Photo by Meghan hernandez

Book Highland Park Bed & Breakfast

Start date: Check-in selected.
To Date
End date: Check-out
  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

B&B in Highland Park

The Sono Chicago

3.5 star property
Near North Side
10.0 out of 10, Exceptional, (479)
"Great location and hospitality! "
United States
Teresa
$143 nightly
The price is $168
Nov 13 - Nov 14
Total with taxes and fees
The Sono Chicago

Dorothy's

3.0 star property
Lakeview
8.4 out of 10, Very Good, (91)
"Halsted is a nice neibourhood. We liked the secondhand shops."
United States
Lisa
$77 nightly
The price is $85
Nov 11 - Nov 12
Total with taxes and fees
Dorothy's

The Villa Toscana

2.5 star property
Lakeview
7.8 out of 10, Good, (615)
"We "
United States
Brian
$83 nightly
The price is $91
Nov 10 - Nov 11
Total with taxes and fees
The Villa Toscana

House 5863 - Chicago Bed and Breakfast

3.5 star property
Edgewater
9.0 out of 10, Wonderful, (490)
"I loved it was so close to busy Chicago but in the quiet subarbs where it was nice and quiet and felt very safe.The rooms were excellent and well equipped and the kitchen was full of snacks to eat when you wanted and a great selection of drinks. If I ever came to Chicago I would stay here again also the hosts were fantastic "
United Kingdom
Mark
$161 nightly
The price is $189
Nov 13 - Nov 14
Total with taxes and fees
House 5863 - Chicago Bed and Breakfast

Ray's Bucktown B&B

3.5 star property
Bucktown
9.8 out of 10, Exceptional, (381)
"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
$168 nightly
The price is $190
Nov 10 - Nov 11
Total with taxes and fees
Ray's Bucktown B&B

Wicker Park Inn

3.5 star property
West Town
9.0 out of 10, Wonderful, (256)
"My husband and I loved our stay. The room was beautiful, clean, and comfortable. Being able to stay in a neighborhood inn made our trip to Chicago memorable. We went to the Wicker Park Farmer's Market, ate at local restaurants, hung out at local bars, met cool people, and just enjoyed being part of the city. "
United States
Melissa
$209 nightly
The price is $245
Nov 18 - Nov 19
Total with taxes and fees
Wicker Park Inn

Harvey House Bed & Breakfast

4.0 star property
Oak Park
9.8 out of 10, Exceptional, (119)
"Beautiful home, welcoming host."
United States
scott
$231 nightly
The price is $256
Nov 10 - Nov 11
Total with taxes and fees
Harvey House Bed & Breakfast

Villa D' Citta

3.5 star property
Lincoln Park
9.4 out of 10, Exceptional, (110)
"Would stay again anytime!!"
United States
Dominic
$206 nightly
The price is $242
Dec 1 - Dec 2
Total with taxes and fees
Villa D' Citta

Five bedroom - 3 bath - Sleeps 12

Lakeview
$603 nightly
The price is $682
Nov 12 - Nov 13
Total with taxes and fees
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Highland Park Hotel Reviews

Find out more about Highland Park

Highland Park B&B information

Number of reviews
2,320
Accommodation
18 B&B
Lowest Price
$85
Highest Price
$682

Frequently asked questions

What is the nightly rate for a B&B in Highland Park?
Prices for B&Bs in Highland Park often vary, but you can find a great deal from $85 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Highland Park B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
When is the best time to book a Bed and Breakfast in Highland Park?
The most popular time to book a B&B in Highland Park is during the late spring and summer months, particularly from May to July. This vibrant period draws visitors eager to explore the area's lush parks, botanical gardens, and cultural attractions, all while enjoying the warm sunshine and pleasant temperatures. The community comes alive with outdoor festivals, art shows, and farmers' markets, creating a lively atmosphere that travelers cherish.

July stands out as the peak month, when families and tourists flock to the area to soak up the sun and take part in summer activities. With temperatures typically ranging from the mid-60s to the low 80s Fahrenheit, it's an ideal time to enjoy leisurely walks, picnics, and outdoor dining at the local eateries. The blooming gardens and green landscapes provide a picturesque backdrop for sightseeing and relaxation.

For those looking to experience Highland Park on a budget, consider visiting in October. This month is often quieter, allowing for a more intimate exploration of the local art scene and beautiful fall foliage. You can enjoy scenic strolls through parks and take in the vibrant colors of autumn without the crowds.
What is the difference between a Highland Park Bed and Breakfast and a hotel?
Every Highland Park B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Highland Park B&Bs.

Explore a world of travel with Expedia