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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 Countryside 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 £243
includes taxes & fees
22 Sept - 23 Sept
Harvey House Bed & Breakfast
Living area

2. 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 £93
includes taxes & fees
30 Sept - 1 Oct
Dorothy's
Double Room, Private Bathroom (Venetian) | Terrace/patio

3. 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 £108
includes taxes & fees
27 Sept - 28 Sept
The Villa Toscana
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 £156
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 £156
includes taxes & fees
1 Oct - 2 Oct
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 £198
includes taxes & fees
30 Sept - 1 Oct
The Sono Chicago
Staircase

7. The Publishing House B&B

The Publishing House B&B
3.5 star property
Downtown Chicago
9.8 out of 10, Exceptional, (215 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 £260
includes taxes & fees
27 Sept - 28 Sept
The Publishing House B&B
Property entrance

8. 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 £278
includes taxes & fees
28 Sept - 29 Sept
Wicker Park Inn
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 £221
includes taxes & fees
5 Oct - 6 Oct
Villa D' Citta
Coffee/tea maker, fridge, microwave, oven

10. Pristine Apartment with Free Street Parking

Pristine Apartment with Free Street Parking
Humboldt Park
The price is £329
includes taxes & fees
20 Oct - 21 Oct
Pristine Apartment with Free Street Parking
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 Countryside Hotel Reviews

Hilton Chicago

Hilton Chicago

8/10 Good
"We loved the historic aspects of the hotel. It takes up an entire city block and is packed with so much history celebrating nearly 100 years in business. However that comes with the downside of lower ceilings, older rooms, etc. the room was small but very clean and reasonable, I just prefer something more spacious than a bed 3ft from the bathroom. The hotel was absolutely beautiful and had a ton of amenities and was walkable to all of Chicago’s touristy spots which was a plus. Nina told us a bunch of fun fact and offered us water (please take it… it’s $9 a bottle at the store downstairs). Would definitely tell friends and family to stay here."
Alivia 2-night trip
Posted 6 hours ago
Hilton Chicago

Find out more about Countryside

Countryside B&B information

Number of reviews
2,460
Accommodation
14 B&B
Lowest Price
£93
Highest Price
£278

Frequently asked questions

What is the nightly rate for a Bed & Breakfast in Countryside?
Prices for B&Bs in Countryside often vary, but you can find a great deal from £93 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Countryside B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
When is the best time to book a Bed & Breakfast in Countryside?
The best time to book a B&B in Countryside is during the vibrant spring months of May to July. This period marks the peak travel season, where nature comes alive and outdoor enthusiasts flock to the area for hiking, cycling, and exploring the stunning landscapes. With temperatures typically ranging from the mid-teens to low 20s Celsius, visitors can comfortably engage in activities while soaking in the beauty of the blooming countryside.

July is particularly popular, as the warm weather encourages picnics, scenic drives, and local events that showcase the charming community spirit. The lush greenery and colourful wildflowers create a picturesque backdrop, making it an ideal time for photography and leisurely walks.

For those seeking a more budget-friendly option, consider visiting in October. This month offers a unique opportunity to witness the stunning autumn colours as the leaves change, providing a quieter atmosphere superb for reflection and enjoying the serene surroundings. Crisp autumn air combined with the tranquillity of the countryside makes for a delightful getaway.
What is the difference between a Countryside Bed and Breakfast and a hotel?
Every Countryside B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Countryside B&Bs.

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