6-Day Pittsburgh Hidden Gems Adventure Itinerary

Begin your day with breakfast at DiAnoia's Eatery, known for its delicious pastries and Italian-inspired breakfast dishes. Then head to Phipps Conservatory and Botanical Gardens to explore beautiful gardens and stunning glasshouse exhibits.

For lunch, dine at Point Brugge Cafe, a cozy spot offering Belgian-inspired cuisine. Afterward, visit Duquesne Incline for breathtaking views of Pittsburgh from Mount Washington. The historic incline ride is a must-do experience.

Enjoy dinner at The Capital Grille, renowned for its steaks and elegant atmosphere. Post-dinner, unwind with drinks at Sienna Mercato - Il Tetto Rooftop Beer Garden, offering panoramic views of the city skyline.

Kick off your day with breakfast at Girasole, an intimate Italian cafe known for its fresh ingredients. Then embark on the unique adventure of exploring hidden gems with the self-guided tour: Pittsburgh's Hidden Treasures Tour. Discover lesser-known spots that showcase Pittsburgh's charm.

Have lunch at Noodlehead, famous for its spicy Thai noodles in a casual setting. Spend your afternoon outdoors by taking part in the scenic activity:  Pittsburgh Panorama A Pittsburgh Through Iconic Landscapes. Enjoy picturesque views while learning about the city's landscapes.

Dine at Altius on Mount Washington for an upscale dining experience with spectacular views over Pittsburgh’s skyline. Conclude your evening by catching a movie at one of Pittsburgh’s historic theaters like Row House Cinema or Harris Theater.

Start your morning with coffee and pastries from La Prima Espresso Company before heading out on an artistic journey with  Pittsburgh Public Art Walking Tour. Discover murals, sculptures, and other public art installations around downtown.

For lunch, enjoy farm-to-table cuisine at  Legume Bistro. In the afternoon delve into local history combined with whiskey tasting on  Pittsburgh Whiskey Rebellion Trail Tasting Pass. Learn about this historical event while sampling some fine spirits.

Have dinner at  Butcher and the Rye which offers innovative American dishes paired perfectly with craft cocktails or whiskey flights from their extensive collection.

Start your day with breakfast at Pamela's Diner, known for its delicious crepe-style pancakes and retro ambiance. After breakfast, head to Pittsburgh Mt. Washington for some of the best panoramic views of the city. The scenic overlook provides a perfect photo opportunity and a great way to appreciate Pittsburgh's unique landscape.

For lunch, visit Union Standard, which offers a modern take on American cuisine with locally sourced ingredients. Afterward, explore the historic Pittsburgh Station Square, a vibrant shopping and entertainment complex located along the Monongahela River. Take your time to wander through shops, enjoy street performances, or simply relax by the river.

Dine at Monterey Bay Fish Grotto, known for its fresh seafood and stunning views of the city skyline from Mount Washington. Conclude your evening with a fun activity: Pittsburgh Downtown Whiskey Walking Tour. This tour will take you through some of Pittsburgh’s best whiskey bars while sharing fascinating stories about the city's history.

Begin your final day in Pittsburgh with breakfast at Sienna on the Square, where you can enjoy Italian-inspired morning dishes in a charming setting. Then head out for an outdoor adventure with Pittsburgh Troy Hill & Spring Garden Staircase Walking Tour. This unique tour will take you through some of Pittsburgh’s hidden staircases and offer great views along the way.

For lunch, stop by Meat & Potatoes, known for its hearty American fare served in a rustic-chic setting. After lunch, continue your exploration with a visit to one of Pittsburgh’s beloved bookstores like City Books or White Whale Bookstore. Spend some time browsing through their collections and perhaps pick up a literary souvenir.

End your trip with dinner at Eleven, offering contemporary American cuisine in an upscale yet relaxed atmosphere. For your final activity, enjoy live music or unwind at one of Pittsburgh’s retro-themed bars like The Independent Brewing Company or Spirit Lounge.