Behind the Bakery: Anniversary Weekend in Pittsburgh

The end of September marked the 3rd wedding anniversary for me and Brad. In typical Hicks fashion, we packed up and drove to Pittsburgh for a long weekend! 

We have a couple must-eats, must-sees, must-dos for every trip and then we find some must-trys, too! Click any image in this blog post to view it full sized. 


Our first stop when we get in to town is ALWAYS Burgatory near the stadiums. We love their burgers (I create my own 'naked' burger) and their milkshakes are top-notch. Every time we come, we try to order something new. My husband still talks about the peanut butter and bacon burger he ate last year. 

Our second stop on the must-eat tour is Pittsburgh Popcorn Company. Their popcorn comes in a variety of flavors and they are all fantastic. Last year we treated ourselves to Peanut Butter Chocolate Popcorn and this year, it was Chocolate Caramel Popcorn. I want to drive back to the 'burgh just for the popcorn. 

The third stop, which we always hit up after the Pirates' night game, is Primanti Brothers in Market Square. Their sandwiches come topped with fries and coleslaw and their sides are huge. I got their loaded tater tots, topped with cheese, bacon, and sour cream, and the basket was way too big for me to finish. This is a great late-night stop because they're open until 2 am. 

On our way home, we always stop at The Dor-Stop Restaurant in Dormont. Their pancakes are always a hit for Brad and this last time, I got their Caramel Apple French Toast which tasted just like fall. I wanted to order a couple more of those to bring home with me! 

On this trip, we tried 2 new eateries over the weekend. 

Saturday morning, thanks to a recommendation from our AirBNB host, we stopped at Commonplace Coffee on (or near) the Mexican War Streets. I got their Vanilla and Lavender soy latte with coffee cake and Brad got their Mocha Latte with a pumpkin donut. Both of us enjoyed our food and the ambiance in the little cafe was cozy. I could see us going there on Saturday mornings if we moved to Pittsburgh. 

The second place we tried is definitely another must-eat for our next trip. We stopped by The MilkShake Factory for a couple milkshakes and they did not disappoint. I got a Caramel Macchiato milkshake that came topped with whipped cream and a chocolate caramel. That is definitely in the top 3 milkshakes I've ever had! Brad got a strawberry milkshake and even though I don't like strawberry ice cream, I loved his too! He ended up finishing my milkshake because it was very sweet. 

The MilkShake Factory is also the Instagrammers dream. I couldn't get over how pretty it was in there! Everything was so clean, crisp, and shiny. I wonder if I can convince Brad to let me do our kitchen like that when we buy a house...


After we grabbed lunch at Burgatory, we went to Phipps Conservatory for the first time. This botanical garden is housed in the prettiest building I've ever seen. According to their website, the greenhouse has been in business since 1893! We walked and walked and walked through gorgeous plants and greenery. I was in awe of the building throughout our tour because it was just so pretty. If you're in Pittsburgh and you have an hour or two to kill, I highly suggest going here. 

The conservatory was the only new thing we did on this visit, but it might become a must-do on our next one. 

Every time we come to Pittsburgh, we hit up a Pirates game. We try to go on the free t-shirt nights so we can get some new tees! This trip was no different, we watched an awesome game where the Pirates scored lots of runs in the first inning and I believe they won the game that night. 

In between eating and sportsing, we love to just explore the city. The subway is free within the Golden Triangle, so we park near the stadiums (cheap parking) and take the subway into the city. We always go to Point State Park and sit near the fountain. This year, we got to tour the Fort Pitt building that is in the park. We wanted to take the incline up to Mt. Washington, but we ran out of time. 

If you're in Pittsburgh, definitely check out Mt. Washington around sunset because the lookout provides an incredible view of the city. They also have restaurants and shops up there for you to try.

I can't wait to go back to the Steel City! I hope we can go in the spring instead of waiting until next September. Have you been to Pittsburgh? If so, let me know in the comments what your must-dos and must-eats are!