Boston, MA

Skip the Small Talk Night at Porter Square Books

America/New_York (EDT)

Skip the Small Talk Night at Porter Square Books takes place on Wed, Oct 14, 2026 at 7:00 PM (EDT) at Porter Square Books in Boston, MA. Tickets are $24 + on Eventbrite.

About this event

Porter Square Books hosts a night of meaningful conversations with strangers using question prompts.

Full description from organizer

Meaningful conversations with strangers that don't leave you drained. We use question prompts to spark unique convos. CHECK-IN BEGINS | 6:45 PM EDT AGE RANGE | All Ages: While many folks who attend our events are in their 20s and 30s, all guests of all ages will be enthusiastically welcome! FOOD/DRINKS | Delicious food and drinks by Page and Leaf Cafe will be available for purchase. PARKING / PUBLIC TRANSPORTATION | Free evening parking is available in the adjacent lot located on Roseland Street behind Lesley University Hall. ACCESSIBILITY & OTHER VENUE DETAILS | Wheelchair accessible. For ASL and any other accommodations not listed, please see more info here . What's It Like? Hear from real attendees in these videos on our webpage! Do you wish you could have more of the kinds of conversations you have late at night where for some reason, you feel safe talking about the things you actually care about? Bring your friends (or come by yourself) and spend your Wednesday night at an event where you know everyone else is there for the same reason. We'll be offering "big talk" conversational prompts on them to get you started, and we'll have lots of structure to make sure that you actually talk to people and that it's not awkward. Not feeling like answering a particular question? No worries, we'll have plenty to choose from, like, "When are you the happiest?" and, "If you were going to become close friends with me, what would I need to know about you?" We'll give you ground rules to make sure you feel comfortable and safe sharing as much of yourself as possible while still feeling in complete control of how much you divulge. There will be food and drinks for sale! Check-in for this event will begin around 6:45 PM. Please do your best to arrive before 7:00 PM so we can begin as close to on time as possible. Skip the Small Talk is dedicated to providing an inclusive, welcoming environment for everyone. Check out our safety policy here: tinyurl.com/ststSafety Ready to Skip the Small Talk With Us? Grab a ticket since entry is on a first come first serve basis and we tend to sell out in advance for these-- once we are out of tickets, we will NOT be able to accommodate folks at the door. If you want to be the first to hear about our events before we sell out, feel free to join our mailing list at Skip the Small Talk Mailing List Sign-Up. See our Skip the Small Talk question prompt card deck (and buy your own if you want) here. If you want to get more of a vibe of what our events are like, have a look at the videos below and check out our FAQ (which also covers stuff like our refund policy, arriving late, age range, and hiring us for corporate/ college/ private events).

Tickets
Eventbrite
Organizer
Skip the Small Talk
Time zone
EDT
Updated

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Details

When
Wed, Oct 14, 2026 · 7:00 PM (EDT)
Where
Porter Square Books
Address
1815 Massachusetts Avenue #suite 118-119, Cambridge, MA 02140
Price
$24 +
Genre
Social Gatherings
Weather
52°F · ClearForecast at 7:00 PM (EDT)

Questions

When is Skip the Small Talk Night at Porter Square Books?
Wed, Oct 14, 2026 at 7:00 PM EDT.
How much are tickets for Skip the Small Talk Night at Porter Square Books?
Tickets are $24 +.
Where is Skip the Small Talk Night at Porter Square Books?
Porter Square Books, 1815 Massachusetts Avenue #suite 118-119, Cambridge, MA 02140, Boston, MA.
Where can I buy tickets for Skip the Small Talk Night at Porter Square Books?
Tickets are sold on Eventbrite. This page links straight to that listing; no tickets are sold here.

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