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Bed and Breakfast in Highland Hills

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Featured B&B in Highland Hills

The Sono Chicago
3.5 out of 5
1428 N Cleveland Ave, Chicago, IL
The price is $149 per night from Mar 1 to Mar 2

Located in Near North Side, this bed & breakfast is within a 15-minute walk of Second City and Chicago History Museum. Park West and North Avenue Beach are also ...

4.9/5Exceptional! (246 reviews)

"very clean. nice amenities. great service. good location."…"

Reviewed on Feb 22, 2021

The Sono Chicago
The Publishing House Bed and Breakfast
3.5 out of 5
108 N May Street, Chicago, IL
The price is $161 per night from Mar 7 to Mar 8

Located in Near West Side, this bed & breakfast is 1.1 mi (1.8 km) from United Center. Ashland Station (Green Line) is 13 minutes by foot and Racine Station ...

5/5Exceptional! (79 reviews)

"Excellent place to stay!"…"

Reviewed on Jul 11, 2020

The Publishing House Bed and Breakfast
Harvey House Bed & Breakfast
4 out of 5
107 South Scoville Avenue, Oak Park, IL
The price is $185 per night from Mar 1 to Mar 2

Situated in Oak Park, this romantic bed & breakfast is 1 mi (1.7 km) from Frank Lloyd Wright Home and Studio and within 6 mi (10 km) of Brookfield Zoo and Humboldt ...

4.9/5Exceptional! (50 reviews)
Will go back again!

"Very elegant and comfortable... Service was perfect and neighborhood is quiet."…"

Reviewed on Aug 25, 2020

Harvey House Bed & Breakfast
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Bishops Hall
3.5 out of 5
605 Iowa Street, Oak Park, IL
The price is $175 per night from Mar 2 to Mar 3

Situated in Oak Park, this bed & breakfast is 0.6 mi (1 km) from Frank Lloyd Wright Home and Studio and within 6 mi (10 km) of Humboldt Park and Garfield Park ...

4.9/5Exceptional! (127 reviews)

"Walk to great restaurants and all Oak Park attractions. Spacious with several lovely common rooms. Superb breakfast."…"

Reviewed on Oct 8, 2020

Bishops Hall
Ray's Bucktown Bed and Breakfast
3.5 out of 5
2144 N. Leavitt St, Chicago, IL
The price is $120 per night from Feb 28 to Mar 1

Located in Bucktown, this bed & breakfast is within 6 mi (10 km) of Wrigley Field, Grant Park, and Millennium Park. Navy Pier and Art Institute of Chicago are ...

4.9/5Exceptional! (127 reviews)
Great place to stay

"Great stay at Ray's! Very friendly and breakfast made to order. Very quiet neighborhood."…"

Reviewed on Nov 28, 2020

Ray's Bucktown Bed and Breakfast
Wicker Park Inn
3.5 out of 5
1331 N Wicker Park Ave, Chicago, IL
Free CancellationReserve now, pay when you stay
The price is $109 per night from Mar 21 to Mar 22

Located in Wicker Park, this bed & breakfast is within 3 mi (5 km) of United Center, John Hancock Center, and Water Tower Place. Skydeck Ledge and Willis Tower ...

4.3/5Excellent! (169 reviews)

"Great location within easy walking distance of all shops and restaurants. There is a noisy train that goes by frequently, but not during the night. Easy contactless entry right now during COVID. We didn't see anyone else during our stay. Room was clean and tidy."…"

Reviewed on Aug 6, 2020

Wicker Park Inn
Villa D' Citta
3.5 out of 5
2230 N Halsted Street, Chicago, IL
The price is $169 per night from Mar 1 to Mar 2

Located in Lincoln Park, this bed & breakfast is within a 10-minute walk of Lincoln Hall and DePaul University-Lincoln Park. Lincoln Park Zoo and Park West are ...

4.7/5Exceptional! (36 reviews)

"Great location we wanted to book something close to Kohler Spa which is right around the corner. Beautiful B&B we will definitely be back."…"

Reviewed on Nov 25, 2019

Villa D' Citta
Old Chicago Inn
2 out of 5
3222 N Sheffield Ave, Chicago, IL
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Located in Lakeview, this bed & breakfast is within a 10-minute walk of Vic Theatre and Briar Street Theatre. Wrigley Field and DePaul University-Lincoln Park ...

3.8/5Good! (312 reviews)

"Great location, Inn keeper was very nice, clean and quiet."…"

Reviewed on Oct 27, 2019

Old Chicago Inn
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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.

Other property types in Highland Hills

Extended Stay America - Chicago - Lombard - Yorktown Center

Extended Stay America - Chicago - Lombard - Yorktown Center

2.5 out of 5
260 E 22nd St, Lombard, IL
The price is $67 per night from Mar 20 to Mar 21
3.3/5 (490 reviews)
nice hotel overall.

"The service desk staff are excellent, I was not happy with the breakfast that was provided during out stay. I wish they will do better on that. The room we stayed in was dirty, there were wrappers of granola bar that was left behind the entrance door. Other than that, everything looks good."…"

Reviewed on Mar 19, 2020

Extended Stay America - Chicago - Lombard - Yorktown Center
La Quinta Inn & Suites by Wyndham Chicago Downtown

La Quinta Inn & Suites by Wyndham Chicago Downtown

3 out of 5
1 S Franklin Street, Chicago, IL
The price is $71 per night from Mar 21 to Mar 22
4.4/5Wonderful! (1,998 reviews)

"Nice friendly front desk. Great location near down town areas"…"

Reviewed on Feb 25, 2021

La Quinta Inn & Suites by Wyndham Chicago Downtown
Aloft Chicago O'Hare

Aloft Chicago O'Hare

3 out of 5
9700 Balmoral Ave, Rosemont, IL
The price is $80 per night from Mar 7 to Mar 8
4.1/5Very Good! (903 reviews)

"Very nice hotel excellent location. Next to everything. The shuttle was easy to use. I would definitely recommend anyone to stay here."…"

Reviewed on Feb 24, 2021

Aloft Chicago O'Hare
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.

What is a Bed and Breakfast?

Are you on the hunt for a place to stay with a hearty breakfast and attentive service? If you're looking for a B&B during your trip to Highland Hills but can't seem to find one in the perfect location, there are several other options in the surrounding area that may also have the amenities you're looking for. If you're interested in discovering some top attractions in the area, Brookfield Zoo and Toyota Park are worth a stop.

B&Bs Near Highland Hills

Here are some top B&Bs to pick from in the area:

Roscoe Village Guesthouse: 3 stars, 6 rooms

  • Situated 17.6 mi (28.4 km) from the city center
  • Fireplace

Ray's Bucktown Bed and Breakfast: 3.5 stars, 11 rooms

  • 17.1 mi (27.5 km) from the heart of downtown

Weather in Highland Hills

Weather can be a big factor in deciding how to pack for your getaway, so you can use this info to help you figure out when to travel to Highland Hills:

  • The hottest months are typically July and June, while January and February are the coldest months
  • Average rainfall is 36.89 inches in a year
  • January-March: Daytime temperatures average 53° F and nighttime temperatures average 16° F
  • April-June: 84° F is the daytime average and 34° F is the nighttime average
  • July-September: Daytime averages are around 85° F and nighttime averages are around 48° F
  • October-December: The average temperatures are 68° F during the day and 17° F at night

Things to See and Do in Highland Hills

Travelers enjoy Highland Hills for its array of dining options and major shopping area. Brookfield Zoo and Toyota Park are also some top attractions to visit if you want to see more of the larger area.

Highland Hills is also known for its:

  • Coffee
  • Cafés
  • University life

What Are the Best Transportation Options in and Around Highland Hills?

Fly into Chicago, IL (ORD-O'Hare Intl.), which is located 9.9 mi (16 km) away from the city center. Otherwise, look for flights into Chicago, IL (DPA-Dupage), which is 13.5 mi (21.8 km) away. If you'd like to venture out around the area, you may want a rental car for your journey.

Frequently asked questions

Searching for B&Bs in Highland Hills?
Whether you’re passing through town and are looking for an accommodation that’s small and charming, or you’re traveling solo and hoping to get some tips from locals, B&Bs can be a great choice for many types of vacationers. If you’re interested in discovering some top attractions, Brookfield Zoo and Rosemont Theatre are worth a stop.
Are you thinking about a B&B instead of a traditional hotel?
Every B&B has a unique charm— whether it’s a picturesque garden or a sunlit breakfast nook to enjoy your morning cup of coffee, the little details are what make bed and breakfasts the perfect escape.
What are the best bed and breakfasts in Highland Hills?
Below are some B&Bs in the area: Wicker Park Inn: 3.5 stars, 11 rooms. 17.3 mi (27.9 km) from the heart of Highland Hills.Harvey House Bed & Breakfast: 4 stars, 5 rooms. Situated 11.2 mi (18.1 km) from the heart of Highland Hills. Enjoy the spa tub and deli. Ray’s Bucktown Bed and Breakfast: 3.5 stars, 11 rooms. 17.1 mi (27.5 km) from the heart of downtown. Enjoy the free cooked breakfast and rooftop terrace. Bishops Hall: 3.5 stars, 3 rooms. Located 11.3 mi (18.2 km) from the core of Highland Hills. Enjoy the library and patio area.
What's the best time of year to stay at a B&B in Highland Hills?
When you’re planning your stay in Highland Hills, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and June with an average temp of 70°F, while the coldest months are January and February with an average of 29°F. The snowiest months in Highland Hills are February, January, April, and March, with each month seeing an average of 6 inches of snowfall.
What is there to do in Highland Hills?
Travelers enjoy Highland Hills for its array of dining options and major shopping area. Brookfield Zoo and Rosemont Theatre are also some sites to visit if you want to see more of the area.
How can I get to and around Highland Hills?
Mapping out your trip in and around Highland Hills is easy with these transportation options. Fly into Chicago O’Hare International Airport (ORD), which is located 9.9 mi (16 km) from the heart of the city. Otherwise, look for flights into Chicago Midway Airport (MDW), which is 14.2 mi (22.8 km) away. If you’d like to explore around the area, you may want a rental car for your journey.

More trip options