1. Michael
    Pet Store
  2. Stanley
    Bubble bath
  3. Jim
    With Pam
  4. Pam
    The beach from "Beach Games" episode. Maybe her defining moment.
  5. The Nard Dog
  6. Kelly
    Rodeo Drive
  7. Dwight
    Dwight has no use for a happy place. Sign of weakness.
  8. Todd Packer
    Strip Club
  9. Meredith
    Also strip club
  10. Toby
  11. Phyllis
    Vance Refrigeration
  12. Darryl
    Anywhere with live music
  13. Oscar
    The finer things club; trivia night- suggested by @margaretyoko
  14. Angela
    Courtroom, Internet comment sections--anywhere where people get judged.
  15. Ryan
    Depending on the season: Anywhere but Dunder Mifflin/ Wall Street/ Thailand/ Bar in Brooklyn that only serves craft beer.
  16. Erin
    Willy Wonka's Chocolate Factory
  17. Creed
  18. Jan
    Serenity by Jan
  19. Kevin
    Vegas all-you-can-eat buffet
  20. Holly
    Yoga Studio
  21. Roy
    Hometown bar