Search Bed and Breakfasts in Crestwood

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
16 Jan - 18 Jan
In two weeks
23 Jan - 25 Jan
In one month
6 Feb - 8 Feb
In two months
6 Mar - 8 Mar

Our top choices for Crestwood bed & breakfast

Private kitchen
The Sono Chicago

The Sono Chicago

The Sono Chicago
3.5 star property
Near North Side
10.0 out of 10, Exceptional, (487)
"The Sono was welcoming, clean and very comfortable. It was easy to find and provided parking! We would absolutely stay here again and would recommend it to friends. "
United States
Ellen
The price is ₹11,795
₹13,846 total
includes taxes & fees
15 Jan - 16 Jan
The Sono Chicago
Staircase
The Publishing House B&B

The Publishing House B&B

The Publishing House B&B
3.5 star property
Downtown Chicago
9.8 out of 10, Exceptional, (191)
"Wonderful staff, beautiful hotel and great breakfast!"
United States
Veronica
The price is ₹17,740
₹20,027 total
includes taxes & fees
29 Jan - 30 Jan
The Publishing House B&B
Property entrance
Wicker Park Inn

Wicker Park Inn

Wicker Park Inn
3.5 star property
West Town
9.0 out of 10, Wonderful, (257)
"Fantastic location, spotlessly clean room, and a very comfortable bed. I have stayed here several times and will continue to do so."
United States
Jeffrey
Wicker Park Inn
Spa
Ray's Bucktown B&B

Ray's Bucktown B&B

Ray's Bucktown B&B
3.5 star property
Bucktown
9.8 out of 10, Exceptional, (385)
"We had the best stay at Rays and will definitely be back! Everything about this place is fantastic, its hard to know where to begin, but the care and love put into their B&B can be felt for real. And had an unbelievably comfy and restful sleep. Woke up feeling refreshed, and had the best made to order breakfast!"
United States
Kristin
Ray's Bucktown B&B
Property entrance
Harvey House Bed & Breakfast

Harvey House Bed & Breakfast

Harvey House Bed & Breakfast
4.0 star property
Oak Park
9.8 out of 10, Exceptional, (122)
"The room was gorgeous and well-kept, the kitchen with shared amenities (Microwave, etc) was open and accessible in a beautifully decorated and maintained common area, and our host was delightful and warm. Highly pleasant and recommended experience!"
United States
Peter
The price is ₹20,830
₹23,117 total
includes taxes & fees
8 Jan - 9 Jan
Harvey House Bed & Breakfast
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Crestwood Hotel Reviews

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

10/10 Excellent
"Great hotel "
Natalie 3-night trip
Posted 22 hours ago
LondonHouse Chicago, Curio Collection by Hilton

Find out more about Crestwood

Crestwood B&B information

Number of reviews
1,442
Accommodation
5 B&B
Lowest Price
₹13,846
Highest Price
₹23,117

Frequently asked questions

Searching for B&Bs in Crestwood?
If you're looking for something a little different than your standard hotel experience, a stay at a bed and breakfast could be the perfect alternative for your holiday. When you want to explore some of the destination's attractions, Hollywood Park is worth a visit.
Why should you consider B&Bs instead of traditional hotels?
Every B&B has a unique charm — whether it's a comfy common area with a fireplace or a beautiful dining room, the little details are what make bed and breakfasts a home away from home.
What are the best bed and breakfasts in Crestwood?
Below are some well-liked B&Bs in the area: Ray's Bucktown B&B: 11 rooms. 18.3 mi (29.5 km) from the heart of Crestwood. Enjoy the free cooked breakfast and rooftop terrace. The Sono Chicago: 7 rooms. 18 mi (29 km) from the city centre. Enjoy the rooftop terrace and fireplace in reception. The Publishing House B&B: 11 rooms. Situated 16.1 mi (26 km) from the heart of Crestwood. Enjoy the free full breakfast and winery. Wicker Park Inn: 11 rooms. 17.4 mi (28.1 km) from the city centre. Harvey House Bed & Breakfast: 5 rooms. Located 15.7 mi (25.3 km) from the core of Crestwood. Enjoy the snack bar/deli and unique decor.
What's the best time of year to stay at a B&B in Crestwood?
When you're dreaming of a escape to Crestwood, make sure that you take the year-round temperatures into account. The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of -1°C. Average annual precipitation for Crestwood is 1187 mm.
What is there to do in Crestwood?
Travellers enjoy Crestwood for its restaurants and shopping. If you want to see some popular attractions in Crestwood, you might enjoy a visit to Hollywood Park. Soldier Field and Gaelic Park are also some sites to visit if you want to see more of the area.
How can I get to and around Crestwood?
You can plan your excursions in and around Crestwood ahead of time with these transportation options. Fly into Chicago Midway Airport (MDW), which is located 8.8 mi (14.2 km) away from the city centre. Otherwise, look for flights into Chicago O'Hare International Airport (ORD), which is 23.2 mi (37.3 km) away. If you'd like to explore around the area, you may want a rental car for your journey.

Explore a world of travel with Expedia