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.

1. Harvey House Bed & Breakfast

1 km from Pleasant Home

Monica

￥45,195 total

includes taxes & fees

Nov 5 - Nov 6

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

Brad

￥21,431 total

includes taxes & fees

Nov 5 - Nov 6

A modern dining area with tables and chairs, a reception desk, and a large screen wall.

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

0.5 km from Pleasant Home

Daniel

￥23,670 total

includes taxes & fees

Nov 22 - Nov 23

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

4. The Sono Chicago

13.4 km from Pleasant Home

Tavarion

￥23,557 total

includes taxes & fees

Nov 1 - Nov 2

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

5. Ray's Bucktown B&B

10.5 km from Pleasant Home

Lora

￥34,813 total

includes taxes & fees

Nov 2 - Nov 3

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

6. Hampton Inn & Suites Chicago Medical District UIC

10.2 km from Pleasant Home

Chad

￥22,163 total

includes taxes & fees

Nov 24 - Nov 25

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

7. Hampton Inn Chicago-O'Hare International Airport

10.1 km from Pleasant Home

Jaime

￥22,493 total

includes taxes & fees

Nov 25 - Nov 26

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

8. Loews Chicago O'Hare Hotel

11.2 km from Pleasant Home

Arnulfo

￥24,995 total

includes taxes & fees

Nov 27 - Nov 28

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

9. Hampton Inn & Suites Rosemont Chicago O'Hare

12.9 km from Pleasant Home

Brigid

￥21,970 total

includes taxes & fees

Nov 27 - Nov 28

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

10. The Rose Chicago, Tapestry Collection by Hilton

11.5 km from Pleasant Home

melissa

￥29,389 total

includes taxes & fees

Nov 29 - Nov 30

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

11. Hyatt Place Chicago/Wicker Park

11.3 km from Pleasant Home

Tasha L

￥25,040 total

includes taxes & fees

Nov 22 - Nov 23

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

12. The Westin O'Hare

12.6 km from Pleasant Home

Nicole

￥32,234 total

includes taxes & fees

Nov 22 - Nov 23

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

13. DoubleTree by Hilton Chicago Midway Airport

13.3 km from Pleasant Home

Kelly

￥27,204 total

includes taxes & fees

Nov 4 - Nov 5

An outdoor patio area with wicker furniture, potted plants, and a covered seating area with a view of the street.

14. Hyatt Centric Chicago O'Hare

13.3 km from Pleasant Home

Raul

￥21,219 total

includes taxes & fees

Nov 24 - Nov 25

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

15. Hyatt House Chicago Medical/University District

10.6 km from Pleasant Home

lieneke

￥23,823 total

includes taxes & fees

Nov 25 - Nov 26

16. Hyatt Place Chicago Midway Airport

13.3 km from Pleasant Home

Megan

￥26,691 total

includes taxes & fees

Nov 4 - Nov 5

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

17. Villa D' Citta

13.2 km from Pleasant Home

Hernando

￥46,644 total

includes taxes & fees

Nov 2 - Nov 3

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

18. Nobu Hotel Chicago

12.5 km from Pleasant Home

Abhay

￥67,558 total

includes taxes & fees

Nov 24 - Nov 25

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

19. ENVITAE Hotel 4 Bedroom Luxury Apartments

12.6 km from Pleasant Home

Karthik

￥70,988 total

includes taxes & fees

Nov 4 - Nov 5

A modern hotel with a flat roof, multiple floors, and a well-lit facade.

20. Aloft by Marriott Chicago O'Hare

11.6 km from Pleasant Home

Cristina

￥26,595 total

includes taxes & fees

Nov 27 - Nov 28

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Compare popular hotels close to Pleasant Home

Property	Star rating	Guest rating
Harvey House Bed & Breakfast	4.0 star property	9.8 Exceptional 137 reviews	View
Carleton of Oak Park	3.0 star property	9.2 Wonderful 1,212 reviews	View
Holiday Inn Express and Suites Chicago West Oak Park by IHG	2.5 star property	8.4 Very good 104 reviews	View
The Sono Chicago	3.5 star property	10.0 Exceptional 570 reviews	View
Ray's Bucktown B&B	3.5 star property	9.8 Exceptional 423 reviews	View

Top Pleasant Home Hotel Reviews

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"

Luxury Home Away From Your Home

10/10 Excellent

"Ms. Linnie was an exceptional host! She was very easy to communicate with and helpful when I couldn't figure out how to open the gate. :) The entire house was spotless. There were 8 of us in my group and we were all very pleased with our accommodations. We easily found parking right in front of the house and just stayed parked there. The location was perfect it was only 10 minutes from the venue where the wedding we were attending was located. We would definitely stay there again."

Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed

8/10 Good

"Clean property. Host was very easy to work with. We did not use parking area but seemed to be ample area. Kitchen worked fairly well. The pilot lights on the stove were a bit finicky at times. Very little closet space (only on bedroom) and the king size bed was in a room far too small for a king bed especially with the enormous bed frame and gigantic TV. A bit of a work in progress with some plugs pulling out from the wall. Nice to have a large washer and dryer."

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)

This was Frank Lloyd Wright’s first major public building and is still considered one of his greatest achievements.

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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 ￥21,219

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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. The Sono Chicago

5. Ray's Bucktown B&B

6. Hampton Inn & Suites Chicago Medical District UIC

7. Hampton Inn Chicago-O'Hare International Airport

8. Loews Chicago O'Hare Hotel

9. Hampton Inn & Suites Rosemont Chicago O'Hare

10. The Rose Chicago, Tapestry Collection by Hilton

11. Hyatt Place Chicago/Wicker Park

12. The Westin O'Hare

13. DoubleTree by Hilton Chicago Midway Airport

14. Hyatt Centric Chicago O'Hare

15. Hyatt House Chicago Medical/University District

16. Hyatt Place Chicago Midway Airport

17. Villa D' Citta

18. Nobu Hotel Chicago

19. ENVITAE Hotel 4 Bedroom Luxury Apartments

20. Aloft by Marriott Chicago O'Hare

Compare popular hotels close to Pleasant Home

Top Pleasant Home Hotel Reviews

Cindy Lyn Motel

Other attractions near Pleasant Home

Unity Temple

Frequently asked questions