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Our top choices for Wheeling bed & breakfast

Dorothy's

Dorothy's
2.0 star property
Lakeview
8.6 out of 10, Excellent, (118 reviews)
"First time at Dorothy's but I've stayed at her sister location so I know the owner/management and what to expect. Great location and the building is kept up very well. My only non happy comment was no dresser in this room. Its ok since this visit was just me. Being able to use a full kitchen and store food in the refrigerator is a major plus"
United States
Robert
The price is AED 235
AED 405 total
includes taxes & fees
10 May - 11 May
Dorothy's

The Villa Toscana

The Villa Toscana
2.5 star property
Lakeview
7.8 out of 10, Good, (639 reviews)
"The Villa Toscana is in a great location!"
United States
Sophie
The price is AED 273
AED 467 total
includes taxes & fees
12 May - 13 May
The Villa Toscana

Harvey House Bed & Breakfast

Harvey House Bed & Breakfast
4.0 star property
Oak Park
9.8 out of 10, Exceptional, (124 reviews)
"The Property was beautiful! When we walked in, the first utterance out of our mouths was "Wow!" Street parking was easy. The room "The Chalet" that we stayed in was spacious with many amenities and was spotless. The bed was very comfortable as well! And being on the third story, we got our stair steps in for our trip! Haha."
United States
Timothy
The price is AED 960
AED 1,066 total
includes taxes & fees
7 May - 8 May
Harvey House Bed & Breakfast

Ray's Bucktown B&B

Ray's Bucktown B&B
3.5 star property
Bucktown
9.8 out of 10, Exceptional, (398 reviews)
"The best breakfast I’ve ever had!!"
United States
Sixto
The price is AED 619
AED 699 total
includes taxes & fees
11 May - 12 May
Ray's Bucktown B&B

House 5863 - Chicago Bed and Breakfast

House 5863 - Chicago Bed and Breakfast
3.5 star property
Edgewater
9.2 out of 10, Wonderful, (502 reviews)
"Great place and neighborhood to stay. Walked everywhere, including to the beach. The room had everything I needed. Fresh coffee and breakfast items steps from my room in the morning. Will stay again. "
United States
Cheryl
The price is AED 463
AED 770 total
includes taxes & fees
10 May - 11 May
House 5863 - Chicago Bed and Breakfast

Wicker Park Inn

Wicker Park Inn
3.5 star property
West Town
9.0 out of 10, Wonderful, (263 reviews)
"Adorable space, comfortable bed, friendly staff"
United States
Marie
The price is AED 842
AED 989 total
includes taxes & fees
11 May - 12 May
Wicker Park Inn

Villa D' Citta

Villa D' Citta
3.5 star property
Lincoln Park
9.4 out of 10, Exceptional, (118 reviews)
"Gina and staff were warm and friendly. When our toilet clogged, we got upgraded. When we needed a delayed checkout, they accommodated. We had a fire for a cold night and got delicious eggs and crispy bacon for breakfast. Highly recommend for those lovers of all things Italian. "
United States
Dana
The price is AED 967
AED 1,136 total
includes taxes & fees
12 May - 13 May
Villa D' Citta

Pristine Apartment with Free Street Parking

Pristine Apartment with Free Street Parking
Humboldt Park
The price is AED 2,763
AED 3,189 total
includes taxes & fees
2 Jun - 3 Jun
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 Wheeling Hotel Reviews

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?
Below is a B&B in the surrounding area: House 5863 - Chicago Bed and Breakfast: 7 rooms. Situated 17.1 mi (27.5 km) from the heart 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.

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