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Check prices for these dates

Next weekend
13 Nov - 15 Nov
In two weeks
20 Nov - 22 Nov
In one month
4 Dec - 6 Dec
In two months
1 Jan - 3 Jan

Our top choices for Wheeling bed & breakfast

A modern living room with a sofa, a coffee table, and a dining area with a table and chairs.

1. Dorothy's

Dorothy's
2.0 star property
Lakeview
8.6 out of 10, Excellent, (196 reviews)
"I enjoyed my stay"
United States
Kellen
The price is AED 118
AED 267 total
includes taxes & fees
24 Nov - 25 Nov
Dorothy's
A fire pit surrounded by glass pebbles, with a television displaying a football game in the background.

2. The Villa Toscana

The Villa Toscana
2.5 star property
Lakeview
8.2 out of 10, Very good, (688 reviews)
"Nice house set back from the street. Clean room. Nice atmosphere. Would stay again."
United States
John
The price is AED 203
AED 385 total
includes taxes & fees
24 Nov - 25 Nov
The Villa Toscana
A modern living room with leather sofas, a dining area, and large windows offering a view of greenery.

3. House 5863 - Chicago Bed and Breakfast

House 5863 - Chicago Bed and Breakfast
3.5 star property
Edgewater
9.2 out of 10, Wonderful, (525 reviews)
"Honestly great, clean, and did not hear neighbors. Would stay again!"
United States
Malena
The price is AED 436
AED 737 total
includes taxes & fees
8 Nov - 9 Nov
House 5863 - Chicago Bed and Breakfast
A bathroom with a glass-tiled wall, a sink, and a shower area.

4. Ray's Bucktown B&B

Ray's Bucktown B&B
3.5 star property
Bucktown
9.8 out of 10, Exceptional, (423 reviews)
"Thank you again for an amazing stay at Rays!"
United States
Lora
The price is AED 758
AED 855 total
includes taxes & fees
8 Nov - 9 Nov
Ray's Bucktown B&B
A well-lit hallway with a wooden dresser, a table with chairs, and a blue patterned rug.

5. Harvey House Bed & Breakfast

Harvey House Bed & Breakfast
4.0 star property
Oak Park
9.8 out of 10, Exceptional, (138 reviews)
"We had a comfortable stay. Bed was great, host was very accommodating and location was great!"
United States
Monica
The price is AED 948
AED 1,052 total
includes taxes & fees
9 Nov - 10 Nov
Harvey House Bed & Breakfast
A grand foyer with a wooden staircase, a chandelier, and a large window.

6. Villa D' Citta

Villa D' Citta
3.5 star property
Lincoln Park
9.4 out of 10, Exceptional, (129 reviews)
"Very elegant !"
United States
Hernando
The price is AED 756
AED 888 total
includes taxes & fees
2 Dec - 3 Dec
Villa D' Citta
A brick building with a sign for The Wicker Park Inn, including a phone number and website.

7. Wicker Park Inn

Wicker Park Inn
3.5 star property
West Town
9.0 out of 10, Wonderful, (286 reviews)
"Loved the location"
United States
Mary
The price is AED 850
AED 998 total
includes taxes & fees
29 Nov - 30 Nov
Wicker Park Inn
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a gas stove.

8. Pristine Apartment with Free Street Parking

Pristine Apartment with Free Street Parking
Humboldt Park
The price is AED 892
AED 965 total
includes taxes & fees
30 Nov - 1 Dec
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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Learn more about Wheeling

Families flock to Heritage Park for summer concerts and the aquatic center's slides and pools. Explore Restaurant Row along Milwaukee Avenue where local chefs serve everything from authentic Polish pierogi to upscale American cuisine.

See all hotels in Wheeling
A serene forest with a calm pond reflecting trees and a fallen log.

Top reviews in Wheeling

A bathroom with a glass-tiled wall, a sink, and a shower area.
Ray's Bucktown B&B

Ray's Bucktown B&B

Ray's Bucktown B&B
Bucktown

10/10 Excellent

I don’t write reviews ever, but I will for Ray’s Bucktown B&B! The place was phenomenal!! The owners make you feel right at home the moment you walk in. The amenities, cleanliness, free made to order breakfast, and service can’t be beat. It’ll be our go to place to stay from now on when we are in CHI!
United States
Jeffrey
Reviewed February 12, 2024
Ray's Bucktown B&B

Frequently Asked Questions

Searching for B&Bs in Wheeling?

If you want to find a place to stay with a small number of rooms and a more personalized environment, a B&B might be just the right fit for your vacation to Wheeling.

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. Six Flags Great America and Chevy Chase Country Club 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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