Hillside B&B: Find the Best Bed and Breakfast from CA $97

Q: What are the top B&Bs in Hillside?

Below are some B&Bs in the area: The Sono Chicago : 7 rooms. 13.6 mi (21.9 km) from the heart of Hillside. Enjoy the rooftop terrace and fireplace in the lobby. The Villa Toscana : 9 rooms. 13.9 mi (22.3 km) from the downtown core. Dorothy's : 7 rooms. Situated 13.8 mi (22.3 km) from the heart of Hillside. House 5863 - Chicago Bed and Breakfast : 7 rooms. 14.4 mi (23.2 km) from the heart of downtown. Enjoy the designer toiletries and private yard. Ray's Bucktown B&B : 11 rooms. Located 11.7 mi (18.8 km) from the core of Hillside. Enjoy the free cooked breakfast and rooftop terrace.

A lush green valley with a winding road, steep mountains, and a misty atmosphere.

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Our top choices for Hillside bed & breakfast

A modern living room with a sofa, a coffee table, and a dining area with a table and chairs.

1. Dorothy's

Lakeview

Kellen

CA $97 total

includes taxes & fees

Dec 7 - Dec 8

A fire pit surrounded by glass pebbles, with a television displaying a football game in the background.

2. The Villa Toscana

Lakeview

John

CA $114 total

includes taxes & fees

Nov 24 - Nov 25

A modern living room with leather sofas, a dining area, and large windows offering a view of greenery.

3. House 5863 - Chicago Bed and Breakfast

Edgewater

Malena

CA $276 total

includes taxes & fees

Nov 12 - Nov 13

A bathroom with a glass-tiled wall, a sink, and a shower area.

4. Ray's Bucktown B&B

Bucktown

Lora

CA $256 total

includes taxes & fees

Nov 15 - Nov 16

A well-lit hallway with a wooden dresser, a table with chairs, and a blue patterned rug.

5. Harvey House Bed & Breakfast

Oak Park

Monica

CA $406 total

includes taxes & fees

Nov 16 - Nov 17

A spacious kitchen with white cabinetry, a central island with bar stools, pendant lighting, and a large window with a view.

6. The Sono Chicago

Near North Side

Tavarion

CA $218 total

includes taxes & fees

Nov 23 - Nov 24

A hotel room with a large bed, a brick wall, a fireplace, and a desk with a chair.

7. Wicker Park Inn

West Town

Mary

CA $320 total

includes taxes & fees

Nov 16 - Nov 17

A courtyard with brick arches, outdoor seating, and potted plants.

8. Villa D' Citta

Lincoln Park

Hernando

CA $343 total

includes taxes & fees

Dec 2 - Dec 3

A wooden staircase with built-in seating and potted plants, leading to a modern interior with large windows and a mezzanine level.

9. The Publishing House B&B

Downtown Chicago

Nobue

CA $441 total

includes taxes & fees

Nov 29 - Nov 30

A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a gas stove.

10. Pristine Apartment with Free Street Parking

Humboldt Park

CA $380 total

includes taxes & fees

Nov 30 - Dec 1

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Top Hillside Hotel Reviews

Arlo Chicago

8/10 Good

"a nice, chic hotel which has become a bit run down--needs some refreshing."

Find out more about Hillside

Hillside B&B information

Number of reviews	2,627
Accommodation	12 B&B
Lowest Price	CA $97
Highest Price	CA $441

Frequently asked questions

Searching for B&Bs in Hillside?

Whether you're on a romantic vacation and want to stay somewhere quiet, or you're traveling solo and hoping to meet fellow tourists, a B&B might be the right choice for your trip. If you're interested in discovering some top attractions, Wrigley Field and Soldier Field are worth a stop.

How do you know if a B&B is the best choice for your stay?

With attentive service, opportunities to meet guests from other places, and delectable breakfasts, B&Bs offer a unique environment.

What are the top B&Bs in Hillside?

Below are some B&Bs in the area: The Sono Chicago: 7 rooms. 13.6 mi (21.9 km) from the heart of Hillside. Enjoy the rooftop terrace and fireplace in the lobby. The Villa Toscana: 9 rooms. 13.9 mi (22.3 km) from the downtown core. Dorothy's: 7 rooms. Situated 13.8 mi (22.3 km) from the heart of Hillside. House 5863 - Chicago Bed and Breakfast: 7 rooms. 14.4 mi (23.2 km) from the heart of downtown. Enjoy the designer toiletries and private yard. Ray's Bucktown B&B: 11 rooms. Located 11.7 mi (18.8 km) from the core of Hillside. Enjoy the free cooked breakfast and rooftop terrace.

What's the best time of year to stay at a B&B in Hillside?

When you're dreaming of a trip to Hillside, 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 30°F. The snowiest months in Hillside are January, November, February, and December, with each month seeing an average of 5 inches of snowfall.

What is there to do in Hillside?

Travelers enjoy Hillside for its restaurants and shopping. Wrigley Field and Soldier Field 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 Intl. Airport (ORD), which is located 6.9 mi (11 km) away from the heart of the city. You can also search for flights into Chicago Midway Airport (MDW), which is 10.4 mi (16.7 km) away. If you'd like to venture out around the area, consider renting a car to take in more sights.

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