Four Days Exploring Pittsburgh, PA

Day 1: Immersing in the Strip District

The Strip District, Pittsburgh, PA

8:00AM

Breakfast at Pamela's Diner

Start your day with a classic Pittsburgh breakfast at Pamela's Diner featuring their famous crepe-style pancakes.
Head to Pamela's Diner located on 60 21st St.
$15, 1 hour

10:00AM

Explore the Strip District Market

Stroll through the lively market filled with local vendors offering fresh produce, unique crafts, and delicious snacks.
Walk to 2300 Penn Ave.
Free, 2 hours

12:30PM

Lunch at Primanti Bros

Indulge in a famous Pittsburgh sandwich at Primanti Bros known for their loaded sandwiches with fries and coleslaw inside.
Visit the Primanti Bros branch at 46 18th St.
$20, 1.5 hours

2:30PM

Visit Randyland

Experience the quirky and colorful outdoor art installation at Randyland, a must-see spot for art lovers.
Head to 1501 Arch St.
Donation-based entry, 1 hour

4:00PM

Dinner at Gaucho Parrilla Argentina

Enjoy flavorful grilled meats and hearty dishes at Gaucho Parrilla Argentina for a satisfying dinner.
Dine at 1601 Penn Ave.
$30, 1.5 hours
View Hotel Availability

Day 2: Discovering Downtown Pittsburgh

Downtown Pittsburgh, PA

8:30AM

Breakfast at DeLuca's Diner

Fuel up for a day of exploration with a classic breakfast at DeLuca's Diner, a local favorite known for its breakfast dishes.
Head to DeLuca's Diner on 2015 Penn Ave.
$12, 1 hour

10:00AM

Tour Heinz History Center

Learn about Pittsburgh's rich history and cultural heritage at the Heinz History Center, offering engaging exhibits for all ages.
Go to 1212 Smallman St.
$18, 2 hours

12:30PM

Lunch at The Original Oyster House

Savor freshly prepared seafood dishes at The Original Oyster House, the oldest restaurant in Pittsburgh serving seafood since 1870.
Visit at 20 Market Square.
$25, 1.5 hours

2:30PM

Visit Point State Park

Spend the afternoon walking through Point State Park, a picturesque spot where the three rivers converge, offering stunning views.
Head to 601 Commonwealth Pl.
Free, 1.5 hours

4:30PM

Dinner at Meat & Potatoes

Indulge in a hearty dinner at Meat & Potatoes, known for its delicious steaks and innovative dishes in a cozy atmosphere.
Dine at 649 Penn Ave.
$35, 2 hours
View Hotel Availability

Day 3: Exploring Mt. Washington

Mt. Washington, Pittsburgh, PA

9:00AM

Breakfast at Grandview Bakery

Start your day with a tasty breakfast at Grandview Bakery featuring fresh pastries and artisanal coffee with a view of the city.
Head to 225 Shiloh St.
$10, 1 hour

10:30AM

Ride the Duquesne Incline

Experience a historic cable car ride on the Duquesne Incline for panoramic views of Pittsburgh and the rivers from atop Mt. Washington.
Take the incline at 1197 W Carson St.
$5 (round trip), 1 hour

12:00PM

Lunch at Monterey Bay Fish Grotto

Enjoy a seafood lunch at Monterey Bay Fish Grotto with breathtaking views of the city skyline from atop Mt. Washington.
Dine at 1411 Grandview Ave.
$30, 1.5 hours

2:00PM

Explore Emerald View Park

Take a leisurely walk through Emerald View Park for a peaceful escape in nature with stunning views of the city below.
Walk to 99 Wyoming St.
Free, 1.5 hours

4:00PM

Dinner at Altius

Indulge in a fine dining experience at Altius featuring modern American cuisine and an upscale atmosphere overlooking the city.
Dine at 1230 Grandview Ave.
$50, 2 hours
View Hotel Availability

Day 4: Exploring Oakland

Oakland, Pittsburgh, PA

8:30AM

Breakfast at Everyday Noodles

Start your day with a delicious Taiwanese breakfast at Everyday Noodles known for their hand-pulled noodles and dumplings.
Head to 5875 Forbes Ave.
$15, 1 hour

10:00AM

Visit Carnegie Museums of Pittsburgh

Explore the Carnegie Museums of Pittsburgh, a complex of four museums featuring natural history, art, and science exhibits.
Go to 4400 Forbes Ave.
$20, 2 hours

12:30PM

Lunch at Conflict Kitchen

Enjoy a unique cultural experience with a meal from Conflict Kitchen, serving cuisine from countries in conflict with the US.
Visit at 221 Schenley Drive.
$18, 1.5 hours

2:30PM

Explore Phipps Conservatory

Stroll through the botanical wonders of Phipps Conservatory, featuring exquisite gardens and greenhouses with diverse plant life.
Walk to 1 Schenley Drive.
$17, 2 hours

5:00PM

Dinner at The Porch at Schenley

Relax and dine at The Porch at Schenley located in a historic park offering farm-to-table dishes with a focus on local ingredients.
Dine at 221 Schenley Drive.
$40, 2 hours
View Hotel Availability