Loyall Haunting Room
October 28 at 6pm +3
Loyall Counting Room · Downtown • $$
Loyall's speakeasy gets a spooky October makeover as the Haunting Room, pouring Halloween-inspired cocktails and bites in moody surroundings full of unexpected touches.
Things to Do This Week, October 28th - November 4th, in Boston.
These 862 events are worth leaving the house for.
Ask me for something more specific.
Bars
Cocktail with a Cause
October 28 at 5pm +3
Maple & Ash · D Street / West Broadway • $$$$
Drink well, do good. Maple & Ash's "Second Chances" cocktail mixes Grey Goose with housemade fig vermouth, spiced pear, and cranberry-apple, and every glass sends $2 to The Ellie Fund for breast cancer support.
Orange October
October 28 at 3pm +3
nathálie · West Fens • $$
A month-long mission for wine lovers: sip your way through 10 different orange wines at nathálie, Fenway's favorite little wine bar, and earn a T-shirt for your trouble.
The Bosworth $10 Small Plates
October 28 at 5pm +4
The Bosworth Restaurant + Bar · Downtown • $$
Slip into a leather booth and unwind with $10 bar snacks that punch above their weight: smashed burger sliders, tuna tacos, and crisp fries that disappear fast. The kitchen here treats happy hour like a real meal, not an afterthought.
Concerts
Judah and The Lion
October 29
Royale · Downtown • $$
Judah and The Lion mash up folk, hip-hop, and rock into something entirely their own. Expect banjo riffs, anthemic choruses, and a crowd that sings every word back.
Built to Spill
October 29 at 12:30am
The Sinclair · Harvard Square
Built to Spill's spiraling guitar interplay still turns heads three decades in. Catch Doug Martsch and crew at The Sinclair, a room where the sound is crisp and the crowd stays fun.
Blake Whiten
October 29 at 8:30pm
The Sinclair · Harvard Square
Blake Whiten's "broken-glass vocal" cuts through confessional songs built from bedroom demos to stadium stages. His debut album blends alt-rock intensity with country storytelling.
Grahame Lesh
October 29 at 8pm
Paradise Rock Club · Allston
Dead blood runs deep: Grahame Lesh, son of Phil, carries the family torch with his own psychedelic jams. Catch him at Paradise Rock Club, a snug room where the sound actually delivers.
Parties
Fresh Pond Beer Garden 2026
October 28 at 4pm +3
Fresh Pond Beer Garden · Cambridge Highlands • $$
Cambridge's seasonal backyard bash: local and west coast beers, cocktails, rotating food trucks, and live music beside Fresh Pond. Room for 500, games on deck, and pups welcome.
Harvard Art Museums at Night
October 29 at 5pm
Harvard Art Museums · Mid-Cambridge
Free after‑hours gathering in Harvard’s Italian‑inspired courtyard, featuring DJ C‑Zone, art‑making labs, local food vendors and a 10% museum‑shop discount.
Club Café Fridays – Homoween
October 30 at 10pm
Club Café · Back Bay • $15
GayMaxxing is Club Café's weekly queer dance floor takeover, built on community and zero pretension. DJ Stevie Psyclone spins open-format pop, R&B, hip-hop, and throwbacks while the crowd makes the night.
Nick Panagiotou
October 30 at 7pm
Club Café · Back Bay • Free
Nick Panagiotou hosts a raucous, no-cover Halloween bash where "frightful" meets fabulous. Come in costume, compete for prizes, sip themed drinks, and belt a tune at the open mic between his showtunes and jazz sets.
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Tue, Nov 3 · 7:00 PM
Trivia Tuesdays at The Village
Irish Village · Brighton
$$
Tue, Nov 3 · 7:30 PM
Broadway Trivia
Lamplighter Brewing Co. - Broadway · The Port
Mon, Nov 2 · 7:00 PM
Trivia Night
Local 149 · South Boston
$$
Wed, Oct 28 · 7:00 PM
Live Music at Wally's Café Jazz Club
Wally's Cafe Jazz Club · Roxbury
Free
Tue, Nov 3 · 9:00 PM
Karaoke at Bell in Hand Tavern
Bell in Hand · Downtown
$$
Tue, Nov 3 · 7:00 PM
Rhythm Riders Line Dance Class
Mattahunt Elementary School · Mattapan
Free
Tue, Nov 3 · 8:00 PM
Trivia Night
Olde Magoun's Saloon · Magoun Square
$$
Tue, Nov 3 · 8:00 PM
Trivia Tuesday
Club Café · Back Bay
Free
Tue, Nov 3 · 7:30 PM
Tuesday Trivia
Satellite - Craft Beer, Coffee & Cocktails Served with Burgers and Live Music · Wellington-Harrington
$$
Tue, Nov 3 · 7:30 PM
Live Music Tuesdays at Telegraph Hill
Telegraph Hill · Columbus Park / Andrew Square
Free
Tue, Nov 3 · 11:00 PM
Drop The Mic Karaoke
An Sibin (Shebeen) · Inman Square
Free
Tue, Nov 3 · 7:00 PM
Trivia Night at The Local 149 (Stump! Trivia)
Local 149 · South Boston
$$
Wed, Oct 28 · 7:00 PM
McCarthys Cambridge Irish Session
McCarthy's & Toad · North Cambridge
$$
Wed, Oct 28 · 10:00 PM
Night BLOCK PARTY: ICON, VENU, HAVA, CROWN
Icon Nightclub · Downtown
$24.34-$47.43
Tue, Nov 3 · 7:00 PM
JP Line Dancing at Ned Devine’s
Ned Devine's Irish Pub · Downtown
$5
Tue, Nov 3 · 6:30 PM
Cornhole League
Club Café · Back Bay
$$
Tue, Nov 3 · 8:00 PM
INDIE TRIVIA
Aeronaut Brewing Company · Ward Two
Wed, Oct 28 · 9:00 PM
$1 Oysters at Russell House Tavern
Russell House Tavern · Riverside
$$
Tue, Nov 3 · 9:00 PM
Karaoke at Vera's
Vera's · Prospect Hill
Free
Tue, Nov 3 · 8:00 PM
Trivia Night at Olde Magoun's Saloon
Olde Magoun's Saloon · Magoun Square
$$
Tue, Nov 3 · 7:00 PM
Trash TV Tuesday at CX
Lamplighter Brewing Co. - CX · East Cambridge
Tue, Nov 3 · 6:30 PM
Cornhole League
Moonshine 152 · D Street / West Broadway
$$
Wed, Oct 28 · 10:30 PM
VENU SATURDAYS - 2 Rooms featuring HipHop, Latin, & AfroBeats
Venu Nightclub · Downtown
$$
Tue, Nov 3 · 6:00 PM
Trivia at High Street Place
High Street Place Food Hall · Downtown
$
Wed, Oct 28 · 7:00 PM
Private Boston Crime Tour to Uncover the City's Dark Past
408 Atlantic Ave · Downtown
$343
Wed, Oct 28 · 7:00 PM
Harper Lee's To Kill a Mockingbird
Huntington Theatre · Fenway–Kenmore
Tue, Nov 3 · 7:00 PM
Stump! Trivia
Local 149 · South Boston
$$
Tue, Nov 3 · 7:00 PM
Trivia Tuesdays
Irish Village · Brighton
$$
Tue, Nov 3 · 6:30 PM
Latin Dance Night
East Boston Social Centers · East Boston
Free
Wed, Oct 28 · 7:00 PM
2026 Tower Lightings
Prudential Center Boston · Prudential / St. Botolph
Wed, Oct 28 · 8:00 PM
Karaoke at Wild Rover
Wild Rover · Downtown
$
Wed, Oct 28 · 1:00 PM
Wicked
Citizens Opera House · Downtown
Tue, Nov 3 · 9:00 PM
The People's Karaoke
Vera's · Prospect Hill
$$
Tue, Nov 3 · 8:00 PM
Trivia Tuesdays – Win Concert Tickets
Club Café · Back Bay
Free
Wed, Oct 28 · 10:00 PM
Half-off Sandwiches after 10pm
Parish Cafe & Bar · Back Bay
$$
Tue, Nov 3 · 7:30 PM
Bell in Hand Comedy Night: No Cover, All Laughs
Bell in Hand · Downtown
Free
Wed, Oct 28 · 7:00 PM
Broadway in Boston: Wicked
Citizens Opera House · Downtown
Wed, Oct 28 · 7:00 PM
Live traditional Irish music sessions at McCarthy's
McCarthy's · North Cambridge
$$
Wed, Oct 28 · 10:00 PM
Night Sets
Wally's Cafe Jazz Club · Roxbury
Free
Tue, Nov 3 · 9:00 PM
Jungle Tuesday Comedy Open Mic
The Jungle Community Music Club · Prospect Hill
$$
Wed, Oct 28 · 7:00 PM
Startup Networking: Founders, Investors & Talent Mixer
Bar Moxy · Downtown
$24.79
Wed, Oct 28 · 7:00 PM
D's Keys Dueling Pianos & Sing Along Bar
D's Keys Dueling Pianos & Sing Along Bar · D Street / West Broadway
$$
Tue, Nov 3 · 7:00 PM
Trivia Night (Stump! Trivia)
Local 149 · South Boston
$$
Wed, Oct 28 · 10:00 PM
KAREEM @ EMPIRE SATURDAYSFREE ENTRY FRST FGXzotix
Empire · D Street / West Broadway
Free
Wed, Oct 28 · 6:00 PM
Hong Kong Karaoke
The Hong Kong · Downtown
$
Tue, Nov 3 · 7:30 PM
Tuesday Trivia | Satellite
Satellite - Craft Beer, Coffee & Cocktails Served with Burgers and Live Music · Wellington-Harrington
$$
Tue, Nov 3 · 7:30 PM
Basic Adult Acrobatics Class
Urbanity Dance HQ · South End
$30
Tue, Nov 3 · 7:00 PM
Trivia Tuesday at Lamplighter Broadway
Lamplighter Brewing Co. - Broadway · The Port
Free
Mon, Nov 2 · 7:00 PM
Trivia Night at The Local 149
Local 149 · South Boston
$$
Tue, Nov 3 · 7:30 PM
Haitian Folkloric Dance
Jean Appolon Expressions Dance Center · Roxbury
Tue, Nov 3 · 6:00 PM
Stump! Trivia at High Street Place
High Street Place Food Hall · Downtown
$
Tue, Nov 3 · 7:30 PM
Shut Up & Write! Tuesdays at Mr. Crepe
Mr. Crêpe · Davis Square
Wed, Oct 28 · 10:30 PM
Night BLOCK PARTY - Hava, Venu, Icon & Crown!
Icon Nightclub · Downtown
$$
Wed, Oct 28 · 6:00 PM
No Relation Hidden Sushi Bar
No Relation · South End
$150
Tue, Nov 3 · 7:30 PM
Broadway Trivia at Lamplighter Broadway
Lamplighter Brewing Co. - Broadway · The Port
Tue, Nov 3 · 8:00 PM
INDIE TRIVIA at Aeronaut Brewing Co.
Aeronaut Brewing Company · Ward Two
Free
Tue, Nov 3 · 7:00 PM
Trivia Night at Lucky's Lounge
Lucky's Lounge · Fort Point
$$
Wed, Oct 28 · 6:30 PM
My Community; Many Faces, Places And Flavors Of Our Neighborhoods
Boston Neighborhood Network · Roxbury
Wed, Oct 28 · 10:30 PM
Night BLOCK PARTY - Icon, Venu, Hava, Moxy, & CandiBar!
Icon Nightclub · Downtown
$18.57-$24.34
Wed, Oct 28 · 10:00 AM
Frog Pond Carousel
Boston Common Frog Pond · Beacon Hill
$4
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