Food & Drink in Boston

Thursday, Oct 22

Trivia With Tim

Castle Island Brewing - South Boston

Join us every Thursday with Sporcle Events stump trivia! Free to play, fun and a mentally stimulating night out with friends! For more information:https://www.sporcle.com/events/

Friday, Oct 23

Fall Tea Blending Experience (Boston)

Boston Public Market

Join Curio Spice Co. for a drop-in custom Tea Blending Experience at Boston Public Market. Create your own handmade loose-leaf tea blend!

Friday, Oct 23

Live Music from Ronzio

Castle Island Brewing - South Boston

Saturday, Oct 24

Drag Bingo

Dorchester Brewing Company

Get ready for a fabulous night of bingo, laughs, and drag at Dorchester Brewing Company (featuring La Paloma and Étoile)

Saturday, Oct 24

Downtown Comedy Club: Jared Kassebaum

Democracy Brewing

This is the comedy show you're looking for!

Saturday, Oct 24

Don't Drown: Boston's Most Chaotic Comedy Contest

Castle Island Brewing - South Boston

Dive into laughs and chaos at Boston's wildest comedy showdown! Come ready for chaos and laughter!

Saturday, Oct 24

Fall Tea Blending Experience (Boston)

Boston Public Market

Join Curio Spice Co. for a drop-in custom Tea Blending Experience at Boston Public Market. Create your own handmade loose-leaf tea blend!

Saturday, Oct 24

Wine & Roses Dinner - The Oceanaire Boston

The Oceanaire Seafood Room

Five courses, Orin Swift Cellars wines, and Four Roses bourbon come together for an unforgettable evening at The Oceanaire.

Sunday, Oct 25

A Spooktacular DIY Cupcake Sundae Bar!

Boston Public Market

Things are getting a little spooky — and very sweet — at our Halloween DIY Cupcake Sundae Bar!

Sunday, Oct 25

Halloween Tattoo Pop Up w/ Seaport Tattoo

Castle Island Brewing - South Boston

Flash tattoos at the brewery supplied by Seaport Tattoo

Sunday, Oct 25

Cellar Comedy: Spooky Edition!

Marzae Cellar + Provisions

Dive into laughs with Cellar Comedy’s secret lineup—no clues, just killer jokes live underground!

Sunday, Oct 25

Cellar Comedy, Spooky Edition — Marzae Wine

Marzae Cellar + Provisions

Monday, Oct 26

Southie Book Club at Castle Island Brewing Co.

Castle Island Brewing - South Boston

Interested in joining our new book club? We'd love to have you!

Monday, Oct 26

Brew-N-Laughs

Castle Island Brewing - South Boston

Free Open Mic Comedy Show Hosted Every Other Monday

Tuesday, Oct 27

Musical Bingo

Castle Island Brewing - South Boston

Join us for a night of Musical Bingo where your favorite songs replace the numbers and every round turns into a singalong.THIS IS A FREE, NON-TICKETED EVENT

Tuesday, Oct 27

Southie Trivia

Castle Island Brewing - South Boston

Wednesday, Oct 28

$1 Wing Wednesdays at Sam Adams

Samuel Adams Boston Brewery - Jamaica Plain

A weekly chance to munch on some of our new chicken wings for just a dollar a wing!

Wednesday, Oct 28

Cookie Making Class & Book Store

Castle Island Brewing - South Boston

The literary and sweets worlds collide for this mobile book store/cookie decorating class collaboration at Castle Island Brewing on 10.28.26. What could be better than books, cookies, and beer?!Tickets:https://bakesy.shop/b/open-window-sweets/products/castle-island-brewing-south-boston-ma-10-28-26-bookie-club-event-under-the-orchards-spell

Thursday, Oct 29

Thirsty Thursday Thrivia

Harpoon Brewery & Beer Hall

Every Thursday at 6PM, join us at the Beer Hall to drink some beer, win some...

Thursday, Oct 29

Trivia With Tim

Castle Island Brewing - South Boston

Join us every Thursday with Sporcle Events stump trivia! Free to play, fun and a mentally stimulating night out with friends! For more information:https://www.sporcle.com/events/

Thursday, Oct 29

HARDCORE HALLOWEEN: LIVE MUSIC

Castle Island Brewing - South Boston

Get ready to rock this spooky season with killer local bands at HARDCORE HALLOWEEN! Don’t miss out!

Friday, Oct 30

Fall Tea Blending Experience (Boston)

Boston Public Market

Join Curio Spice Co. for a drop-in custom Tea Blending Experience at Boston Public Market. Create your own handmade loose-leaf tea blend!

Friday, Oct 30

Spice School: Fall Blending Bar (Boston)

Boston Public Market

Discover the captivating world of flavor & take home your own, hand-made custom blend. In person at the Boston Public Market

Friday, Oct 30

Brewery Halloween Party

Samuel Adams Boston Brewery - Jamaica Plain

Spooky season is better with Jack O pumpkin ale and live music!

Friday, Oct 30

Haunted Cellar Halloween Party

Marzae Cellar + Provisions

Saturday, Oct 31

Orange is the New Boo: D16 Halloween Party

D16

Orange is the New Boo: D16's Halloween PartyThis Halloween, D16 turns its former police station into the one lockup you'll actually want to be booked in.An all-female DJ lineup takes over the booth:DJ Caitlin 9 pm - 10:30 pmDJ L’Duke 10:30 pm - 12 amDJ Citrine 12 am - closeCome in costume, grab a cocktail, and dance 'til close.Get your tickets now. Spots go fast.Looking to host your event at D16? Inquire here.Follow us on Instagram:D16**Ticket Information:This event is 21+Proper ID required. Only a valid Driver's License or Passport will be accepted.No outside alcohol is permitted. Only alcohol served by licensed vendors of this event is allowed on the premises.Unruly conduct, excessive intoxication, improper identification, or violation of venue rules may result in denial of entry or removal at the sole discretion of security and/or management, without refund.⚠️ ALL TICKET SALES ARE FINAL: NO REFUNDS ⚠️

Saturday, Oct 31

Fall Tea Blending Experience (Boston)

Boston Public Market

Join Curio Spice Co. for a drop-in custom Tea Blending Experience at Boston Public Market. Create your own handmade loose-leaf tea blend!

Saturday, Oct 31

Brewery Halloween Party

Samuel Adams Boston Brewery - Jamaica Plain

Spooky season is better with Jack O pumpkin ale and live music!

Sunday, Nov 1

It's A Date (Halloween Edition)

Castle Island Brewing - South Boston

Four volunteering singles go on a blind date, blindfolded. Get ready for a hilarious evening of romance and chaos!

Monday, Nov 2

Slam Adams: Boston Poetry Slam at the Sam Adams Boston Brewery

Samuel Adams Boston Brewery - Jamaica Plain

Join us on the first Monday of each month for a Poetry Slam in collaboration with Boston Poetry Slam! $4 suggest donation at the door.