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Fun Things to Do in South Side

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While the city officially divides the area into two neighborhoods–South Side Flats and South Side Slopes–yinzers alike acknowledge the area as one, large neighborhood.

Originally, the area played host to a bolstering glass industry of nearly 100 factories which later transitioned into Pittsburgh‘s well-known steel industry. Perhaps the most iconic structure of what once was in South Side is the Hot Metal Bridge, which was specially designed to carry steelworks’ machinery.

Now, the area has slowly transformed into a neighborhood that provides fun things to do including bars, restaurants, live music venues, tattoo shops, and more! 

Fun Things to Do in the South Side

The main business district of the South Side is East Carson Street and the newly developed SouthSide Works. The area is lined with classic Victorian architecture that provides for gorgeous scenery juxtaposed to the new construction.

In fact, East Carson Street is a designated National Historic District, meaning that the businesses on that street must follow strict rules about the appearance of their storefronts. 

It’s one of Pittsburgh’s most well-known neighborhoods so make sure to check out these fun things to do in South Side!

Entertainment

Whether you’re the type of person to make plans last minute or plan out every single detail, South Side has a little something for everybody! 

StepTek

If you’re looking for something fitness related, try climbing the South Side Slope Steps. In total, 68 sets of stairs account for 5,447 steps! These steps are so popular, self-proclaimed “Trekkers” hike them annually during StepTrek in October. This event offers unparalleled views of Pittsburgh and provides for great photo-ops!

The Great Allegheny Passage

According to their website, “the 150-mile Great Allegheny Passage connects with the 184.5-mile C&0 Canal Towpath at Cumberland, MD to create a 334.5-mile route between Pittsburgh and Washington, DC, free from traffic and motorized vehicles.”

The passage is great for walking, biking and running, all while using the corridors of defunct railroads. 

Club Cafe Pittsburgh

Club Cafe

Live music is pretty much around every corner in South Side. We guarantee that you can find a show pretty much every night of the week. Club Cafe is a 21+ venue featuring local artists and those from around the world! 

The Rex Theater

A staple along East Caron Street, The Rex Theater has served the community since 1905.

This former vaudeville theater continues to provide residents with live music and events, as well as, a full-service bar!

The Smiling Moose

The Smiling Moose not only offers live music but they do it in style with a full-service bar and restaurant. Along with live music, The Smiling Moose also offers karaoke, trivia nights, theme nights and drink specials!

For an entire list of their upcoming events, and shows, click here

Bar Sign

Bars

The bars on East Carson Street are a popular weekend stop for the younger generation, especially college students. Here a few of the popular stops if you’re looking for a night out with your friends! 

📍Jimmy D’s – Lively club featuring 2 levels of bars, dance floors, and DJ booths. 

📍1311 – A small, intimate dive bar featuring multiple screens for viewing sports and a DJ booth. 

📍The Flats on Carson – Restaurant by day, dance party by night.  

📍Carson City Saloon – High-energy sports bar that offers bar food and hosts numerous bar crawls.

📍Tiki Lounge – Recreation of a 1950s Tiki bar which features three waterfalls.

Restaurants

Along with the nearly 40 bars and clubs featured in just a small 10 block radius of South Side, the neighborhood also provides an array of outstanding cuisine. 

📍Dish Osteria – Small, beloved Italian restaurant featuring Sicilian and Mediterranean cuisine.

📍Stagioni – Serves patrons classic Tuscan food sourced from the finest local ingredients. 

📍Cambod-ican Kitchen – A casual eatery that serves Cambodian-American favorites like kabobs! 

📍Doce Taqueria – Authentic Mexican food with a hint of American-LA influence.

📍Milkshake Factory – A premier milkshake destination that uses locally sourced dairy. 

📍The Urban Tap – Gastropub with over 140 draft beers. 

📍The Columbian Spot – A quaint eatery that features traditional Columbian eats.

SouthSide Works

SouthSide Works is an open-air complex that features entertainment, restaurants, offices, stores, and residential apartments.

Located on land alongside the Monongahela River, the complex opened in the early 2000s and stands on land that once featured a fully-operational steel mill.

Fun fact, the complex serves as host for the UMPC Sports Medicine Complex and the Global Headquarters for American Eagle Outfitters. 

REI Pittsburgh

Shopping in SouthSide Works

SouthSide Works features a variety of different retailers. One of the larger stores is REI (short for Recreational Equipment, Inc.). The store sells a variety of sports gear, camping items, and other travel-related goods. 

Additionally, patrons can browse:

📍Sur La Table – Upscale cooking and dining/utensil store.  

📍Shop 412 – Shop that features “412” logos on misc. clothing pieces. 

📍PensGear – NHL licensed Pittsburgh Penguins gear. 

📍 Pittsburgh Stuff N’At – Offers a wide selection of Pittsburgh souvenirs. 

📍Urban Outfitters -Lifestyle retail brand that offers on-trend fashion items. 

Eating at SouthSide Works

The pièce de résistance of eateries at SouthSide Works is Hofbrauhaus Pittsburgh.

The brewery and restaurant is a great gathering place where family and friends can enjoy hand-crafted bier (German spelling of “beer”), German-style food, and live music!

Hofbrauhaus adheres to German “strict purity law while crafting and serving a wide variety of traditional and season biers.”

Combine the specially-brewed booze, the award-winning menu, and the riverfront view, patrons are sure to have a great time! 

More Restaurants @ SouthSide Works

📍The Cheesecake Factory – An American-style restaurant that serves up a delicious piece of cheesecake.

📍McCormick & Schmick’s Seafood & Steaks – The name speaks for itself! 

📍Pita Pit – Diners can create their own sandwich at this health-orientated stop. 

📍 Sincerely Yogurt – A healthy alternative for the classic dessert treat! 

Now that you know some of the fun things to do in South Side, you can start planning your next trip! If you have any questions, send us a message on Facebook or Instagram.

Plus, download the UNATION app for more exciting things to do in Pittsburgh!

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Britta Moletz

Britta Moletz

Britta is a City Manager for UNATION and author for the Stuff to Do in Pittsburgh Blog. For more insight on the best events and things to do in the Pittsburgh area, download the UNATION app and follow @StufftoDoinPittsburgh on Instagram and Facebook.

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