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Check prices for these dates

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

Compare 14 B&B in Wheeling with updated reviews, rates, and availability.

The Villa Toscana
Exterior

The Villa Toscana

2.5 star property
7.8 out of 10, Good, (548)
"Cute, cozy, and quiet. Great location in boys Town on Halsted. Plenty of places to eat within walking distance. Good continental breakfast with juice, bagels, yogurt, muffins and more. Things to know: we stayed in the English Room. It's a small room with a private bath and does not have its own climate control as the room is heated along with the rest of the house. It got very warm in the room and we had to open the window to cool it down, so if you need better temperature control, look...
The price is AED 206
AED 388 total
includes taxes & fees
28 Apr - 29 Apr
The Villa Toscana
Ray's Bucktown B&B
Front of property

Ray's Bucktown B&B

3.5 star property
9.8 out of 10, Exceptional, (346)
"What a rad spot...great staff, A M A Z I N G breakfast (can I say Nutella and banana stuffed French toast?!), nice sauna on premise, clean rooms, so much to look at, and I parked in the garage! Will be back...daughters had a blast. "
The price is AED 528
AED 596 total
includes taxes & fees
30 Apr - 1 May
Ray's Bucktown B&B
Dorothy's
Free WiFi, bed sheets

Dorothy's

3.0 star property
8.0 out of 10, Very Good, (30)
"It was great for a stay in Boystown"
The price is AED 145
AED 299 total
includes taxes & fees
28 Apr - 29 Apr
Dorothy's
Wicker Park Inn
Property entrance

Wicker Park Inn

3.5 star property
9.0 out of 10, Wonderful, (242)
"Very cute and dainty place to stay! Lovely staff! Very clean and homey! "
The price is AED 798
AED 937 total
includes taxes & fees
28 Apr - 29 Apr
Wicker Park Inn
Villa D' Citta
Lobby sitting area

Villa D' Citta

3.5 star property
9.2 out of 10, Wonderful, (99)
"Unique experience staying within a block of DePaul School of Music. Lovely property with open kitchen and great breakfast/coffee. Nice outdoor area with fire pit. Stayed in Capone suite which was comfortable but noisy as it was downstairs just below the kitchen. Note that private bath is down the hall as this wasn’t explained well when I booked. Would stay again and I do recommend."
The price is AED 756
AED 888 total
includes taxes & fees
28 Apr - 29 Apr
Villa D' Citta
Harvey House Bed & Breakfast
Free daily breakfast

Harvey House Bed & Breakfast

4.0 star property
9.8 out of 10, Exceptional, (110)
"Enjoyed my short stay. Wish I could have spent more time here! Quiet, peaceful, safe, and comfortable. I travel frequently for work and this is by far, one of the best experiences I have had. Thank you Beth!"
The price is AED 848
AED 942 total
includes taxes & fees
28 Apr - 29 Apr
Harvey House Bed & Breakfast
Victorian Rose Garden
Individually decorated, individually furnished, laptop workspace

Victorian Rose Garden

3.0 star property
9.4 out of 10, Exceptional, (287)
"It's a lovely property, and Sherry is a very nice host. Breakfast was delicious. Several restaurants are within a short walk. "
Victorian Rose Garden
Wrigleyville Suites Room 1
Fridge, microwave, oven, stovetop

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...
Wrigleyville Suites Room 1
House 5863 - Chicago Bed and Breakfast
Exterior

House 5863 - Chicago Bed and Breakfast

3.5 star property
9.0 out of 10, Wonderful, (472)
"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 AED 711
AED 1,057 total
includes taxes & fees
29 Apr - 30 Apr
House 5863 - Chicago Bed and Breakfast
Wrigleyville Suites Room 3
Fridge, microwave, oven, stovetop

Wrigleyville Suites Room 3

2.0 star property
Wrigleyville Suites Room 3
Wrigleyville Suites Room 2
Fridge, microwave, oven, stovetop

Wrigleyville Suites Room 2

2.0 star property
2.0 out of 10, (1)
Wrigleyville Suites Room 2
Deluxe Chicago 2 Bedroom Private Condo. Amazing Deal 1.5 mi from Wrigley!
Fridge, microwave, oven, stovetop

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

9.8 out of 10, Exceptional, (134)
"Our family of 4 enjoyed our short stay here. Great location that has everything you need a walking distance away. Jon was great to communicate with."
Deluxe Chicago 2 Bedroom Private Condo. Amazing Deal 1.5 mi from Wrigley!
Presidential Suite
1 bedroom, iron/ironing board, WiFi, bed sheets

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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Other property types in Wheeling

Wrigleyville Suites
Terrace/patio

Wrigleyville Suites

2.0 star property
8.6 out of 10, Excellent, (4)
"Very good place at a very good price! Communication is the only need for improvement in my opinion. "
Wrigleyville Suites
Stunning 3 BR in prime Chicago location
Fridge, microwave, oven, stovetop

Stunning 3 BR in prime Chicago location

9.8 out of 10, Exceptional, (94)
"Check in was a breeze, parking the first night was difficult to find on the street. However, I asked Sam and I got answers! Gave me app to open the garage. Amazing! Plus told me to use an app to find parking around the city. Amazingly helpful! The accommodations were clean and so comfortable. The L is very close just a block a way. The little bit of noise you hear from the train was dulled by curtains and sound machines. Very thoughtful! I would definitely stay here again when I am in the city. "
Stunning 3 BR in prime Chicago location
2-bedroom apartment just 2 minutes drive to Wrigley Field
Exterior

2-bedroom apartment just 2 minutes drive to Wrigley Field

2.0 star property
9.8 out of 10, Exceptional, (11)
"It was such an amazing property. Short walk to Wrigley which was perfect for me and my friends!!!!!! Will be booking again in the future"
The price is AED 364
AED 947 total
includes taxes & fees
28 Apr - 29 Apr
2-bedroom apartment just 2 minutes drive to Wrigley Field
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.

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.