Chicago Hotel Guide - Pleasant Home hotels in Chicago, United States of America.

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Filter by

Guest rating
Guest rating
Property class

Top Trending Hotels Near Pleasant Home

Harvey House Bed & Breakfast

4.0 star property
9.8 out of 10, Exceptional, (108)
"This is a beautiful little stay that feels like a walk back in time with a wonderful host Beth and delicious options for food and activities! We will be back "
The price is €248
includes taxes & fees
17 Feb - 18 Feb
Harvey House Bed & Breakfast

Carleton of Oak Park

3.0 star property
9.0 out of 10, Wonderful, (1003)
"Right in the middle of downtown Oak Park, so close to restaurants, elevated train, movie theater, historic district, Frank Lloyd Wright houses; parking is great"
The price is €146
includes taxes & fees
12 Feb - 13 Feb
Carleton of Oak Park

Historic Oak Park Residence

2.0 star property
9.6 out of 10, Exceptional, (7)
"A little difficult to find the driveway in the dark, but otherwise great. "
The price is €260
includes taxes & fees
10 Feb - 11 Feb
Historic Oak Park Residence

Hampton Inn & Suites Chicago Medical District UIC

2.5 star property
9.8 out of 10, Exceptional, (49)
"Clean, quiet and close to work "
The price is €119
includes taxes & fees
16 Feb - 17 Feb
Hampton Inn & Suites Chicago Medical District UIC

Ray's Bucktown B&B

3.5 star property
9.8 out of 10, Exceptional, (341)
"This B&B is a gem. Loved it. It’s like staying in someone’s huge, comfortable home with a fabulous hostess. Plenty of parking, creative decor, and the huge made to order breakfast is fabulous. They have snacks, homemade baked goods and all kinds of drinks in the kitchen. They serve breakfast until 11 for late risers. Laundry, sauna, steam room. Will definitely stay again."
The price is €190
includes taxes & fees
10 Feb - 11 Feb
Ray's Bucktown B&B

Loews Chicago O'Hare Hotel

4.5 star property
9.4 out of 10, Exceptional, (1728)
"Hotel was nice and clean, staff were nice and approachable only downside is parking that’s not included that’s $40 dollars. "
The price is €153
includes taxes & fees
22 Feb - 23 Feb
Loews Chicago O'Hare Hotel

Hyatt Place Chicago/Wicker Park

3.0 star property
9.4 out of 10, Exceptional, (813)
"The mattress was a little soft. The restaurant across the street was great and staff was very helpful "
The price is €144
includes taxes & fees
17 Feb - 18 Feb
Hyatt Place Chicago/Wicker Park

Nobu Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (627)
"The hotel is really nice and in a good location. Loved the pool and fitness center also! "
The price is €392
includes taxes & fees
12 Feb - 13 Feb
Nobu Hotel Chicago

Hampton Inn Chicago-O'Hare International Airport

2.5 star property
9.2 out of 10, Wonderful, (1711)
"Friendly staff"
The price is €105
includes taxes & fees
23 Feb - 24 Feb
Hampton Inn Chicago-O'Hare International Airport

The Robey, Chicago, a Member of Design Hotels

3.5 star property
9.2 out of 10, Wonderful, (857)
"Fantastic hotel! Very quiet, comfortable beds , great cafe and cocktail bar : in a fantastic area "
The price is €169
includes taxes & fees
23 Feb - 24 Feb
The Robey, Chicago, a Member of Design Hotels

The Rose Chicago, Tapestry Collection by Hilton

4.0 star property
9.2 out of 10, Wonderful, (1001)
"Great, close to airport , shuttle great italian restaurant .next door "
The price is €166
includes taxes & fees
16 Feb - 17 Feb
The Rose Chicago, Tapestry Collection by Hilton

Hampton Inn & Suites Rosemont Chicago O'Hare

2.5 star property
9.2 out of 10, Wonderful, (1006)
"Really enjoyed our stay here. Very friendly and helpful staff. Easy transfer to and from the airport. Area around the property includes restaurants and fast food outlets."
The price is €130
includes taxes & fees
2 Mar - 3 Mar
Hampton Inn & Suites Rosemont Chicago O'Hare

Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area

3.0 star property
9.2 out of 10, Wonderful, (861)
"Would bave been helpful to know that the place is "cashless.""
The price is €154
includes taxes & fees
23 Feb - 24 Feb
Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area

Villa D' Citta

3.5 star property
9.2 out of 10, Wonderful, (99)
"Unique experience staying within a block of DePaul School of Music. Lovely property with open kitchen and great breakfast/coffee. Nice outdoor area with fire pit. Stayed in Capone suite which was comfortable but noisy as it was downstairs just below the kitchen. Note that private bath is down the hall as this wasn’t explained well when I booked. Would stay again and I do recommend."
The price is €234
includes taxes & fees
10 Feb - 11 Feb
Villa D' Citta

Hyatt House Chicago Medical/University District

3.5 star property
9.0 out of 10, Wonderful, (948)
"Staff very friendly and polite and professional. Hotel was clean, quiet and comfortable "
The price is €117
includes taxes & fees
16 Feb - 17 Feb
Hyatt House Chicago Medical/University District

Hyatt Place Chicago Medical/University District

3.0 star property
9.0 out of 10, Wonderful, (1074)
"Great place to see. Price is worth it. Close to subway and to United Centre. Staff are very friendly Hallways are huge and clean and so are the rooms. "
The price is €113
includes taxes & fees
16 Feb - 17 Feb
Hyatt Place Chicago Medical/University District

Wicker Park Inn

3.5 star property
9.0 out of 10, Wonderful, (239)
"The Wicker Park Inn was located close to many transportation options. The breakfast room was bright and sunny with good light breakfast options."
The price is €208
includes taxes & fees
10 Feb - 11 Feb
Wicker Park Inn

The Hotel at Midtown

4.0 star property
9.0 out of 10, Wonderful, (730)
"Really enjoyed to property. Only complaint, per se, was the cafe/restaurant was kind of unorganized. We had an issue getting seated once. The second time we dined, we didn’t see a server for almost 10min. All that being said, the food and atmosphere made up for service issues. It’s a great hotel with awesome amenities. Enjoyed the spa, gym, and close proximity to the city for dining."
The price is €302
includes taxes & fees
11 Feb - 12 Feb
The Hotel at Midtown

Hyatt House Chicago Oak Brook

3.0 star property
9.0 out of 10, Wonderful, (1003)
"Very clean and quiet. I will definitely book again with family."
The price is €136
includes taxes & fees
25 Feb - 26 Feb
Hyatt House Chicago Oak Brook

The Emily Hotel

4.0 star property
9.0 out of 10, Wonderful, (1003)
"Nice job lace, nice area"
The price is €171
includes taxes & fees
23 Feb - 24 Feb
The Emily Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Don't see what you're looking for?
See all available properties in Pleasant Home
Save an average of 15% on thousands of hotels when you're signed in

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 75 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 within a few miles include The Shamrock and Cindy Lyn Motel.

How many hotels are there close to Pleasant Home?

Expedia has 75 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?

You'll want to browse the exhibits at Ernest Hemingway Museum and House and 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. Local parks like Garfield Park, Garfield Park Conservatory and Oak Park Conservatory are peaceful spots to stop and take in some fresh air.