The 5th Annual Boston Pun-Off

Get ready to laugh and be entertained as a panel of punsters takes the stage in a competition to be crowned 2026’s Pun Champion of Boston! 👑 As contestants go head-to-head with wit and wordplay they’ll rack up points awarded by the judges and the audience. One by one they'll be eliminated until we have our victor! Tickets are $25 online, $35 day of at the door. Concessions: Full bar menu (beer, wine, cocktail, and mocktail options) + pan-style pizza from Old Friend pizza will be availble to purchase or you can add it to your tickets and have it delivered to your table upon arrival. Location: This year we'll be slinging puns at the gorgeous venue of The Substation located @ 4228 Washington St., just up the block from our theater in Roslindale square. <a href="https://www.rozziesquaretheater.com/calendar#id=register-to-compete-in-the-1st-annual-boston-pun-off-boston">Sign up to compete</a> or sit back and <a href="https://www.rozziesquaretheater.com/calendar#id=annual-boston-pun-off">enjoy the show</a>! This competition is capped at 20 contestants so if you know someone who wants to compete, let them know asap!

The Substation

The Rozzie Square Theater

Romeo Chan

Nicole

ConfusedCheesecake

Aaron

Kira

Chris P

S22: conversations

Wondering what to do in Boston? Places to eat? Free activities? Good for a group? Date night spot? Girls night out? The best things to do? Ask Joyraft!

Best places to go in Boston? Things to do? Places to eat?

Questions & answers about things to do in Boston

Recs 💬

Community recs 💬

S4: top picks

The most fun, cool and unique things to do in Boston. Can’t miss events, shows and experiences. Concerts, restaurants, bars, free things in Boston and beyond.

The most fun and cool events happening around Boston

Hot and new things to do in Boston

Hot & new

Hot & new 🔥

S11: happening this weekend

What to do in Boston this weekend? From festivals, concerts, performances, free events, screenings and more, Joyraft has the best things to do in Boston.

25+ things to do in Boston/Cambridge/Somerville this weekend

Things to do in Boston this weekend

This wknd

This weekend for you

S21: roundups

Our top picks: outdoor dining, free events, spring festivals, best bars, upcoming concerts, museum parties - the latest in and around Boston.  Slug: joyraft-top-picks-best-things-to-do-boston-ma

Top picks of the best things to do in and around Boston

Joyraft picks: Boston’s best things to do

Roundups ⭐️

Curated by Joyraft ⭐️

S28: calendar experiences

This week in Boston

This week in Boston 📆

This week 📆

S20: c+d experiences

Discover new, unique events and experiences happening in and around Boston. Perfect for date night, good for a group or with a friend. Be the first to know.

The newest events happening in and around Boston

The newest events on Joyraft

Just added

Just added to Joyraft

S16: editor picks

The most unique and can’t miss things coming up in Boston / Cambridge / Somerville and beyond. Festivals, food, drinks, fairs, concerts, art and free activities.

Unique and Can’t Miss Things to Do in Boston

Can’t-miss things to do in Boston 🚨

Can't-miss things to do 🚨

S2 (A): top experiences

The most popular things to do on Joyraft. Concerts, restaurants, bars, events, parties, openings, kid friendly, date ideas, free things in Boston and beyond.

Top 20 things to do in Boston

Top 20: Joyraft’s most popular

Top 20

Top 20 on Joyraft

S3 (A): trending experiences

Discover can’t miss events and things to do in Boston. The most fun, unique and cool events coming to the Boston area this spring and summer.

The hottest events happening in Boston

Trending events on Joyraft

Trending 📈

S19: interest based

Kid-friendly events in Boston

S18: interest based

Where to eat and drink in Boston? Joyraft has Boston’s newest bars, restaurants and specials. Drinks and pre fixe dinner menus. Cambridge & Somerville too.

Boston Bars and Restaurants: Events and Openings

Food & drink experiences in Boston

Food & drink experiences 

Where

The 5th Annual Boston Pun-Off

Website

Where?