A pebbly beach with waves at sunset.

Bed and Breakfast in Highland Park

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Check prices for these dates

Next weekend
2 Oct - 4 Oct
In two weeks
9 Oct - 11 Oct
In one month
23 Oct - 25 Oct
In two months
20 Nov - 22 Nov

Our top choices for Highland Park bed & breakfast

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

1. House 5863 - Chicago Bed and Breakfast

House 5863 - Chicago Bed and Breakfast
3.5 star property
Edgewater
9.2 out of 10, Wonderful, (519 reviews)
"good"
United States
jiantao
The price is NZ$370
includes taxes & fees
4 Oct - 5 Oct
House 5863 - Chicago Bed and Breakfast
A modern living room with a sofa, a coffee table, and a dining area with a table and chairs.

2. Dorothy's

Dorothy's
2.0 star property
Lakeview
8.6 out of 10, Excellent, (185 reviews)
"Space was so clean and modern. Breakfast was good also. Very nice stay."
United States
Steven
The price is NZ$181
includes taxes & fees
26 Oct - 27 Oct
Dorothy's
A fire pit surrounded by glass pebbles, with a television displaying a football game in the background.

3. The Villa Toscana

The Villa Toscana
2.5 star property
Lakeview
8.0 out of 10, Very good, (676 reviews)
"Was a nice house the room we stayed in was cozy bed was really comfortable and in walking distance to wrigley field would definitely stay here again"
United States
John
The price is NZ$228
includes taxes & fees
26 Oct - 27 Oct
The Villa Toscana
A bathroom with a glass-tiled wall, a sink, and a shower area.

4. Ray's Bucktown B&B

Ray's Bucktown B&B
3.5 star property
Bucktown
9.8 out of 10, Exceptional, (416 reviews)
"The breakfast is fantastic!! Very unique and fun decor!"
United States
Susan
The price is NZ$368
includes taxes & fees
29 Sept - 30 Sept
Ray's Bucktown B&B
A well-lit hallway with a wooden dresser, a table with chairs, and a blue patterned rug.

5. Harvey House Bed & Breakfast

Harvey House Bed & Breakfast
4.0 star property
Oak Park
9.8 out of 10, Exceptional, (135 reviews)
"We had a comfortable stay. Bed was great, host was very accommodating and location was great!"
United States
Monica
The price is NZ$574
includes taxes & fees
5 Oct - 6 Oct
Harvey House Bed & Breakfast
A grand foyer with a wooden staircase, a chandelier, and a large window.

6. Villa D' Citta

Villa D' Citta
3.5 star property
Lincoln Park
9.4 out of 10, Exceptional, (125 reviews)
"What a pleasant stay, staff was welcoming and wanting to make sure our needs were met with our expectations. Meals were abundant and homemade. Rooms w/bath were clean with abundant towels. We will stay again."
United States
Jeffrey
The price is NZ$522
includes taxes & fees
5 Oct - 6 Oct
Villa D' Citta
A spacious kitchen with white cabinetry, a central island with bar stools, pendant lighting, and a large window with a view.

7. The Sono Chicago

The Sono Chicago
3.5 star property
Near North Side
10.0 out of 10, Exceptional, (557 reviews)
"It was a very comfortable hotel. We loved the free street parking, easy access to public transportation, coffee, breakfast, bottled water, bubbly water and snacks. I will stay here again!"
United States
Christie
The price is NZ$394
includes taxes & fees
27 Sept - 28 Sept
The Sono Chicago
A brick building with a sign for The Wicker Park Inn, including a phone number and website.

8. Wicker Park Inn

Wicker Park Inn
3.5 star property
West Town
9.0 out of 10, Wonderful, (283 reviews)
"Great location. Staff was very helpful.👍"
United States
Michael
The price is NZ$612
includes taxes & fees
26 Oct - 27 Oct
Wicker Park Inn
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 NZ$691
includes taxes & fees
27 Oct - 28 Oct
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

Holiday Inn Chicago North-Evanston by IHG

Holiday Inn Chicago North-Evanston by IHG

10/10 Excellent
"Very good"
Ana 4-night trip
Posted 2 hours ago
Holiday Inn Chicago North-Evanston by IHG

Find out more about Highland Park

Highland Park B&B information

Number of reviews
1,613
Accommodation
11 B&B
Lowest Price
NZ$181
Highest Price
NZ$691

Frequently asked questions

Searching for B&Bs in Highland Park?
If you're looking for something a little more offbeat than your standard hotel experience, a stay at a bed and breakfast might be the perfect option for your holiday. If your ideal holiday to Highland Park includes spending lots of time outside, Chicago Botanic Garden and Moraine Park are good spots to enjoy the scenery.
How do you know if a B&B is a good option for your stay?
With attentive service, opportunities to meet guests from other places and breakfast served on site, B&Bs all have a unique environment.
What are the top B&Bs in Highland Park?
Here are some well-liked B&Bs in the surrounding area: The Villa Toscana: 9 rooms. 18.1 mi (29.1 km) from the city centre. Dorothy's: 7 rooms. Situated 18.1 mi (29.1 km) from the heart of Highland Park. House 5863 - Chicago Bed and Breakfast: 7 rooms. 15 mi (24.2 km) from the city centre. Enjoy the designer toiletries and private garden.
When should I book my B&B in Highland Park?
When you're dreaming of a stay in Highland Park, make sure that you take the year-round temperatures into account. The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of -1°C. Average annual precipitation for Highland Park is 1183 mm.
What is there to do in Highland Park?
Travellers enjoy Highland Park for its gardens and restaurants. If cultural attractions are high on your list, Ravinia Park and Ravinia Pavilion are spots to visit. You should put Lake Michigan and Chicago Botanic Garden on your list if you want to see more of the area.
How can I get to and around Highland Park?
Mapping out your trip in and around Highland Park is easy with these transportation options. Fly into Chicago, IL (PWK-Chicago Executive), which is located 6.8 mi (10.9 km) from the city centre. You can also search for flights into Chicago O'Hare International Airport (ORD), which is 15.1 mi (24.3 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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