By Eilene Lyon
This is the first in a series of posts about a long-awaited trip to ride bikes from Pittsburgh to Washington, D.C. along the Great Allegheny Passage (GAP) rail trail, and the Cumberland & Ohio Canal (C&O) towpath trail. We spent the first full day of our trip in Pittsburgh, a city I had not visited since a childhood trip to watch a Pirates baseball game in Three Rivers Stadium.
Before we departed, I consulted blogger Brandib1977, who travels regularly to the city. I asked her to give me her top five cultural/historical sites to visit, and also asked her about the incline. (I inquired because I’d seen a model of one in a movie about Mr. Rogers.)
She informed me that Pittsburgh actually has two inclines, also known as funiculars. These are fixed-angle cog railways that take people and goods up and down a steep slope. Both of them go from riverside to the top of Mount Washington, about a half mile apart.
We could see one of the two inclines from our hotel’s rooftop lounge (The Joinery Hotel), but we did not ride either of them during our brief stay. Of the highlights Brandi suggested, we made it to four of the five, the last one being on our return trip when we had a morning free before going to the airport (The Heinz History Center).

We started our first day by taking a short stroll through the downtown neighborhood. Nearby is the gorgeous Allegheny County Courthouse. It’s different from most county courthouse buildings I’ve visited. However, it’s in the same Richardson Romanesque style as the Blackford County Courthouse in Hartford City, Indiana, where I did quite a bit of research in 2017.

It’s constructed around a central courtyard, and has a bridge reminiscent of Venice’s Bridge of Sighs (and it also leads to a jail, among other buildings). The interior has some murals depicting historic events (pre-Pittsburgh, mostly) and one representing Justice. They were painted in 1940 by Vincent Nesbert.
We hailed an Uber to take us to Phipps Conservatory where we enjoyed the summer exhibit titled “Alice’s Adventures in Wonderland” and the various gardens, inside and out. After a bite to eat in the café and a stroll through the colorful gift shop, we headed to the nearby Carnegie Museums.
Located between the Carnegie-Mellon University and University of Pittsburgh campuses, there are two connected museums: art and natural history. We focused on the latter. After learning a good bit about Pennsylvania geology, we enjoyed examining the extensive gem and mineral collection. It was the finest we’d seen since our visit to the Montana Bureau of Mines Mineral Museum in Butte, probably even surpassing it.
That evening, we walked from the hotel, crossed the Smithfield Street Bridge over the Monongahela River, and dined at the Grand Concourse seafood restaurant. It is located on the ground floor of a historic railroad building (the upper floors are occupied by businesses and were closed). From our table, we had a fantastic view of the city skyline. Afterward we took a walk along the river trail.


The next morning, we went a few blocks to the bike rental shop to get outfitted and begin our cycling journey. The shop is conveniently located along the trail, though we backtracked about a half mile to reach our starting point (technically the trail’s end point at Mile 148.8). It’s located at the confluence of the Allegheny and Monongahela Rivers, where they form the Ohio River.

We had four days of riding ahead to reach Cumberland, Maryland.
To be continued…
Feature image: Pittsburgh skyline. The Putterer remarked at all the acronyms. What do they mean?
Pittsburgh is such an underrated American town. From its history to its dining to its sports, the place is quite impressive. And these captures and your progress? Brava!!!!
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I’m sure in the big steel days and before pollution controls it was not so nice, but I thought it was a nice city, for sure! And it didn’t feel very big.
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Which adds to the charm. All that AND they have the best baseball stadium in sports.
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I wouldn’t know about that! I did see two different stadiums near to confluence, though. Looked nice (for stadiums)😁
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Yes, they are classics.
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I’ll take your word for it.
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You are so experienced in making the most of your days Eilene. That always impresses me. I’ve seen (online) a few past exhibits at the Phipps. They are always amazing. Looking forward to traveling on the trails with you 🙂
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I forgot to mention how steamy it was at the beginning of our trip. Made for some sweaty days! But we really did get lucky with the weather.
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Dan Antion’s novels are set in Pittsburgh. His ebook about the city is free right now. I just downloaded a copy since I enjoy his books. The latest is The Museum Murders, which has a fascinating historical background. https://www.amazon.com/Novelists-Guide-Pittsburgh-illustrated-guide-ebook/dp/B0F6M6F8V5/ref=tmm_kin_swatch_0
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Too bad I didn’t get it before! I’m really glad I asked Brandi for suggestions, though. It worked out great.
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You chose well, and packed a lot into a short visit. All great sights and wonderful photos.
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Thank you, Dan. I feel like we covered a lot of ground for a day and a half visit.
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You did!
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I met someone from Pittsburgh this summer and he mentioned the courthouse there. Glad you got to see it! Looking forward to hearing about the rest of your cycling adventure.
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As a family researcher, courthouses are a big draw for me. And they come in such a variety of architectural styles. Some government buildings really are works of art in themselves.
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Not a city I had ever thought much about before- but it looks interesting.
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A key site in the French and Indian War of the 1750s and 1760s. Very industrial past. Think “robber barons.”
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What an adventure. My daughter-in-law’s family lived in Pittsburgh for a few years. She said it’s a beautiful city.
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I thought so, too.😊I lived several years in southern Pennsylvania, near Harrisburg, and thought it was a wonderful place.
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Thank you for sharing your trip photos! The first photo of the Allegheny County Courthouse reminds me of Sing Sing Prison in Ossining, New York. I’m a big fan of WPA-era murals.
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A prison! Well that’s a bit different. I’ll have to look that up. I haven’t heard SingSing in a long time.
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The last time we visited my brother’s family, we had to see SingSing. I hopped out of the car and started snapping photos. A guard came up to me and told me to desist. No photography of the building’s exterior allowed. He probably had a good laugh with his buddies later about the carload of clueless old people.
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Really? I can’t imagine anyone using your photos to plan a breakout. 😆 But there are some sneaky old farts out there.
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That is quite a fancy courthouse with all the murals and ornate chandelier. The Railroad Building was also quite unique and interesting to put a fine dinging establishment inside it. I really like the old Smithfield Street Bridge. Since it is a national landmark, I’m sure they ensure it is kept up and sound. We have had some bridges around here that were closed as they are deemed unsafe and crumbling. The visit to the Phipps Conservatory sounds like fun, with the Alice in Wonderland characters and the beautiful Chihuly glass art. Very nice! Three days of pedaling nonstop sounds rigorous, so I’ll await your next post to see if it was.
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I enjoyed our touring in Pittsburgh and can see visiting the area again someday. Glad you enjoyed the architecture and engineering aspects. Those are of interest to us, too. Nationwide, our bridges and other infrastructure are crumbling and politicians turn a blind eye. A few might have to end up in the drink before they set things aright.
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Yes, I did enjoy this post and look forward to your biking leg of your trip as well. I have never been to Pittsburgh. I hesitate every time I cross the Grosse Ile Free Bridge to visit Grosse Ile. The County shut it down for about 18 months a few years ago, so people who live there, or visited/made deliveries took the toll bridge which was backed up for miles daily, but no sooner was it re-opened then there were underwater photos circulating on the news of the crumbling cement. I didn’t even go over it this year.
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Yes, our crumbling infrastructure is more than a little worrisome!
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Everything is worrisome. Today, a massive sinkhole formed on a busy road in Taylor, a nearby area where I often go and, since most cement work is wrapped up in Michigan by November 1st, they’re scrambling to get it done (which of course means it will be a shoddy job and have a problem down the road).
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Well, don’t let it keep you from traveling about!
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I’ve mapped out another way for Heritage Park, but I’ll skip the bridge for this year – earlier this Summer, they had ongoing construction to get onto the island, a mile before the bridge and the backup was horrendous.
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Good luck!
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Thanks Eilene – one can be prudent, but also too cautious as well, which, the older I get, the more I realize I am headed down that path sometimes. I want to be like my former self from my carefree days when I just did things and didn’t overthink them.
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Balance and moderation are good. I agree we should not be overly cautious.
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Cool photos!!! Would love to visit Pittsburgh one day, given it’s history. The bridge reminds me of the Burrard Street Bridge in Vancouver…looking forward to more about your bike trip…
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I’m not a big city visitor, but really thought Pittsburgh was pretty nice. Has a lot going for it. More to come. 😊
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great pics!!
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Thanks, LA!
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It sounds like you made the best of your time in Pittsburgh AND you inspired me to visit the courthouse sometime. I have been by but have never made it inside!
To satisfy the Putterer’s curiosity – UPMC is the University of Pittsburgh Medical Center. PNC is a bank. Their name was adopted when two corps with those initials merged. PWC is a global professional services network – short for Price Waterhouse Coopers.
Pittsburgh is such an interesting city. I’m glad you had a good visit!
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Thank you again for giving me such great suggestions on what to see and do! It was so helpful. And good to know the acronyms.🙂 I can certainly see why you like the place.
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I am so glad you had a good time. It’s hard to know what to recommend sometimes. I had forgotten about that extensive geology collection so I’m glad you found it!
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Oh yes, the entire trip was excellent. We had good luck with the weather, too. Maybe a bit hot and sticky a few times, but otherwise very pleasant. It was our first experience with Uber, too.
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Nice!! I’m pleased to hear it!
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😊
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Good to see you “back”, Eilene and what an interesting start to your trip.
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Thank you, Suzanne. Now to cover the rest with out being overwhelming. I think there will be four follow-up posts for different parts (the GAP, the C&O, Harper’s Ferry, and Washington D.C., I’ll skip the Amtrak ride back to Pittsburgh).
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Your blog so post whatever you want and I’m sure your readers will appreciate whatever comes their way. Look forward to reading more about the cycling adventure.
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That’s certainly what I be doin’! Sometimes I’m amazed at what people find interesting in my blog. I just write what’s come up in life or research and hope to tell a decent enough story.
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I have a fair number of family tree members who lived in Pittsburgh, but we’ve never been there. Your blog makes it sound worth visiting!
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Oh, I’d definitely recommend it!
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cherish the moments
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Indeed
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I’ve never really experienced Pittsburgh though my hometown is Philadelphia Pennsylvania
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Pretty far apart!
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What a fantastic start to your cycling trip, Eilene! Pittsburgh has such a rich mix of history and stunning architecture. Exploring a new city on foot before hitting the open trail is the absolute best way to travel.
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Thank you. Both walking and cycling are great ways to get to know new places.
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Yes Eilene! Walking and Cycling also give you time to admire the place. Speed is not always good for travel.
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Eilene, what I especially enjoyed about your story is the way you allow a place to reveal itself through its history, architecture, nature, and the small details that are so easily overlooked when we move too quickly.
There is something meaningful about beginning a journey by taking the time to understand where we are. The old courthouse, the historic bridge, the gardens, and the museums are not simply places to visit; each carries a piece of the story that shaped the city. And then, as you prepare to begin your cycling journey, the experience shifts from observing a place to moving through it.
I think that is one of the beautiful things about travelling on foot or by bicycle: the journey gives us time to notice, reflect, and appreciate what might otherwise pass unseen. Sometimes the starting point becomes memorable not because of the distance we have travelled, but because of how much we have learned to see before moving forward.
Thank you for sharing the beginning of this adventure. I look forward to following the journey and discovering the places, history, and unexpected moments that come next. Wishing you many more safe and beautiful miles ahead! 🚲🌿
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Thank you.😊
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I had a big red bike as a kid
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