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HotelTonight – Great Hotels in South Side Pittsburgh

Just across the Monongahela River from downtown Pittsburgh, the South Side neighborhood teems with excitement and entertainment from sunrise to the wee hours of the morning. This popular neighborhood is a local hot spot for food, shopping and nightlife, and it provides the perfect combination of urban energy and residential charm. South Side is comprised of two neighborhoods: South Side Flats and South Side Slopes, the latter of which requires climbing many, many stairs to explore. Both of these neighborhoods have their own vibe and own culture, which is why I was glad I had enough time to explore both of them during my recent trip to Pittsburgh. All I had to do was find the perfect hotel in South Side, and that's why I relied on HotelTonight. Within minutes of pulling up the HotelTonight app, I had booked a great hotel in the heart of South Side Pittsburgh, so I was ready to start experiencing the heart and soul of this neighborhood for myself.

Main Street

South Side is home to the "Great American Main Street," which is a sprawling, 15-block street that has been named a National Historic District. There's a little something for everyone on this expansive Main Street, from charming boutiques to popular live music venues to upscale art galleries. If you're looking for a place to shop, eat or let off steam in South Side, you'll find it on Main Street. And make sure to take a close look at the buildings when you're strolling down Main Street, because these beautiful Victorian buildings have been carefully maintained for over a century.

Riverfront Trail

Since South Side is located along the river, locals love making use of the picturesque riverfront recreational areas. The riverfront trail, in particular, is quite popular among locals for walking, running and biking, as it stretches for miles along the scenic Monongahela River. After spending the better part of a morning eating my way down Main Street, I decided to do as the locals do and go for a run along the river, and it was this moment that I started really falling in love with South Side.


When locals think of South Side, they think of the nightlife scene. This neighborhood has no shortage of great bars and music venues, which is why it's always buzzing with energy once the sun goes down. Whether you're looking for a cold beer in a casual setting or a nice cocktail at a more upscale watering hole, South Side will provide you with countless great options. And you're sure to meet some friendly locals while you're out and about.

HotelTonight – Book Your South Side Hotel in Pittsburgh

After spending some time in Pittsburgh, I've come to realize just how diverse it really is. This city is comprised of dozens of neighborhoods, each one different from the last, which is part of the reason why exploring Pittsburgh is so much fun. Personally, I found South Side to be one of my favorite areas of Pittsburgh, and I'll likely stay in South Side again if I return to Pittsburgh in the near future. And, of course, I'll book my South Side hotel through HotelTonight, because I always know that HotelTonight will make my travel planning process a breeze.