I'd like to get into classical/orchestral music more but it's always so intimidating because there are 100 different recordings of the same piece. What would you guys say are some of the all time great classical albums that someone should build off of? Any best venues I should keep in mind? Any best labels that generally have good recording quality?
I tend to listen more to (primarily Baroque) chamber music than to large-scale orchestral works, but I presume you're more interested in the latter(?). The first step is probably to identify which composers, conductors, soloists
you generally enjoy the most, and then go from there.
For Baroque chamber music,
my favorite conductors are Christopher Hogwood, Nikolaus Harnoncourt, and Trevor Pinnock. They seem to
consistently deliver great interpretations and performances, although there are countless great recordings from any number of others. Enduring classics of the Baroque era such as
The Brandenburg Concertos and
Suites for Orchestra (J.S. Bach),
Water Music and
Music for the Royal Fireworks (Haendel), and
The Four Seasons (Vivaldi) are a decent starting point.
In terms of symphonic works, a newbie should probably start with such classic warhorses as
Symphony No. 40 (Mozart),
Symphony No. 5 and
Symphony No. 9 (Beethoven),
Symphony No. 4 (Brahms),
Symphony No. 9 (Dvorak),
The Nutcracker Suite (Tchaikovsky),
The Rite of Spring (Stravinsky), and
La Mer (Debussy). As far as record labels, Deutsche Grammophon is a fairly safe starting point for good recording quality. I generally like Karl Boehm's interpretations of Mozart symphonies, and von Karajan's treatment of Beethoven and Brahms, but lots of people don't. In the old days,
The Penguin Guide was a good resource for discovering excellent performances of favorite works; nowadays, I'd just recommend Google.
Final thought: venues are (somewhat) less important than recording quality/technique and (far) less important than interpretation and performance, IMO. For broad (background) exposure to classical music, you might want to stream a classical station like 1.FM. When you really enjoy a piece, make a note of composer and conductor, and follow up from there. Best of luck in your journey of discovery!