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Bed and Breakfast in Highland Park

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Featured B&B in Highland Park

The Villa Toscana
2.5 star property
7.6 out of 10, Good, (431)
"GREAT stay and location! Very COZY and near LOTS of shops, restaurants, clubs, CTA, etc! Only thing is it's HUMANLESS Check-in/Out! All Communication/Codes are sent via email or text!"
The price is NZ$184
includes taxes & fees
9 Jun - 10 Jun
The Villa Toscana
Old Chicago Inn
2.0 star property
7.4 out of 10, Good, (731)
"The room was very spacious. We had our own separate bathroom; it was close by, easy to access, and clean. It's a nice neighborhood. Rachel and Chris only recently took over managing this property and when I texted Rachel with a couple of minor issues she was very responsive. The candy in the lobby and the availability of cereal and coffee are nice touches. There is a loud bar next door. The noise didn't bother us too much but if that is a concern I suggest to ask for a room that is not directly...
Old Chicago Inn
Wicker Park Inn
3.5 star property
9.0 out of 10, Wonderful, (219)
"We really enjoyed our stay at the Wicker Park Inn. Nestled in a quiet street with many trees and birds it’s very peaceful and relaxing. There is a tram that runs behind the building periodically but it’s not a harsh sound, kind of pleasant to be honest, like a wave or roll of thunder that comes and goes. The Inn itself is spotless, comfortable and well appointed with great attention to detail. It’s obvious the owners understand the needs of their guests. The location is perfect, just a block...
The price is NZ$451
includes taxes & fees
8 Jul - 9 Jul
Wicker Park Inn
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Ray's Bucktown B&B
3.5 star property
9.8 out of 10, Exceptional, (293)
"This is an interesting alternative to the downtown hotels, with tons more character and charm but somewhat less comfort and convenience. It's in a very nice residential neighborhood, only about 1/2 mile from the train to town (and O'Hare Airport), but not much in the way of commercial activity nearby. The place itself is eccentric and quirky but within that the staff is extremely helpful and kind, and the breakfast was simply spectacular. They work very hard to make guests comfortable and...
The price is NZ$328
includes taxes & fees
24 Jun - 25 Jun
Ray's Bucktown B&B
House 5863 - Chicago Bed and Breakfast
3.5 star property
9.0 out of 10, Wonderful, (463)
"Great traditional bnb. Friendly staff. Great patio. Comfortable and clean"
The price is NZ$392
includes taxes & fees
11 Jun - 12 Jun
House 5863 - Chicago Bed and Breakfast
The Sono Chicago
3.5 star property
10.0 out of 10, Exceptional, (419)
"The Sono is a terrific property and highly recommended. Rooms are lovely, the common areas are outstanding, we enjoyed hanging out with our traveling group along with a frig stocked with waters. Breakfast in the morning is a really nice feature. The only drawback is the location in a largely residential area. Yet it is an easy walk or Uber downtown. I would highly recommend the property and special thanks to Addie. "
The price is NZ$396
includes taxes & fees
13 Jun - 14 Jun
The Sono Chicago
Villa D' Citta
3.5 star property
9.4 out of 10, Exceptional, (81)
"Very nice place to stay in the Lincoln Park area. Comfortable rooms and wonderful amenities."
The price is NZ$433
includes taxes & fees
24 Jun - 25 Jun
Villa D' Citta
Deluxe Chicago 2 Bedroom Private Condo. Amazing Deal 1.5 mi from Wrigley!
9.8 out of 10, Exceptional, (122)
"Nice. clean place in a convenient location to get in and out of Wrigley while avoiding the crowds."
Deluxe Chicago 2 Bedroom Private Condo. Amazing Deal 1.5 mi from Wrigley!
Harvey House Bed & Breakfast
4.0 star property
9.8 out of 10, Exceptional, (94)
"Another amazingly relaxing stay at the Harvey House! Highly recommend it."
The price is NZ$469
includes taxes & fees
10 Jun - 11 Jun
Harvey House Bed & Breakfast
9 bed 10 bath in Lakeview
9 bed 10 bath in Lakeview
Charming 3rd Floor Penthouse in B&B
Charming 3rd Floor Penthouse in B&B
Presidential Suite
Presidential Suite
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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 Park

Modern Luxe home w/Gameroom and Electric Fireplace
8.4 out of 10, Very good, (6)
"We really loved our stay at this house with group of our friends. This place was just perfect, newly renovated and exactly looked like it is in pictures. The house has everything needed from games in basement to the cozy beds to rest at night. Host was incredibly responsive and made us feel right at home. Recommended nearby places to explore and we had a great getaway overall. I would stay here again when in town. 10/10!!"
Modern Luxe home w/Gameroom and Electric Fireplace
Level Chicago – Old Town
4.0 star property
8.8 out of 10, Excellent, (213)
"Loved all the neighborhood dogs & farmers market"
The price is NZ$563
includes taxes & fees
17 Jun - 18 Jun
Level Chicago – Old Town
WoodSpring Suites Chicago Addison
2.5 star property
6.0 out of 10, (188)
"Very nice property "
The price is NZ$154
includes taxes & fees
9 Jun - 10 Jun
WoodSpring Suites Chicago Addison
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.

Highland Park B&B information

Number of reviews
2,282
Accommodation
7 B&B
Lowest Price
NZ$176
Highest Price
NZ$469

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, Ravinia Park and Chicago Botanic Garden 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: Old Chicago Inn: 10 rooms. 18.3 mi (29.4 km) from the heart of Highland Park. Enjoy the free full breakfast and fireplace in reception. The Villa Toscana: 9 rooms. 18.1 mi (29.1 km) from the city centre.
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.

Recent Reviews in Highland Park
Expedia verified reviews