17 Things to Do in Boston This Weekend (Oct. 23–25)
Halloween weekend starts early: drag brunches, a costume party, PruBoo, the Celtics and Bruins, and comedy at The Wilbur.
Halloween weekend starts early: drag brunches, a costume party, PruBoo for the kids and a ska band’s Halloween show. Add the Celtics and Bruins at home and a lot of comedy. Here’s what we’d pick, then everything on the calendar Friday through Sunday.
Friday, October 23
- Celtics vs. Knicks (TD Garden). Tip-off at 7.
- Coraline: The Drag Tribute (Club Café, South End). A drag retelling of Coraline at 7:30. $35, or $45 VIP, plus fees.
- Nate Jackson at The Wilbur (Theater District). The Big Dog tour, 7:30.
- Brian Simpson at Scullers (by the Charles). Jazz at 7, all ages.
- Walter Street Burying Ground Tour (Roslindale, free). A Park Ranger ghost-season tour at 3 PM, if you can sneak out early.
Saturday, October 24
- Boy Band Brunch, Y2K Halloween at City Winery (noon).
- Meet the Park Ranger horses at the Arnold Arboretum (noon, free, all ages).
- Big D and the Kids Table: A Nightmare Before Halloween (Paradise). The Boston ska band’s Halloween show. Doors at 6:30.
- Bruins vs. Sharks (TD Garden), 7 PM.
- Trae Crowder at The Wilbur (Theater District), 7 PM.
- Jesse Welles at Roadrunner (Brighton). Doors at 7.
- Halloween at Pazza (East Boston). A costume party from 9 PM with $1,000 in cash prizes for costumes. Free general admission, 21+.
Sunday, October 25
- PruBoo (Back Bay, free). Kids trick-or-treat at more than 30 shops and restaurants in the Prudential Center, from 11 AM.
- Halloween Drag Brunch with Mizery (Club Café, South End). 1 PM, $25 plus a $2.25 fee, 21+.
- Noah Gundersen at City Winery, 7:30.
- The Man in Black: A Tribute to Johnny Cash at The Wilbur, 8 PM.
- Rod Wave at TD Garden, 8 PM.
Everything this weekend
Every listing we’ve confirmed for Friday through Sunday, updated as venues add shows. Halloween itself is next Saturday; see the Halloween page for parties and haunted houses.
This weekend has passed. See what’s happening in Boston this weekend.
Friday, October 23
The Devils (1971)
Coolidge Corner Theatre
The Devils (1971)
Coolidge Corner Theatre
Our pick Walter Street Burying Ground Tour
Walter Street Burying Ground · Free
Sherlock’s Attitude
Berklee (1140 Boylston St.) · Free
Adderall XR
The Middle East · All ages
Union Town
Brattle Theatre
Waylon Wyatt (All Ages)
Royale · All ages
The Devils (1971)
Coolidge Corner Theatre
Assembly of Dust (18+)
Brighton Music Hall · 18+
Best In Boston Showcase
Laugh Boston · From $33 · 16+
Passim Presents Carsie Blanton
Crystal Ballroom at Somerville Theatre
Our pick Celtics vs. Knicks
TD Garden
Dana and Alden
The Sinclair · All ages
Our pick Brian Simpson
Scullers Jazz Club · All ages
Siqi Wang: Love Journey
Berklee (1140 Boylston St.) · Free
Ryan Davis
Laugh Boston · From $33 · 16+
Quadeca
Citizens House of Blues Boston · All ages
Hide Out Comedy Fridays at The White Bull
The White Bull Tavern · 21+
ROA: USA Tour
HAVE HEART
The Middle East · All ages
Sold out
Julien Baker, Future Teens
The Middle East · All ages
Fumi Abe
The Comedy Studio · $30 · 18+
Our pick Coraline: The Drag Tribute
Club Café · $35
Our pick Nate Jackson: Big Dog
The Wilbur · All ages
Mike McCarthy
Nick’s Comedy Stop · 18+
Upstate
City Winery Boston · All ages
Our pick Main Stage Show: Nightmare on Hanover Street
Improv Asylum · 16+
Jim Kweskin & Samoa Wilson
Club Passim · $45 · All ages
Operation Mincemeat (Touring)
Emerson Colonial Theatre
Jean-Michel Basquiat
Brattle Theatre
Pressure Cooker at the Lizard Lounge!
Lizard Lounge · $15.00 · 21+
Fumi Abe
The Comedy Studio · $30 · 18+
The Glitter Boys
The Sinclair · 21+
Dirty Disney
Laugh Boston · From $29 · 18+
Main Stage Show: Nightmare on Hanover Street
Improv Asylum · 16+
Shake It with DJ Panda
The Middle East · 21+
The Devils (1971)
Coolidge Corner Theatre
Virtual Riot & Blanke – Far From Home Tour
Royale · 21+
Synapse
Sonia · 18+
Rinse & Repeat
The Middle East · 21+
Arachnophobia
Coolidge Corner Theatre
Saturday, October 24
Fork in the Road
Brattle Theatre
Our pick Boy Band Brunch – Y2K Halloween
City Winery Boston · All ages
VCR
City Winery Boston · All ages
Our pick Horse-of-Course: Meet the Park Ranger Horses
Arnold Arboretum, Hunnewell Visitor Center · Free
Ethan Franklin and Friends, Ice Lemonade & The Apple Snaps
The Middle East · $22.64 · 18+
All About the Money
Brattle Theatre
Operation Mincemeat (Touring)
Emerson Colonial Theatre
Focus Pro Wrestling Presents: The World In My Hands
Sonia · $33.44 - $48.89 · All ages
Our pick Halloweentown Movie Night at Boston Landing
The TRACK at New Balance · Free · All ages
Free, RSVP needed
The Other Side of Memory
Brattle Theatre
Will Abeles
The Comedy Studio · $15 · 18+
Graduate Voice Performance Seminar Recital
Boston Conservatory at Berklee · Free
Have Heart
Big Night Live
Our pick Big D And The Kids Table: A Nightmare Before Halloween
Paradise Rock Club
Best In Boston Showcase
Laugh Boston · From $33 · 16+
Ryan Davis
Laugh Boston · From $33 · 16+
The Devils (1971)
Coolidge Corner Theatre
Our pick Jesse Welles
Roadrunner
Assembly of Dust (18+)
Brighton Music Hall · 18+
The Nields
Club Passim · $38 · All ages
Give Me the Ball!
Brattle Theatre
Our pick Bruins vs. Sharks
TD Garden
Lexi Jayde
The Sinclair · All ages
Tim Ray Trio feat Edmar Colon
Scullers Jazz Club · All ages
Main Stage Show: Nightmare on Hanover Street
Improv Asylum · 16+
DRIVEWAYS with special guests The Spill Canvas & Have Mercy
Citizens House of Blues Boston · All ages
Our pick Trae Crowder
The Wilbur · All ages
Boston University Men’s Hockey vs. UConn Huskies Mens College Hockey
Comedy Gold w/ host Uri Shatil
The Comedy Studio · $26 · 18+
Joey Carroll
Nick’s Comedy Stop · 18+
Bob Schneider plus Chris Trapper
City Winery Boston · All ages
Epicenter, Gravewraith, Swarm Of Eyes, Fullminator, Bridges
The Middle East · $22.64 · All ages
Class Recital: Junior Voice Students—Classical Songs and Arias
Boston Conservatory at Berklee · Free
Operation Mincemeat (Touring)
Emerson Colonial Theatre
Ghosts of Jupiter/The Chops
Lizard Lounge · $20.00 · 21+
NHB
Sonia · $38.59 · All ages
Ryan Davis
Laugh Boston · From $33 · 16+
Our pick Halloween at Pazza: Costume Party
Pazza on Porter · Free · 21+
Hot & Sexy Halloween Costume Party
The Middle East · 21+
HOUSU + A Tape: The American History of Nobuhiko Obayashi’s HOUSE
Brattle Theatre
The Late Night w/ host Kevin Turner
The Comedy Studio · $26 · 18+
Main Stage Show: Nightmare on Hanover Street
Improv Asylum · 16+
Blisspop Presents: Hot in Herre: 2000s Dance party
The Middle East · $25.73 · 18+
The Devils (1971)
Coolidge Corner Theatre
Brave Rave
Royale · 18+
fruitstand presents: goths vs jocks
The Sinclair · 21+
Craig Rumble, DJ Danny Torrance Danny Dj Nighthawk
The Middle East · 21+
Raunch
Improv Asylum · 18+
Crawl (2019)
Coolidge Corner Theatre
Sunday, October 25
Local Shorts Program
Brattle Theatre
Our pick PruBoo 2026
Prudential Center · Free
The Devils (1971)
Coolidge Corner Theatre
Recollection, The Sissy Boys, Neolithic, Peace Test, B.F.O.
The Middle East · $27.79 · All ages
Studio Recital: Angela Gooch, Voice
Boston Conservatory at Berklee · Free
Our pick Halloween Drag Brunch with Mizery
Club Café · $25 · 21+
Operation Mincemeat (Touring)
Emerson Colonial Theatre
Cut to David
Brattle Theatre
Let’s Not Die: A Live D&D Comedy Performance
The Comedy Studio · $10 · 18+
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Coming up in South End and beyond
SoWa Christmas Market
SoWa Power Station · $10
Comedy House Teams
Improv Asylum · 16+
+6 more dates
Theater Hadestown (Touring)
Emerson Colonial Theatre
Ends Sat
Live Music Journey
TD Garden
