New Chat

Download App

Ask me about your trip!

There are no messages for this conversation.

Travel AI

Pittsburgh's Diverse Delights: A 5-Day Journey Through History, Haunts, and Culinary Wonders

Pittsburgh's Diverse Delights: A 5-Day Journey Through History, Haunts, and Culinary Wonders Itinerary

Last updated: 2024 Jun 14

City Icons and Culinary Classics

Morning
Begin your Pittsburgh adventure with a hearty breakfast at Primanti Bros. Restaurant and Bar, famous for its iconic sandwiches. Afterward, immerse yourself in the city's history and take a self-guided exploration with the Pittsburgh Historic Downtown City Exploration Game.
Afternoon
For lunch, head to The Original Mitchell's and savor their renowned burgers. Post-lunch, visit the Duquesne Incline for panoramic views of the city, followed by a leisurely walk at Station Square to enjoy the riverside ambiance.
Evening
Dine at The Commoner, offering a modern take on classic Western Pennsylvania dishes. Cap off the evening with the Pittsburgh Downtown History and Architecture Tour, delving into the city's architectural gems and vibrant downtown.
Bedtime
Find amazing hotels in Pittsburgh.
Visit Pittsburgh Historic Downtown City Exploration Game in Pittsburgh
star3.00

Pittsburgh Historic Downtown City Exploration Game

Book Now
Visit Duquesne Incline in Pittsburgh
star4.75

Duquesne Incline

Book Now
next arrow

Sports, Science, and Spirits

Morning
Enjoy a morning coffee at The Yard before heading to the Heinz Field for a guided tour, getting an insider's look at the home of the Pittsburgh Steelers. After the tour, visit the Carnegie Science Center for interactive exhibits and the famous Miniature Railroad & Village.
Afternoon
Have a laid-back lunch at Tessaro's American Bar & Hardwood Grill, known for its wood-fired fare. Post-lunch, take a ride on the historic Pittsburgh Mt. Washington Incline for breathtaking views of the city and its three rivers.
Evening
Indulge in a sophisticated dinner at Bridges & Bourbon, offering a selection of over 300 whiskeys. Conclude the day with the Pittsburgh Beauty of the Burgh Bike Tour, pedaling through the city's neighborhoods and discovering hidden gems.
Bedtime
Find amazing hotels in Pittsburgh.
Visit Heinz Field in Pittsburgh
star4.57

Heinz Field

Book Now
Visit Carnegie Science Center in Pittsburgh
star4.70

Carnegie Science Center

Book Now
next arrow

Ghostly Tales and Evening Entertainment

Morning
Start with breakfast at Fat Head's Saloon, a local favorite known for its generous portions. Then, prepare for a day of chills and thrills with the Pittsburgh Sinister Shadows of Steel City Ghost Tour, exploring the darker side of Pittsburgh's history.
Afternoon
For lunch, head to Piper's Pub for a taste of their authentic British pub fare. Afterward, enjoy a serene afternoon at the Phipps Conservatory and Botanical Gardens, surrounded by colorful blooms and exotic plants.
Evening
Dine at Steelhead Brasserie and Wine Bar, where you can pair your meal with a fine selection of wines. Cap off the night with the Pittsburgh Evening Ghost Tour, a guided walk through the city's most haunted locations, filled with spine-tingling stories.
Bedtime
Find amazing hotels in Pittsburgh.
Visit Pittsburgh Sinister Shadows of Steel City Ghost Tour in Pittsburgh
star2.50

Pittsburgh Sinister Shadows of Steel City Ghost Tour

Book Now
Visit Phipps Conservatory and Botanical Gardens in Pittsburgh
star4.70

Phipps Conservatory and Botanical Gardens

Book Now
next arrow

Cultural Treasures and Scenic Strolls

Morning
Begin with a delightful breakfast at The Urban Tap, known for its extensive beer selection and pub-style dishes. Afterward, visit the Cathedral of Learning in the University of Pittsburgh campus, an architectural marvel with its Nationality Rooms representing different cultures.
Afternoon
Enjoy a leisurely lunch at Bar Louie - North Shore, offering a diverse menu in a vibrant setting. Post-lunch, take a self-guided Fun Family Walking Tour in Pittsburgh to discover the city's family-friendly attractions and hidden gems.
Evening
For dinner, experience the innovative cuisine at Alchemy Bar + Kitchen, where the menu is as creative as the cocktails. Afterward, take a relaxing evening stroll at Mellon Park, a beautiful urban green space with the Phipps Mansion and the serene Walled Garden.
Bedtime
Find amazing hotels in Pittsburgh.
Visit Cathedral of Learning in Pittsburgh
star4.64

Cathedral of Learning

Book Now
Visit Pittsburgh’s Family Treasures An Urban Exploring Adventure in Pittsburgh
star5.00

Fun Family Walking Tour in Pittsburgh

Book Now
next arrow

Whiskey Trails and Scenic Drives

Morning
Start with breakfast at Verdetto's | Bar & Restaurant, known for its Italian-inspired dishes. Then, embark on the Pittsburgh Whiskey Rebellion Trail Tasting Pass, visiting select distilleries and enjoying the flavors of the region.
Afternoon
Enjoy a leisurely lunch at Olive Or Twist, a stylish spot with a diverse menu. Afterward, take a scenic drive along the Pittsburgh Whiskey Rebellion Trail, passing through picturesque landscapes and historic sites.
Evening
Conclude your Pittsburgh journey with a memorable dinner at Bar Marco, offering a sophisticated dining experience with a focus on seasonal ingredients and expertly crafted cocktails. Reflect on your trip as you enjoy the evening at one of Pittsburgh's fine dining establishments.
Bedtime
Find amazing hotels in Pittsburgh.
Visit Pittsburgh Whiskey Rebellion Trail Tasting Pass in Pittsburgh
star2.75

Pittsburgh Whiskey Rebellion Trail Tasting Pass

Book Now
Visit Pittsburgh Whiskey Rebellion Trail Tasting Pass in Pittsburgh
star2.75

Pittsburgh Whiskey Rebellion Trail

Book Now
kayakFind the right stay during your trip.
Got a question about your trip?