Romantic Getaway: 5 Days in Pittsburgh, PA

Fall in love all over again in Pittsburgh - the city of bridges and romance.

22 April 2023

Pittsburgh is a perfect destination for a romantic trip as it is filled with breathtaking views, lively culture and culinary delights. The city promises an unforgettable experience with its National Aviary, artsy neighborhoods and world-class museums, including the renowned Andy Warhol Museum. Visitors can enjoy a romantic evening stroll on Mount Washington, taking in the stunning views of the Pittsburgh skyline and the Three Rivers converging.

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Travel plan

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Day 1

Arriving in the Steel City

  • Check in at the Renaissance Pittsburgh Hotel, located in the heart of the city with stunning views of the river and skyline
  • Explore the Cultural District, home to theaters, galleries and shops
  • Grab a bite at Smallman Galley, a food hall featuring four different chefs and cuisines
  • Take a stroll along the North Shore Riverfront Park, with gorgeous sunsets over the bridges
  • Enjoy a nightcap at the infamous dive bar, Jack's Bar, known for its cheap drinks and local flavor
Day 2

Discovering Pittsburgh's History

  • Learn about the city's history at the Senator John Heinz History Center, a Smithsonian affiliate
  • Visit the iconic Phipps Conservatory and Botanical Gardens, featuring exotic plants and breathtaking exhibits
  • Lunch at Primanti Brothers, a Pittsburgh staple known for its massive sandwiches with fries and coleslaw on top
  • Take a scenic drive to Mount Washington, on the Duquesne Incline and enjoy panoramic views
  • Dine at Altius, a modern American restaurant with floor-to-ceiling windows offering breathtaking views of the city
Day 3

Exploring Pittsburgh's Art Scene

  • Start your day at the Andy Warhol Museum, celebrating the life and work of the legendary pop artist
  • Spend the afternoon at the Mattress Factory, a contemporary art museum featuring interactive exhibits
  • Grab a slice at Spak Brothers, a vegan-friendly joint with creative toppings
  • Head to Lawrenceville, a vibrant neighborhood known for its street art and boutiques
  • Dinner at Morcilla, a Spanish tapas restaurant with a cozy atmosphere
Day 4

Taking in the Outdoors

  • Hike through Frick Park, a sprawling nature reserve in the heart of the city
  • Have lunch at The Vandal, a trendy spot with farm-to-table dishes and creative cocktails
  • Visit the Carnegie Museum of Natural History, featuring dinosaur skeletons and stunning exhibits
  • Take a bike ride along the Three Rivers Heritage Trail, offering scenic views of the city's skyline
  • Dinner at Sienna Mercato, a unique Italian restaurant featuring different floors with different menus and atmospheres
Day 5

Saying Goodbye to Pittsburgh

  • Breakfast at Pamela's Diner, a Pittsburgh institution featuring their famous crepe-style hotcakes
  • Visit the Cathedral of Learning, a towering gothic building and iconic landmark of the University of Pittsburgh
  • Walk through the Strip District, a historic market showcasing local vendors and gourmet foods
  • Say goodbye with a final meal at Gaucho Parrilla Argentina, a beloved Argentinean restaurant with mouth-watering grilled meats
  • Depart with memories of stunning views, unique experiences, and the warmth of the Steel City community.

Length of stay

1 day 2 days 3 days 4 days 5 days

Type of trip

Standard trip Budget Family Friendly Romantic Stag do

How to get there

Plane

The best way to get to Pittsburgh by plane is to fly into Pittsburgh International Airport from your departure airport. There are multiple major airlines that service this airport making it a convenient option for travelers.

Car

Driving to Pittsburgh is an option for those nearby or looking for a road trip. Major highways leading to Pittsburgh include I-76, I-79 and I-376. Once in Pittsburgh, it is recommended to park in one of the public parking garages located throughout the downtown area.

Train

Unfortunately there is no direct train service to Pittsburgh. However, Amtrak has stations in nearby cities such as Philadelphia, Baltimore, and Washington D.C. which offer connections to Pittsburgh via bus or rental car.

Boat

While there are no direct boat routes to Pittsburgh, it is possible to travel by boat on the Ohio River which runs through the city. There are various boat tours and rentals available for those interested.

Bus

There are several bus companies such as Greyhound and Megabus that offer travel to Pittsburgh from various cities. The main bus station in Pittsburgh is the Pittsburgh Intermodal Station located in the downtown area.

Destination

Pittsburgh

Welcome to the city that's sometimes mistaken for a sandwich, Pittsburgh! Home of pierogies, football, and more bridges than you could possibly imagine.

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Number of days

1 2 3 4 5

Type of trip

Standard trip Budget Family Friendly Romantic Stag do

More travel plans

Pittsburgh Family Fun: Bridges, Bubbles, and Bites!

Pittsburgh, United States offers a fantastic destination for a family-friendly trip, combining rich history with exciting attractions. Explore the renowned Carnegie Museums, including the Museum of Natural History and the Children's Museum, filled with interactive exhibits and educational activities for kids. Don't miss the opportunity to take a scenic riverboat tour, explore the Pittsburgh Zoo & PPG Aquarium, and immerse yourselves in the vibrant atmosphere of the Strip District, known for its eclectic shops and mouthwatering food.

Budget-Friendly Pittsburgh: A 2-Day Adventure

Pittsburgh offers a wide variety of affordable and free attractions, making it a perfect budget-friendly destination. Enjoy the city's scenic parks, including the beautiful Mount Washington overlook, or visit the renowned Carnegie Museums of Art and Natural History. Sample Pittsburgh's famous food scene with a trip to the Strip District, where delicious cuisine can be found at low prices.

Steel Yourself for Fun in Pittsburgh

For a budget-friendly trip to Pittsburgh, visit the many free attractions such as the Andy Warhol Museum, Point State Park, and the Allegheny Observatory. Take advantage of public transportation, including the light rail system and buses to get around the city. Save money on food by trying out local street food options or cooking meals in a hostel or Airbnb rental with a kitchen.

Discover Pittsburgh: A 4-Day Adventure Guide

Pittsburgh, known as the "Steel City," offers a variety of affordable activities. Visit the Carnegie Museums of Art and Natural History for a discounted admission, walk along the Three Rivers Heritage Trail and explore the Point State Park, and try the city's famous Primanti Brothers sandwich. For budget-friendly accommodations, consider staying in a hostel or Airbnb.