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

Rp4.666.810

Rp5.179.197 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 residential street with a sidewalk, houses, and greenery.

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

Brad

Rp2.212.992

Rp2.455.987 total

includes taxes & fees

28 Oct - 29 Oct

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 vending machine to the left.

A spacious lobby with a grey sofa, a reception desk, and a coffee station.

A modern hotel room with a large bed, a desk, and a view of the city through a window.

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

0.5 km from Pleasant Home

Heather

Rp2.440.800

Rp2.708.800 total

includes taxes & fees

22 Nov - 23 Nov

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

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

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

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

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

1.2 km from Pleasant Home

Rp4.375.360

Rp8.584.926 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 with benches.

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

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

5. The Sono Chicago

13.4 km from Pleasant Home

Tavarion

Rp2.404.640

Rp2.823.192 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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

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

6. Ray's Bucktown B&B

10.5 km from Pleasant Home

Lora

Rp3.534.098

Rp3.989.533 total

includes taxes & fees

27 Oct - 28 Oct

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 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.

7. Hampton Inn & Suites Chicago Medical District UIC

10.2 km from Pleasant Home

Chad

Rp2.136.152

Rp2.539.670 total

includes taxes & fees

22 Nov - 23 Nov

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

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

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

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.

8. Hyatt Place Chicago/Wicker Park

11.3 km from Pleasant Home

Aimee

Rp2.296.160

Rp2.695.624 total

includes taxes & fees

23 Nov - 24 Nov

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

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.

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

9. Hampton Inn Chicago-O'Hare International Airport

10.1 km from Pleasant Home

Jaime

Rp2.241.920

Rp2.577.760 total

includes taxes & fees

1 Nov - 2 Nov

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.

10. Hampton Inn & Suites Rosemont Chicago O'Hare

12.9 km from Pleasant Home

Nicole

Rp2.209.014

Rp2.517.834 total

includes taxes & fees

26 Nov - 27 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.

11. Loews Chicago O'Hare Hotel

11.2 km from Pleasant Home

Arnulfo

Rp2.693.920

Rp3.070.526 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 hotel with a prominent neon sign, large windows, and a well-lit entrance area.

12. The Rose Chicago, Tapestry Collection by Hilton

11.5 km from Pleasant Home

melissa

Rp3.211.912

Rp3.660.937 total

includes taxes & fees

22 Nov - 23 Nov

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

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

13. Villa D' Citta

13.2 km from Pleasant Home

Hernando

Rp4.553.448

Rp5.345.352 total

includes taxes & fees

2 Nov - 3 Nov

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

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

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

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

14. DoubleTree by Hilton Chicago Midway Airport

13.3 km from Pleasant Home

Kelly

Rp2.653.782

Rp3.117.664 total

includes taxes & fees

2 Nov - 3 Nov

A modern living room with a sectional sofa, two ottomans, a side table with a lamp, and a cityscape artwork on the wall.

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

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.

15. Hyatt House Chicago Medical/University District

10.6 km from Pleasant Home

lieneke

Rp1.988.800

Rp2.364.484 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 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 rooftop pool area with lounge chairs and umbrellas, a city skyline view, and a no diving sign.

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

10.5 km from Pleasant Home

Patricia

Rp3.073.600

Rp4.053.770 total

includes taxes & fees

23 Nov - 24 Nov

A banquet hall with a long table set for a formal event, surrounded by chairs and adorned with floral arrangements and candles.

A modern hotel lobby with a reception desk, a seating area, and a view of the lobby leading to the business center.

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

17. The Westin O'Hare

12.6 km from Pleasant Home

Nicole

Rp3.236.320

Rp3.688.758 total

includes taxes & fees

26 Nov - 27 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 rooftop patio with outdoor seating, a fire pit, and a city view.

A bedroom with a large window overlooking a cityscape.

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

18. Level Chicago - River North

13.4 km from Pleasant Home

Sergio

Rp3.845.724

Rp4.960.530 total

includes taxes & fees

24 Nov - 25 Nov

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

Nico

Rp3.470.868

Rp4.126.515 total

includes taxes & fees

22 Nov - 23 Nov

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

A modern living room with a large bookshelf, a sofa, a coffee table, and a view of the cityscape.

A modern hotel room with a sofa, a small table, and a view of the city through large windows.

A lobby with a cityscape mural, two yellow armchairs, a coffee table, and a sign indicating registration on level 4.

20. Hampton Inn Chicago West Loop Fulton Market Area

13 km from Pleasant Home

Peggy.

Rp2.683.434

Rp3.190.334 total

includes taxes & fees

23 Nov - 24 Nov

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Compare top hotels near Pleasant Home

Harvey House Bed & Breakfast 1 km from Pleasant Home View	Carleton of Oak Park 0.2 km from Pleasant Home View	Holiday Inn Express and Suites Chicago West Oak Park by IHG 0.5 km from Pleasant Home View	The Sono Chicago 13.4 km from Pleasant Home View	Ray's Bucktown B&B 10.5 km from Pleasant Home View
9.8 Exceptional 137 reviews	9.2 Wonderful 1,206 reviews	8.2 Very good 101 reviews	10.0 Exceptional 569 reviews	9.8 Exceptional 423 reviews
Rp4.666.810 Rp5.179.197 total includes taxes & fees 5 Nov - 6 Nov	Rp2.212.992 Rp2.455.987 total includes taxes & fees 28 Oct - 29 Oct	Rp2.440.800 Rp2.708.800 total includes taxes & fees 22 Nov - 23 Nov	Rp2.404.640 Rp2.823.192 total includes taxes & fees 1 Nov - 2 Nov	Rp3.534.098 Rp3.989.533 total includes taxes & fees 27 Oct - 28 Oct

Top Pleasant Home Hotel Reviews

Best Western Plus Chicago Hillside

10/10 Excellent

"Get"

Cindy Lyn Motel

10/10 Excellent

"Almost very clean. It’s decent for a low price. Will be back if I’m on a budget"

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

10/10 Excellent

"Muy bien buena ubicación"

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"

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)

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.

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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. 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. Hyatt Place Chicago/Wicker Park

9. Hampton Inn Chicago-O'Hare International Airport

10. Hampton Inn & Suites Rosemont Chicago O'Hare

11. Loews Chicago O'Hare Hotel

12. The Rose Chicago, Tapestry Collection by Hilton

13. Villa D' Citta

14. DoubleTree by Hilton Chicago Midway Airport

15. Hyatt House Chicago Medical/University District

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

17. The Westin O'Hare

18. Level Chicago - River North

19. The Emily Hotel

20. Hampton Inn Chicago West Loop Fulton Market Area

Compare top hotels near Pleasant Home

Harvey House Bed & Breakfast

Carleton of Oak Park

Holiday Inn Express and Suites Chicago West Oak Park by IHG

The Sono Chicago

Ray's Bucktown B&B

Top Pleasant Home Hotel Reviews

Best Western Plus Chicago Hillside

Cindy Lyn Motel

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

Super 8 by Wyndham Chicago Northlake O'Hare South

MainStay Suites Chicago Hillside

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