A pebbly beach with waves at sunset.

Find a Bed and Breakfast in Highland Park from CA $109

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Check prices for these dates

Next weekend
Nov 6 - Nov 8
In two weeks
Nov 13 - Nov 15
In one month
Nov 27 - Nov 29
In two months
Dec 25 - Dec 27

Our top choices for Highland Park bed & breakfast

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

1. Dorothy's

Dorothy's
2.0 star property
Lakeview
8.6 out of 10, Excellent, (194 reviews)
"I felt very safe and very comfortable. I would definitely stay here again and would recommend to my family and friends."
United States
Ginny
The price is CA $51
CA $109 total
includes taxes & fees
Nov 24 - Nov 25
Dorothy's
A fire pit surrounded by glass pebbles, with a television displaying a football game in the background.

2. The Villa Toscana

The Villa Toscana
2.5 star property
Lakeview
8.2 out of 10, Very good, (687 reviews)
"Nice house set back from the street. Clean room. Nice atmosphere. Would stay again."
United States
John
The price is CA $76
CA $145 total
includes taxes & fees
Nov 2 - Nov 3
The Villa Toscana
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

House 5863 - Chicago Bed and Breakfast
3.5 star property
Edgewater
9.2 out of 10, Wonderful, (524 reviews)
"Honestly great, clean, and did not hear neighbors. Would stay again!"
United States
Malena
The price is CA $166
CA $281 total
includes taxes & fees
Nov 2 - Nov 3
House 5863 - Chicago Bed and Breakfast
A spacious kitchen with white cabinetry, a central island with bar stools, pendant lighting, and a large window with a view.

4. The Sono Chicago

The Sono Chicago
3.5 star property
Near North Side
10.0 out of 10, Exceptional, (570 reviews)
"I like that it had a balcony food choice wasn’t my type of style end up ordering food off of site but definitely had all the amenities for you to be ready for the next day. Will be staying again little bit pricey for a short weekend stay but I will definitely be coming back. Very great part of the town hope to own my own own home in this place one day."
United States
Tavarion
The price is CA $178
CA $209 total
includes taxes & fees
Nov 1 - Nov 2
The Sono Chicago
A bathroom with a glass-tiled wall, a sink, and a shower area.

5. Ray's Bucktown B&B

Ray's Bucktown B&B
3.5 star property
Bucktown
9.8 out of 10, Exceptional, (423 reviews)
"Thank you again for an amazing stay at Rays!"
United States
Lora
The price is CA $274
CA $309 total
includes taxes & fees
Nov 1 - Nov 2
Ray's Bucktown B&B
A well-lit hallway with a wooden dresser, a table with chairs, and a blue patterned rug.

6. Harvey House Bed & Breakfast

Harvey House Bed & Breakfast
4.0 star property
Oak Park
9.8 out of 10, Exceptional, (137 reviews)
"We had a comfortable stay. Bed was great, host was very accommodating and location was great!"
United States
Monica
The price is CA $361
CA $401 total
includes taxes & fees
Nov 5 - Nov 6
Harvey House Bed & Breakfast
A brick building with a sign for The Wicker Park Inn, including a phone number and website.

7. Wicker Park Inn

Wicker Park Inn
3.5 star property
West Town
9.0 out of 10, Wonderful, (286 reviews)
"Loved the location"
United States
Mary
The price is CA $339
CA $398 total
includes taxes & fees
Nov 16 - Nov 17
Wicker Park Inn
A grand foyer with a wooden staircase, a chandelier, and a large window.

8. Villa D' Citta

Villa D' Citta
3.5 star property
Lincoln Park
9.4 out of 10, Exceptional, (129 reviews)
"Very elegant !"
United States
Hernando
The price is CA $352
CA $414 total
includes taxes & fees
Nov 2 - Nov 3
Villa D' Citta
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a gas stove.

9. Pristine Apartment with Free Street Parking

Pristine Apartment with Free Street Parking
Humboldt Park
The price is CA $372
CA $438 total
includes taxes & fees
Nov 23 - Nov 24
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 Highland Park Hotel Reviews

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

10/10 Excellent
"Habitación grande, cómoda y cama confortable. El servicio de shuttle desde y hacia el aeropuerto es excelente. El desayuno es muy bueno con muchas opciones y buena calidad. El restaurante tiene un amplio menú y el servicio es excelente. En verdad fue una buena experiencia y lo recomendamos."
Danilo 1-night trip
Posted 1 hour ago
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

Find out more about Highland Park

Highland Park B&B information

Number of reviews
746
Accommodation
11 B&B
Lowest Price
CA $109
Highest Price
CA $438

Frequently asked questions

What is the nightly rate for a Bed & Breakfast in Highland Park?
Prices for B&Bs in Highland Park often vary, but you can find a great deal from CA $109 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Highland Park B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
What is the difference between a Highland Park Bed and Breakfast and a hotel?
Every Highland Park B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Highland Park B&Bs.

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