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Check prices for these dates

Next weekend
24 Oct - 26 Oct
In two weeks
31 Oct - 2 Nov
In one month
14 Nov - 16 Nov
In two months
12 Dec - 14 Dec

Featured B&B in Highland Park

Private kitchen
The Sono Chicago
The Sono Chicago
3.5 star property
10.0 out of 10, Exceptional, (479)
"Loved the shared kitchen access! "
United States
Jennifer M
The price is AU$287
includes taxes & fees
29 Oct - 30 Oct
The Sono Chicago
Free WiFi, bed sheets
Dorothy's
Dorothy's
3.0 star property
8.4 out of 10, Very good, (83)
"Clean room beautiful.yards convenient"
United States
Daniel
The price is AU$167
includes taxes & fees
11 Nov - 12 Nov
Dorothy's
Exterior
House 5863 - Chicago Bed and Breakfast
House 5863 - Chicago Bed and Breakfast
3.5 star property
9.0 out of 10, Wonderful, (486)
"Super cute and comfortable place to stay. Erick was very communicative and welcoming. Great snack bar!"
United States
Kirstyn
The price is AU$290
includes taxes & fees
21 Oct - 22 Oct
House 5863 - Chicago Bed and Breakfast
Exterior
The Villa Toscana
The Villa Toscana
2.5 star property
7.8 out of 10, Good, (611)
"Amazing location for the North Halsltead area, but also good for transport in and around the city. Uniquely weird location and place. "
United States
Scott
The price is AU$149
includes taxes & fees
20 Oct - 21 Oct
The Villa Toscana
Property entrance
Wicker Park Inn
Wicker Park Inn
3.5 star property
9.0 out of 10, Wonderful, (254)
"The Wicker Park Inn is clean, beautifully decorated, and the staff is friendly and helpful!"
United States
Elizabeth R
Wicker Park Inn
Lobby sitting area
Villa D' Citta
Villa D' Citta
3.5 star property
9.4 out of 10, Exceptional, (110)
"Great place"
United States
Jeffrey
The price is AU$413
includes taxes & fees
10 Nov - 11 Nov
Villa D' Citta
Property entrance
Harvey House Bed & Breakfast
Harvey House Bed & Breakfast
4.0 star property
9.8 out of 10, Exceptional, (117)
"Large uniquely, decorated rooms,very comfortable ,great breakfast, great breakfast space, fun conversations at breakfast"
United States
Bethany
The price is AU$394
includes taxes & fees
4 Nov - 5 Nov
Harvey House Bed & Breakfast
Front of property
Ray's Bucktown B&B
Ray's Bucktown B&B
3.5 star property
9.8 out of 10, Exceptional, (380)
"Ray's is such a fun, quirky place to stay - tons of creativity has gone into making it a unique stay. The breakfast is fabulous, on-site parking is convenient, and there is excellent attention to safety and security. I thoroughly enjoyed my stay and look forward to visiting again!"
United States
Tala
The price is AU$293
includes taxes & fees
27 Oct - 28 Oct
Ray's Bucktown B&B
5 bedrooms, free WiFi, bed sheets
Five bedroom - 3 bath - Sleeps 12
Five bedroom - 3 bath - Sleeps 12
The price is AU$1,566
includes taxes & fees
12 Nov - 13 Nov
Five bedroom - 3 bath - Sleeps 12
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

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent
"Quiet and in a safe neighborhood "
Amelia 1-night trip
Posted 3 days ago
The Chicago Hotel Collection Ambassador Gold Coast

Find out more about Highland Park

Highland Park B&B information

Number of reviews
2,299
Accommodation
18 B&B
Lowest Price
AU$149
Highest Price
AU$1,566

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.

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