Book Wheeling Bed & Breakfast

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Our top choices for Wheeling bed & breakfast

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
$76 nightly
The price is $83
Jan 18 - Jan 19, 2026
Total with taxes and fees
Dorothy's

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
$82 nightly
The price is $90
Dec 28 - Dec 29
Total with taxes and fees
The Villa Toscana

House 5863 - Chicago Bed and Breakfast

House 5863 - Chicago Bed and Breakfast
3.5 star property
Edgewater
9.2 out of 10, Wonderful, (497)
"Nice shared spaces"
United States
Erica
$141 nightly
The price is $166
Jan 4 - Jan 5, 2026
Total with taxes and fees
House 5863 - Chicago Bed and Breakfast

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
$186 nightly
The price is $218
Jan 4 - Jan 5, 2026
Total with taxes and fees
Wicker Park Inn

Villa D' Citta

Villa D' Citta
3.5 star property
Lincoln Park
9.4 out of 10, Exceptional, (113)
"Great place"
United States
Jeffrey
$206 nightly
The price is $242
Jan 7 - Jan 8, 2026
Total with taxes and fees
Villa D' Citta

Ray's Bucktown B&B

Ray's Bucktown B&B
3.5 star property
Bucktown
9.8 out of 10, Exceptional, (383)
"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
$158 nightly
The price is $178
Dec 23 - Dec 24
Total with taxes and fees
Ray's Bucktown B&B

Harvey House Bed & Breakfast

Harvey House Bed & Breakfast
4.0 star property
Oak Park
9.8 out of 10, Exceptional, (121)
"Great hospitality. The suites have a lot of space and amenities. Beautiful location in the heart of Oak Park "
United States
Elizabeth
$231 nightly
The price is $256
Dec 29 - Dec 30
Total with taxes and fees
Harvey House Bed & Breakfast
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
1,873
Accommodation
10 B&B
Lowest Price
$83
Highest Price
$256

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 $83 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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