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 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.

1. Harvey House Bed & Breakfast

0.6 mi from Pleasant Home

Monica

£245

includes taxes & fees

5 Oct - 6 Oct

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

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

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.

2. Carleton of Oak Park

0.2 mi from Pleasant Home

Suzanne

£94

includes taxes & fees

6 Oct - 7 Oct

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

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

A modern hotel lobby with a sofa, chairs, a desk, and a map on the wall.

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

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

0.3 mi from Pleasant Home

Donna

£137

includes taxes & fees

26 Oct - 27 Oct

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

4. The Sono Chicago

8.3 mi from Pleasant Home

Christie

£208

includes taxes & fees

30 Sept - 1 Oct

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

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

5. Hampton Inn & Suites Chicago Medical District UIC

6.3 mi from Pleasant Home

Kristine

£182

includes taxes & fees

25 Oct - 26 Oct

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

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

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

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

6. Hampton Inn Chicago-O'Hare International Airport

6.2 mi from Pleasant Home

karen

£123

includes taxes & fees

25 Oct - 26 Oct

A modern apartment with a kitchen, dining area, and living room. It features a large window, a sofa, a dining table, and a kitchen with a microwave and refrigerator.

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.

7. ENVITAE Hotel

7.9 mi from Pleasant Home

Brian

£315

includes taxes & fees

26 Oct - 27 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 modern building entrance with a car parked in front.

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

8. Loews Chicago O'Hare Hotel

7 mi from Pleasant Home

MARY

£188

includes taxes & fees

2 Oct - 3 Oct

A modern hotel with a glass facade, multiple floors, and a prominent sign.

An outdoor rooftop lounge with seating, planters, and a view of surrounding high-rise buildings.

A person pouring a drink from a tap into a glass.

A room with a bookshelf, a table with books, a window, and a sofa with a red pillow.

9. Hampton Inn Chicago West Loop Fulton Market Area

8.1 mi from Pleasant Home

Rebecca

£204

includes taxes & fees

25 Oct - 26 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 stone entrance with a black metal gate, a black mat, and two lion statues.

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

10. Villa D' Citta

8.2 mi from Pleasant Home

Jeffrey

£223

includes taxes & fees

5 Oct - 6 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, a wooden desk, a bathroom with a mirror, and a view of the cityscape.

A rooftop terrace with a view of a city skyline at dusk.

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

11. Nobu Hotel Chicago

7.7 mi from Pleasant Home

Abhay

£442

includes taxes & fees

25 Oct - 26 Oct

A cozy room with a sofa, a dining table, and a window with a view of buildings.

A modern hotel lobby with a dark wood console, a large mirror, and a view of the city through large windows.

A cozy seating area with a round table and two chairs, a brick wall, and a window with a view of buildings.

A lobby with two brown leather chairs, a marble table, and a large potted plant.

12. LIVN - West Loop Chicago

8.1 mi from Pleasant Home

chidubem

£180

includes taxes & fees

1 Oct - 2 Oct

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

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

A modern hotel with a prominent neon sign, large windows, and a well-lit entrance area.

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

13. The Rose Chicago, Tapestry Collection by Hilton

7.1 mi from Pleasant Home

MILAN

£162

includes taxes & fees

24 Oct - 25 Oct

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

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.

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

6.5 mi from Pleasant Home

BRIAN

£214

includes taxes & fees

25 Oct - 26 Oct

A modern building with a glass facade, surrounded by a parking lot and greenery.

A modern living room with a grey sofa, a round coffee table, and a large window offering a view of a building.

A modern balcony with a city view, a cushioned chair, a small table, and potted plants.

15. ENVITAE Hotel 4 Bedroom Luxury Apartments

7.9 mi from Pleasant Home

Karthik

£349

includes taxes & fees

29 Sept - 30 Sept

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

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

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.

16. Hyatt House Chicago Medical/University District

6.6 mi from Pleasant Home

Enrique

£233

includes taxes & fees

4 Oct - 5 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.

17. DoubleTree by Hilton Chicago Midway Airport

8.3 mi from Pleasant Home

Jessica

£201

includes taxes & fees

14 Oct - 15 Oct

An outdoor seating area with a fire pit, wooden benches, and tables, surrounded by large windows and string lights.

A modern lobby with a sofa, coffee table, and potted plants.

A spacious indoor area with seating arrangements, large windows, and indoor plants.

A modern lounge area with a sofa, chairs, and a large potted plant.

18. The Emily Hotel

7.6 mi from Pleasant Home

Althea

£220

includes taxes & fees

4 Oct - 5 Oct

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

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.

A hotel room with a bed, a desk, a chair, a shower, and a window with curtains.

19. Hampton Inn & Suites Rosemont Chicago O'Hare

8 mi from Pleasant Home

Richard Joseph

£126

includes taxes & fees

25 Oct - 26 Oct

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."

A modern interior with a blue sofa, wooden walls, and a dining area with tables and chairs.

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

20. The Westin O'Hare

7.8 mi from Pleasant Home

Monique

£170

includes taxes & fees

25 Oct - 26 Oct

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Compare popular hotels close to Pleasant Home

Property	Property class	Guest rating
Harvey House Bed & Breakfast	9.8 Exceptional 135 reviews	View
Carleton of Oak Park	9.2 Wonderful 1,171 reviews	View
Holiday Inn Express and Suites Chicago West Oak Park by IHG	8.2 Very good 90 reviews	View
The Sono Chicago	9.8 Exceptional 559 reviews	View
Hampton Inn & Suites Chicago Medical District UIC	9.6 Exceptional 772 reviews	View

Top Pleasant Home Hotel Reviews

Carleton of Oak Park

10/10 Excellent

"Have stayed here many times for a long weekend, and enjoy it every time."

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

10/10 Excellent

"Strong smell of marihuana . One person smoking marihuana in the parking lot. And a lot if noise during the night . A guy with awful music and car noise outside really laud. That aside, everything very good"

VIBE INN - WHIRLPOOL SUITES

10/10 Excellent

"Hell of a deal, huge hot tub, nice staff 24/7, quiet, comfy, et al"

The Shamrock

10/10 Excellent

"The only issue was my fault... I was not paying attention and rented a smoking room. My fault."

Harvey House Bed & Breakfast

8/10 Good

"Beautiful clean spacious and really nice staff"

Experience Chicago living near United Center

10/10 Excellent

"As stated in previous reviews, the area is a little dicey, but felt very safe in the property, as had to access three locks to access. And the street itself was very nice, with plenty of parking and had no qualms leaving my car there. The property itself was very clean and quite nice , as pictured. Communication with the host was very easy and she responded promptly, and we were even able to access the property a little early the first day"

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"

Theater • Game Room • Gym • Firepit • 4BR Home

10/10 Excellent

"My experience overall all were great. Everything clean, organized and accurate as shown."

Rustic APT /Near Hosp/ 25mins to ORD/MDW/DT/Free Parking & WIFI

10/10 Excellent

"The apartment was excellent. Clean and well stocked for our stay. Everything we could have needed was already there. Close enough to the city but in a residential area that was safe and quiet. We will definitely keep this one bookmarked for the future."

Other attractions near Pleasant Home

Unity Temple

8.8/10 (11 reviews)

This was Frank Lloyd Wright’s first major public building and is still considered one of his greatest achievements.

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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.

See properties

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 96 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 96 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. Carleton of Oak Park

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

4. The Sono Chicago

5. Hampton Inn & Suites Chicago Medical District UIC

6. Hampton Inn Chicago-O'Hare International Airport

7. ENVITAE Hotel

8. Loews Chicago O'Hare Hotel

9. Hampton Inn Chicago West Loop Fulton Market Area

10. Villa D' Citta

11. Nobu Hotel Chicago

12. LIVN - West Loop Chicago

13. The Rose Chicago, Tapestry Collection by Hilton

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

15. ENVITAE Hotel 4 Bedroom Luxury Apartments

16. Hyatt House Chicago Medical/University District

17. DoubleTree by Hilton Chicago Midway Airport

18. The Emily Hotel

19. Hampton Inn & Suites Rosemont Chicago O'Hare

20. The Westin O'Hare

Compare popular hotels close to Pleasant Home

Top Pleasant Home Hotel Reviews

Carleton of Oak Park

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

VIBE INN - WHIRLPOOL SUITES

The Shamrock

Harvey House Bed & Breakfast

Experience Chicago living near United Center

Cindy Lyn Motel

Theater • Game Room • Gym • Firepit • 4BR Home

Rustic APT /Near Hosp/ 25mins to ORD/MDW/DT/Free Parking & WIFI

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