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Search B&B in Highwood

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Check prices for these dates

Next weekend
19 Dec - 21 Dec
In two weeks
26 Dec - 28 Dec
In one month
9 Jan - 11 Jan
In two months
6 Feb - 8 Feb

Our top choices for Highwood bed & breakfast

Courtyard
House 5863 - Chicago Bed and Breakfast

House 5863 - Chicago Bed and Breakfast

House 5863 - Chicago Bed and Breakfast
3.5 star property
Edgewater
9.0 out of 10, Wonderful, (495)
"Cool and clean hotel. Erick was friendly and accommodating."
United States
Samantha
The price is AED 376
AED 662 total
includes taxes & fees
4 Jan - 5 January 2026
House 5863 - Chicago Bed and Breakfast
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 Highwood Hotel Reviews

Comfort Suites Chicago O'Hare Airport

Comfort Suites Chicago O'Hare Airport

10/10 Excellent
"Yes "
Emil 1-night trip
Posted 1 day ago
Comfort Suites Chicago O'Hare Airport

Frequently asked questions

Searching for B&Bs in Highwood?
If you want to find an accommodation with a small number of rooms and a more personalized environment, a B&B might be the perfect option for your getaway to Highwood.
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.
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.