Photo by Meghan hernandez

Bed and Breakfast in Highland Park

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
3 Oct - 5 Oct
In two weeks
10 Oct - 12 Oct
In one month
24 Oct - 26 Oct
In two months
21 Nov - 23 Nov

Featured B&B in Highland Park

Dorothy's
Free WiFi, bed sheets

Dorothy's

3.0 star property
8.4 out of 10, Very good, (78)
"Clean room beautiful.yards convenient"
The price is NZ$201
includes taxes & fees
6 Oct - 7 Oct
Dorothy's
The Villa Toscana
Exterior

The Villa Toscana

2.5 star property
7.8 out of 10, Good, (608)
"Just a wonderful tranquil oasis in such a large city and busy section of town."
The price is NZ$218
includes taxes & fees
7 Oct - 8 Oct
The Villa Toscana
The Sono Chicago
Private kitchen

The Sono Chicago

3.5 star property
10.0 out of 10, Exceptional, (476)
"Loved the shared kitchen access! "
The price is NZ$376
includes taxes & fees
6 Oct - 7 Oct
The Sono Chicago
Ray's Bucktown B&B
Front of property

Ray's Bucktown B&B

3.5 star property
9.8 out of 10, Exceptional, (377)
"Absolutely one of the best stays I’ve ever had. "
The price is NZ$338
includes taxes & fees
29 Sept - 30 Sept
Ray's Bucktown B&B
House 5863 - Chicago Bed and Breakfast
Exterior

House 5863 - Chicago Bed and Breakfast

3.5 star property
9.0 out of 10, Wonderful, (483)
"The space was neat and clean. The bed was really nice comfortable and the breakfast being available whenever was nice to have! Other guests were not an issue and checkin/checkout was very easy."
The price is NZ$327
includes taxes & fees
15 Oct - 16 Oct
House 5863 - Chicago Bed and Breakfast
Wicker Park Inn
Property entrance

Wicker Park Inn

3.5 star property
9.0 out of 10, Wonderful, (252)
"This was a great alternative to a typical hotel. The staff was extremely helpful and courteous. The room was very nice and the amenities were great. I would definitely stay again!"
Wicker Park Inn
Villa D' Citta
Lobby sitting area

Villa D' Citta

3.5 star property
9.4 out of 10, Exceptional, (109)
"Great place"
The price is NZ$489
includes taxes & fees
27 Oct - 28 Oct
Villa D' Citta
Harvey House Bed & Breakfast
Property entrance

Harvey House Bed & Breakfast

4.0 star property
9.8 out of 10, Exceptional, (116)
"Large uniquely, decorated rooms,very comfortable ,great breakfast, great breakfast space, fun conversations at breakfast"
The price is NZ$504
includes taxes & fees
29 Sept - 30 Sept
Harvey House Bed & Breakfast
Deluxe Chicago 2 Bedroom Private Condo. Amazing Deal 1.5 mi from Wrigley!
Fridge, microwave, oven, stovetop

Deluxe Chicago 2 Bedroom Private Condo. Amazing Deal 1.5 mi from Wrigley!

9.8 out of 10, Exceptional, (147)
"Great location. Location was clean and everything was good!"
Deluxe Chicago 2 Bedroom Private Condo. Amazing Deal 1.5 mi from Wrigley!
Five bedroom - 3 bath - Sleeps 12
5 bedrooms, free WiFi, bed sheets

Five bedroom - 3 bath - Sleeps 12

Five bedroom - 3 bath - Sleeps 12
Presidential Suite
1 bedroom, iron/ironing board, WiFi, bed sheets

Presidential Suite

Presidential Suite
Adorable bed & breakfast in Chicago2222
Pool

Adorable bed & breakfast in Chicago2222

2.0 star property
Adorable bed & breakfast in Chicago2222
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Highland Park Hotel Reviews

Hampton Inn Chicago-O'Hare International Airport

Hampton Inn Chicago-O'Hare International Airport

10/10 Excellent
"This property really surprised me. I booked a Queen bed but they gave me a double lol (extra space for just me). The tv was upgraded with my favorite streaming services and the bathroom was pretty cool too. Breakfast in the morning and a shuttle back and forth to the airport was also so convenient . I would definitely rebook here!"
Tamela 1-night trip
Posted 7 hours ago
Hampton Inn Chicago-O'Hare International Airport

Find out more about Highland Park

Find out more about Highland Park

Highland Park B&B information

Number of reviews
2,373
Accommodation
18 B&B
Lowest Price
NZ$201
Highest Price
NZ$504

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 area: Dorothy's: 7 rooms. 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. The Villa Toscana: 9 rooms. Situated 18.1 mi (29.1 km) from the heart of Highland Park.
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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia