Book Wheeling Bed & Breakfast

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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, (129 reviews)
"Absolutely perfect stay in Chicago. Everything we needed was there, breakfast was over the top amazing. I LOVE the area and the pizza spot downstairs, this place includes other perks also like BOGO well drink downstairs. Big Gay Sal’s pizza also does room service. I have never felt so at home away from home. 10/10 recommend, HIGHLY recommend"
United States
Jennifer
$99 nightly
The price is $110
May 26 - May 27
Total with taxes and fees
Dorothy's

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
$158 nightly
The price is $178
May 20 - May 21
Total with taxes and fees
Ray's Bucktown B&B

The Villa Toscana

The Villa Toscana
2.5 star property
Lakeview
7.8 out of 10, Good, (641 reviews)
"Great location, beautiful charming spot in Chicago that is quiet but somehow in the middle of a big social scene"
United States
Joseph J
$127 nightly
The price is $142
May 25 - May 26
Total with taxes and fees
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
$262 nightly
The price is $291
Jun 3 - Jun 4
Total with taxes and fees
Harvey House Bed & Breakfast

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
$179 nightly
The price is $210
May 21 - May 22
Total with taxes and fees
House 5863 - Chicago Bed and Breakfast

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
$263 nightly
The price is $309
May 26 - May 27
Total with taxes and fees
Villa D' Citta

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
$278 nightly
The price is $326
May 25 - May 26
Total with taxes and fees
Wicker Park Inn

Pristine Apartment with Free Street Parking

Pristine Apartment with Free Street Parking
Humboldt Park
$533 nightly
The price is $545
Jun 15 - Jun 16
Total with taxes and fees
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

Find out more about Wheeling

Wheeling B&B information

Number of reviews
1,777
Accommodation
9 B&B
Lowest Price
$110
Highest Price
$545

Frequently asked questions

What is the nightly rate for a B&B in Wheeling?
Prices for B&Bs in Wheeling often vary, but you can find a great deal from $110 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Wheeling 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 B&B in Wheeling?
The best time to book a B&B in Wheeling is during the spring months, particularly from April to June. This vibrant season brings mild temperatures ranging from the mid-50s to the low 80s Fahrenheit, creating ideal conditions for outdoor exploration and leisurely sightseeing. Visitors flock to Wheeling to enjoy its beautiful parks, scenic riverfront, and the lush landscapes that come to life as flowers bloom.

April marks the beginning of the travel season, and as the weather warms, locals and tourists alike can partake in various activities such as hiking along the Wheeling Heritage Trail or exploring the historic Oglebay Park. The excitement builds as summer approaches, culminating in a lively atmosphere in June, when outdoor festivals and events fill the calendar, making it a delightful time to experience the community spirit.

For those looking to travel on a budget, October emerges as a wonderful alternative. This month offers a quieter escape, with the added charm of fall foliage transforming the scenery into a canvas of rich hues. It's a great time for peaceful nature walks, enjoying local attractions, and savoring the seasonal flavors at nearby farms.
What is the difference between a Wheeling Bed & Breakfast and a hotel?
Every Wheeling 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 Wheeling B&Bs.

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