The Best Hotels Closest to Pleasant Home in Chicago for 2026

Q: 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.

Q: 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 .

Q: 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.

Q: 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.

Q: 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 .

Q: 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

A well-lit hallway with a wooden dresser, a table with chairs, and a blue patterned rug.

1. Harvey House Bed & Breakfast

1 km from Pleasant Home

Monica

AED 1,052 total

includes taxes & fees

11 Nov - 12 Nov

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

2. Carleton of Oak Park

0.2 km from Pleasant Home

Thomas

AED 499 total

includes taxes & fees

11 Nov - 12 Nov

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

Laure

AED 518 total

includes taxes & fees

8 Dec - 9 Dec

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

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

1.2 km from Pleasant Home

AED 1,744 total

includes taxes & fees

11 Nov - 12 Nov

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

5. Ray's Bucktown B&B

10.5 km from Pleasant Home

Lora

AED 697 total

includes taxes & fees

15 Nov - 16 Nov

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

6. The Sono Chicago

13.4 km from Pleasant Home

Tavarion

AED 526 total

includes taxes & fees

23 Nov - 24 Nov

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

7. Hampton Inn & Suites Chicago Medical District UIC

10.2 km from Pleasant Home

Chad

AED 479 total

includes taxes & fees

22 Nov - 23 Nov

8. ENVITAE Hotel

12.6 km from Pleasant Home

Brian

AED 1,558 total

includes taxes & fees

11 Nov - 12 Nov

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

9. Hampton Inn Chicago-O'Hare International Airport

10.1 km from Pleasant Home

Danielle

AED 418 total

includes taxes & fees

23 Nov - 24 Nov

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

10. Hampton Inn & Suites Rosemont Chicago O'Hare

12.9 km from Pleasant Home

Brigid

AED 512 total

includes taxes & fees

23 Nov - 24 Nov

11. Loews Chicago O'Hare Hotel

11.2 km from Pleasant Home

Arnulfo

AED 607 total

includes taxes & fees

27 Nov - 28 Nov

A rooftop terrace with outdoor seating, a fire feature, and a modern building with large windows.

12. Hyatt Place Chicago/Wicker Park

11.3 km from Pleasant Home

Tasha L

AED 578 total

includes taxes & fees

23 Nov - 24 Nov

An outdoor seating area with tables and chairs, a sofa, and a lamp post.

13. The Rose Chicago, Tapestry Collection by Hilton

11.5 km from Pleasant Home

Joelvis

AED 601 total

includes taxes & fees

26 Nov - 27 Nov

A reception desk with a unique wooden design, a dark textured wall, and a minimalist decor with a vase of dried flowers.

14. Nobu Hotel Chicago

12.5 km from Pleasant Home

Mauro

AED 1,647 total

includes taxes & fees

22 Nov - 23 Nov

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

15. Villa D' Citta

13.2 km from Pleasant Home

Hernando

AED 888 total

includes taxes & fees

2 Dec - 3 Dec

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

16. ENVITAE Hotel 4 Bedroom Luxury Apartments

12.6 km from Pleasant Home

Karthik

AED 1,558 total

includes taxes & fees

8 Dec - 9 Dec

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

17. Hyatt House Chicago Medical/University District

10.6 km from Pleasant Home

lieneke

AED 479 total

includes taxes & fees

22 Nov - 23 Nov

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

18. DoubleTree by Hilton Chicago Midway Airport

13.3 km from Pleasant Home

Kelly

AED 633 total

includes taxes & fees

22 Nov - 23 Nov

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

19. The Emily Hotel

12.3 km from Pleasant Home

Veronica

AED 757 total

includes taxes & fees

22 Nov - 23 Nov

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

20. Hampton Inn Chicago West Loop Fulton Market Area

13 km from Pleasant Home

Peggy.

AED 673 total

includes taxes & fees

23 Nov - 24 Nov

View all properties

Top Pleasant Home Hotel Reviews

Holiday Inn Express and Suites Chicago West Oak Park by IHG

8/10 Good

"Very clean, great breakfast. Maid did not make up bed nor leave new roll of bath tissue. Homeless beggars at entrance way all day, but neighborhood was very safe and eclectic."

Affordable Home- Near the 606

10/10 Excellent

"Loved the house, the location, neighborhood, the 606 to the connecting parks, was incredible. Door locks are a little finicky, you got the have just the right timing between pushing buttons as well as the right pressure of pushing the buttons. If you have door locks and garage door push buttons at home, you know what I'm talking about :-) The neighbors were hilarious and so so nice. The house is very charming. The floors are uneven in some areas so my parents had to be careful, but I would absolutely rent it again when I come back to Chicago! it's a cool house"

Theater • Game Room • Gym • Firepit • 4BR Home

10/10 Excellent

"We had a wonderful and relaxing stay, and we were able to get some much-needed rest. The place was beautiful, clean, and comfortable. The only thing I noticed is that it takes a while for the shower to get hot, and the hot water runs out pretty quickly. But overall, it was a great stay. We only wish we could have stayed longer to enjoy it even more! We’d definitely love to come back for a longer stay next time. ❤️"

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 scene in this vibrant area.

See properties

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 AED 418

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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. ENVITAE Hotel

9. Hampton Inn Chicago-O'Hare International Airport

10. Hampton Inn & Suites Rosemont Chicago O'Hare

11. Loews Chicago O'Hare Hotel

12. Hyatt Place Chicago/Wicker Park

13. The Rose Chicago, Tapestry Collection by Hilton

14. Nobu Hotel Chicago

15. Villa D' Citta

16. ENVITAE Hotel 4 Bedroom Luxury Apartments

17. Hyatt House Chicago Medical/University District

18. DoubleTree by Hilton Chicago Midway Airport

19. The Emily Hotel

20. Hampton Inn Chicago West Loop Fulton Market Area

Top Pleasant Home Hotel Reviews

Holiday Inn Express and Suites Chicago West Oak Park by IHG

Other attractions near Pleasant Home

Unity Temple

Frequently asked questions