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 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.

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

Rp5.261.801

Rp5.839.614 total

includes taxes & fees

12 Oct - 13 Oct

A brick building with a restaurant named "BARCLAYS" and a sign for "THE COTTAGE OF OAK BURTON."

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

A lobby with two green armchairs, a glass coffee table, a chandelier, and a fireplace.

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

Rp2.200.874

Rp2.442.530 total

includes taxes & fees

12 Oct - 13 Oct

A spacious living room with a grand piano, a comfortable sofa, and a dining area with a chandelier.

A dining area with a long wooden table, chairs, a chandelier, and a window with curtains.

A modern kitchen with white cabinets, a stainless steel stove, and a large window.

A room with a bed, a chair, a fireplace, a door leading to another room, and a painting on the wall.

3. Historic Oak Park Home

1 km from Pleasant Home

Janette

Rp2.897.874

Rp5.313.757 total

includes taxes & fees

27 Oct - 28 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 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

Rp2.858.979

Rp3.172.894 total

includes taxes & fees

29 Oct - 30 Oct

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.

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

1.2 km from Pleasant Home

Rp4.350.676

Rp8.536.494 total

includes taxes & fees

1 Oct - 2 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 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

Susan

Rp3.611.241

Rp4.076.691 total

includes taxes & fees

1 Oct - 2 Oct

A spacious kitchen with white cabinetry, a central island with bar stools, pendant lighting, and a large window with a view.

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 with benches.

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

7. The Sono Chicago

13.4 km from Pleasant Home

Christie

Rp4.728.214

Rp5.550.708 total

includes taxes & fees

12 Oct - 13 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 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.

8. Hampton Inn & Suites Chicago Medical District UIC

10.2 km from Pleasant Home

Bobby

Rp3.652.840

Rp4.342.861 total

includes taxes & fees

25 Oct - 26 Oct

A hotel with a stone facade, multiple windows, and a well-lit entrance.

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

A modern living room with a fireplace, sofas, and a coffee table.

An outdoor patio with wicker furniture, a pergola, and a view of the cityscape.

9. Hampton Inn & Suites Rosemont Chicago O'Hare

12.9 km from Pleasant Home

Richard Joseph

Rp2.638.811

Rp3.007.717 total

includes taxes & fees

25 Oct - 26 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.

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.

10. Hampton Inn Chicago-O'Hare International Airport

10.1 km from Pleasant Home

karen

Rp2.517.340

Rp2.894.438 total

includes taxes & fees

30 Oct - 31 Oct

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

11. Hyatt Place Chicago/Wicker Park

11.3 km from Pleasant Home

Tyler

Rp4.170.896

Rp4.896.506 total

includes taxes & fees

25 Oct - 26 Oct

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

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

MILAN

Rp3.229.028

Rp3.680.446 total

includes taxes & fees

30 Oct - 31 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 room with a wooden table, a coffee machine, a clock, and a framed sign on the wall.

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

13. Villa D' Citta

13.2 km from Pleasant Home

Jeffrey

Rp4.528.515

Rp5.316.083 total

includes taxes & fees

7 Oct - 8 Oct

A modern building with a glass facade, surrounded by a parking lot and greenery.

A modern balcony with a city view, a cushioned chair, a small table, and potted plants.

A modern living room with a large window, a white sofa, a grey sofa, and a dining area with a white table and chairs.

A modern living room with a grey sofa, a round coffee table, and a large window offering a view of a building.

14. ENVITAE Hotel 4 Bedroom Luxury Apartments

12.6 km from Pleasant Home

Karthik

Rp4.984.333

Rp9.629.423 total

includes taxes & fees

14 Oct - 15 Oct

A modern indoor swimming pool with a clear blue water surface, a wooden ceiling, and a wall with a floral pattern.

A modern lobby with a sofa, a coffee table, and a vase of flowers.

A modern hotel room with a large window, a wooden desk, a bathroom with a mirror, and a view of the cityscape.

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

15. Nobu Hotel Chicago

12.5 km from Pleasant Home

Abhay

Rp7.899.915

Rp9.841.658 total

includes taxes & fees

25 Oct - 26 Oct

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

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

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

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

16. DoubleTree by Hilton Chicago Midway Airport

13.3 km from Pleasant Home

Jessica

Rp2.639.970

Rp3.101.437 total

includes taxes & fees

31 Oct - 1 Nov

A grand hotel facade with classical architecture, featuring tall columns, ornate detailing, and a prominent entrance with a marquee.

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

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.

17. Hyatt House Chicago Medical/University District

10.6 km from Pleasant Home

Enrique

Rp4.674.280

Rp5.557.253 total

includes taxes & fees

25 Oct - 26 Oct

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 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.

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

18. The Westin O'Hare

12.6 km from Pleasant Home

Monique

Rp3.380.428

Rp3.853.013 total

includes taxes & fees

16 Oct - 17 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 rooftop pool area with lounge chairs and umbrellas, a city skyline view, and a no diving sign.

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.

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

10.5 km from Pleasant Home

BRIAN

Rp4.045.725

Rp5.192.733 total

includes taxes & fees

4 Oct - 5 Oct

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

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

A modern lounge area with a sofa, chairs, and a large potted plant.

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

20. The Emily Hotel

12.3 km from Pleasant Home

Leslie

Rp4.155.751

Rp4.940.773 total

includes taxes & fees

4 Oct - 5 Oct

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Top Pleasant Home Hotel Reviews

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"

Regal Inn - Chicago O'Hare Airport

8/10 Good

"Property is an excellent value if you need a simple place to stay. Rooms are current in terms of amenities. Property was designed in the 1960's, so it looks a little dated, but is fine. DENNYS is across the street, good shopping to the south, upscale accommodation to the north. Neighborhood is cordial. Street noise dissipates after midnight. Parking is adequate and free--not always the case in this area."

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 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. Historic Oak Park Home

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

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

6. Ray's Bucktown B&B

7. The Sono Chicago

8. Hampton Inn & Suites Chicago Medical District UIC

9. Hampton Inn & Suites Rosemont Chicago O'Hare

10. Hampton Inn Chicago-O'Hare International Airport

11. Hyatt Place Chicago/Wicker Park

12. The Rose Chicago, Tapestry Collection by Hilton

13. Villa D' Citta

14. ENVITAE Hotel 4 Bedroom Luxury Apartments

15. Nobu Hotel Chicago

16. DoubleTree by Hilton Chicago Midway Airport

17. Hyatt House Chicago Medical/University District

18. The Westin O'Hare

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

20. The Emily Hotel

Top Pleasant Home Hotel Reviews

The Shamrock

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

Regal Inn - Chicago O'Hare Airport

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