Oakland Shop Dine & Explore Guide
A field guide for the destination and the journey

Two vibrant business districts — the Central Business District and the South Craig Street District — are packed with hundreds of shops, restaurants, bars, cafés, delis, hotels, offices, and services. From quick bites and global flavors to fine dining, hidden gems, boutique shopping, and everyday essentials — there's something for everyone.

In an energetic district like Oakland, things are always changing. This map reflects up-to-date details for businesses and transportation locations shown on the map as of August 14, 2026. If you see something that should be changed, send us a message.

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A world in a neighborhood.

Recognized as one of the region's most vital destinations, Oakland is much more than a neighborhood — it is the epicenter for innovation, education, healthcare, and culture in Western Pennsylvania.
Forbes Avenue street scene in Oakland
Diners at sidewalk café tables in Oakland
Barber at work in an Oakland barbershop
Pedestrians passing the Argyle Studio storefront in Oakland
Friends sharing a pizza at an Oakland restaurant

Pittsburgh's second-largest employment center.

As Pittsburgh's second-largest employment center, Oakland draws talent and opportunity from around the world to create a dynamic marketplace where businesses and ideas thrive.

Anchored by the region's largest institutions.

The district blends cutting-edge medicine, research, and technology with a world-class academic community — and a growing, diverse population who live, work, learn, play, and find purpose here.

A thriving commercial landscape, year-round.

This vibrant mix fuels our commercial corridors with steady foot traffic that supports a rich balance of retail, hospitality, healthcare, professional services, and cultural venues.

3rd
Largest "downtown" in Pennsylvania
1.8M
Visitors annually
100K+
Pedestrians daily
75K
Vehicles daily

For the destination & the journey.

Getting around is just as inviting as the destinations themselves. Connecting Oakland's four distinct neighborhoods — North, West, Central, and South — are walkable streets, dedicated bike lanes, and frequent transit service, including the new bus rapid transit PRTX University Line coming soon. The extensive multimodal transportation infrastructure ensures that Oakland's dense residential, commercial, and institutional corridors are always within reach no matter if you walk, ride, cycle, or drive.

Walking

Walkable streets connect pedestrians to North, West, Central, and South Oakland neighborhoods, and the Pedestrian Wayfinding System's series of signs and kiosks make it even easier to navigate the area by foot.

Biking

Dedicated bike lanes, bikeshare stations and shared micromobility options, and extensive bicycle parking options make two-wheel travel practical across the district.

Riding Transit

Frequent public transit service links Oakland to Downtown Pittsburgh, adjacent communities, and regional destinations as far as the airport efficiently and effectively today, and once completed, Pittsburgh Regional Transit's new bus rapid transit system will make those transit connections even stronger.

Using a Vehicle

Carpooling, vanpooling, and other ridesharing solutions from zTrip, Uber, Lyft, and more, are all excellent alternatives to driving a single occupant vehicle. For those who must drive alone, Know Before You Go by subscribing to construction alerts/traffic advisories from OTMA, utilizing smart loading zones and curbside management resources for short-term parking needs, identifying public parking lots and garages in advance to eliminate circling near your destination, and leveraging navigation tools like 511PA to identify optimal travel routes and simplify those occasional drives into Oakland.