| 1964 the Tribute | Calvin Theatre | Friday, November 14, 2008, 8:00 pm |
| Amy Ray | Pearl Street Nightclub - MA | Saturday, November 8, 2008, TBA |
| Bassnectar | Pearl Street Nightclub - MA | Wednesday, September 24, 2008, TBA |
| Bela Fleck & The Flecktones | Calvin Theatre | Saturday, December 13, 2008, 8:00 pm |
| Black Crowes | Calvin Theatre | Sunday, October 12, 2008, 8:00 pm |
| Buckethead | Pearl Street Nightclub - MA | Saturday, October 4, 2008, 9:00 pm |
| Built To Spill | Calvin Theatre | Thursday, September 18, 2008, 8:00 pm |
| Citizen Cope | Calvin Theatre | Wednesday, September 24, 2008, TBA |
| Dark Star Orchestra | Calvin Theatre | Thursday, November 13, 2008, 8:00 pm |
| Deerhoof | Pearl Street Nightclub - MA | Friday, October 24, 2008, TBA |
| Gaelic Storm | Calvin Theatre | Sunday, September 21, 2008, 8:00 pm |
| Gordon Lightfoot | Calvin Theatre | Saturday, September 20, 2008, 8:00 pm |
| Govt Mule | Calvin Theatre | Sunday, November 9, 2008, 8:00 pm |
| Grace Potter and the Nocturnals | Pearl Street Nightclub - MA | Thursday, October 9, 2008, 10:00 pm |
| Joan Osborne | Calvin Theatre | Friday, September 26, 2008, TBA |
| Jonathan Richman | Pearl Street Nightclub - MA | Thursday, October 16, 2008, TBA |
| Justin Nozuka | Pearl Street Nightclub - MA | Saturday, September 20, 2008, TBA |
| Lindsey Buckingham | Calvin Theatre | Tuesday, October 14, 2008, TBA |
| Los Straitjackets | The Iron Horse | Wednesday, October 29, 2008, TBA |
| M83 | Pearl Street Nightclub - MA | Sunday, November 16, 2008, 8:30 pm |
| Man Man | Pearl Street Nightclub - MA | Saturday, October 11, 2008, TBA |
| Okkervil River | Pearl Street Nightclub - MA | Wednesday, October 8, 2008, 8:30 pm |
| Pinback | Pearl Street Nightclub - MA | Friday, October 3, 2008, 9:00 pm |
| Randy Newman | Calvin Theatre | Sunday, September 28, 2008, TBA |
| Ronan Tynan | Calvin Theatre | Friday, December 19, 2008, 8:00 pm |
| Ryan Montbleau Band | Pearl Street Nightclub - MA | Friday, December 5, 2008, TBA |
| Shawn Colvin | Calvin Theatre | Friday, November 7, 2008, 8:00 pm |
| Stars | Pearl Street Nightclub - MA | Wednesday, September 17, 2008, 8:00 pm |
| Stephen Kellogg | Pearl Street Nightclub - MA | Saturday, November 1, 2008, TBA |
| They Might Be Giants | Calvin Theatre | Friday, October 24, 2008, TBA |
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