⭐ Top 10 Hotels Near Pleasant Home 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 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.

1. Harvey House Bed & Breakfast

1 km from Pleasant Home

Monica

S$367

includes taxes & fees

5 Nov - 6 Nov

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

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

A kitchen with white cabinets, a microwave, a toaster, and a sink. There is a window with a view of a house outside.

2. At Home in Oak Park

1 km from Pleasant Home

Theresa

S$423

includes taxes & fees

29 Oct - 30 Oct

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 residential street with a sidewalk, houses, and greenery.

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

3. Carleton of Oak Park

0.2 km from Pleasant Home

Brad

S$174

includes taxes & fees

28 Oct - 29 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 hotel room with a bed, desk, chair, TV, and large windows with a city view.

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

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

0.5 km from Pleasant Home

Heather

S$229

includes taxes & fees

2 Nov - 3 Nov

A modern kitchen with white cabinets, a central island, stainless steel appliances, and a ceiling fan.

A modern kitchen with white cabinets, a stainless steel dishwasher, and a wooden countertop.

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

A two-story house with a front porch, a staircase leading to the second floor, and a well-maintained garden.

5. Classic Forest Park Foursquare < 1 Mi to Blue Line

1.2 km from Pleasant Home

S$608

includes taxes & fees

15 Oct - 16 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 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

S$250

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

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

7. Ray's Bucktown B&B

10.5 km from Pleasant Home

Lora

S$290

includes taxes & fees

25 Oct - 26 Oct

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

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

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

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

8. Hampton Inn & Suites Chicago Medical District UIC

10.2 km from Pleasant Home

Bobby

S$265

includes taxes & fees

25 Oct - 26 Oct

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

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.

9. ENVITAE Hotel

12.6 km from Pleasant Home

Brian

S$545

includes taxes & fees

3 Nov - 4 Nov

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

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

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

S$254

includes taxes & fees

2 Nov - 3 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 restaurant interior with a stone accent wall, a bar area, and a seating section.

11. Loews Chicago O'Hare Hotel

11.2 km from Pleasant Home

Kasha

S$319

includes taxes & fees

30 Oct - 31 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 spacious hotel lobby with a large seating area, a bar, and a view of the city.

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

12. Hampton Inn & Suites Rosemont Chicago O'Hare

12.9 km from Pleasant Home

Keerthika

S$178

includes taxes & fees

1 Nov - 2 Nov

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

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

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

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

13. Villa D' Citta

13.2 km from Pleasant Home

Hernando

S$378

includes taxes & fees

2 Nov - 3 Nov

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.

14. ENVITAE Hotel 4 Bedroom Luxury Apartments

12.6 km from Pleasant Home

Karthik

S$610

includes taxes & fees

4 Nov - 5 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 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.

15. The Rose Chicago, Tapestry Collection by Hilton

11.5 km from Pleasant Home

MILAN

S$272

includes taxes & fees

30 Oct - 31 Oct

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

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

16. Hyatt House Chicago Medical/University District

10.6 km from Pleasant Home

Andrea

S$335

includes taxes & fees

25 Oct - 26 Oct

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

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

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

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

17. DoubleTree by Hilton Chicago Midway Airport

13.3 km from Pleasant Home

Kelly

S$221

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

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

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

10.5 km from Pleasant Home

BRIAN

S$338

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 balcony with a city view, a table, and two chairs.

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

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

19. Level Chicago - River North

13.4 km from Pleasant Home

April

S$394

includes taxes & fees

1 Nov - 2 Nov

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.

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

20. Hampton Inn Chicago-O'Hare International Airport

10.1 km from Pleasant Home

Jennifer

S$184

includes taxes & fees

1 Nov - 2 Nov

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Top Pleasant Home Hotel Reviews

Holiday Inn Express and Suites Chicago West Oak Park by IHG

10/10 Excellent

"Clean area, and the staff was nice."

Colony Motel

10/10 Excellent

"The Colony looks like a typical Route 66 motel from the 1960’s. The upkeep of the property and the helpfulness of the staff made the two-night stay very enjoyable. Just 25 minutes from downtown Chicago, the motel was a 5-minute drive from Chicago’s famous Brookfield Zoo."

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."

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.

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. At Home in Oak Park

3. Carleton of Oak Park

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

5. Classic Forest Park Foursquare < 1 Mi to Blue Line

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. Loews Chicago O'Hare Hotel

12. Hampton Inn & Suites Rosemont Chicago O'Hare

13. Villa D' Citta

14. ENVITAE Hotel 4 Bedroom Luxury Apartments

15. The Rose Chicago, Tapestry Collection by Hilton

16. Hyatt House Chicago Medical/University District

17. DoubleTree by Hilton Chicago Midway Airport

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

19. Level Chicago - River North

20. Hampton Inn Chicago-O'Hare International Airport

Top Pleasant Home Hotel Reviews

Holiday Inn Express and Suites Chicago West Oak Park by IHG

Colony Motel

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

Chicago Avenue Inn

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