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Dec 19 - Dec 21
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Dec 26 - Dec 28
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Jan 9 - Jan 11
In two months
Feb 6 - Feb 8

Our top choices for Indian Head Park bed & breakfast

Private kitchen
The Sono Chicago

The Sono Chicago

The Sono Chicago
3.5 star property
Near North Side
10.0 out of 10, Exceptional, (486)
"The Sono was welcoming, clean and very comfortable. It was easy to find and provided parking! We would absolutely stay here again and would recommend it to friends. "
United States
Ellen
$131 nightly
The price is $154
Dec 18 - Dec 19
Total with taxes and fees
The Sono Chicago
Staircase
The Publishing House B&B

The Publishing House B&B

The Publishing House B&B
3.5 star property
Downtown Chicago
9.8 out of 10, Exceptional, (189)
"Wonderful staff, beautiful hotel and great breakfast!"
United States
Veronica
$188 nightly
The price is $213
Dec 18 - Dec 19
Total with taxes and fees
The Publishing House B&B
Living area
Dorothy's

Dorothy's

Dorothy's
3.0 star property
Lakeview
8.4 out of 10, Very Good, (97)
"Can’t beat the price or location. Everything seemed clean and I loved the waffles. "
United States
Ashley
$67 nightly
The price is $73
Dec 17 - Dec 18
Total with taxes and fees
Dorothy's
Double Room, Private Bathroom (Venetian) | Terrace/patio
The Villa Toscana

The Villa Toscana

The Villa Toscana
2.5 star property
Lakeview
7.8 out of 10, Good, (627)
"Good location. Nice room. Shared bath. Excellent value. "
United States
Daniel
$70 nightly
The price is $75
Dec 17 - Dec 18
Total with taxes and fees
The Villa Toscana
Property entrance
Wicker Park Inn

Wicker Park Inn

Wicker Park Inn
3.5 star property
West Town
9.0 out of 10, Wonderful, (256)
"The Wicker Park Inn is clean, beautifully decorated, and the staff is friendly and helpful!"
United States
Elizabeth R
$186 nightly
The price is $218
Jan 5 - Jan 6, 2026
Total with taxes and fees
Wicker Park Inn
Spa
Ray's Bucktown B&B

Ray's Bucktown B&B

Ray's Bucktown B&B
3.5 star property
Bucktown
9.8 out of 10, Exceptional, (382)
"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
$147 nightly
The price is $166
Dec 16 - Dec 17
Total with taxes and fees
Ray's Bucktown B&B
Exterior detail
Pristine Apartment with Free Street Parking

Pristine Apartment with Free Street Parking

Pristine Apartment with Free Street Parking
2.0 star property
Humboldt Park
$254 nightly
The price is $260
Jan 13 - Jan 14, 2026
Total with taxes and fees
Pristine Apartment with Free Street Parking
Lobby sitting area
Villa D' Citta

Villa D' Citta

Villa D' Citta
3.5 star property
Lincoln Park
9.4 out of 10, Exceptional, (113)
"Great place"
United States
Jeffrey
$206 nightly
The price is $242
Dec 16 - Dec 17
Total with taxes and fees
Villa D' Citta
Property entrance
Harvey House Bed & Breakfast

Harvey House Bed & Breakfast

Harvey House Bed & Breakfast
4.0 star property
Oak Park
9.8 out of 10, Exceptional, (120)
"Great hospitality. The suites have a lot of space and amenities. Beautiful location in the heart of Oak Park "
United States
Elizabeth
$231 nightly
The price is $256
Dec 15 - Dec 16
Total with taxes and fees
Harvey House Bed & Breakfast
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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Top Indian Head Park Hotel Reviews

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

10/10 Excellent
"Always dependable for a comfortable stay. "
jennifer 3-night trip
Posted 17 hours ago
Palmer House a Hilton Hotel

Find out more about Indian Head Park

Indian Head Park B&B information

Number of reviews
2,047
Accommodation
32 B&B
Lowest Price
$73
Highest Price
$256

Frequently asked questions

Searching for B&Bs in Indian Head Park?
If you want to find a place to stay with a small number of rooms and a more personalized environment, a B&B might be just the right fit for your vacation to Indian Head Park. If you're interested in discovering some top attractions, United Center and Soldier Field are worth a stop.
How do you know if a B&B is the best choice for you?
Every B&B has its own unique feel. Whether it's a picturesque garden or a beautiful dining room, the little details are what make bed and breakfasts a home away from home.
What are the top B&Bs in Indian Head Park?
Below are some B&Bs in the surrounding area: The Sono Chicago: 7 rooms. 16.1 mi (25.9 km) from the heart of Indian Head Park. Enjoy the rooftop terrace and fireplace in the lobby. Dorothy's: 7 rooms. 17.4 mi (28 km) from the downtown core. The Villa Toscana: 9 rooms. Situated 17.4 mi (28 km) from the heart of Indian Head Park. Ray's Bucktown B&B: 11 rooms. 15 mi (24.2 km) from the heart of downtown. Enjoy the free cooked breakfast and rooftop terrace. The Publishing House B&B: 11 rooms. Located 14.5 mi (23.3 km) from the core of Indian Head Park. Enjoy the free full breakfast and winery.
When is the best time to stay at a B&B in Indian Head Park?
When you're dreaming of a trip to Indian Head Park, be sure to take into account the year-round temperatures. The hottest months are usually July and August with an average temp of 71°F, while the coldest months are January and February with an average of 31°F. Average annual precipitation for Indian Head Park is 49 inches.
How can I get to and around Indian Head Park?
You can map out your trip in and around Indian Head Park ahead of time with these transportation options. Fly into Chicago Midway Airport (MDW), which is located 7.9 mi (12.8 km) from the city center. Otherwise, you can search for flights to Chicago O'Hare Intl. Airport (ORD), which is 14.3 mi (22.9 km) away. If you'd like to explore around the area, consider renting a car to take in more sights.

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