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Check prices for these dates

Next weekend
19 Dec - 21 Dec
In two weeks
26 Dec - 28 Dec
In one month
9 Jan - 11 Jan
In two months
6 Feb - 8 Feb

Our top choices for Riverside bed & breakfast

Private kitchen
The Sono Chicago

The Sono Chicago

3.5 star property
Near North Side
10.0 out of 10, Exceptional, (485)
"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
The price is AED 485
AED 569 total
includes taxes & fees
11 Dec - 12 Dec
The Sono Chicago
Staircase
The Publishing House B&B

The Publishing House B&B

3.5 star property
Downtown Chicago
9.8 out of 10, Exceptional, (188)
"Wonderful staff, beautiful hotel and great breakfast!"
United States
Veronica
The price is AED 697
AED 787 total
includes taxes & fees
18 Dec - 19 Dec
The Publishing House B&B
Free WiFi, bed sheets
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
The price is AED 116
AED 264 total
includes taxes & fees
11 Dec - 12 Dec
Dorothy's
Exterior
House 5863 - Chicago Bed and Breakfast

House 5863 - Chicago Bed and Breakfast

3.5 star property
Edgewater
9.0 out of 10, Wonderful, (494)
"Easy check-in, c. Easy parking. "
United States
Jordan
The price is AED 376
AED 662 total
includes taxes & fees
4 Jan - 5 January 2026
House 5863 - Chicago Bed and Breakfast
Exterior
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
The price is AED 132
AED 302 total
includes taxes & fees
11 Dec - 12 Dec
The Villa Toscana
Property entrance
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
Wicker Park Inn
Lobby sitting area
Villa D' Citta

Villa D' Citta

3.5 star property
Lincoln Park
9.4 out of 10, Exceptional, (112)
"Great place"
United States
Jeffrey
The price is AED 756
AED 888 total
includes taxes & fees
22 Dec - 23 Dec
Villa D' Citta
Front of property
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
The price is AED 579
AED 654 total
includes taxes & fees
16 Dec - 17 Dec
Ray's Bucktown B&B
Property entrance
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
The price is AED 848
AED 942 total
includes taxes & fees
11 Dec - 12 Dec
Harvey House Bed & Breakfast
5 bedrooms, free WiFi, bed sheets
Five bedroom - 3 bath - Sleeps 12

Five bedroom - 3 bath - Sleeps 12

Lakeview
The price is AED 1,131
AED 3,199 total
includes taxes & fees
17 Dec - 18 Dec
Five bedroom - 3 bath - Sleeps 12
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 Riverside Hotel Reviews

citizenM Chicago Downtown

citizenM Chicago Downtown

10/10 Excellent
"This room was definitely everything plus more than I expected. Great for a couples night or even in solo trip."
DeYanna 1-night trip
Posted 4 hours ago
citizenM Chicago Downtown

Frequently asked questions

Searching for B&Bs in Riverside?
If you're looking for something a little more offbeat than your standard hotel experience, a bed and breakfast could be a great option for your vacation. If you're interested in discovering some top attractions, Michigan Avenue and Wrigley Field are worth a stop.
How do you know if a B&B is a good option for you?
Every B&B has its own unique feel. Whether it's a picturesque garden or a sunlit breakfast nook, the tiny details are what make bed and breakfasts a fun place to get away.
What are the best bed and breakfasts in Riverside?
Below are some B&Bs in the surrounding area: The Sono Chicago: 7 rooms. 10.6 mi (17.1 km) from the heart of Riverside. Enjoy the rooftop terrace and fireplace in the lobby. Dorothy's: 7 rooms. 11.7 mi (18.9 km) from the downtown core. The Villa Toscana: 9 rooms. Situated 11.7 mi (18.9 km) from the heart of Riverside. Ray's Bucktown B&B: 11 rooms. 9.3 mi (15 km) from the heart of downtown. Enjoy the free cooked breakfast and rooftop terrace. House 5863 - Chicago Bed and Breakfast: 7 rooms. Located 13.4 mi (21.5 km) from the core of Riverside. Enjoy the designer toiletries and private yard.
When should I stay at a B&B in Riverside?
When you're planning your getaway to Riverside, year-round temperatures and rainfall may be important factors to consider. 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 Riverside is 44 inches.
How can I get to and around Riverside?
Mapping out your trip in and around Riverside is easy with these transportation options. Fly into Chicago Midway Airport (MDW), which is located 5.3 mi (8.5 km) from the city center. You can also search for flights into Chicago O'Hare Intl. Airport (ORD), which is 10.7 mi (17.2 km) away. If you'd like to explore around the area, you may want a rental car for your journey.