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6 Days in Pittsburgh Hidden Gems and Retro Dining

6 Days in Pittsburgh Hidden Gems and Retro Dining Itinerary

Last updated: 2024 Jun 14

Exploring Downtown and Iconic Views

Morning
Start your day with a hearty breakfast at Pamela's Diner, famous for its crepe-style pancakes and retro vibe. After breakfast, head to Duquesne Incline for a ride up to Mt. Washington. The incline offers stunning views of the city skyline and rivers.
Afternoon
For lunch, enjoy some classic Pittsburgh sandwiches at Primanti Bros.. Post-lunch, explore Pittsburgh Mt. Washington further by walking along Grandview Avenue to take in more panoramic views of the city.
Evening
Dine at Butcher and the Rye, known for its creative American dishes and extensive whiskey selection. After dinner, take a leisurely stroll around Market Square to soak in the evening ambiance.
Bedtime
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Cultural Treasures and Gardens

Morning
Begin your day with breakfast at DiAnoia's Eatery, an Italian café offering delicious pastries and coffee. Then visit the Cathedral of Learning, an iconic landmark with impressive architecture.
Afternoon
Have lunch at Girasole, a charming Italian restaurant in Shadyside. Spend your afternoon exploring the beautiful Phipps Conservatory and Botanical Gardens, where you can wander through various themed gardens.
Evening
Enjoy dinner at The Capital Grille, known for its elegant atmosphere and fine dining experience. End your evening with a visit to the nearby Hard Rock Café Pittsburgh for some live music.
Bedtime
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Science Center and Historic Tours

Morning
Kick off your morning with breakfast at Sienna Mercato, offering rooftop views along with great food. Head over to the interactive exhibits at the Carnegie Science Center afterwards.
Afternoon
Lunch will be at Point Brugge Cafe, known for its Belgian-inspired cuisine. Post-lunch, join the fascinating Pittsburgh Downtown History and Architecture Tour to learn about Pittsburgh's rich history.
Evening
Dine at Monterey Bay Fish Grotto which offers fresh seafood dishes along with stunning views of the city from Mount Washington. Conclude your day by experiencing a spooky adventure on the Pittsburgh Evening Ghost Tour.
Bedtime
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Hidden Gems and Outdoor Exploration

Morning
Start your day with breakfast at Noodlehead, offering unique Asian-inspired dishes in a casual setting. Then embark on the intriguing 2-hour tour of hidden gems:  Pittsburgh's Hidden Treasures Tour.
Afternoon
Have lunch at  Eleven which features contemporary American cuisine in an upscale setting. Spend your afternoon enjoying outdoor exploration on  Pittsburgh Bike and Brewery Tour, combining biking with brewery visits.
Evening
Dinner will be at  Altius on Mount Washington which is known for its modern American cuisine served alongside breathtaking views of Pittsburgh’s skyline. Wrap up your evening by exploring more hidden gems or relaxing back at your accommodation.
Bedtime
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Art and Whiskey Trails

Morning
Begin your day with a delightful breakfast at Sienna on the Square, known for its Italian-inspired dishes. Afterward, immerse yourself in the local art scene with the Pittsburgh Public Art Walking Tour, which showcases various public art installations around the city.
Afternoon
For lunch, head to Union Standard, offering a modern take on American cuisine. Post-lunch, embark on the Pittsburgh Whiskey Rebellion Trail Tasting Pass, where you can sample some of Pittsburgh's finest whiskeys and learn about their history.
Evening
Dine at Legume Bistro, known for its farm-to-table approach and seasonal dishes. Conclude your day with a relaxing evening at one of Pittsburgh's cozy bars or lounges.
Bedtime
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Historic Adventures and River Cruise

Morning
Sienna Tavern Pittsburgh is a great spot for breakfast with its inviting atmosphere and delicious offerings. Afterward, dive into history with the engaging Pittsburgh Downtown History and Architecture Tour, which provides insights into Pittsburgh's architectural marvels.
Afternoon
Dish Osteria and Bar offers a fantastic lunch experience with its Mediterranean-inspired menu. Spend your afternoon enjoying a serene experience on the Pittsburgh Yacht River Cruise, taking in the beautiful river views.
Evening
Meat & Potatoes is perfect for dinner, offering hearty American fare in a rustic setting. End your trip with an evening stroll along the riverfront or explore any remaining hidden gems in Pittsburgh.
Bedtime
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