Hot Highland Park Bed & Breakfast Rates

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Featured B&B in Highland Park

The Villa Toscana

The Villa Toscana

2.5 out of 5
3447 N Halsted, Chicago, IL
The price is AU$158 per night from 5 Jan to 6 Jan
AU$158
includes taxes & fees
5 Jan - 6 Jan 2025
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.
The Villa Toscana
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$127 per night from 5 Jan to 6 Jan
AU$127
includes taxes & fees
5 Jan - 6 Jan 2025
With a stay at Dorothy's in Chicago (Lakeview), you'll be within a 5-minute drive of Wrigley Field and Lake Michigan.
Dorothy's
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$269 per night from 1 Jan to 2 Jan
AU$269
includes taxes & fees
1 Jan - 2 Jan 2025
Located in Chicago (Bucktown), Ray's Bucktown B&B is within a 10-minute drive of Lincoln Park Zoo and Wrigley Field.
Ray's Bucktown B&B
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The Sono Chicago

The Sono Chicago

3.5 out of 5
1428 N Cleveland Ave, Chicago, IL
The price is AU$320 per night from 29 Dec to 30 Dec
AU$320
includes taxes & fees
29 Dec - 30 Dec
With a stay at The Sono Chicago in Chicago (Near North Side), you'll be within a 5-minute drive of Michigan Avenue and Chicago Riverwalk.
The Sono Chicago
Harvey House Bed & Breakfast

Harvey House Bed & Breakfast

4 out of 5
107 South Scoville Avenue, Oak Park, IL
The price is AU$410 per night from 30 Dec to 31 Dec
AU$410
includes taxes & fees
30 Dec - 31 Dec
Located in Oak Park, Harvey House Bed & Breakfast is within a 15-minute drive of Millennium Park and Chicago Riverwalk.
Harvey House Bed & Breakfast
Wicker Park Inn

Wicker Park Inn

3.5 out of 5
1331 N Wicker Park Ave, Chicago, IL
The price is AU$365 per night from 2 Jan to 3 Jan
AU$365
includes taxes & fees
2 Jan - 3 Jan 2025
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.
Wicker 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$357 per night from 1 Jan to 2 Jan
AU$357
includes taxes & fees
1 Jan - 2 Jan 2025
With a stay at House 5863 - Chicago Bed and Breakfast in Chicago (Edgewater), you'll be a 2-minute drive from Lake Michigan and 5 minutes from Wrigley ...
House 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$387 per night from 6 Jan to 7 Jan
AU$387
includes taxes & fees
6 Jan - 7 Jan 2025
With a stay at Villa D' Citta in Chicago (Lincoln Park), you'll be within a 5-minute drive of Wrigley Field and Michigan Avenue.
Villa D' Citta
Wrigleyville Suites Room 1

Wrigleyville Suites Room 1

2 out of 5
Chicago
The price is AU$259 per night from 23 Dec to 24 Dec
AU$259
includes taxes & fees
23 Dec - 24 Dec
With a stay at this bed & breakfast in Chicago (Lakeview), you'll be a 3-minute walk from Wrigley Field and within a 5-minute drive of Lake Michigan.
Wrigleyville Suites Room 1
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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
17 B&B
Lowest Price
AU$85
Highest Price
AU$410
Popular accommodation
The Villa Toscana, Dorothy's, Ray's Bucktown B&B, The Sono Chicago, Harvey House Bed & Breakfast, Wicker Park Inn, House 5863 - Chicago Bed and Breakfast, Villa D' Citta, Wrigleyville Suites Room 1

Top trending hotels in Highland Park

Hampton Inn Chicago-O'Hare International Airport

Hampton Inn Chicago-O'Hare International Airport

2.5 out of 5
3939 N Mannheim Rd, Schiller Park, IL
Fully refundableReserve now, pay when you stay
The price is AU$181 per night from 23 Dec to 24 Dec
AU$181
includes taxes & fees
23 Dec - 24 Dec
Located in Schiller Park (O'Hare), Hampton Inn Chicago-O'Hare International Airport is within a 5-minute drive of Rosemont Theatre and Donald E. Stephens Convention ...
Hampton Inn Chicago-O'Hare International Airport
Chicago Getaway Hostel

Chicago Getaway Hostel

2 out of 5
616 W Arlington Pl, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$85 per night from 2 Jan to 3 Jan
AU$85
includes taxes & fees
2 Jan - 3 Jan 2025
With a stay at Chicago Getaway Hostel in Chicago (Lincoln Park), you'll be within a 5-minute drive of Wrigley Field and Michigan Avenue.
Chicago Getaway Hostel
Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt

4.5 out of 5
21 East Bellevue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$213 per night from 9 Jan to 10 Jan
AU$213
includes taxes & fees
9 Jan - 10 Jan 2025
With a stay at Thompson Chicago, by Hyatt in Chicago (Downtown Chicago), you'll be steps from State Street and 4 minutes by foot from Michigan Avenue.
Thompson Chicago, by Hyatt
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Ambassador Chicago, part of JdV by Hyatt

Ambassador Chicago, part of JdV by Hyatt

4 out of 5
1301 N State Pkwy, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$274 per night from 1 Jan to 2 Jan
AU$274
includes taxes & fees
1 Jan - 2 Jan 2025
You'll be centrally located in Chicago with a stay at Ambassador Chicago, part of JdV by Hyatt, within a 15-minute walk of Chicago History Museum and 900 North ...
Ambassador Chicago, part of JdV by Hyatt
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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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.