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 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.

1. Harvey House Bed & Breakfast

1 km from Pleasant Home

Monica

7.614.948 ₫

8.451.167 ₫ total

includes taxes & fees

28 Sept - 29 Sept

A living room with a sofa, armchair, dining table, and a TV.

A two-story house with a front porch, a chimney, and a well-maintained lawn.

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

A bedroom with a bed, a nightstand, a heater, a window with curtains, and a ceiling fan.

2. At Home in Oak Park

1 km from Pleasant Home

Theresa

5.437.920 ₫

9.114.546 ₫ total

includes taxes & fees

7 Oct - 8 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 bar area with a checkered floor, wooden chairs, a bar counter, and two televisions mounted on the wall.

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

Suzanne

3.184.848 ₫

3.534.557 ₫ total

includes taxes & fees

4 Oct - 5 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

Donna

5.021.860 ₫

5.573.260 ₫ total

includes taxes & fees

27 Sept - 28 Sept

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

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

5. The Sono Chicago

13.4 km from Pleasant Home

Christie

5.516.240 ₫

6.475.597 ₫ total

includes taxes & fees

5 Oct - 6 Oct

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

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

6. Ray's Bucktown B&B

10.5 km from Pleasant Home

mary

4.805.113 ₫

5.424.389 ₫ total

includes taxes & fees

28 Sept - 29 Sept

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 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.

7. Hampton Inn & Suites Chicago Medical District UIC

10.2 km from Pleasant Home

Kristine

5.949.473 ₫

7.073.329 ₫ total

includes taxes & fees

27 Sept - 28 Sept

A bar area with multiple seating options, including bar stools and round tables, with a variety of bottles and glasses on the bar counter.

A modern hotel room with a large bed, a flat-screen TV, a sofa, and a city view.

A modern interior with a brick wall, a staircase, and a large framed artwork.

A spacious room with a large window overlooking Wrigley Field, a view of the Chicago Cubs stadium, and a chessboard on the table.

8. Hotel Zachary Chicago, a Tribute Portfolio Hotel

13.7 km from Pleasant Home

Katie

7.935.840 ₫

9.315.882 ₫ total

includes taxes & fees

18 Oct - 19 Oct

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.

9. Villa D' Citta

13.2 km from Pleasant Home

Jeffrey

6.553.137 ₫

7.692.813 ₫ total

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 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

Abhay

12.805.743 ₫

15.875.248 ₫ total

includes taxes & fees

4 Oct - 5 Oct

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

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

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.

11. Hampton Inn Chicago-O'Hare International Airport

10.1 km from Pleasant Home

karen

3.512.700 ₫

4.038.902 ₫ total

includes taxes & fees

4 Oct - 5 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 hotel room with a large bed, a sofa, a TV mounted on the wall, a small table, and a floor lamp.

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

12. The Rose Chicago, Tapestry Collection by Hilton

11.5 km from Pleasant Home

Keeshaun

5.100.701 ₫

5.813.778 ₫ total

includes taxes & fees

11 Oct - 12 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 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.

13. Hyatt House Chicago Medical/University District

10.6 km from Pleasant Home

Enrique

6.739.180 ₫

8.012.210 ₫ total

includes taxes & fees

27 Sept - 28 Sept

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

A bedroom with a large window overlooking a cityscape.

14. Level Chicago - River North

13.4 km from Pleasant Home

Frederico

7.685.950 ₫

9.664.451 ₫ total

includes taxes & fees

27 Sept - 28 Sept

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

A modern conference room with a large oval table, multiple chairs, and a city view through large windows.

A modern dining area with a central island, chairs, pendant lights, and a decorative wall with a motivational quote.

A hotel reception desk with a marble counter, a digital kiosk, and a sign indicating Hilton Honors.

15. Hampton Inn Chicago West Loop Fulton Market Area

13 km from Pleasant Home

Rebecca

5.356.477 ₫

6.368.315 ₫ total

includes taxes & fees

27 Sept - 28 Sept

A modern kitchen with a large island, bar stools, and a city view.

A high-rise building with multiple floors, large windows, and a modern architectural design.

A spacious living area with a large sofa, a dining table, and a TV mounted on the wall.

A modern living room with a grey sectional sofa, a round coffee table, and a glass desk with a chair. Large windows offer a city view.

16. Level Chicago – Old Town

13.8 km from Pleasant Home

Brian

7.881.718 ₫

9.894.262 ₫ total

includes taxes & fees

27 Sept - 28 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 lounge area with a sofa, chairs, and a large potted plant.

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

17. The Emily Hotel

12.3 km from Pleasant Home

Althea

6.899.646 ₫

8.202.988 ₫ total

includes taxes & fees

4 Oct - 5 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 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

Michelle

5.620.320 ₫

7.239.024 ₫ total

includes taxes & fees

27 Sept - 28 Sept

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

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

A modern living room with a dining area, large windows, and a city view.

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

19. Level Chicago Fulton Market

12.7 km from Pleasant Home

Jessica

8.320.806 ₫

10.409.707 ₫ total

includes taxes & fees

27 Sept - 28 Sept

An outdoor seating area with sofas and tables, surrounded by greenery and modern buildings in the background.

A spacious lobby with a wooden floor, a central round table with decorative items, a reception desk, and framed artwork on the walls.

A modern hotel room with a large window, a sofa, a small table, and a kitchen area with wine bottles.

20. Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area

13 km from Pleasant Home

Brock

7.481.996 ₫

8.895.344 ₫ total

includes taxes & fees

2 Oct - 3 Oct

View all properties

Compare popular hotels close to Pleasant Home

Property	Property class	Guest rating
Harvey House Bed & Breakfast	9.8 Exceptional 135 reviews	View
At Home in Oak Park	9.6 Exceptional 12 reviews	View
Carleton of Oak Park	9.2 Wonderful 1,165 reviews	View
Holiday Inn Express and Suites Chicago West Oak Park by IHG	8.2 Very good 88 reviews	View
The Sono Chicago	10.0 Exceptional 555 reviews	View

Top Pleasant Home Hotel Reviews

Comfort Suites Chicago O'Hare Airport

8/10 Good

"Room was clean"

Regal Inn - Chicago O'Hare Airport

8/10 Good

"La chambre semblait propre et emplacement pratique"

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"

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)

Unity Temple is just one of the places to see in Oak Park, so why not enjoy the other things to explore during your travels? Discover the top-notch restaurants and acclaimed art galleries in this vibrant area.

See properties

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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.

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.

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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 Sono Chicago

6. Ray's Bucktown B&B

7. Hampton Inn & Suites Chicago Medical District UIC

8. Hotel Zachary Chicago, a Tribute Portfolio Hotel

9. Villa D' Citta

10. Nobu Hotel Chicago

11. Hampton Inn Chicago-O'Hare International Airport

12. The Rose Chicago, Tapestry Collection by Hilton

13. Hyatt House Chicago Medical/University District

14. Level Chicago - River North

15. Hampton Inn Chicago West Loop Fulton Market Area

16. Level Chicago – Old Town

17. The Emily Hotel

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

19. Level Chicago Fulton Market

20. Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area

Compare popular hotels close to Pleasant Home

Top Pleasant Home Hotel Reviews

Comfort Suites Chicago O'Hare Airport

Regal Inn - Chicago O'Hare Airport

VIBE INN - WHIRLPOOL SUITES

The Shamrock

Harvey House Bed & Breakfast

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

Explore a world of travel with Expedia