- SideQuest On 44th (Formerly Cattivo)
- 146 44th Street, Pittsburgh, PA, 15201
- Sienna Mercato
- 942 Penn Avenue, Pittsburgh, PA, 15222
- Silver Eye Center For Photography
- 4828 Penn Avenue, Pittsburgh, PA, 15224
- Simple Greek, The (Market Square)
- 431 Market Street, Pittsburgh, PA
- Sixth & Penn Garage
- 546 Penn Avenue, Pittsburgh, PA, 15222
- Smiling Moose
- 1306 East Carson Street, Pittsburgh, PA, 15203
- Smithfield United Church Of Christ
- 620 Smithfield Street, Pittsburgh, PA, 15222
- Soft Spot, The
- 5407 Penn Avenue, Pittsburgh, PA, 15206
- Soldiers & Sailors Memorial Hall
- 4141 Fifth Avenue, Pittsburgh, PA, 15213
- South Hills Country Club
- 4305 Brownsville Road, Pittsburgh, PA, 15236