wooden flooring, a bookshelf filled with books and decorative items, two chairs, and a table with various objects.

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

7. Ray's Bucktown B&B

10.5 km from Pleasant Home

Lora

₹19,431

₹21,936 total

includes taxes & fees

13 Oct - 14 Oct

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

A modern hotel with multiple floors, a covered entrance, and a parking lot.

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

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

8. Hampton Inn & Suites Chicago Medical District UIC

10.2 km from Pleasant Home

Bobby

₹16,938

₹20,138 total

includes taxes & fees

25 Oct - 26 Oct

A modern hotel room with a large bed, a view of a cityscape through floor-to-ceiling windows, and three framed artworks on the wall.

A modern living room with a dining area, large windows, and a view of a high-rise building.

9. ENVITAE Hotel

12.6 km from Pleasant Home

Brian

₹17,761

₹41,176 total

includes taxes & fees

3 Nov - 4 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.

An outdoor terrace with a fire feature, seating, and a city view.

10. Hyatt Place Chicago/Wicker Park

11.3 km from Pleasant Home

Tyler

₹17,606

₹20,669 total

includes taxes & fees

9 Nov - 10 Nov

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

An indoor swimming pool with clear windows, green chairs, and a tiled deck.

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

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

11. Hampton Inn Chicago-O'Hare International Airport

10.1 km from Pleasant Home

Jennifer

₹12,092

₹13,903 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.

12. Hampton Inn & Suites Rosemont Chicago O'Hare

12.9 km from Pleasant Home

Keerthika

₹11,819

₹13,471 total

includes taxes & fees

25 Oct - 26 Oct

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

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.

13. Loews Chicago O'Hare Hotel

11.2 km from Pleasant Home

Kasha

₹21,185

₹24,147 total

includes taxes & fees

23 Oct - 24 Oct

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

A room with a wooden table, a coffee machine, a clock, and a framed sign on the wall.

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.

14. Villa D' Citta

13.2 km from Pleasant Home

Hernando

₹24,363

₹28,600 total

includes taxes & fees

26 Oct - 27 Oct

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 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.

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

15. Nobu Hotel Chicago

12.5 km from Pleasant Home

Abhay

₹43,990

₹54,718 total

includes taxes & fees

1 Nov - 2 Nov

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

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.

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

16. The Rose Chicago, Tapestry Collection by Hilton

11.5 km from Pleasant Home

MILAN

₹17,185

₹19,587 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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

A spacious lobby with a grand staircase, modern seating, and a large window providing natural light.

17. Hyatt House Chicago Medical/University District

10.6 km from Pleasant Home

Tara

₹23,410

₹27,832 total

includes taxes & fees

25 Oct - 26 Oct

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

An outdoor patio area with seating, tables, and string lights.

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

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

18. DoubleTree by Hilton Chicago Midway Airport

13.3 km from Pleasant Home

Jessica

₹14,203

₹16,685 total

includes taxes & fees

31 Oct - 1 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 building facade with a dark entrance, two wall-mounted lights, and a sign reading "The Robey Chicago".

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.

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

10.5 km from Pleasant Home

BRIAN

₹20,556

₹26,515 total

includes taxes & fees

1 Nov - 2 Nov

A modern living room with a large TV, a sofa, a coffee table, and a chair. There is a large window with a city view.

A modern bedroom with a large bed, a television, and a balcony with a city view.

A bedroom with a large window overlooking a cityscape.

A rooftop patio with outdoor seating, a fire pit, and a city view.

20. Level Chicago - River North

13.4 km from Pleasant Home

April

₹23,326

₹29,769 total

includes taxes & fees

1 Nov - 2 Nov

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Compare popular hotels close to Pleasant Home

Property	Property class	Guest rating
Harvey House Bed & Breakfast	9.8 Exceptional 136 reviews	View
At Home in Oak Park	9.6 Exceptional 12 reviews	View
Carleton of Oak Park	9.2 Wonderful 1,187 reviews	View
Holiday Inn Express and Suites Chicago West Oak Park by IHG	8.2 Very good 98 reviews	View
The Oak Park Loft	9.4 Exceptional 8 reviews	View

Top Pleasant Home Hotel Reviews

Comfort Suites Chicago O'Hare Airport

8/10 Good

"Quite outdated hotel where you can hear noise from your neighboring room. However, it was clean and staff was helpful. It was annoying to know at check-in that parking is not free and it needs to be paid per night. For the price, the stay was reasonable and breakfast was fine."

Best Western Plus Chicago Hillside

8/10 Good

"N/a"

Rodeway Inn Lyons - La Grange

10/10 Excellent

"El servicio fue genial , me encantó como me sentí sin preocupaciones en un lugar limpio tranquilo y seguro me hospedé con mis 2 hijos pequeños y justos pasamos tiempo de calidad , fue maravilloso poder usar la alberca pues sin importar el clima estaba cálido el agua y el lugar era con acceso controlado , eso me dio mucha tranquilidad a mis hijos les encanta nadar En verdad recomiendo este lugar. I love this place , clean , the staff super friendly the pool was perfect because is inside and was very clean my kids love to swim and I enjoyed good quality time with them , this place is perfect for family I fully recommend"

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

8/10 Good

"My stay was very nice and comfortable."

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."

Best Western Plus O'Hare International South Hotel

10/10 Excellent

"el personal muy amable, El desayuno está bién ,la habitación muy limpia, muy cerca de parada de bus por $2,5 que te lleva a la estación del tren ."

Cindy Lyn Motel

10/10 Excellent

"I didn't like where the out let's are not near not stand one can't use cpap. Has to bring extra cords the rooms could use fixing up needs paint dont like mirror across from bed . The staff was very helpful like I ccan get free coffees"

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.

Search Hotels Near Pleasant Home, Chicago

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Our top choices for Pleasant Home hotels

1. Harvey House Bed & Breakfast

2. At Home in Oak Park

3. Carleton of Oak Park

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

5. The Oak Park Loft

6. The Sono Chicago

7. Ray's Bucktown B&B

8. Hampton Inn & Suites Chicago Medical District UIC

9. ENVITAE Hotel

10. Hyatt Place Chicago/Wicker Park

11. Hampton Inn Chicago-O'Hare International Airport

12. Hampton Inn & Suites Rosemont Chicago O'Hare

13. Loews Chicago O'Hare Hotel

14. Villa D' Citta

15. Nobu Hotel Chicago

16. The Rose Chicago, Tapestry Collection by Hilton

17. Hyatt House Chicago Medical/University District

18. DoubleTree by Hilton Chicago Midway Airport

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

20. Level Chicago - River North

Compare popular hotels close to Pleasant Home

Top Pleasant Home Hotel Reviews

Comfort Suites Chicago O'Hare Airport

Best Western Plus Chicago Hillside

Rodeway Inn Lyons - La Grange

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

Chicago Avenue Inn

Best Western Plus O'Hare International South Hotel

Cindy Lyn Motel

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