Berkshires After Dark: In search of trivia nights


For those readers who know of a guy who moves faster than some speeding bullets, the height of the Green Monster at Fenway Park or David Bowie's real name, this Berkshires After Dark column is dedicated to you.

(The answers are skydiver Felix Baumgartner, 37.167 feet, and David Robert Haywood Jones, respectively.)

As many of you know, I've got a penchant for trivia, so much so that I was asked recently by my friend Chris Clapper and co-worker Bill Everhart if I knew of "any good trivia nights" in the Berkshires.

To me, any trivia night equals a good night.

Our unofficial Eagle Team Emily Wagner used to play, win, and get booed religiously on trivia nights held with the Nixon sisters and Lynn Lefebvre at the former Pittsfield Brew Works. Since those days ended, I've been only playing here and there.

For those minds who are as inquiring as mine, however, here's a list of trivia nights that I've found around the Berkshires:


  • Public Eat & Drink in North Adams hosts a free "Eat & Think Trivia Night" each week at 9 p.m. I went once with some librarian friends, and we won, taking home a $25 gift certificate to the eatery and a cute tote bag.
  • Trivia Mondays with hostess Brianne starts on Feb. 18 at Michaels of Stockbridge. It's a free, weekly event starting at 7 p.m., and ending with prizes.


  • Baba Louie's Sourdough Pizza restaurant in Pittsfield presents a free trivia night each week from 7 to 9, with plenty of prizes and friendly competition to be had.
  • Trivia Night at Rumpy's Tavern in Lenox has returned on Tuesdays at 8. Teams up to four people are welcome to play at this free, age 21 and up event. Prizes every week. Every first trivia Tuesday, teams have a chance to win a "night's stay for two" at The Village Inn.


  • The PNA in Adams has had a long-running trivia night each week at 8. The winning team takes home cash money -- a $50 first prize.
  • Friends Grille & Catering in Pittsfield has trivia night each week from 7 to 9.
  • The Brick House Pub hosts its Mania Pub Quiz night each Wednesday, starting at 6:30. Games are played in seven rounds and the winners take home a $25 pub certificate.
  • Bob Heck Entertainment presents a trivia night at Halpin's Grub and Grog in Lenox and The Underground Pub in Pittsfield, both starting at 8.
  • The Purple Pub in Williamstown typically has Catch the Mania trivia on Wednesdays at 7 p.m. Call (413) 458-0095 or find them on Facebook to confirm.


  • I've only seen and haven't played, but the Pitcher's Mound Pub in North Adams has a pretty popular free trivia night each week with Andy "The Machine" Racine emceeing. Trivia begins at 8 and is followed by dancing with DJ Jon.
  • The Morgan House in Lee also has a weekly trivia night beginning at 7:30 in the tavern.
  • Every third Thursday, long-time bartender Patrick Flynn hosts a free locally themed trivia night with prizes in the pub at the Lion's Den in Stockbridge, from 6 to 8. Trivia is followed by live music du jour.
  • Bob Heck Entertainment hosts a trivia night at PortSmitt's Lakeway Restaurant in Pittsfield, beginning at 7.


  • Bob Heck Entertainment hosts trivia at Matt Reilly's Pub in Pittsfield starting at 7 p.m.

Special event

  • Berkshire Nursing Families will hold its annual Team Trivia Night Fundraiser on Saturday, March 2, at 5:30 at the Williams Inn in Williamstown. Teams of six can have a buffet dinner, fun and prizes with a minimum $70 per player donation. New York City comedians Eric Notke and Eric Kerns emcee the event. For more information, visit
  • Berkshire Arts and Technology Charter Public School will host its sixth annual team trivia night fundraiser on Saturday, April 27th at 6 p.m. Dinner and drinks (wine and beer) are included in the ticket price of $65 per player, as well as prizes. All proceeds will benefit programs for BART's students. More information at

Did I miss your trivia night? Let me know at or (413) 496-6239.


If you'd like to leave a comment (or a tip or a question) about this story with the editors, please email us. We also welcome letters to the editor for publication; you can do that by filling out our letters form and submitting it to the newsroom.

Powered by Creative Circle Media Solutions