The Crossword Show with Zach Sherwin

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If this is a recurring event that will be happening again this year, please let us know.

Dates:	Saturday, December 6, 2025 - Saturday, December 6, 2025
Hours:	7:00 pm
Ages:	Kids, Teens, Adults
In/Outdoor:	Indoor
Cost:	$$ see below
Category:	Special Events

The Crossword Show returns to CitySpace for a performance of 'Puzzle #3: Cross Country,' revamped and turbocharged for 2025.

Heads up, regulars: this will be the Boston debut of this particular puzzle and show.

Host Zach Sherwin (“Crazy Ex-Girlfriend,” “Epic Rap Battles of History,” MAD Magazine) presides as two guest comedians solve an actual crossword puzzle live onstage, with everything displayed on our screen so you can follow along.

It’s like the New York Times crossword meets NPR’s “Wait Wait Don’t Tell Me,” with more rap than you’d expect.

As the solvers decipher the clues, Sherwin takes the show down rabbit holes of comedy, music, wordplay and trivia, all inspired by the answer words.

Everything ties together at the end for a grand finale that’s as satisfying as it is mind-blowing.

You don’t need any crossword expertise to be dazzled by this delightful, brainy, one-of-a-kind experience!

PARKING

Street parking is limited, but metered spots are available on Commonwealth Ave., St. Paul Street and various streets in the surrounding area.

Parking may also be available beginning 90 minutes prior to CitySpace events at the following garages within walking distance of CitySpace:

Essex Street Garage
148 Essex Street
Brookline, MA 02446

Agganis Arena Lot
925 Commonwealth Avenue
Boston, MA 02215

Parking may not be guaranteed for every event.

Please contact Boston University Parking & Transportation Services for the most up-to-date parking information.

COST

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$10 - $35

WEBSITE

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ci.ovationtix.com/35123/production/1248456?performanceId=11682598

LOCATION

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890 Commonwealth Ave, Boston, MA, 02215 map
Phone: 6173588672