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Check prices for these dates

Next weekend
7 Feb - 9 Feb
In two weeks
14 Feb - 16 Feb
In one month
28 Feb - 2 Mar
In two months
28 Mar - 30 Mar

Compare 9 B&B in South Side with updated reviews, rates, and availability.

Boggs Mansion
Exterior

Boggs Mansion

3.0 star property
9.8 out of 10, Exceptional, (700)
"Sam was an absolute pleasure to have as a host. Sam went above and beyond for me and my husband. Even as far as keeping an eye on the weather for us as we had a 7 hour drive back home. Keeps plenty of snacks and drinks stocked for guests. You always see Sam maintaining the property from sunrise to sunset. I would love to come back every time we visit the Pittsburgh area. Off street parking in the front for free as well as parking in the back. We did not get to experience the courtyard due to...
The price is AED 547
AED 664 total
includes taxes & fees
2 Feb - 3 Feb
Boggs Mansion
Oakmont Inn
Billiards

Oakmont Inn

3.5 star property
10.0 out of 10, Exceptional, (37)
"We only stayed 1 night for a Steelers game. But let me tell you, this place felt like home, it was absolutely perfect. I will definitely be returning "
The price is AED 1,390
AED 1,584 total
includes taxes & fees
29 Jan - 30 Jan
Oakmont Inn
Hickory House Bed & Breakfast
Front of property

Hickory House Bed & Breakfast

4.0 star property
10.0 out of 10, Exceptional, (24)
"This is the nicest B&B. The owners go above and beyond with amenities and comfort. The breakfast was delicious. Would highly recommend. We will definitely be back. "
Hickory House Bed & Breakfast
Welcome to a haven of comfort and serenity for nature lovers! Right off route 28
Exterior detail

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

10.0 out of 10, Exceptional, (10)
"Owner very nice. House clean and comfortable. Loved the stay "
The price is AED 477
AED 762 total
includes taxes & fees
30 Jan - 31 Jan
Welcome to a haven of comfort and serenity for nature lovers! Right off route 28
The John Butler House Bed & Breakfast
Exterior

The John Butler House Bed & Breakfast

3.0 star property
8.8 out of 10, Excellent, (56)
"Great Place. Would stay here again!"
The price is AED 364
AED 415 total
includes taxes & fees
29 Jan - 30 Jan
The John Butler House Bed & Breakfast
Fineview Inn
Room

Fineview Inn

2.5 star property
7.6 out of 10, Good, (12)
"Organized, clean, convenient and cozy! A very nice bed and breakfast."
Fineview Inn
Morning Glory Inn
Room

Morning Glory Inn

3.5 star property
9.0 out of 10, Wonderful, (40)
"Very charming and comfortable. Joy served up some wonderful breakfast! This is our second time staying here and we will definitely return."
Morning Glory Inn
Great Morning Light in our Victorian Suite
Exterior

Great Morning Light in our Victorian Suite

Great Morning Light in our Victorian Suite
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Room

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The price is AED 84
AED 158 total
includes taxes & fees
29 Jan - 30 Jan
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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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Other property types in South Side

Kasa South Side Pittsburgh
Exterior

Kasa South Side Pittsburgh

4.0 star property
8.6 out of 10, Excellent, (72)
"We had an amazing stay, unfortunately the only parking was in a parking garage and you get charged anytime your vehicle leaves so we spent a pretty penny just to get to and from. Regardless the room and building itself was nice and clean, we also enjoyed the pool! Definitely recommend!"
Kasa South Side Pittsburgh
The Schenley! 8 Bed/5 bath! Sleeps 22! 4 x Free Parking!
Living area

The Schenley! 8 Bed/5 bath! Sleeps 22! 4 x Free Parking!

9.8 out of 10, Exceptional, (31)
"After making the reservation, finding out that it was for three separate units was a surprise. It was not an issue but just a surprise."
The Schenley! 8 Bed/5 bath! Sleeps 22! 4 x Free Parking!
❤️Cozy Townhome on Carey with Private Deck Space ❤️
Living area

❤️Cozy Townhome on Carey with Private Deck Space ❤️

8.6 out of 10, Excellent, (23)
"We had a lovely stay at the Carey Townhome. Everything was exactly as promised and the location was perfect. There were plenty of bars and restaurants within a 10 minute walk while still being located in a quiet area. Tom was very easy to communicate with as well. I would definitely recommend staying at the Carey Townhome in the future."
The price is AED 165
AED 894 total
includes taxes & fees
29 Jan - 30 Jan
❤️Cozy Townhome on Carey with Private Deck Space ❤️
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.

Frequently asked questions

Searching for B&Bs in South Side?
If you’re looking for something a little quirkier than the traditional hotel experience, a stay at a bed and breakfast could be a great option for your getaway. While you’re enjoying your trip to South Side, you might want to explore the theater scene by catching a show at Rex Theater.
Are you thinking about a B&B instead of a traditional hotel?
B&Bs all have a unique charm— whether it’s a picturesque garden or a beautiful breakfast room, the little details are what make bed and breakfasts a home away from home.
What's the best time of year to book my B&B in South Side?
When you’re planning your stay in South Side, year-round temperatures and rainfall may be important factors to consider. 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 33°F. The snowiest months in South Side are January, February, March, and November, with each month seeing an average of 7 inches of snowfall.
What is there to do in South Side?
If you enjoy experiencing a new place through your taste buds, you’ll be sure to enjoy South Side for its bar scene and array of dining options. If you want to check out some popular attractions in South Side, you might enjoy a visit to Rex Theater. You might also consider a trip to sites like PPG Paints Arena or PNC Park if you have time to see more of the area.
How can I get to and around South Side?
You can plan your excursions in and around South Side ahead of time with these transportation options. Fly into Pittsburgh Intl. Airport (PIT), which is located 15.4 mi (24.9 km) away. Otherwise, look for flights into Latrobe, PA (LBE-Arnold Palmer Regional), which is 31.9 mi (51.3 km) away.