Hot Highland Park Bed & Breakfast Rates

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Featured B&B in Highland Park

The Sono Chicago

The Sono Chicago

3.5 out of 5
1428 N Cleveland Ave Chicago IL
The price is AU$231 per night from 30 Dec to 31 Dec
AU$231
30 Dec - 31 Dec
includes taxes & fees
With a stay at The Sono Chicago in Chicago (Near North Side), you'll be within a 5-minute drive of Michigan Avenue and Lake Michigan.
Opens in a new windowThe Sono Chicago
Dorothy's

Dorothy's

3 out of 5
3445 N Halsted St Chicago IL
Fully refundableReserve now, pay when you stay
The price is AU$123 per night from 30 Dec to 31 Dec
AU$123
30 Dec - 31 Dec
includes taxes & fees
With a stay at Dorothy's in Chicago (Lakeview), you'll be within a 5-minute drive of Wrigley Field and Lake Michigan.
Opens in a new windowDorothy's
The Villa Toscana

The Villa Toscana

2.5 out of 5
3447 N Halsted Chicago IL
Fully refundableReserve now, pay when you stay
The price is AU$126 per night from 30 Dec to 31 Dec
AU$126
30 Dec - 31 Dec
includes taxes & fees
With a stay at The Villa Toscana in Chicago (Lakeview), you'll be a 1-minute drive from Wrigley Field and 7 minutes from Millennium Park.
Opens in a new windowThe Villa Toscana
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Ray's Bucktown B&B

Ray's Bucktown B&B

3.5 out of 5
2144 N. Leavitt St Chicago IL
The price is AU$265 per night from 29 Dec to 30 Dec
AU$265
29 Dec - 30 Dec
includes taxes & fees
Located in Chicago (Bucktown), Ray's Bucktown B&B is within a 10-minute drive of Lincoln Park Zoo and Wrigley Field.
Opens in a new windowRay's Bucktown B&B
Wicker Park Inn

Wicker Park Inn

3.5 out of 5
1331 N Wicker Park Ave Chicago IL
The price is AU$325 per night from 6 Jan to 7 Jan
AU$325
6 Jan - 7 Jan 2026
includes taxes & fees
With a stay at Wicker Park Inn in Chicago (West Town), you'll be within a 5-minute drive of United Center and Skydeck Ledge.
Opens in a new windowWicker Park Inn
House 5863 - Chicago Bed and Breakfast

House 5863 - Chicago Bed and Breakfast

3.5 out of 5
5863 North Glenwood Avenue Chicago IL
The price is AU$247 per night from 4 Jan to 5 Jan
AU$247
4 Jan - 5 Jan 2026
includes taxes & fees
With a stay at House 5863 - Chicago Bed and Breakfast in Chicago (Edgewater), you'll be within a 5-minute drive of Lake Michigan and Loyola University ...
Opens in a new windowHouse 5863 - Chicago Bed and Breakfast
Villa D' Citta

Villa D' Citta

3.5 out of 5
2230 N Halsted Street Chicago IL
The price is AU$360 per night from 7 Jan to 8 Jan
AU$360
7 Jan - 8 Jan 2026
includes taxes & fees
With a stay at Villa D' Citta in Chicago (Lincoln Park), you'll be within a 5-minute drive of Lake Michigan and Wrigley Field.
Opens in a new windowVilla D' Citta
Harvey House Bed & Breakfast

Harvey House Bed & Breakfast

4 out of 5
107 South Scoville Avenue Oak Park IL
The price is AU$382 per night from 29 Dec to 30 Dec
AU$382
29 Dec - 30 Dec
includes taxes & fees
Located in Oak Park, Harvey House Bed & Breakfast is within a 15-minute drive of United Center and Millennium Park.
Opens in a new windowHarvey House Bed & Breakfast
Deluxe Chicago 2 Bedroom Private Condo. Amazing Deal 1.5 mi from Wrigley!

Deluxe Chicago 2 Bedroom Private Condo. Amazing Deal 1.5 mi from Wrigley!

Chicago IL
With a stay at this bed & breakfast, you'll be centrally located in Chicago, a 3-minute drive from Wrigley Field and 7 minutes from Lake Michigan.
Opens in a new windowDeluxe Chicago 2 Bedroom Private Condo. Amazing Deal 1.5 mi from Wrigley!
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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.

B&Bs in Highland Park

We know why you’re here. You forgot something, though we’re not sure what. A birthday or an anniversary, maybe. And this time, a bouquet of fresh flowers and a homemade breakfast in bed aren’t going to cut it. You’re determined your special someone is going to feel like the centre of the universe on whatever special day you have coming up—that’s where lastminute.com.au comes in, and that’s also where Highland Park B&B accommodation comes in.

You can’t go wrong with a romantic getaway to a bed and breakfast. It’s the stuff of poetry, novels, and of course, any good rom-com. You can snuggle under the covers all morning if you like, although the delicious aromas of a home-cooked breakfast are likely to get you out of bed. Even a cheap B&B will have a delectable morning meal included—and you don’t have to make it yourself. After all, that’s kind of the whole point. Add in a boutique feel and the charming Highland Park vibes, and you’ll get why B&Bs are great for couples, families, and even your doggo. Yes, pet-friendly B&Bs are a thing, and although we can’t guarantee the dog will get his own breakfast, you’re more than happy to share, aren’t you?

Hey, if you’re gonna stay in a B and B in Highland Park, you want it to be awesome, don’t you? Well then, check out lastminute.com.au and get to planning. We’ve got everything from luxury to budget bed & breakfasts, and our great prices leave you plenty of cash to splash in Highland Park. No need to thank us—we know how great we are.

Highland Park B&B essential information

Accommodation
11 B&B
Lowest Price
AU$123
Highest Price
AU$388
Popular accommodation
The Sono Chicago, Dorothy's, The Villa Toscana, Ray's Bucktown B&B, Wicker Park Inn, House 5863 - Chicago Bed and Breakfast, Villa D' Citta, Harvey House Bed & Breakfast, Deluxe Chicago 2 Bedroom Private Condo. Amazing Deal 1.5 mi from Wrigley!

Top trending hotels in Highland Park

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
The price is AU$388 per night from 18 Jan to 19 Jan
AU$388
18 Jan - 19 Jan 2026
includes taxes & fees
With a stay at Hilton Chicago O'Hare Airport in Chicago (O'Hare), you'll be within a 10-minute drive of Donald E. Stephens Convention Center and Allstate ...
Opens in a new windowHilton Chicago O'Hare Airport
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
The price is AU$186 per night from 29 Dec to 30 Dec
AU$186
29 Dec - 30 Dec
includes taxes & fees
When you stay at Hyatt Regency O'Hare Chicago in Rosemont, you'll be connected to the convention center, within a 5-minute drive of Donald E. Stephens Convention ...
Opens in a new windowHyatt Regency O'Hare Chicago
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

3.5 out of 5
5440 N River Rd Rosemont IL
Fully refundable
The price is AU$171 per night from 1 Jan to 2 Jan
AU$171
1 Jan - 2 Jan 2026
includes taxes & fees
With a stay at Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG in Rosemont, you'll be near the airport, a 4-minute walk from Donald E. Stephens Convention ...
Opens in a new windowCrowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
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The Chicago Hotel Collection River North

The Chicago Hotel Collection River North

3 out of 5
312 W. Chestnut St. Chicago IL
Fully refundableReserve now, pay when you stay
Located in Chicago (Downtown Chicago), The Chicago Hotel Collection River North is within a 15-minute walk of Michigan Avenue and State Street.
Opens in a new windowThe Chicago Hotel Collection River North
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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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^Subject to availability and chosen travel dates.