Photo by Tara Jabbari

Search B&B in Highwood

  • Plan, book, stay with confidence
  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

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

House 5863 - Chicago Bed and Breakfast

3.5 star property
9.0 out of 10, Wonderful, (470)
"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!"
The price is SAR 483
SAR 778 total
includes taxes & fees
26 Nov - 27 Nov
House 5863 - Chicago Bed and Breakfast

Room in Town house Rogers Park

Room in Town house Rogers Park

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.
Don't see what you're looking for?
See all available properties in Highwood
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Highwood

Roxan Corner

8.4 out of 10, Very Good, (28)
"Just what I needed. The property was clean and the neighborhood is quiet. I would definitely stay again."
Roxan Corner

Beautiful 6BR mansion, 4 parking spots, sleeps 21! Walk to Wrigley & the lake!

10.0 out of 10, Exceptional, (118)
"We were a group of 20 family members coming from all over the country for a wedding just a few blocks away. There was room for everyone, plus hairdryers, ironing board, iron, etc. needed to prepare for the big day. Target and Aldi, train station, and several coffee shops and restaurants, and parks within close walking distance made this the perfect location. Everyone loved staying here. We had good weather for porch sitting, and gathering outside after dark. Very helpful and available hosts too ...
Beautiful 6BR mansion, 4 parking spots, sleeps 21! Walk to Wrigley & the lake!

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

9.6 out of 10, Exceptional, (35)
"Very nice apartment. Could use more pillows (or fluffier). Just as advertised. "
Chic, Cozy home, by Blue Line Train Stop + Free parking
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.