Today, you’ll leave Cleveland behind and make your way to Pittsburgh, Pennsylvania, a city that has transformed from an industrial powerhouse into a vibrant cultural and culinary hub. Known for its bridges, world-class museums, and thriving food scene, Pittsburgh offers a blend of history, innovation, and stunning cityscapes.
The drive is relatively short (just over 2 hours), allowing for a relaxed morning in Cleveland before hitting the road.
Morning in Cleveland
Before departing, enjoy a leisurely breakfast or take in one last Cleveland attraction.
Optional Morning Activity:
Edgewater Park and Cleveland Script Sign – Stop by for one final photo opportunity with a great city backdrop. If it’s a nice morning, take a walk along the beach or the paved trails.
Depart Cleveland mid-morning, following Interstate 80 and Interstate 76 through scenic Pennsylvania countryside.
Optional Stops En Route
If you’d like to break up the drive, here are a couple of interesting stops along the way:
The Warther Museum (Dover, OH) – A hidden gem featuring intricately hand-carved wooden trains, made by master carver Ernest Warther.
Grove City Premium Outlets (Grove City, PA) – A perfect detour for discounted shopping at designer outlets.
McConnells Mill State Park (near New Castle, PA) – A beautiful nature stop with waterfalls, covered bridges, and hiking trails.
After crossing into Pennsylvania, you’ll arrive in Pittsburgh around midday.
Arriving in Pittsburgh
Pittsburgh, known as the "City of Bridges," sits at the confluence of the Allegheny, Monongahela, and Ohio Rivers, giving it a striking skyline filled with steel bridges, historic buildings, and modern skyscrapers.
After checking into your hotel, it’s time to explore the best of the city.
Afternoon in Pittsburgh
Duquesne Incline – Start your Pittsburgh experience with a ride up this historic funicular, offering breathtaking views of downtown from Mount Washington. One of the most iconic cityscapes in the U.S., it’s a must-do for first-time visitors.
Carnegie Museums of Art and Natural History – If you’re a museum enthusiast, explore this world-class collection of fine art, fossils, and Egyptian artifacts.
The Andy Warhol Museum – Dive into the life and work of Pittsburgh-born pop art icon Andy Warhol in this fascinating multi-floor museum.
Strip District – This historic riverfront neighborhood is a great place for a casual afternoon walk, featuring specialty food markets, quirky boutiques, and some of the city’s best eateries.
Lunch in the Strip District:
Budget Option: Primanti Bros. – A Pittsburgh classic, famous for huge sandwiches stuffed with coleslaw and fries inside the bread.
Exclusive Option: Meat and Potatoes – A stylish gastropub serving modern comfort food with a creative twist.
Evening in Pittsburgh
Explore the North Shore – Walk along this waterfront district, home to PNC Park (Pirates baseball stadium), Heinz Field (Steelers football stadium), and the Roberto Clemente Bridge.
Catch a Live Show – Check out what’s on at the Benedum Center for Performing Arts or see a live jazz or indie band at a local venue.
Craft Beer and Cocktails – Pittsburgh has a fantastic bar scene:
- Budget Option: Church Brew Works – A brewery housed inside a converted cathedral, offering craft beers in a unique setting.
- Exclusive Option: The Speakeasy at The Omni William Penn Hotel – A hidden, 1920s-style cocktail lounge with an intimate, elegant vibe.
Where to Eat Tonight
Budget Option: Gaucho Parrilla Argentina – A top-rated casual steakhouse known for wood-grilled meats, chimichurri, and delicious empanadas.
Exclusive Option: Altius – A fine-dining restaurant on Mount Washington with stunning city views, offering elevated modern American cuisine.
After a fantastic day in Pittsburgh, head back to your hotel and rest up—tomorrow, you’ll be heading to Gettysburg to explore one of the most historic battlefields in the U.S.
Driving Distance: 135 miles / 217 km (2.5 hours, plus optional stops)
Overnight: Pittsburgh
Leave a Comment: