East End-South is a region of Pittsburgh, made up of the neighborhoods of the southern portion of the East End area of Pittsburgh.
Oakland  is a neighborhood in Pittsburgh's East End. Once the edge of the city, Andrew Carnegie set it up to be a cultural center with the founding of the Carnegie museums and libraries. The neighborhood continued to grow as Pittsburgh's cultural center with the growth of universities in the area, most notably the University of Pittsburgh and some parts of Carnegie Mellon. Today, the area is full of ethnic diversity, students, and others seeking out culture.
Squirrel Hill is an old neighborhood near Chatham University, University of Pittsburgh and Carnegie Mellon University. Wedged between Frick and Schenley Parks, it is just north of the Parkway East (I-376). The atmosphere is comparable to Shadyside with fewer bars and more shopping, as well as being slightly more relaxed and easier to find parking. Many good ethnic restaurants are in this neighborhood.
With the proximity to numerous colleges, museums, and downtown Pittsburgh, there is a diverse community. But, the general ethnic identity of the neighborhood is Jewish. During various religious holidays and weekly periods of worship, the prevalence of the culture is obvious.
Point Breeze is a small community of Pittsburgh bordering Squirrel Hill, near the city limits. It's mostly residential with few significant attractions.
Point Breeze is part of the city's larger project of "reclaiming" neighborhoods lost to decay during Pittsburgh's long economic decline. While the final results are yet to be seen, Point Breeze currently is a well-kept neighborhood with many stately homes in good condition, with an educated professional populace.
Shadyside  is a neighborhood in the heart of Pittsburgh's East End. Walnut Street, Shadyside's prosperous commercial and entertainment core, offers a bustling atmosphere of boutiques, shops, lounges, and restaurants designed to suit the discriminating tastes of residents and visitors. Shadyside was the original name of the Pennsylvania Railroad Station in that area. Wood and farmland, replete with shady lanes at the time of its development in the mid 19th century, the neighborhood has been named appropriately.
Well-maintained, stately Victorian mansions stand in quiet elegance alongside carefully restored homes. Apartment and condominium buildings full of hardwood floors and old-fashioned architectural character, along with newer, modern homes and buildings are woven together, making a unique and beautiful neighborhood. The area also has a wooden brick street of 18 houses originally built in 1914, but since restored, Roslyn Place. Since the 1920s, a mix of affluent families, young professionals, artists, students, and apartment dwellers have settled in Shadyside.
Oakland is directly accessible via the Parkway East (I-376). From downtown, important routes are to take the Boulevard of the Allies, Forbes Avenue, or Bigelow Boulevard.
Fifth Avenue and Center Avenue are the two main thoroughfares which run from Downtown via Oakland into Shadyside. Shadyside has no access to controlled access highways, the nearest point of entry being PA 60 at the Highland Park Bridge, or I 376 from Squirrel Hill.
Several buses heading east from downtown pass through Oakland. Of note is the EBO, which takes the East Busway directly to Oakland and back, as well as the Airport Flyer 28X. For full travel information, visit Port Authority's website .
There are several buses routes that run through Shadyside, principally along Fifth Avenue, Ellsworth Avenue, and Centre Avenue. For a complete schedule, visit Port Authority's website 
Oakland is heavily congested, especially during school hours, as many are traveling here to either attend class or work at one of the many universities in the area. This is only complicated by the number of one-way streets. 5th Avenue is a westbound only street through most of Oakland, whereas Forbes only allows eastbound traffic.
Parking can also be fairly difficult to find, unless you're willing to park in a garage. Most of the attractions and restaurants in the area are within walking distance of each other, so this is certainly the easiest way to get around.
Although Oakland is essentially a location for schools and hospitals, there are many things to see and do there. Perhaps the most interesting for visitors is The Carnegie Library and Museums. There are three major sections in a single large building along Forbes Avenue:
The Carnegie Library of Pittsburgh . This is the major Carnegie library in Pittsburgh. Andrew Carnegie funded 2,507 libraries all over the world between 1881 and 1917. Most (1,681) are in the United States, but there are Carnegie libraries from Fiji to United Kingdom. This library is very large with an entire floor for fiction, another for non-fiction and a third devoted to works on technology.
The Carnegie Museum of Natural History . This museum has a number of interesting collections from ancient armor, to gems and minerals, furniture and, especially dinosaurs which through funding by Carnegie were removed from tarpits in the western United States.
The Carnegie Museum of Art . A world-class exhibit space with a permanent collection of paintings that include Rembrandts, Van Goghs, Cezannes, Picassos and many more. In addition it hosts temporary exhibits from other museums all over the world and funds the Carnegie International, a biennial staging of "the most important and prestigious international survey of contemporary art in North America."
The Cathedral of Learning. A 42 story building of the University of Pittsburgh. It is gothic in style and the anchor of the university's campus. Construction was begun in 1926 and took ten years to complete. It is the tallest school building in the western hemisphere and is visible almost anywhere in Pittsburgh. Surrounding its immense commons room are the unique nationality rooms  designed by 17 different architects and constructed and decorated in the characteristic style of the 17 different nations which at the time made up the diverse population of Pittsburgh. Above this level are classrooms accessed, of course, by elevators.
Forbes Field, though it no longer stands you can visit what remains of the former home of the Pittsburgh Pirates. Inside Pitt's Posvar Hall on the ground floor you can see the old home plate in a glass case on the ground. Outside, south of the building, you can see what remains of the left field wall, including where Bill Mazeroski hit the 1960 World Series winning home run against the Yankees. Every year in October, Pirates faithful will come out to the wall to listen to a recording of the game.
Heinz Memorial Chapel  located opposite the Cathedral of Learning, was built with funds left to the school by H.J. Heinz (of ketchup fame). The small Gothic chapel features amazing stained-glass windows, free tours to sample the acoustics, and concerts and recitals, typically on Sundays. See the website for calender.
Soldiers and Sailors Military Museum  is located across the street from Pitt campus, on 5th Ave.
Visit the seasonal Shadyside festivals :
There is a concentration of different colleges and universities in Oakland that is perhaps only rivaled in Cambridge, Massachusetts. The two largest and best known are the University of Pittsburgh  and Carnegie Mellon University  (called CMU for short).
Used Books Oakland is a book lover's dream. Sample any of the many used book stores to see what treasure you can find.
Pitt Paraphernalia as with any college or university, check out the school Book Center  for t-shirts, hoodies, magnets, and other souvenirs.
Shadyside has two shopping districts : the Walnut Street district specializing in apparel, and variety stores, and the Ellsworth Avenue district specializing in art galleries. Some unusual shops :
Schiller's Pharmacy-Walnut Street: Great pharmacy with upscale bath products and cosmetic lines. Friendly staff.
Kawaii Store - Walnut Street: This little shop sells Japanese stuff. It has a lot of Choco-Cat, Totoro, etc merchandise. kawaiistore.com
Kards Unlimited - Walnut Street: A strange store. They sell novelty stuff. They sells books, stationary, toys, etc.
Shadyside Variety Store - Walnut Street: Another variety store
La Feria Gift Shop - Walnut Street: A gift shop selling ethnic Peruvian handicrafts, as part of the La Feria restaurant.
Apple Store - Walnut Street: An Apple Store. Other big brands on Walnut include Banana Republic, Victoria's Secret, and the Four Winds Gallery (Native American art).
Maser Galleries -Walnut Street: Much of the art at Maser Galleries is contemporary, but the collection is eclectic, including sports art, traditional oil paintings, and work by the finest national and international masters.
International grocery : Tokyo Foods (Japanese grocery) on Ellsworth Avenue
Restaurants on Ellsworth Avenue - Both the Elbow Room / Bites and Brews and Harris Grill offer very tasty and affordable ($15 for a large meal) American cuisine. Try the mixed fritters and fries plate at Elbow Room or the pork shank at Harris Grill.
Put some twenty thousand college students in a small urban area and you can be sure you won't go hungry. Or thirsty. If you've outgrown college food and college bars there are also a number of very good restaurants in the area.
There is always The O. The place for some of the best fries in Pittsburgh. All along Craig St. and Forbes are restaurants ranging from Chinese and middle eastern to Subway. Here is a small sample of what's there.
Since Oakland is a "college town", as well as a center of research and technology, there are numerous accommodations including most of the bigname chain hotels. In addition the area has very frequent bus connections to Downtown which is only a ten or fifteen minute ride to all the large downtown hotels.