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Compare 25 B&B in Maywood with updated reviews, rates, and availability.

The Villa Toscana

2.5 star property
7.8 out of 10, Good, (499)
"Complimentary breakfast was far beyond "continental", it was handmade from scratch and incredible! That's what really stood out. Otherwise my stay was also great, everything the listing claimed to be."
The price is AED 92
AED 255 total
includes taxes & fees
27 Nov - 28 Nov
The Villa Toscana

Ray's Bucktown B&B

3.5 star property
9.8 out of 10, Exceptional, (331)
"Great place to stay for solo or couples. Breakfast service is incredible. "
The price is AED 528
AED 596 total
includes taxes & fees
3 Dec - 4 Dec
Ray's Bucktown B&B

House 5863 - Chicago Bed and Breakfast

3.5 star property
9.0 out of 10, Wonderful, (470)
"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!"
The price is AED 520
AED 820 total
includes taxes & fees
1 Dec - 2 Dec
House 5863 - Chicago Bed and Breakfast

Wicker Park Inn

3.5 star property
9.0 out of 10, Wonderful, (238)
"This was the second time that I stayed at this property. The rooms are so beautiful and all the people are so friendly. I love the area and easy access to parking, would definitely stay here again and again! :)"
The price is AED 841
AED 987 total
includes taxes & fees
1 Dec - 2 Dec
Wicker Park Inn

Old Chicago Inn

2.0 star property
7.4 out of 10, Good, (762)
"Wonderful alternative to usual hotel properties at comparable prices. "
Old Chicago Inn

The Sono Chicago

3.5 star property
10.0 out of 10, Exceptional, (435)
"We absolutely loved staying here. Everything was clean and comfortable. Breakfast was lovely, and there were beverages and snacks available. Easy check in and out, easy parking, everything was smooth and wonderful. "
The price is AED 480
AED 564 total
includes taxes & fees
1 Dec - 2 Dec
The Sono Chicago

Dorothy's

3.0 star property
8.0 out of 10, Very Good, (1)
"The property was nice, I didn't know how to adjust the heat in the room, other than that I will stay again. "
The price is AED 109
AED 257 total
includes taxes & fees
27 Nov - 28 Nov
Dorothy's

Villa D' Citta

3.5 star property
9.4 out of 10, Exceptional, (97)
"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 AED 756
AED 888 total
includes taxes & fees
2 Dec - 3 Dec
Villa D' Citta

Harvey House Bed & Breakfast

4.0 star property
9.8 out of 10, Exceptional, (105)
"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 AED 848
AED 942 total
includes taxes & fees
2 Dec - 3 Dec
Harvey House Bed & Breakfast

The Publishing House B&B

3.5 star property
9.8 out of 10, Exceptional, (160)
"This was the nicest stay I have had in years. Felt like a weekend with your best friend and they are an excellent host. Every amenity and design of the place is well intentioned and thought out. I will definitely be back!"
The price is AED 597
AED 682 total
includes taxes & fees
20 Dec - 21 Dec
The Publishing House B&B

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!

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 AED 528
AED 898 total
includes taxes & fees
27 Nov - 28 Nov
Wrigleyville Suites Room 1

Villa Dubois Guest Room 6

The price is AED 248
AED 555 total
includes taxes & fees
27 Nov - 28 Nov
Villa Dubois Guest Room 6

Villa Dubois Guest House Room 5

The price is AED 248
AED 555 total
includes taxes & fees
27 Nov - 28 Nov
Villa Dubois Guest House Room 5

Villa Dubois Guest House Room 2

The price is AED 248
AED 555 total
includes taxes & fees
27 Nov - 28 Nov
Villa Dubois Guest House Room 2

Dubois Guest House Room 101

The price is AED 248
AED 555 total
includes taxes & fees
27 Nov - 28 Nov
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 AED 248
AED 555 total
includes taxes & fees
27 Nov - 28 Nov
Dubois Guest House Room 201

Dubois Guest House Room 202

The price is AED 248
AED 555 total
includes taxes & fees
27 Nov - 28 Nov
Dubois Guest House Room 202

Villa Dubois Guest House Room 4

The price is AED 248
AED 555 total
includes taxes & fees
27 Nov - 28 Nov
Villa Dubois Guest House Room 4

Dubois Guest House Room 203

The price is AED 298
AED 614 total
includes taxes & fees
27 Nov - 28 Nov
Dubois Guest House Room 203
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

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (592)
"Great stay. Will stay again!"
The price is AED 396
AED 573 total
includes taxes & fees
8 Dec - 9 Dec
Sentral Michigan Avenue

Sonder Market Hall

3.5 star property
8.6 out of 10, Excellent, (208)
"Easiest check in and check out process "
The price is AED 252
AED 296 total
includes taxes & fees
22 Dec - 23 Dec
Sonder Market Hall

Sonder South Wabash

3.5 star property
9.0 out of 10, Wonderful, (395)
"This property was in a good location - walked to Shedd Aquarium, Soldier Field, and good restaurants on South Michigan. Asked a few questions via text with prompt responses. No complaints with this clean property exactly as advertised."
The price is AED 455
AED 534 total
includes taxes & fees
19 Dec - 20 Dec
Sonder South Wabash
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.Old Chicago Inn: 10 rooms. 10.6 mi (17 km) from the downtown core. Enjoy the free full breakfast and fireplace in the lobby. Ray’s Bucktown B&B: 11 rooms. Situated 8.7 mi (14.1 km) from the heart of Maywood. Enjoy the free cooked breakfast and rooftop terrace. House 5863 - Chicago Bed and Breakfast: 7 rooms. 11.9 mi (19.1 km) from the heart of downtown. Enjoy the designer toiletries and private yard. The Sono Chicago: 7 rooms. Located 10.6 mi (17 km) from the core of Maywood. Enjoy the rooftop terrace and fireplace in the lobby.
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.