Upcoming Events at Time Out Market Boston

November 1st | 11am - 1pm | Free 

Calling all four-legged friends (and their humans): it’s Howl-ween! Dress up your pup and join us for a tail-wagging good time featuring a decorate-your-own bandana station, treat bar from Polka Dog Bakery, and treat hide-and-seek for your pup.

Sip on seasonal cocktails while your dog digs into our special pup-friendly menu—think pup cups and plain burger patties fresh off the grill.

Spooky fun for all, furry and otherwise.

November 1st | 9pm - 12am | Free

Get ready for a night of thrills, chills, and way too much fun. Snack on wickedly good food specials, move to the beats of a live DJ, and see what the future holds with a reading from our tarot card reader. We’re also bringing in an airbrush tattoo artist, plus a show-stopping appearance from our resident drag queen Big Atlas (and maybe even the Sanderson Sisters if you’re lucky 👀).

And because no Halloween is complete without a killer costume, the best-dressed costume of the night will score a Time Out Market gift card. Magic, mischief, and mayhem await—don’t miss it.

November 5th | 7 - 8:30pm | Tickets Required

Join Sip & Script for a fall themed workshop of pretty lettering for beginners! Whether you’re a stationery nerd, DIY Bride-to-be, or just a crafty individual, in this workshop you’ll be learning an introduction to modern calligraphy with a pointed dip pen and ink.

Class includes 1.5 hours of instruction and demonstration, our beginner’s calligraphy kit (two nibs, black ink pot, 2 letter guides, tracing paper and straight pen holder), and all materials to write on. Everything is yours to keep at the end of the workshop! This class includes a mini pumpkin to letter on at the end of class!

November 14 | 6:30 - 8:30pm | Ticketed 

Massachusetts Fashion Week takes over the Market for a high-energy preshow featuring models and designers from Season 5. Expect bold looks, local talent, and plenty of flavor (on and off the runway). Come for the fashion, stay for the food, and celebrate the creativity that makes Boston shine.

November 15th | 1-2:30pm | Free RSVP

Join us for a wicked good time full of sass, spells, and sequins! 

Celebrate the magic of Wicked with fierce drag, emerald glam, and dramatic bingo — hosted by the gravity-defying queen, Big Atlas, on November 15th.

Expect:
- Spellbinding performances worthy of Elphaba herself
- Magical bingo rounds with prizes
- Themed cocktails that defy expectations

Come dressed in your Oz-iest glam and get ready to be changed for good.

November 16 | 1-4pm | Ticketed VIP / Free General Admission

This event is free to attend from 2-5pm, but if you’re serious about espresso martinis you can skip the lines, beat the crowd and do some good with a VIP ticket..

Upgrade to VIP entry and you’ll score:

• Early access to the competition (get your samples before the rush)
• Dedicated VIP bar + faster pours
• Limited-capacity experience
• Exclusive perks only available to VIPs

Even better, 100% of the VIP ticket sales benefitsThe Greg Hill Foundation, supporting local families in need. That means you’re not just getting espresso martinis, you’re doing something good while you drink them!

November 20 | 7-10pm | Free 

Join us at Time Out Market Boston for a Noah Kahan Pre-Concert Party featuring a live DJ spinning all your favorite tracks from Vermont’s finest. Sip on specialty cocktails and mocktails inspired by Noah’s music — from “Stick Season” to “Northern Attitude” — and soak up the good vibes before heading to the concert.

Plus, we’re giving back: $1 from every “Northern Attitude” mocktail sold will be donated to the Busyhead Project, supporting mental health initiatives close to Noah’s heart.