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Bed and Breakfast in Highland Park

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Featured B&B in Highland Park

Private kitchen
The Sono Chicago
3.5 star property
10.0 out of 10, Exceptional, (415)
"This was one of the best stays I have ever had. Great costomer service, breakfast, and comfort."
The price is NZ$410
per night
23 May - 24 May
The Sono Chicago
Front of property
Ray's Bucktown B&B
3.5 star property
9.8 out of 10, Exceptional, (283)
"Ray's Bucktown B&B is a great place to stay when visiting Chicago. The decor is ecclectic with tons of intersting antiques, art and just fun things that Ray has collected over the years. The rooms are comfy. The food is amazing and the staff could not be more friendly and helpful."
The price is NZ$355
per night
28 May - 29 May
Ray's Bucktown B&B
Property entrance
Harvey House Bed & Breakfast
4.0 star property
9.8 out of 10, Exceptional, (92)
"This was the first time I've stayed at a Bed and Breakfast, and it was a positive experience. Our room (the Oak Park Suite) was spacious and comfortable, though the pillows on the bed were very flat. Parking was easy, the host/owner was hospitable, and it's an easy walk both to the Metra and to the shops of Oak Park."
The price is NZ$481
per night
28 May - 29 May
Harvey House Bed & Breakfast
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Lobby sitting area
Villa D' Citta
3.5 star property
9.4 out of 10, Exceptional, (78)
"Absolutely beautiful, its sublime and peaceful! We will be back again "
The price is NZ$445
per night
28 May - 29 May
Villa D' Citta
Property entrance
Wicker Park Inn
3.5 star property
9.0 out of 10, Wonderful, (214)
"Great stay! "
The price is NZ$384
per night
26 May - 27 May
Wicker Park Inn
Double Room, Private Bathroom (Venetian) | Exterior
The Villa Toscana
2.5 star property
7.6 out of 10, Good, (427)
"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$115
per night
19 May - 20 May
The Villa Toscana
Fireplace
Old Chicago Inn
2.0 star property
7.4 out of 10, Good, (720)
"We had a wonderful stay in Chicago! Old Chicago Inn is a hidden gem. Eclectic and charming BnB. Not a typical hotel experience - feels much more personal with added modern elements - keyless entry. "
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 Park

Exterior
Walking distance to restaurants, shops and Lake Michigan,
9.8 out of 10, Exceptional, (156)
"We stayed here for our daughter's graduation. It was a perfect home base for everything we needed to do. Ross was attentive and thorough in explaining everything we needed to know about the unit, garage parking was a plus, beds were comfortable...overall a great stay."
Walking distance to restaurants, shops and Lake Michigan,
Front of property - evening/night
Level Chicago – Old Town
4.0 star property
8.8 out of 10, Excellent, (207)
"Nice"
The price is NZ$599
per night
27 May - 28 May
Level Chicago – Old Town
Private kitchen
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
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.

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.