A lush green valley with a winding road, steep mountains, and a misty atmosphere.

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Check prices for these dates

Next weekend
2 Oct - 4 Oct
In two weeks
9 Oct - 11 Oct
In one month
23 Oct - 25 Oct
In two months
20 Nov - 22 Nov

Our top choices for Hillside bed & breakfast

Property entrance

1. Harvey House Bed & Breakfast

Harvey House Bed & Breakfast
4.0 star property
Oak Park
9.8 out of 10, Exceptional, (135 reviews)
"We had a comfortable stay. Bed was great, host was very accommodating and location was great!"
United States
Monica
The price is ₹28,061
₹31,143 total
includes taxes & fees
22 Sept - 23 Sept
Harvey House Bed & Breakfast
Double Room, Private Bathroom (Venetian) | Terrace/patio

2. The Villa Toscana

The Villa Toscana
2.5 star property
Lakeview
8.0 out of 10, Very good, (675 reviews)
"Was a nice house the room we stayed in was cozy bed was really comfortable and in walking distance to wrigley field would definitely stay here again"
United States
John
The price is ₹7,672
₹12,841 total
includes taxes & fees
27 Sept - 28 Sept
The Villa Toscana
Living area

3. Dorothy's

Dorothy's
2.0 star property
Lakeview
8.6 out of 10, Excellent, (182 reviews)
"Space was so clean and modern. Breakfast was good also. Very nice stay."
United States
Steven
The price is ₹7,263
₹11,881 total
includes taxes & fees
30 Sept - 1 Oct
Dorothy's
Spa

4. Ray's Bucktown B&B

Ray's Bucktown B&B
3.5 star property
Bucktown
9.8 out of 10, Exceptional, (415 reviews)
"Superb breakfast and very friendly staff. Great place to stay!"
United States
mary
The price is ₹17,705
₹19,987 total
includes taxes & fees
28 Sept - 29 Sept
Ray's Bucktown B&B
Presidential Studio Suite, 2 Bedrooms (1st Floor) | Living area | 51-inch flat-screen TV with cable channels, TV, Netflix

5. House 5863 - Chicago Bed and Breakfast

House 5863 - Chicago Bed and Breakfast
3.5 star property
Edgewater
9.2 out of 10, Wonderful, (518 reviews)
"I love the location of this B&B. Right across from a beautiful park, walkable to some fabulous restaurants and shops - and the red line is so close! My room was clean, quiet, cutely decorated. The kitchen was well-stocked with breakfast options. My one recommendation would be - I wish the coffee was higher quality! The host was prompt, friendly, and responsive to my needs. I'll be back for sure!"
United States
Kimberly
The price is ₹12,080
₹20,097 total
includes taxes & fees
24 Sept - 25 Sept
House 5863 - Chicago Bed and Breakfast
Private kitchen

6. The Sono Chicago

The Sono Chicago
3.5 star property
Near North Side
10.0 out of 10, Exceptional, (555 reviews)
"It was a very comfortable hotel. We loved the free street parking, easy access to public transportation, coffee, breakfast, bottled water, bubbly water and snacks. I will stay here again!"
United States
Christie
The price is ₹22,435
₹26,337 total
includes taxes & fees
30 Sept - 1 Oct
The Sono Chicago
Property entrance

7. Wicker Park Inn

Wicker Park Inn
3.5 star property
West Town
9.0 out of 10, Wonderful, (283 reviews)
"Great location. Staff was very helpful.👍"
United States
Michael
The price is ₹30,423
₹35,714 total
includes taxes & fees
28 Sept - 29 Sept
Wicker Park Inn
Staircase

8. The Publishing House B&B

The Publishing House B&B
3.5 star property
Downtown Chicago
9.8 out of 10, Exceptional, (216 reviews)
"Gorgeous building inside and out. Beautiful clean rooms. Amazing public spaces. Breakfast was by far one of the best meals of the whole trip."
United States
Mollie
The price is ₹29,218
₹32,985 total
includes taxes & fees
27 Sept - 28 Sept
The Publishing House B&B
Lobby sitting area

9. Villa D' Citta

Villa D' Citta
3.5 star property
Lincoln Park
9.4 out of 10, Exceptional, (125 reviews)
"What a pleasant stay, staff was welcoming and wanting to make sure our needs were met with our expectations. Meals were abundant and homemade. Rooms w/bath were clean with abundant towels. We will stay again."
United States
Jeffrey
The price is ₹24,146
₹28,346 total
includes taxes & fees
5 Oct - 6 Oct
Villa D' Citta
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 Hillside Hotel Reviews

Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile

10/10 Excellent
"Très bonne localisation - Bon déjeuner - Personnel courtois - Chambre confortable"
Francois 3-night trip
Posted less than an hour ago
Hampton Inn Chicago Downtown/Magnificent Mile

Find out more about Hillside

Hillside B&B information

Number of reviews
2,245
Accommodation
8 B&B
Lowest Price
₹11,881
Highest Price
₹35,714

Frequently asked questions

Searching for B&Bs in Hillside?
Whether you're on a romantic trip and want to stay somewhere quiet and intimate, or you're travelling solo and hoping to get some local recommendations, a B&B might be the right choice for your trip. If you're interested in discovering some top attractions, Wrigley Field and Soldier Field are worth a visit.
How do you know if a B&B is a good option for your stay?
With attentive service, opportunities to socialise with other guests and of course a scrumptious breakfast, B&Bs all have a unique environment.
What are the top B&Bs in Hillside?
Here are some well-liked B&Bs in the area: The Sono Chicago: 7 rooms. 13.6 mi (21.9 km) from the heart of Hillside. Enjoy the rooftop terrace and fireplace in reception. The Villa Toscana: 9 rooms. 13.9 mi (22.3 km) from the city centre. Dorothy's: 7 rooms. Situated 13.8 mi (22.3 km) from the heart of Hillside. House 5863 - Chicago Bed and Breakfast: 7 rooms. 14.4 mi (23.2 km) from the city centre. Enjoy the designer toiletries and private garden. Ray's Bucktown B&B: 11 rooms. Located 11.7 mi (18.8 km) from the core of Hillside. Enjoy the free cooked breakfast and rooftop terrace.
When is the best time to stay at a B&B in Hillside?
When you're dreaming of a escape to Hillside, make sure that you take the year-round temperatures into account. The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Hillside are January, November, February and December, with each month seeing an average of 13 cm of snowfall.
What is there to do in Hillside?
Travellers enjoy Hillside for its restaurants and shopping. Wrigley Field and Soldier Field are also some sites to visit if you want to see more of the area.
How can I get to and around Hillside?
You can plan your excursions in and around Hillside ahead of time with these transportation options. Fly into Chicago O'Hare International Airport (ORD), which is located 6.9 mi (11 km) from the city centre. Otherwise, you can search for flights to Chicago Midway Airport (MDW), which is 10.4 mi (16.7 km) away. If you'd like to venture out around the area, you may want a rental car for your journey.

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