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Check prices for these dates

Next weekend
Jul 18 - Jul 20
In two weeks
Jul 25 - Jul 27
In one month
Aug 8 - Aug 10
In two months
Sep 5 - Sep 7

Compare 32 B&B in Maywood with updated reviews, rates, and availability.

Dorothy's
Relax in this stylish living area with a large sofa, glass coffee table, and patterned rug.

Dorothy's

3.0 star property
8.6 out of 10, Excellent, (51)
"Great little spot with all you need. Clean, cozy and a great breakfast!"
$132 nightly
The price is $149
Jul 15 - Jul 16
Total includes taxes and fees
Dorothy's
The Villa Toscana
Stroll through this charming neighborhood to a traditional two-story house with a cozy front porch and balcony.

The Villa Toscana

2.5 star property
7.8 out of 10, Good, (583)
"Was a great stay!"
$122 nightly
The price is $136
Jul 16 - Jul 17
Total includes taxes and fees
The Villa Toscana
House 5863 - Chicago Bed and Breakfast
Stunning corner building with a brick facade and large windows, surrounded by lush greenery.

House 5863 - Chicago Bed and Breakfast

3.5 star property
9.0 out of 10, Wonderful, (474)
"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!"
$192 nightly
The price is $226
Jul 21 - Jul 22
Total includes taxes and fees
House 5863 - Chicago Bed and Breakfast
Ray's Bucktown B&B
Experience the charm of this historic building, featuring a welcoming entrance, lush garden, and large windows offering views of the surrounding area.

Ray's Bucktown B&B

3.5 star property
9.8 out of 10, Exceptional, (365)
"We had an amazing stay at Ray's. They made the entire process from start to finish simple and easy. They went above and beyond for us in many ways and we will definitely be back! "
$206 nightly
The price is $233
Jul 16 - Jul 17
Total includes taxes and fees
Ray's Bucktown B&B
Wicker Park Inn
Welcome to The Wicker Park Inn, a charming urban B&B located at 1329 N. Wicker Park.

Wicker Park Inn

3.5 star property
9.0 out of 10, Wonderful, (248)
"This was a great alternative to a typical hotel. The staff was extremely helpful and courteous. The room was very nice and the amenities were great. I would definitely stay again!"
$275 nightly
The price is $323
Jul 20 - Jul 21
Total includes taxes and fees
Wicker Park Inn
The Sono Chicago
Enjoy cooking in this well-equipped kitchen with a central island, sink, and oven.

The Sono Chicago

3.5 star property
10.0 out of 10, Exceptional, (463)
"Excellent location. Beautiful property, extremely clean."
$209 nightly
The price is $245
Jul 23 - Jul 24
Total includes taxes and fees
The Sono Chicago
The Publishing House B&B
Staircase leads to an upper level with potted plants and decorative shelves.

The Publishing House B&B

3.5 star property
9.8 out of 10, Exceptional, (180)
"What a lovely place to stay. This bnb was perect!"
$200 nightly
The price is $226
Jul 27 - Jul 28
Total includes taxes and fees
The Publishing House B&B
Harvey House Bed & Breakfast
Enter a classic space with a traditional feel, featuring a dresser, lamp, and ornate rug.

Harvey House Bed & Breakfast

4.0 star property
9.8 out of 10, Exceptional, (111)
"Enjoyed my short stay. Wish I could have spent more time here! Quiet, peaceful, safe, and comfortable. I travel frequently for work and this is by far, one of the best experiences I have had. Thank you Beth!"
$262 nightly
The price is $300
Jul 15 - Jul 16
Total includes taxes and fees
Harvey House Bed & Breakfast
Villa D' Citta
Step into a grand lobby with a classic staircase, elegant seating area, and beautiful views.

Villa D' Citta

3.5 star property
9.4 out of 10, Exceptional, (103)
"great B&B and so much more. Friendly and helpful staff, this is my 3rd time here"
$263 nightly
The price is $309
Jul 16 - Jul 17
Total includes taxes and fees
Villa D' Citta
Deluxe Chicago 2 Bedroom Private Condo. Amazing Deal 1.5 mi from Wrigley!
Kitchen features a gas range, double sink, and dishwasher.

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

9.8 out of 10, Exceptional, (139)
"We were thrilled with the little neighborhood and options for food, drinks and shopping. Super easy to hop on bus to and from Wrigley!"
Deluxe Chicago 2 Bedroom Private Condo. Amazing Deal 1.5 mi from Wrigley!
Wrigleyville Suites Room 1
Fridge, microwave, oven, stovetop

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...
$165 nightly
The price is $187
Jul 15 - Jul 16
Total includes taxes and fees
Wrigleyville Suites Room 1
Villa Dubois Guest House Room 4
Fridge, microwave, oven, stovetop

Villa Dubois Guest House Room 4

$151 nightly
The price is $170
Jul 16 - Jul 17
Total includes taxes and fees
Villa Dubois Guest House Room 4
Dubois Guest House Room 201
Fridge, microwave, oven, stovetop

Dubois Guest House Room 201

7.4 out of 10, Good, (3)
"We really enjoyed our stay. Cleanliness was top tier. "
$151 nightly
The price is $170
Jul 15 - Jul 16
Total includes taxes and fees
Dubois Guest House Room 201
Dubois Guest House Room 101
TV, fireplace, books

Dubois Guest House Room 101

$151 nightly
The price is $170
Jul 15 - Jul 16
Total includes taxes and fees
Dubois Guest House Room 101
Dubois Guest House Room 203
Fridge, microwave, oven, stovetop

Dubois Guest House Room 203

$165 nightly
The price is $186
Jul 15 - Jul 16
Total includes taxes and fees
Dubois Guest House Room 203
Wrigleyville Suites Room 2
Fridge, microwave, oven, stovetop

Wrigleyville Suites Room 2

2.0 star property
2.0 out of 10, (1)
$193 nightly
The price is $220
Jul 16 - Jul 17
Total includes taxes and fees
Wrigleyville Suites Room 2
Wrigleyville Suites Room 3
Fridge, microwave, oven, stovetop

Wrigleyville Suites Room 3

2.0 star property
Wrigleyville Suites Room 3
Villa Dubois Guest House Room 1
Fridge, microwave, oven, stovetop

Villa Dubois Guest House Room 1

$165 nightly
The price is $186
Jul 15 - Jul 16
Total includes taxes and fees
Villa Dubois Guest House Room 1
Five bedroom - 3 bath - Sleeps 12
5 bedrooms, free WiFi, bed sheets

Five bedroom - 3 bath - Sleeps 12

$1,602 nightly
The price is $1,839
Aug 12 - Aug 13
Total includes taxes and fees
Five bedroom - 3 bath - Sleeps 12
Wrigleyville Suites Room 5
Enjoy a peaceful view of the street from the large window, complete with a potted plant on the windowsill.

Wrigleyville Suites Room 5

$171 nightly
The price is $193
Jul 15 - Jul 16
Total includes taxes and fees
Wrigleyville Suites Room 5
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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Frequently asked questions

What is the nightly rate for a Bed & Breakfast in Maywood?
Prices for B&Bs in Maywood often vary, but you can find a great deal from $136 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Maywood B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
When is the best time to book a Bed and Breakfast in Maywood?
The best time to book a B&B in Maywood is during the vibrant peak season from May to July, when the area comes alive with outdoor activities and events. This period is particularly alluring for travelers seeking a mix of adventure and relaxation, as warmer temperatures, typically ranging from the mid-50s to the mid-80s Fahrenheit, create a great backdrop for exploring the beautiful surroundings.

Among these months, July stands out as the most popular time to visit. The weather is ideal for enjoying outdoor pursuits like hiking and biking, as well as participating in local festivals that showcase the culture and community spirit of Maywood. The picturesque scenery and lively atmosphere make it a great time for those who appreciate an engaging travel experience.

For those looking for a more cost-effective visit, October presents a fantastic opportunity. The fall season transforms the landscape into a canvas of warm colors, and the cooler temperatures provide a comfortable setting for leisurely walks and scenic drives. During this quieter time, travelers can enjoy the beauty of Maywood without the summer crowds, making it a great choice for a serene getaway.
What is the difference between a Maywood Bed and Breakfast and a hotel?
Every Maywood B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Maywood B&Bs.