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Check prices for these dates

Compare 24 B&B in Maywood with updated reviews, rates, and availability.

Dorothy's

3.0 star property
8.4 out of 10, Very Good, (24)
"We love Dorothy's! This is such a great, inexpensive option for a stay in a fantastic neighborhood. Would recommend to anyone!"
The price is SAR 118
SAR 270 total
includes taxes & fees
25 Mar - 26 Mar
Dorothy's

The Sono Chicago

3.5 star property
10.0 out of 10, Exceptional, (449)
"This bed and breakfast was an absolutely breathtaking gem that surpassed every expectation we had, delivering an experience that went well beyond what the photographs could capture. From the moment we arrived, we were struck by the stunning beauty of the place, which seemed to offer everything one could possibly desire in a cozy getaway. The owners were the epitome of hospitality—warm, welcoming, and genuinely sweet—always ready to lend a hand with anything we needed, whether it was local...
The price is SAR 549
SAR 645 total
includes taxes & fees
27 Mar - 28 Mar
The Sono Chicago

Ray's Bucktown B&B

3.5 star property
9.8 out of 10, Exceptional, (343)
"This used to be Ray's photo studio, because he was a professional photographer. That probably wouldn't matter to most people, but I am also a professional photographer and I really enjoyed talking with Ray about birds and his travels. I really appreciated the indoor parking, and the breakfasts were very large. The staff was very friendly and helpful in explaining everything that we had access to in the building. It would be a great stop for kids because of all the games available. Loved...
The price is SAR 632
SAR 713 total
includes taxes & fees
25 Mar - 26 Mar
Ray's Bucktown B&B

Wicker Park Inn

3.5 star property
9.0 out of 10, Wonderful, (241)
"Very cute and dainty place to stay! Lovely staff! Very clean and homey! "
The price is SAR 772
SAR 906 total
includes taxes & fees
26 Mar - 27 Mar
Wicker Park Inn

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 SAR 772
SAR 906 total
includes taxes & fees
2 Apr - 3 Apr
Villa D' Citta

Harvey House Bed & Breakfast

4.0 star property
9.8 out of 10, Exceptional, (109)
"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 SAR 867
SAR 962 total
includes taxes & fees
25 Mar - 26 Mar
Harvey House Bed & Breakfast

Wrigleyville Suites Room 1

2.0 star property
2.0 out of 10, (1)
"I would like to say that I was highly disappointed with the customer service, after already having the room booked for over a week I was contacted an hr and a half after check in on the day I was suppose to be there with additional requirements including a $200 fee (Hopefully I get that back) check in was at 3pm I wasnt able to get into my room till 6pm and I had a concert to attend at 8pm this rush caused more stress then it was worth but yes make sure the now $500 room is really worth it...
The price is SAR 539
SAR 931 total
includes taxes & fees
25 Mar - 26 Mar
Wrigleyville Suites Room 1

House 5863 - Chicago Bed and Breakfast

3.5 star property
9.0 out of 10, Wonderful, (472)
"Erick was very friendly and responsive. The neighborhood around was wonderful. We walked everywhere we went and were able to park on the street with no problems. We would stay again. Thank you!"
House 5863 - Chicago Bed and Breakfast

Dubois Guest House Room 101

The price is SAR 279
SAR 605 total
includes taxes & fees
25 Mar - 26 Mar
Dubois Guest House Room 101

Dubois Guest House Room 201

7.4 out of 10, Good, (3)
"We really enjoyed our stay. Cleanliness was top tier. "
The price is SAR 299
SAR 630 total
includes taxes & fees
25 Mar - 26 Mar
Dubois Guest House Room 201

Villa Dubois Guest Room 6

The price is SAR 279
SAR 605 total
includes taxes & fees
25 Mar - 26 Mar
Villa Dubois Guest Room 6

Deluxe Chicago 2 Bedroom Private Condo. Amazing Deal 1.5 mi from Wrigley!

9.8 out of 10, Exceptional, (134)
"Our family of 4 enjoyed our short stay here. Great location that has everything you need a walking distance away. Jon was great to communicate with."
Deluxe Chicago 2 Bedroom Private Condo. Amazing Deal 1.5 mi from Wrigley!

Villa Dubois Guest House Room 5

The price is SAR 279
SAR 605 total
includes taxes & fees
25 Mar - 26 Mar
Villa Dubois Guest House Room 5

Dubois Guest House Room 202

The price is SAR 299
SAR 630 total
includes taxes & fees
25 Mar - 26 Mar
Dubois Guest House Room 202

Room in Town house Rogers Park

Room in Town house Rogers Park

Dubois Guest House Room 203

The price is SAR 360
SAR 703 total
includes taxes & fees
25 Mar - 26 Mar
Dubois Guest House Room 203

Villa Dubois Guest House Room 2

The price is SAR 299
SAR 630 total
includes taxes & fees
25 Mar - 26 Mar
Villa Dubois Guest House Room 2

Wrigleyville Suites Room 2

2.0 star property
2.0 out of 10, (1)
The price is SAR 539
SAR 931 total
includes taxes & fees
25 Mar - 26 Mar
Wrigleyville Suites Room 2

Wrigleyville Suites Room 3

2.0 star property
The price is SAR 539
SAR 931 total
includes taxes & fees
25 Mar - 26 Mar
Wrigleyville Suites Room 3

Villa Dubois Guest House Room 1

The price is SAR 360
SAR 703 total
includes taxes & fees
25 Mar - 26 Mar
Villa Dubois Guest House Room 1
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.
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Other property types in Maywood

River Hotel

4.0 star property
8.8 out of 10, Excellent, (3962)
"Clean great location downtown good price"
The price is SAR 370
SAR 434 total
includes taxes & fees
6 Apr - 7 Apr
River Hotel

L7 Chicago by LOTTE

4.5 star property
9.6 out of 10, Exceptional, (1940)
"Great location. Hotel is above average but not superb. We checked in and were given the key to our room. Upon opening the door to the room and stepping in, we realized it was not cleaned or serviced since the last guest checked out. Staff was great and got us a new room. "
The price is SAR 615
SAR 722 total
includes taxes & fees
25 Mar - 26 Mar
L7 Chicago by LOTTE

Embassy Suites by Hilton Chicago Downtown River North

4.0 star property
8.4 out of 10, Very Good, (3763)
"I enjoyed the hospitality and the complimentary drinks and small bites. "
The price is SAR 475
SAR 558 total
includes taxes & fees
13 Apr - 14 Apr
Embassy Suites by Hilton Chicago Downtown River North
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.

Frequently asked questions

Searching for B&Bs in Maywood?
Whether you’re on a romantic holiday and are looking to stay somewhere quiet, or you’re traveling solo and hoping to make some connections, B&Bs can be a great choice for many travelers. When you want to explore some of the destination’s attractions, Underground Railroad Memorial at McDonald’s is worth a visit.
How do you know if a B&B is a good option for you?
B&Bs all have a unique charm. Whether it’s a picturesque garden or a sunlit breakfast nook, the small details are what make bed and breakfasts a fun place to get away.
What are the top B&Bs in Maywood?
Below are some well-liked B&Bs in the surrounding area: The Villa Toscana: 9 rooms. 10.9 mi (17.6 km) from the heart of Maywood.Dorothy’s: 7 rooms. 11 mi (17.6 km) from the downtown core. The Publishing House B&B: 11 rooms. Situated 9.6 mi (15.5 km) from the heart of Maywood. Enjoy the free full breakfast and winery. The Sono Chicago: 7 rooms. 10.6 mi (17 km) from the heart of downtown. Enjoy the rooftop terrace and fireplace in the lobby. Ray’s Bucktown B&B: 11 rooms. Located 8.7 mi (14.1 km) from the core of Maywood. Enjoy the free cooked breakfast and rooftop terrace.
When is the best time to stay at a B&B in Maywood?
When you’re planning your stay in Maywood, be sure to take into account the year-round temperatures. The hottest months are usually July and August with an average temp of 71°F, while the coldest months are January and February with an average of 31°F. The snowiest months in Maywood are January, November, February, and December, with each month seeing an average of 5 inches of snowfall.
What is there to do in Maywood?
When you want to explore some things to do in Maywood, consider a visit to Underground Railroad Memorial at McDonald’s. You might also consider a trip to sites like Wrigley Field or Michigan Avenue if you have time to see more of the area.
How can I get to and around Maywood?
Planning your excursions in and around Maywood is easier with these transportation options. Fly into Chicago O’Hare Intl. Airport (ORD), which is located 7.5 mi (12 km) from the city center. Otherwise, look for flights into Chicago Midway Airport (MDW), which is 8.2 mi (13.2 km) away. If you’d like to explore around the area, you may want to rent a car for your trip.