The Best Hotels Closest to Pleasant Home in Chicago 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 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.

1. Harvey House Bed & Breakfast

1 km from Pleasant Home

Monica

₩397,313

₩440,943 total

includes taxes & fees

Oct 6 - Oct 7

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 km from Pleasant Home

Brad

₩165,728

₩183,926 total

includes taxes & fees

Oct 5 - Oct 6

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.

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

0.5 km from Pleasant Home

Donna

₩204,983

₩227,489 total

includes taxes & fees

Nov 1 - Nov 2

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 dining area with a wooden table, four chairs, a sofa, and a lamp.

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

1.2 km from Pleasant Home

₩327,666

₩642,915 total

includes taxes & fees

Oct 19 - Oct 20

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

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

5. Ray's Bucktown B&B

10.5 km from Pleasant Home

Susan

₩294,673

₩332,656 total

includes taxes & fees

Oct 13 - Oct 14

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

₩329,873

₩387,241 total

includes taxes & fees

Oct 25 - Oct 26

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

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

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.

7. Hampton Inn & Suites Chicago Medical District UIC

10.2 km from Pleasant Home

Bobby

₩251,545

₩299,063 total

includes taxes & fees

Nov 1 - Nov 2

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.

8. Hampton Inn & Suites Rosemont Chicago O'Hare

12.9 km from Pleasant Home

Richard Joseph

₩199,254

₩227,110 total

includes taxes & fees

Oct 25 - Oct 26

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.

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

9. Hampton Inn Chicago-O'Hare International Airport

10.1 km from Pleasant Home

karen

₩169,688

₩195,107 total

includes taxes & fees

Nov 1 - Nov 2

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

A modern lounge area with a sectional sofa, red chairs, a glass coffee table, and a patterned rug.

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.

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

₩257,925

₩302,797 total

includes taxes & fees

Nov 1 - Nov 2

A long, narrow hallway with a patterned carpet, recessed lighting, and doors on one side.

A restaurant interior with a stone accent wall, a bar area, and a seating section.

A hotel entrance with a covered area, a sign reading "LOEWS," and a building labeled "THE CAPITAL GRILLE."

11. Loews Chicago O'Hare Hotel

11.2 km from Pleasant Home

MARY

₩296,524

₩337,978 total

includes taxes & fees

Oct 2 - Oct 3

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.

12. The Rose Chicago, Tapestry Collection by Hilton

11.5 km from Pleasant Home

MILAN

₩232,648

₩265,172 total

includes taxes & fees

Nov 1 - Nov 2

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

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.

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

13. Villa D' Citta

13.2 km from Pleasant Home

Jeffrey

₩341,886

₩401,345 total

includes taxes & fees

Oct 7 - Oct 8

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

14. Hyatt House Chicago Medical/University District

10.6 km from Pleasant Home

Enrique

₩333,945

₩397,028 total

includes taxes & fees

Nov 1 - Nov 2

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.

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.

15. DoubleTree by Hilton Chicago Midway Airport

13.3 km from Pleasant Home

Jessica

₩199,349

₩234,195 total

includes taxes & fees

Oct 31 - Nov 1

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.

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

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

16. The Westin O'Hare

12.6 km from Pleasant Home

Monique

₩254,550

₩290,135 total

includes taxes & fees

Oct 16 - Oct 17

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

17. Level Chicago - River North

13.4 km from Pleasant Home

Frederico

₩321,983

₩411,378 total

includes taxes & fees

Nov 1 - Nov 2

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

A hotel room with a large bed, a bedside table with a lamp, a small table, a chair, and a view of a building through the window.

A conference room with rows of chairs, a large window with a view of buildings, and a ceiling with recessed lighting.

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

18. Hampton Inn Chicago West Loop Fulton Market Area

13 km from Pleasant Home

Terri

₩293,872

₩349,384 total

includes taxes & fees

Nov 1 - Nov 2

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 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.

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

10.5 km from Pleasant Home

BRIAN

₩288,469

₩372,096 total

includes taxes & fees

Nov 1 - Nov 2

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 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.

20. Level Chicago Fulton Market

12.7 km from Pleasant Home

Jessica

₩351,640

₩446,280 total

includes taxes & fees

Nov 1 - Nov 2

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Top Pleasant Home Hotel Reviews

Travel Inn

10/10 Excellent

"Great"

The Shamrock

8/10 Good

"For its price, it was worth the cost and was better than I expected. The ac worked well, and the room was very spacious. Only real complaints were a faint smell of smoke that may just be lingering from years of use and wasnt very quiet. You could easily hear the noise of the neighborhood and a mysterious hum/ring that would arise sporadically. Parking was limited, but many of the spots were taped off for work. They were free before the weekend was over."

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

8/10 Good

"Staff was very helpful. Location was convenient. Parking lot was safe"

Rodeway Inn Lyons - La Grange

10/10 Excellent

"This place worked out great for me traveling for work by myself. Good stay at a good price."

VIBE INN - WHIRLPOOL SUITES

10/10 Excellent

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

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)

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 theater 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 scene 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? Check out 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? Check out 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. Check out 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. Check out the shops and top-notch restaurants in this walkable area.

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Madison Street Theatre

7.0/10 (6 reviews)

You can make plans for a show at Madison Street Theatre during your trip to Oak Park. Stroll along the lakeside or experience the acclaimed art scene 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, check out the 101 hotels and other accommodations you'll find within a mile.

Where is the best place 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 traveler 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 should I expect to find close to Pleasant Home?

Expedia has 101 hotels and other accommodations 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 bookings are fully refundable provided that you cancel prior to the accommodation's cancellation deadline, which is often 24 or 48 hours before the scheduled arrival. If your reservation is non-refundable, it might still be possible to cancel it and be given a refund within 24 hours of booking. Put your dates in and click on "Search", then use the filter option "fully refundable" to review top deals close to Pleasant Home.

Where can I learn more about changing or cancelling my trip in the area near Pleasant Home?

To access more information about changing or cancelling your stay near Pleasant Home, head over to our customer service page.

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.

Find hotels near Pleasant Home, Chicago from ₩183,926

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Treat yourself

Be picky

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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. Ray's Bucktown B&B

6. The Sono Chicago

7. Hampton Inn & Suites Chicago Medical District UIC

8. Hampton Inn & Suites Rosemont Chicago O'Hare

9. Hampton Inn Chicago-O'Hare International Airport

10. Hyatt Place Chicago/Wicker Park

11. Loews Chicago O'Hare Hotel

12. The Rose Chicago, Tapestry Collection by Hilton

13. Villa D' Citta

14. Hyatt House Chicago Medical/University District

15. DoubleTree by Hilton Chicago Midway Airport

16. The Westin O'Hare

17. Level Chicago - River North

18. Hampton Inn Chicago West Loop Fulton Market Area

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

20. Level Chicago Fulton Market

Top Pleasant Home Hotel Reviews

Travel Inn

The Shamrock

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

Rodeway Inn Lyons - La Grange

VIBE INN - WHIRLPOOL SUITES

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