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Check prices for these dates

Next weekend
4 Apr - 6 Apr
In two weeks
11 Apr - 13 Apr
In one month
25 Apr - 27 Apr
In two months
23 May - 25 May

Compare 3 B&B in Highwood with updated reviews, rates, and availability.

House 5863 - Chicago Bed and Breakfast
Exterior

House 5863 - Chicago Bed and Breakfast

3.5 star property
9.0 out of 10, Wonderful, (472)
"Erick was very friendly and responsive. The neighborhood around was wonderful. We walked everywhere we went and were able to park on the street with no problems. We would stay again. Thank you!"
House 5863 - Chicago Bed and Breakfast
Room in Town house Rogers Park
Smart TV

Room in Town house Rogers Park

Room in Town house Rogers Park
Presidential Suite
1 bedroom, iron/ironing board, WiFi, bed sheets

Presidential Suite

Presidential Suite
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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Other property types in Highwood

2-bedroom apartment just 2 minutes drive to Wrigley Field
Exterior

2-bedroom apartment just 2 minutes drive to Wrigley Field

2.0 star property
9.6 out of 10, Exceptional, (8)
"This place was perfect for our overnight stay in Chicago! Thank you to the owners for making everything super easy and smooth. "
The price is AED 364
AED 951 total
includes taxes & fees
31 Mar - 1 Apr
2-bedroom apartment just 2 minutes drive to Wrigley Field
Chic, Cozy home, by Blue Line Train Stop + Free parking
Interior

Chic, Cozy home, by Blue Line Train Stop + Free parking

9.4 out of 10, Exceptional, (46)
"This property is very clean and very cozy. The location is great, except at night, I was able to hear the train and highway traffic. My husband wasn't bothered at all. We still liked it and suited our needs. The amenities were excellent. There's plenty of parking. "
Chic, Cozy home, by Blue Line Train Stop + Free parking
Bright Garden Studio
1 bedroom, desk, iron/ironing board, travel crib

Bright Garden Studio

9.0 out of 10, Wonderful, (20)
"Craig was really awesome and accommodating. The property was clean and nicely maintained. We enjoyed our stay and would definitely book again."
The price is AED 331
AED 928 total
includes taxes & fees
31 Mar - 1 Apr
Bright Garden Studio
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 Highwood?
Whether you’re on a romantic holiday and are looking to stay somewhere quiet, or you’re traveling solo and hoping to get some local recommendations, B&Bs can be a great choice for many types of vacationers. When you want to explore some top attractions, Naval Base Great Lakes and Six Flags Great America are worth a stop.
Why would you choose a B&B over a traditional hotel room?
With attentive service, opportunities to interact with the owner, and of course a scrumptious breakfast, B&Bs provide a truly one-of-a-kind setting.
What are the best B&Bs in Highwood?
Here is a B&B that guests like in the surrounding area: House 5863 - Chicago Bed and Breakfast: 7 rooms. 16.9 mi (27.2 km) from the heart of Highwood. Enjoy the designer toiletries and private yard.
What's the best time of year to stay at a B&B in Highwood?
When you’re dreaming of a stay in Highwood, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 69°F, while the coldest months are January and February with an average of 30°F. Average annual precipitation for Highwood is 47 inches.
What is there to do in Highwood?
When you want to spend some time in the great outdoors, Lake Michigan and Ravinia Park are some notable spots. You might put Naval Base Great Lakes and Chicago Botanic Garden on your list if you want to see more of the area.
How can I get to and around Highwood?
Planning your excursions in and around Highwood is easier with these transportation options. Fly into Chicago, IL (PWK-Chicago Executive), which is located 7.6 mi (12.3 km) away from the city center. Otherwise, you can search for flights to Chicago O’Hare Intl. Airport (ORD), which is 16.6 mi (26.6 km) away. If you’d like to venture out around the area, you may want a rental car for your journey.