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Check prices for these dates

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

Our top choices for Hillside 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 ₹9,842
₹11,555 total
includes taxes & fees
19 Jan - 20 Jan
The Sono Chicago
Living area

Dorothy's

Dorothy's
3.0 star property
Lakeview
8.4 out of 10, Very good, (100 reviews)
"Can’t beat the price or location. Everything seemed clean and I loved the waffles. "
United States
Ashley
The price is ₹2,844
₹6,499 total
includes taxes & fees
20 Jan - 21 Jan
Dorothy's
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 ₹15,085
₹17,029 total
includes taxes & fees
8 Feb - 9 Feb
The Publishing House B&B
Double Room, Private Bathroom (Venetian) | Terrace/patio

The Villa Toscana

The Villa Toscana
2.5 star property
Lakeview
7.8 out of 10, Good, (628 reviews)
"Good location. Nice room. Shared bath. Excellent value. "
United States
Daniel
The price is ₹2,448
₹6,485 total
includes taxes & fees
20 Jan - 21 Jan
The Villa Toscana
Courtyard

House 5863 - Chicago Bed and Breakfast

House 5863 - Chicago Bed and Breakfast
3.5 star property
Edgewater
9.2 out of 10, Wonderful, (497 reviews)
"Nice shared spaces"
United States
Erica
The price is ₹8,917
₹15,865 total
includes taxes & fees
18 Jan - 19 Jan
House 5863 - Chicago Bed and Breakfast
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 ₹15,700
₹17,724 total
includes taxes & fees
15 Feb - 16 Feb
Ray's Bucktown B&B
Lobby sitting area

Villa D' Citta

Villa D' Citta
3.5 star property
Lincoln Park
9.4 out of 10, Exceptional, (113 reviews)
"Great place"
United States
Jeffrey
The price is ₹18,566
₹21,794 total
includes taxes & fees
3 Feb - 4 Feb
Villa D' Citta
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)
"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 ₹20,834
₹23,121 total
includes taxes & fees
20 Jan - 21 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.
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Top Hillside Hotel Reviews

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

10/10 Excellent
"The room was clean. The staff was friendly. The breakfast was not great, but not bad. "
Demetrice 1-night trip
Posted 1 day ago
Embassy Suites by Hilton Chicago Downtown River North

Find out more about Hillside

Hillside B&B information

Number of reviews
2,563
Accommodation
9 B&B
Lowest Price
₹6,485
Highest Price
₹23,121

Frequently asked questions

Searching for B&Bs in Hillside?
Whether you're on a romantic trip and want to stay somewhere quiet and intimate, or you're travelling solo and hoping to get some local recommendations, a B&B might be the right choice for your trip. If you're interested in playing some golf on your trip, Fresh Meadow Golf Club is a good spot to get in a game.
How do you know if a B&B is a good option for your stay?
With attentive service, opportunities to socialise with other guests and of course a scrumptious breakfast, B&Bs all have a unique environment.
What are the top B&Bs in Hillside?
Here are some well-liked B&Bs in the area: Dorothy's: 7 rooms. 13.8 mi (22.3 km) from the heart of Hillside. The Villa Toscana: 9 rooms. 13.9 mi (22.3 km) from the city centre. House 5863 - Chicago Bed and Breakfast: 7 rooms. Situated 14.4 mi (23.2 km) from the heart of Hillside. Enjoy the designer toiletries and private garden. The Sono Chicago: 7 rooms. 13.6 mi (21.9 km) from the city centre. Enjoy the rooftop terrace and fireplace in reception. The Publishing House B&B: 11 rooms. Located 12.7 mi (20.5 km) from the core of Hillside. Enjoy the free full breakfast and winery.
When is the best time to stay at a B&B in Hillside?
When you're dreaming of a escape to Hillside, 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. The snowiest months in Hillside are January, November, February and December, with each month seeing an average of 13 cm of snowfall.
What is there to do in Hillside?
Travellers enjoy Hillside for its restaurants and shopping. If you want to see some popular attractions in Hillside, you might enjoy a visit to Fresh Meadow Golf Club. Wrigley Field and Michigan Avenue are also some sites to visit if you want to see more of the area.
How can I get to and around Hillside?
You can plan your excursions in and around Hillside ahead of time with these transportation options. Fly into Chicago O'Hare International Airport (ORD), which is located 6.9 mi (11 km) from the city centre. Otherwise, you can search for flights to Chicago Midway Airport (MDW), which is 10.4 mi (16.7 km) away. If you'd like to venture out around the area, you may want a rental car for your journey.

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