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

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

Mia

₹25,857

₹28,696 total

includes taxes & fees

31 Aug - 1 Sept

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 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.

2. Carleton of Oak Park

0.2 km from Pleasant Home

Alan

₹10,627

₹11,794 total

includes taxes & fees

2 Sept - 3 Sept

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

A reception desk with a blue geometric wall design, a Holiday Inn Express sign, and a refrigerator with beverages.

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.

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

0.5 km from Pleasant Home

Brandon

₹13,739

₹15,248 total

includes taxes & fees

30 Aug - 31 Aug

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.

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

1.2 km from Pleasant Home

₹20,418

₹42,447 total

includes taxes & fees

7 Sept - 8 Sept

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

5. The Sono Chicago

13.4 km from Pleasant Home

Bronwyn

₹13,549

₹15,904 total

includes taxes & fees

31 Aug - 1 Sept

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

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.

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

6. Ray's Bucktown B&B

10.5 km from Pleasant Home

mary

₹17,517

₹19,775 total

includes taxes & fees

31 Aug - 1 Sept

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

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 with multiple floors, a covered entrance, and a parking lot.

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

Alisa

₹14,517

₹17,259 total

includes taxes & fees

7 Sept - 8 Sept

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.

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.

8. ENVITAE Hotel

12.6 km from Pleasant Home

Ahniyah

₹17,229

₹40,274 total

includes taxes & fees

2 Sept - 3 Sept

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

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

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

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.

9. Hyatt Place Chicago/Wicker Park

11.3 km from Pleasant Home

Jeff

₹16,125

₹18,930 total

includes taxes & fees

8 Sept - 9 Sept

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

10. Nobu Hotel Chicago

12.5 km from Pleasant Home

Jordan

₹41,280

₹51,463 total

includes taxes & fees

30 Aug - 31 Aug

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.

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

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

11. Hampton Inn Chicago-O'Hare International Airport

10.1 km from Pleasant Home

Christine

₹13,739

₹15,798 total

includes taxes & fees

31 Aug - 1 Sept

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.

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

12. Loews Chicago O'Hare Hotel

11.2 km from Pleasant Home

Maria

₹19,941

₹22,729 total

includes taxes & fees

29 Aug - 30 Aug

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.

13. Villa D' Citta

13.2 km from Pleasant Home

Jeffrey

₹27,321

₹32,073 total

includes taxes & fees

2 Sept - 3 Sept

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 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.

14. The Rose Chicago, Tapestry Collection by Hilton

11.5 km from Pleasant Home

Bethany

₹17,922

₹20,428 total

includes taxes & fees

6 Sept - 7 Sept

A rooftop patio with outdoor seating, a pergola, and a view of tall buildings.

A modern hotel lobby with a beige sofa, a red armchair, a coffee table, and a kitchen area with wine bottles and glasses.

A hotel entrance with a neon sign for Hampton Inn and Homewood Suites, a parking entrance, and a brick building with a large sign.

A modern living room with a large bookshelf, a sofa, and a coffee table.

15. Hampton Inn Chicago West Loop Fulton Market Area

13 km from Pleasant Home

Karen

₹18,621

₹22,138 total

includes taxes & fees

7 Sept - 8 Sept

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

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

Correan

₹17,938

₹21,326 total

includes taxes & fees

7 Sept - 8 Sept

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 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.

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

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

10.5 km from Pleasant Home

Temple

₹21,468

₹27,554 total

includes taxes & fees

30 Aug - 31 Aug

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.

18. Level Chicago - River North

13.4 km from Pleasant Home

Treasure

₹19,314

₹25,026 total

includes taxes & fees

7 Sept - 8 Sept

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

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

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

A window with a view of a cityscape, a wooden desk with a radio, and a small window ledge.

19. The Emily Hotel

12.3 km from Pleasant Home

John

₹27,572

₹32,780 total

includes taxes & fees

30 Aug - 31 Aug

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

A modern conference room with a long table, blue chairs, and a unique ceiling light fixture.

A modern high-rise building with multiple balconies, large windows, and a city skyline in the background.

A modern kitchen with a gas stove, white cabinets, and a view of the city through large windows.

20. Level Chicago Fulton Market

12.7 km from Pleasant Home

Alex

₹18,275

₹23,807 total

includes taxes & fees

30 Aug - 31 Aug

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Top Pleasant Home Hotel Reviews

VIBE INN - WHIRLPOOL SUITES

10/10 Excellent

"Clean room staff was fantastic love every moment"

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

10/10 Excellent

"Staff very friendly A+"

Carleton of Oak Park

8/10 Good

"Cool bar and restaurant."

Regal Inn - Chicago O'Hare Airport

8/10 Good

"Served as an affordable stay on the way to main destination. The room was clean but there were cigarette burns on the bedding and the AC worked once we went back down to the front office to let them know it would turn on but not do anything. Turns out there was a thermostat on another wall you had to adjust separately from the wall unit which was fine but a sign would have been useful. Especially because the click and phone weren't working so it seemed likely AC wouldn't either. Otherwise it was restful, relatively safe feeling and clean, just not fancy. Staff/owner was ok but was probably just busy training a new hire so very focused on that."

Travel Inn

8/10 Good

"Good overall experience. Easy check-in, too. Was clean and quiet."

Rodeway Inn Lyons - La Grange

10/10 Excellent

"Ok"

MainStay Suites Chicago Hillside

10/10 Excellent

"It was a great expierence"

Harvey House Bed & Breakfast

10/10 Excellent

"Beth was gracious and chatty hostess. Everything was great!"

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 art galleries 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 entertainment choices 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 family-friendly 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 entertainment choices 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. Classic Forest Park Foursquare < 1 Mi to Blue Line

5. The Sono Chicago

6. Ray's Bucktown B&B

7. Hampton Inn & Suites Chicago Medical District UIC

8. ENVITAE Hotel

9. Hyatt Place Chicago/Wicker Park

10. Nobu Hotel Chicago

11. Hampton Inn Chicago-O'Hare International Airport

12. Loews Chicago O'Hare Hotel

13. Villa D' Citta

14. The Rose Chicago, Tapestry Collection by Hilton

15. Hampton Inn Chicago West Loop Fulton Market Area

16. Hyatt House Chicago Medical/University District

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

18. Level Chicago - River North

19. The Emily Hotel

20. Level Chicago Fulton Market

Top Pleasant Home Hotel Reviews

VIBE INN - WHIRLPOOL SUITES

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

Carleton of Oak Park

Regal Inn - Chicago O'Hare Airport

Travel Inn

Rodeway Inn Lyons - La Grange

MainStay Suites Chicago Hillside

Harvey House Bed & Breakfast

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