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Compare 12 B&B in Highland Park with updated reviews, rates, and availability.

Property entrance
Old Chicago Inn
2.0 star property
7.4 out of 10, Good, (724)
"Lovely home rooms. We enjoyed staying there"
Old Chicago Inn
Lounge
The Villa Toscana
2.5 star property
7.6 out of 10, Good, (429)
"GREAT stay and location! Very COZY and near LOTS of shops, restaurants, clubs, CTA, etc! Only thing is it's HUMANLESS Check-in/Out! All Communication/Codes are sent via email or text!"
The price is AED 176
AED 350 total
includes taxes & fees
27 May - 28 May
The Villa Toscana
Front of property
Ray's Bucktown B&B
3.5 star property
9.8 out of 10, Exceptional, (286)
"."
The price is AED 661
AED 746 total
includes taxes & fees
20 Jun - 21 Jun
Ray's Bucktown B&B
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Room
Wicker Park Inn
3.5 star property
9.0 out of 10, Wonderful, (214)
"Great stay! "
The price is AED 844
AED 1,015 total
includes taxes & fees
26 May - 27 May
Wicker Park Inn
Exterior
House 5863 - Chicago Bed and Breakfast
3.5 star property
9.0 out of 10, Wonderful, (462)
"Great traditional bnb. Friendly staff. Great patio. Comfortable and clean"
The price is AED 579
AED 892 total
includes taxes & fees
27 May - 28 May
House 5863 - Chicago Bed and Breakfast
Room
The Sono Chicago
3.5 star property
10.0 out of 10, Exceptional, (417)
"Perfect choice while in town for a nearby family wedding. On a quiet leafy street, two blocks off commercial North Ave. Three story walk-up row house, only a few rooms, full kitchen/living room where continental breakfast is served daily, or on back deck. Loved our balcony room, a spacious king. Clean and newly painted. Friendly helpful staff. Only issue could be the street parking - and you do need a car to get around. You’re in a residential neighborhood with a school across the street....
The price is AED 498
AED 585 total
includes taxes & fees
29 May - 30 May
The Sono Chicago
Front of property
Villa D' Citta
3.5 star property
9.4 out of 10, Exceptional, (80)
"Very nice place to stay in the Lincoln Park area. Comfortable rooms and wonderful amenities."
The price is AED 841
AED 987 total
includes taxes & fees
27 May - 28 May
Villa D' Citta
Interior
Harvey House Bed & Breakfast
4.0 star property
9.8 out of 10, Exceptional, (93)
"Beth and staff are wonderful. Beautiful accommodations. Access to front porch swing and back patio with gas fireplace and ample dining and living space on main floor to enjoy your breakfast."
The price is AED 962
AED 1,068 total
includes taxes & fees
27 May - 28 May
Harvey House Bed & Breakfast
Living area
Deluxe Chicago 2 Bedroom Private Condo. Amazing Deal 1.5 mi from Wrigley!
9.8 out of 10, Exceptional, (122)
"Nice. clean place in a convenient location to get in and out of Wrigley while avoiding the crowds."
Deluxe Chicago 2 Bedroom Private Condo. Amazing Deal 1.5 mi from Wrigley!
Front entrance
9 bed 10 bath in Lakeview
9 bed 10 bath in Lakeview
King bedroom with sitting area
Charming 3rd Floor Penthouse in B&B
Charming 3rd Floor Penthouse in B&B
Bathroom
Presidential Suite
Presidential Suite
Don't see what you're looking for?
See all available properties in Highland Park
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.

Other property types in Highland Park

Private kitchen
Modern Luxe home w/Gameroom and Electric Fireplace
8.4 out of 10, Very Good, (6)
"We really loved our stay at this house with group of our friends. This place was just perfect, newly renovated and exactly looked like it is in pictures. The house has everything needed from games in basement to the cozy beds to rest at night. Host was incredibly responsive and made us feel right at home. Recommended nearby places to explore and we had a great getaway overall. I would stay here again when in town. 10/10!!"
Modern Luxe home w/Gameroom and Electric Fireplace
Outdoor pool
Level Chicago – Old Town
4.0 star property
8.8 out of 10, Excellent, (207)
"Nice"
The price is AED 746
AED 911 total
includes taxes & fees
27 May - 28 May
Level Chicago – Old Town
Exterior
WoodSpring Suites Chicago Addison
2.5 star property
6.0 out of 10, (184)
"ITS A VERY NICE AND UPBEAT ESTABLISHMENT.......I ENJOYED THE STAY ONLY THING I DIDNT LIKE WAS THERE HOUSE KEEPING SCHEDULE BUT OTHER THAN THAT ITS A NICE QUIET LOCATION WITH NICE PEOPLE"
The price is AED 331
AED 350 total
includes taxes & fees
26 May - 27 May
WoodSpring Suites Chicago Addison
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 Highland Park?
If you’re looking for something a little different than your standard hotel, a stay at a bed and breakfast might be the perfect option for your vacation. If your ideal vacation to Highland Park includes spending lots of time outside, Ravinia Park and Chicago Botanic Garden are good spots to enjoy the scenery.
How do you know if a B&B is the right choice for your stay?
With attentive service, opportunities to meet guests from other places, and breakfast served on site, B&Bs all have a truly one-of-a-kind environment.
When should I stay at a B&B in Highland Park?
When you’re dreaming of a trip to Highland Park, be sure to take into account the year-round temperatures. 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 Highland Park is 47 inches.
What is there to do in Highland Park?
Travelers enjoy Highland Park for its gardens and restaurants. If cultural attractions are high on your list, Ravinia Park and Ravinia Pavilion are spots to check out. You might 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?
You can plan your excursions in and around Highland Park ahead of time with these transportation options. Fly into Chicago, IL (PWK-Chicago Executive), which is located 6.8 mi (10.9 km) from the heart of the city. Otherwise, you can search for flights to Chicago O’Hare Intl. Airport (ORD), which is 15.1 mi (24.3 km) away. If you’d like to venture out around the area, consider renting a car to take in more sights.

Recent reviews of Highland Park hotels
Expedia verified reviews

SpringHill Suites Chicago O'Hare by Marriott

SpringHill Suites Chicago O'Hare by Marriott

5/5 Excellent
"It has a beautiful view"
A verified traveler stayed at SpringHill Suites Chicago O'Hare by Marriott
Posted 1 day ago
SpringHill Suites Chicago O'Hare by Marriott