Doubt: John Patrick Shanley's four-hander was the most-produced play by American regional theaters this decade; it will be certainly be running somewhere in 2020, and be just as entertaining.
Caroline, or Change: Tony Kushner's musical was a commercial disappointment but a beautifully written, endlessly fascinating piece of work.
The biggest musical in the world, and the only show on Broadway likely still to be running in 2020.
Conor McPherson's ghost story was spooky, scary, and maybe the best play of the decade.
The Clean House:
Produced in New Haven, Chicago, D.C., and California before it ever made it to New York, Sarah Ruhl's drama reinforced the city's ever-poorer record of developing new plays—and regional theater's knack for developing great ones.
Kiki and Herb Will Die for You:
September 19, 2005, at a sold-out Carnegie Hall. In 2020, all your friends will claim they were there.
The Coast of Utopia:
Tom Stoppard capped off his remarkable decade with nine majestic, intelligent, fulfilling hours of drama.
In the Heights:
In 2020, we may remember Lin-Manuel Miranda's reggaeton-meets-Sondheim musical as a step in the reinvigoration of the Broadway musical—or as yet another missed opportunity.
The last of August Wilson's era-defining cycle of plays, collectively the signature work of the American theater.
"Man, remember when that silly musical with the dancing Nazis was the hottest ticket in town? How the hell did that happen?"
The Brother/Sister Plays: With this dramatic trilogy, the ambitious and talented Tarell Alvin McCraney laid the groundwork to be the next decade's great American playwright.