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Pittsburgh's History, Haunts, and Whiskey: 3-Day Adventure Itinerary

Last updated: 2024 Jun 14

City Highlights and Riverfront Dining

Morning

Begin your Pittsburgh adventure with a hearty breakfast at Primanti Bros. Restaurant and Bar Market Square, famous for their iconic sandwiches. Afterward, take a scenic morning stroll at Pittsburgh Station Square, where you can enjoy views of the city skyline and browse the shops.

Afternoon

For lunch, head to The Smiling Moose for a relaxed atmosphere and delicious pub fare. Spend your afternoon exploring the interactive exhibits at the Carnegie Science Center, a fun experience for all ages. Afterward, take a ride on the historic Duquesne Incline for panoramic views of the city.

Evening

Dine at The Foundry | Table & Tap, located in a historic steel mill, for a unique dining experience. After dinner, embark on the Pittsburgh Downtown Holiday Lights Tour to see the city illuminated with festive lights, a perfect way to end your first day.

Bedtime

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4.70
Pittsburgh Station Square
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Carnegie Science Center
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Whiskey Trails and Haunted Tales

Morning

Start your day with breakfast at The Standard Market & Pint House, known for their fresh and locally sourced ingredients. Then, immerse yourself in Pittsburgh's history with the Pittsburgh Downtown History and Architecture Tour.

Afternoon

Enjoy a guided whiskey tasting experience along the Pittsburgh Whiskey Rebellion Trail Tasting Pass. For lunch, visit Bridges & Bourbon and savor their signature dishes. Afterward, take a leisurely bike ride on the Pittsburgh Beauty of the Burgh Bike Tour to work off the indulgence.

Evening

As the sun sets, join the Pittsburgh Sinister Shadows of Steel City Ghost Tour for an evening of spine-tingling stories and haunted history. Conclude the night with dinner at Ollie's Gastropub, where you can unwind with a great meal and drinks.

Bedtime

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4.76
Pittsburgh Downtown History and Architecture Tour
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Pittsburgh Whiskey Rebellion Trail Tasting Pass
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Cultural Gems and Garden Delights

Morning

Enjoy a delightful breakfast at Phipps Conservatory and Botanical Gardens [23740], surrounded by the beauty of nature. Spend your morning exploring the stunning botanical displays and unique exhibits at the Phipps Conservatory and Botanical Gardens.

Afternoon

For lunch, head to Crafted North for a farm-to-table dining experience. Afterward, visit the Cathedral of Learning and take a self-guided tour of the Nationality Rooms, followed by a leisurely walk around the University of Pittsburgh campus.

Evening

Conclude your Pittsburgh journey with a memorable dinner at Tessaro's American Bar & Hardwood Grill, known for their classic American cuisine. After dinner, take a relaxing evening cruise on the Pittsburgh Mt. Washington to enjoy the city lights from the water.

Bedtime

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