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Compare 17 B&B in Wheeling with updated reviews, rates, and availability.

The Villa Toscana

2.5 star property
7.8 out of 10, Good, (558)
"Super easy to find parking, quick walk to cubs game and bars after. Safe neighborhood and the greatest pizza place right through the gate. It was awesome!"
The price is SAR 428
SAR 652 total
includes taxes & fees
5 Jun - 6 Jun
The Villa Toscana

Dorothy's

3.0 star property
8.4 out of 10, Very Good, (39)
"I initially came up to Chicago from Indiana and had found this place to stay for my duration. The area was lovely, arrangements were excellent and I loved the cottage feel to the Bed N’ Breakfast next door. If I’m ever in Chicago for another concert or to see more of the place, I’m coming back to Dorothy’s."
The price is SAR 416
SAR 620 total
includes taxes & fees
4 Jun - 5 Jun
Dorothy's

Ray's Bucktown B&B

3.5 star property
9.8 out of 10, Exceptional, (356)
"Breakfast was great, the staff was kind, and it was a pleasant surprise. "
The price is SAR 673
SAR 759 total
includes taxes & fees
3 Jun - 4 Jun
Ray's Bucktown B&B

Wicker Park Inn

3.5 star property
9.0 out of 10, Wonderful, (244)
"Very cute and dainty place to stay! Lovely staff! Very clean and homey! "
The price is SAR 1,117
SAR 1,312 total
includes taxes & fees
10 Jun - 11 Jun
Wicker Park Inn

Villa D' Citta

3.5 star property
9.2 out of 10, Wonderful, (100)
"What a wonderful and unique place where everything is so beautifully decorated with the owners personalized touch. The kitchen and amenities are exceptional and the best part was breakfast and visiting with Gina. Will be our only go-to now in Chicago."
The price is SAR 1,117
SAR 1,312 total
includes taxes & fees
2 Jun - 3 Jun
Villa D' Citta

Harvey House Bed & Breakfast

4.0 star property
9.8 out of 10, Exceptional, (110)
"This was an amazing place to stay, highly recommended for something quiet and relaxing."
The price is SAR 983
SAR 1,091 total
includes taxes & fees
2 Jun - 3 Jun
Harvey House Bed & Breakfast

Deluxe Chicago 2 Bedroom Private Condo. Amazing Deal 1.5 mi from Wrigley!

9.8 out of 10, Exceptional, (135)
"We were thrilled with the little neighborhood and options for food, drinks and shopping. Super easy to hop on bus to and from Wrigley!"
Deluxe Chicago 2 Bedroom Private Condo. Amazing Deal 1.5 mi from Wrigley!

Wrigleyville Suites Room 1

2.0 star property
2.0 out of 10, (1)
"I would like to say that I was highly disappointed with the customer service, after already having the room booked for over a week I was contacted an hr and a half after check in on the day I was suppose to be there with additional requirements including a $200 fee (Hopefully I get that back) check in was at 3pm I wasnt able to get into my room till 6pm and I had a concert to attend at 8pm this rush caused more stress then it was worth but yes make sure the now $500 room is really worth it...
The price is SAR 483
SAR 851 total
includes taxes & fees
1 Jun - 2 Jun
Wrigleyville Suites Room 1

House 5863 - Chicago Bed and Breakfast

3.5 star property
9.0 out of 10, Wonderful, (473)
"Erick was very friendly and responsive. The neighborhood around was wonderful. We walked everywhere we went and were able to park on the street with no problems. We would stay again. Thank you!"
The price is SAR 470
SAR 761 total
includes taxes & fees
4 Jun - 5 Jun
House 5863 - Chicago Bed and Breakfast

Victorian Rose Garden

3.0 star property
9.4 out of 10, Exceptional, (287)
"Enjoyed our stay. Breakfast to great too!"
Victorian Rose Garden

Wrigleyville Suites Room 2

2.0 star property
2.0 out of 10, (1)
The price is SAR 483
SAR 851 total
includes taxes & fees
1 Jun - 2 Jun
Wrigleyville Suites Room 2

Wrigleyville Suites Room 3

2.0 star property
The price is SAR 483
SAR 851 total
includes taxes & fees
1 Jun - 2 Jun
Wrigleyville Suites Room 3

Five bedroom - 3 bath - Sleeps 12

The price is SAR 2,905
SAR 4,631 total
includes taxes & fees
8 Jun - 9 Jun
Five bedroom - 3 bath - Sleeps 12

Wrigleyville Suites Room 6

Wrigleyville Suites Room 6

Wrigleyville Suites Room 5

Wrigleyville Suites Room 5

Wrigleyville Suites Room 4

Wrigleyville Suites Room 4

Presidential Suite

Presidential Suite
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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Frequently asked questions

Searching for B&Bs in Wheeling?
If you’re looking for something a little quirkier than your standard hotel experience, a stay at a bed and breakfast could be a great option for your trip. When you want to explore some top attractions, Naval Base Great Lakes and Six Flags Great America are worth a stop.
How do you know if a B&B is the best choice for your stay?
With attentive service, opportunities to meet other guests, and delectable breakfasts, B&Bs all have a truly one-of-a-kind environment.
What are the best B&Bs in Wheeling?
Here is a B&B that guests like in the surrounding area: House 5863 - Chicago Bed and Breakfast: 7 rooms. Located 17.1 mi (27.5 km) from the core of Wheeling. Enjoy the designer toiletries and private yard.
What's the best time of year to stay at a B&B in Wheeling?
When you’re planning your getaway to Wheeling, be sure to take into account the year-round temperatures. The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 29°F. Average annual precipitation for Wheeling is 45 inches.
What is there to do in Wheeling?
Travelers enjoy Wheeling for its restaurants and shopping. Naval Base Great Lakes and Six Flags Great America are also some sites to visit if you want to see more of the area.
How can I get to and around Wheeling?
Mapping out your trip in and around Wheeling is easy with these transportation options. Fly into Chicago, IL (PWK-Chicago Executive), which is located 2.2 mi (3.5 km) away from the city center. You can also search for flights into Chicago O’Hare Intl. Airport (ORD), which is 11.3 mi (18.1 km) away. If you’d like to explore around the area, you may want a rental car for your journey.