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Check prices for these dates

Next weekend
3 Jul - 5 Jul
In two weeks
10 Jul - 12 Jul
In one month
24 Jul - 26 Jul
In two months
21 Aug - 23 Aug

Our top choices for Crestwood bed & breakfast

Staircase

The Publishing House B&B

The Publishing House B&B
3.5 star property
Downtown Chicago
9.8 out of 10, Exceptional, (208 reviews)
"Outstanding! Staff, food, bed…everything was superb We’ll be back soon for sure"
United States
Sigfredo
The price is HK$2,328
HK$2,628 total
includes taxes & fees
19 Jul - 20 Jul
The Publishing House B&B
Private kitchen

The Sono Chicago

The Sono Chicago
3.5 star property
Near North Side
10.0 out of 10, Exceptional, (526 reviews)
"Great place! Easy street parking and within walking distance to shops and restaurants."
United States
Susan
The price is HK$1,200
HK$1,408 total
includes taxes & fees
6 Jul - 7 Jul
The Sono Chicago
Property entrance

Harvey House Bed & Breakfast

Harvey House Bed & Breakfast
4.0 star property
Oak Park
9.8 out of 10, Exceptional, (128 reviews)
"Spotless room and the best host! Breakfast was warm and delicious."
United States
Christine
The price is HK$2,125
HK$2,358 total
includes taxes & fees
13 Jul - 14 Jul
Harvey House Bed & Breakfast
Property entrance

Wicker Park Inn

Wicker Park Inn
3.5 star property
West Town
9.0 out of 10, Wonderful, (269 reviews)
"Very nice place and great location with a lot of restaurants and shops."
United States
Regina
The price is HK$1,798
HK$2,111 total
includes taxes & fees
6 Jul - 7 Jul
Wicker Park Inn
Spa

Ray's Bucktown B&B

Ray's Bucktown B&B
3.5 star property
Bucktown
9.8 out of 10, Exceptional, (402 reviews)
"The best breakfast I’ve ever had!!"
United States
Sixto
The price is HK$1,617
HK$1,826 total
includes taxes & fees
29 Jun - 30 Jun
Ray's Bucktown B&B
Fridge, microwave, oven, coffee/tea maker

Pristine Apartment with Free Street Parking

Pristine Apartment with Free Street Parking
Humboldt Park
The price is HK$4,237
HK$4,924 total
includes taxes & fees
8 Jul - 9 Jul
Pristine Apartment with Free Street Parking
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

River Hotel

River Hotel

10/10 Excellent
"Just great all around and they have a wonderful coffee bar on the 2nd floor."
Crystal 2-night trip
Posted less than an hour ago
River Hotel

Find out more about Crestwood

Crestwood B&B information

Number of reviews
1,533
Accommodation
8 B&B
Lowest Price
HK$1,408
Highest Price
HK$4,924

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: The Sono Chicago: 7 rooms. 18 mi (29 km) from the heart of Crestwood. Enjoy the rooftop terrace and fireplace in reception. Ray's Bucktown B&B: 11 rooms. 18.3 mi (29.5 km) from the city centre. Enjoy the free cooked breakfast and rooftop terrace. 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 (25.2 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.

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