The short version
Oakland is not one neighborhood on the city's map but four: North, Central, South and West Oakland1. Together they are the academic and medical center of Pittsburgh, and in our directory they add up to 152 places to eat and drink2. That is the second largest count of any area we cover, behind only Downtown.
The mix looks like a campus. Coffee and cafes lead with 21 listings, then sandwiches and delis (12), pizza (11) and Mexican and tacos (10)2. Oakland has fewer bars than the South Side or Lawrenceville, 13 listings with a full bar out of 152, and more quick counters, Chinese, Mexican and Mediterranean spots aimed at people eating between classes and shifts. 61% of the listings are independent.
Where the food is
In the directory, Oakland's food sits on a few streets: Forbes Avenue (39 listings), Craig Street (20), Centre Avenue (12) and 5th Avenue (12)2. The Forbes and Fifth corridor is Central Oakland's main business district, with smaller clusters on Atwood and Semple streets, and Craig Street as the business district of North Oakland1. That matches the data closely: Forbes is the long lunch strip, Craig is the calmer one near the museums.
A local caveat: Carnegie Mellon's campus, Phipps Conservatory and parts of Schenley Park are popularly called Oakland, and share its 15213 ZIP code, but officially sit in Squirrel Hill North1. Our neighborhood counts follow the official boundaries, so a cafe on the CMU side may appear under Squirrel Hill.
A short history
The name first appeared in print in 1839, reportedly after the oak trees on William Eichbaum's farm1. Oakland grew quickly after the Great Fire of 1845 pushed people out of Downtown, and by 1860 Fifth Avenue had real commercial development. Oakland Township was annexed to Pittsburgh in 18681.
In 1889 Mary Schenley gave the city 300 acres for what became Schenley Park, and Andrew Carnegie built the library, museum and music hall complex that opened in 18951. The University of Pittsburgh moved to Oakland in 1909, the same year Forbes Field opened as the home of the Pirates. Work on the 42-story Cathedral of Learning began in 19251. Fans still gather at the remaining piece of the Forbes Field outfield wall each October 13, the anniversary of Bill Mazeroski's 1960 World Series home run1.
Who lives here, and why it matters for food
Oakland's 2020 census population was 22,389, compared with 22,210 in 20103. Across its four neighborhoods, roughly 68% of residents between 18 and 24, and about 69% of residents aged 3 and over enrolled in college or graduate school4. About 42% of working residents walk to work, one of the highest shares in the city4.
For a food directory, that means price conscious, late, walkable and seasonal. Summer and winter breaks change what is open, and the restaurant count per resident is lower than in nightlife districts: about 6.8 listings per 1,000 residents, compared with much higher figures Downtown and in the Strip23.
Things to do between meals
Oakland's four neighborhoods have 11 city parks, mostly small neighborhood parks and triangles such as Bates St Triangle, Boundary Street Park, and Craft Triangle, plus 5 playgrounds56. The big green spaces nearby, Schenley Park and Frick Park, are officially in Squirrel Hill. Oakland has 25 sets of city steps with 1,170 steps in total; the longest, Robinson St and Fifth Ave to Burrows St, has 157 steps7.
The public art list here includes “Christopher Lyman Magee Memorial”, “A Song to Nature”, and “Fourth Ward Memorial”8. The Carnegie Library's main branch is in Oakland (Main (Oakland))9, beside the museums Carnegie funded.
How Oakland compares
Set against the 78 city neighborhoods and areas on this site, Oakland ranks 2nd by number of listings and 7th by listings per square mile. The typical (median) one has 6 listings and about 12 per square mile; Oakland has 152 and 101210. Its independent share, 61%, is below the median of 80%, and 9% of its listings have a full bar, against a median of 25%.
For getting around, 42% of working residents walk to work and 15% take transit; the medians across these neighborhoods are 4% and 12%4. Oakland has 99 active transit stops, 3rd on this list, and about 127,288 scheduled trips a week (1st)11.
Picks, inspections and new places
This week's Spotlight picks are Fuku Tea (coffee & cafes), Kevin's Deli (sandwiches & delis), Brick-Side Eatery (pizza), La Cantina by Madero (Mexican & tacos), Asia Tea House (Chinese), and Butterjoint (bars & pubs). Each is independent and its latest county inspection on file reads “Inspected & Permitted”12. Picks rotate every week.
We matched 112 of Oakland's 152 listings to Allegheny County Health Department records from Aug 11, 2025 to Jul 28, 202612. 6 of those have a most recent placard of “Follow Up Required”, which usually means a recheck was scheduled; it does not mean a place is closed. 7 facilities here passed a preoperational inspection in that window, including Union Grill, Pizza Romano -Ward 4, and The Sector 17.
Getting there
Oakland has more scheduled transit than anywhere else on this site: 99 active stops, 23 route codes and about 127,288 scheduled trips a week11. The busiest single stop in the file is Fifth Ave. at Thackeray Ave, with 5,157 weekly trips. If you are coming from Downtown, the Fifth and Forbes buses are faster than parking.
Health inspection records matched to 112 Oakland listings, and each matched spot page shows the latest inspection date and placard result12. Recent preoperational inspections in Oakland are listed below; they are a useful early signal that something new is opening or changing hands12.
Oakland by the numbers
Counts from our directory2. Land area from the City's neighborhood boundaries10.
Listings by category
Main food streets: Forbes Avenue (39), Craig Street (20), Centre Avenue (12), and 5th Avenue (12).
New and changing
These Oakland facilities had a preoperational inspection from the Allegheny County Health Department between Aug 11, 2025 and Jul 28, 2026. That inspection happens before a food facility opens, changes owners or reopens after major work12.
- Union GrillInspected & Permitted
- Pizza Romano -Ward 4Inspected & Permitted
- The Sector 17Inspected & Permitted
- Cork and Crust @ The Oaklander HotelInspected & Permitted
- Berry Fresh IIInspected & Permitted
- Tropical Smoothie CafeInspected & Permitted
- Korean BBQInspected & Permitted
Things to do nearby
Parks and playgrounds
11 city park properties and 5 playgrounds.
- Bates St Triangle
- Boundary Street Park
- Craft Triangle
- Frazier Park
- Harris Triangle
- Lawn and Ophelia Park
Public art
6 works in the City's public art inventory, including:
- Christopher Lyman Magee Memorial · Augustus Saint-Gaudens
- A Song to Nature · Victor David Brenner
- Fourth Ward Memorial
- The Hiker · Allen George Newman
- Tree Memorial (Mothers)
Source8
City steps
25 public stairways with 1,170 steps in all. Longest: Robinson St and Fifth Ave to Burrows St (157 steps).
Source7
Transit details
Transit
99 active stops, about 127,288 scheduled trips a week, by bus. Busiest stop: Fifth Ave. at Thackeray Ave (5,157 weekly trips).
Source11 Check PRT for live times.
How working residents commute
Percent of workers 16+, 2018-2022 estimates4.