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Check prices for these dates

Next weekend
Jan 23 - Jan 25
In two weeks
Jan 30 - Feb 1
In one month
Feb 13 - Feb 15
In two months
Mar 13 - Mar 15

Our top choices for Crestwood bed & breakfast

Private kitchen

The Sono Chicago

The Sono Chicago
3.5 star property
Near North Side
10.0 out of 10, Exceptional, (488 reviews)
"This is a hidden gem in Old Town. Much better than staying in a chain and much more comfortable. The room was perfect and we had several options to walk to dining. We will definitely be back to stay here. "
United States
Nicholas
The price is NT$3,440
NT$4,038 total
includes taxes & fees
Jan 19 - Jan 20
The Sono Chicago
Staircase

The Publishing House B&B

The Publishing House B&B
3.5 star property
Downtown Chicago
9.8 out of 10, Exceptional, (195 reviews)
"Wonderful staff, beautiful hotel and great breakfast!"
United States
Veronica
The price is NT$5,935
NT$6,699 total
includes taxes & fees
Feb 8 - Feb 9
The Publishing House B&B
Spa

Ray's Bucktown B&B

Ray's Bucktown B&B
3.5 star property
Bucktown
9.8 out of 10, Exceptional, (386 reviews)
"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
The price is NT$5,487
NT$6,194 total
includes taxes & fees
Feb 15 - Feb 16
Ray's Bucktown B&B
Property entrance

Wicker Park Inn

Wicker Park Inn
3.5 star property
West Town
9.0 out of 10, Wonderful, (259 reviews)
"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
Property entrance

Harvey House Bed & Breakfast

Harvey House Bed & Breakfast
4.0 star property
Oak Park
9.8 out of 10, Exceptional, (122 reviews)
"Great hospitality. The suites have a lot of space and amenities. Beautiful location in the heart of Oak Park "
United States
Elizabeth
The price is NT$7,290
NT$8,090 total
includes taxes & fees
Jan 22 - Jan 23
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.
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Top Crestwood Hotel Reviews

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

10/10 Excellent
"Great stay. "
Christopher E. 3-night trip
Posted 1 day ago
Embassy Suites by Hilton Chicago Downtown River North

Find out more about Crestwood

Crestwood B&B information

Number of reviews
1,447
Accommodation
5 B&B
Lowest Price
NT$4,038
Highest Price
NT$8,090

Frequently asked questions

Searching for B&Bs in Crestwood?
If you're looking for something a little more offbeat than your standard hotel experience, a bed and breakfast could be a great option for your trip. When you want to explore some of the destination's attractions, Hollywood Park is worth a visit.
Why would you choose a B&B versus a traditional hotel?
B&Bs all have a unique charm. Whether it's a cozy reading space or a sunlit breakfast nook, the tiny 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: The Sono Chicago: 7 rooms. 18 mi (29 km) from the heart of Crestwood. Enjoy the rooftop terrace and fireplace in the lobby. The Publishing House B&B: 11 rooms. 16.1 mi (26 km) from the downtown core. Enjoy the free full breakfast and winery. Ray's Bucktown B&B: 11 rooms. Situated 18.3 mi (29.5 km) from the heart of Crestwood. Enjoy the free cooked breakfast and rooftop terrace. Wicker Park Inn: 11 rooms. 17.4 mi (28.1 km) from the heart of downtown.Harvey House Bed & Breakfast: 5 rooms. Located 15.7 mi (25.2 km) from the core of Crestwood. Enjoy the deli and unique décor.
When should I stay at a B&B in Crestwood?
When you're dreaming of a escape to Crestwood, 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. Average annual precipitation for Crestwood is 47 inches.
What is there to do in Crestwood?
Travelers enjoy Crestwood for its restaurants and shopping. If you want to check out 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 map out your trip 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 heart of the city. You can also search for flights into Chicago O'Hare Intl. Airport (ORD), which is 23.2 mi (37.3 km) away. If you'd like to explore around the area, consider renting a car to take in more sights.

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