Book South Side Bed & Breakfast

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Next weekend
Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29
In one month
Dec 11 - Dec 13
In two months
Jan 8 - Jan 10

Our top choices for South Side bed & breakfast

A staircase with patterned carpet, a metal handrail, and a wooden floor leading to a door with a stained glass window.

1. Villagio Boutique Hotel

Villagio Boutique Hotel
4.0 star property
North Side
9.4 out of 10, Exceptional, (184 reviews)
"Had an amazing time. BEAUTIFUL room, and everything was so so clean and lovely!! Felt very safe as well and free parking was awesome."
United States
Isabella
$121 nightly
The price is $138
Dec 3 - Dec 4
Total with taxes and fees
Villagio Boutique Hotel
A stone building with a steep roof, arched windows, and a balcony with draped curtains.

2. Boggs Mansion

Boggs Mansion
3.0 star property
North Side
9.8 out of 10, Exceptional, (790 reviews)
"So cool to be in a place like this, would stay again. This is amazing for what it is and where it is. Parking was easy on the street in front as well! Breakfast was delicious and the room was very nice - as were the people!"
United States
Justin
$201 nightly
The price is $229
Nov 17 - Nov 18
Total with taxes and fees
Boggs Mansion
A wooden deck with benches, surrounded by a park with trees and a golf course in the background.

3. The John Butler House Bed & Breakfast

The John Butler House Bed & Breakfast
3.0 star property
Elizabeth
9.0 out of 10, Wonderful, (77 reviews)
"A delightful, clean, welcoming place!"
United States
Mary
$99 nightly
The price is $113
Nov 16 - Nov 17
Total with taxes and fees
The John Butler House Bed & Breakfast
An aerial view of a large house with a well-maintained lawn, a fenced yard, and a visible driveway.

4. Oakmont Inn

Oakmont Inn
3.5 star property
Plum
10.0 out of 10, Exceptional, (42 reviews)
"Very quiet and incredibly clean! We absolutely loved the place!"
United States
John
$372 nightly
The price is $424
Nov 16 - Nov 17
Total with taxes and fees
Oakmont Inn
A hot tub with a control panel, multiple jets, and a wooden deck surrounding it.

5. Hickory House Bed & Breakfast

Hickory House Bed & Breakfast
4.0 star property
Hickory
10.0 out of 10, Exceptional, (42 reviews)
"We really enjoyed our stay. Very friendly and great location."
United States
Mark
$202 nightly
The price is $225
Nov 16 - Nov 17
Total with taxes and fees
Hickory House Bed & Breakfast
A patio with a table and chairs, a potted plant, and a sliding glass door leading to an interior space with a dining table and chairs.

6. Welcome to a haven of comfort and serenity for nature lovers! Right off route 28

Welcome to a haven of comfort and serenity for nature lovers! Right off route 28
New Kensington
9.6 out of 10, Exceptional, (34 reviews)
"Eggs, bagels, orange juice, and tea provided by owner hit the spot for breakfast. Comfy bed, properly heated bathroom (for a cool night), and very well kept environment. Great place."
United States
John T.
$283 nightly
The price is $313
Nov 16 - Nov 17
Total with taxes and fees
Welcome to a haven of comfort and serenity for nature lovers! Right off route 28
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 South Side

Stroll along East Carson Street, where vibrant murals and eclectic shops showcase the neighborhood's artistic spirit. Catch a show at the historic Rex Theater or savor Pittsburgh's famous 'fries on sandwiches' at Primanti Bros.

See all hotels in South Side
Large stainless steel brewing tanks with logos and text, set against a building with arched windows and a brick facade.

Top reviews in South Side

A staircase with patterned carpet, a metal handrail, and a wooden floor leading to a door with a stained glass window.
Villagio Boutique Hotel

Villagio Boutique Hotel

Villagio Boutique Hotel
North Side

10/10 Excellent

Had an amazing time. BEAUTIFUL room, and everything was so so clean and lovely!! Felt very safe as well and free parking was awesome.
United States
Isabella
Reviewed November 7, 2026
Villagio Boutique Hotel

Frequently Asked Questions

What is the nightly rate for a B&B in South Side?

Prices for B&Bs in South Side often vary, but you can find a great deal from $112 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at South Side 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.

What is the difference between a South Side B&B and a hotel?

Every South Side 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 South Side B&Bs.

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