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Holiday Events and Things to do in Brookline, MA

Search for something you love or check out popular events in your area.

Selling fast
Halloween Night of Mystique: Psychic Readings, and an Immersive Sound Bath
Fri, Oct 30, 6:30 PM
Riverview · ZEST The Collective
Selling fast
Halloween Night of Mystique: Psychic Readings, and an Immersive Sound Bath
Fri, Oct 30, 6:30 PM
Riverview · ZEST The Collective
The Fright Crawl | Boston's Hottest Halloween Bar Crawl 2026 | Fri, Oct 30
Fri, Oct 30, 7:30 PM
Downtown · Tiki Cove
The Fright Crawl | Boston's Hottest Halloween Bar Crawl 2026 | Fri, Oct 30
Fri, Oct 30, 7:30 PM
Downtown · Tiki Cove
Dr. Feverdream's Halloween Experiment: an all-ages Haunted House
Fri, Oct 23, 6:00 PM + 1 more
Wedgemere · Winchester Unitarian Society
Dr. Feverdream's Halloween Experiment: an all-ages Haunted House
Fri, Oct 23, 6:00 PM + 1 more
Wedgemere · Winchester Unitarian Society
Boston Fenway Official Halloween Bar Crawl
Sat, Oct 31, 3:00 PM
Kenmore · Cheeky Monkey Brewing Company
Boston Fenway Official Halloween Bar Crawl
Sat, Oct 31, 3:00 PM
Kenmore · Cheeky Monkey Brewing Company
Christmas With Sinatra
Thu, Dec 10, 7:30 PM
East Natick · The Villa Restaurant
Christmas With Sinatra
Thu, Dec 10, 7:30 PM
East Natick · The Villa Restaurant
Dillon's - Dead At Night Halloween Party
Sat, Oct 31, 10:00 PM
Back Bay · Dillon's
Dillon's - Dead At Night Halloween Party
Sat, Oct 31, 10:00 PM
Back Bay · Dillon's
Haunted Speakeasy Salem
Sat, Oct 24, 6:00 PM
North Salem · Hamilton Hall
Haunted Speakeasy Salem
Sat, Oct 24, 6:00 PM
North Salem · Hamilton Hall
Festival Navideño y Tres Reyes
Sat, Dec 12, 7:30 PM
Dorchester · Florian Hall
Festival Navideño y Tres Reyes
Sat, Dec 12, 7:30 PM
Dorchester · Florian Hall
New England Winter Gala 2026: Ginuwine + Funk Flex | Sat, Dec. 26 at Royale
Sat, Dec 26, 7:00 PM
Downtown · Royale
New England Winter Gala 2026: Ginuwine + Funk Flex | Sat, Dec. 26 at Royale
Sat, Dec 26, 7:00 PM
Downtown · Royale
Friend Street Freakshow @ The Greatest Bar
Fri, Oct 30, 8:30 PM
West End · The Greatest Bar
Friend Street Freakshow @ The Greatest Bar
Fri, Oct 30, 8:30 PM
West End · The Greatest Bar
Create Your Own Harvest Flower Bouquet at Sonsie
Mon, Nov 16, 6:30 PM
Back Bay · Sonsie
Create Your Own Harvest Flower Bouquet at Sonsie
Mon, Nov 16, 6:30 PM
Back Bay · Sonsie
Christmasween! A 30/30/30 Workout Party
Sun, Oct 25, 12:00 PM
Dorchester · HallSpace
Christmasween! A 30/30/30 Workout Party
Sun, Oct 25, 12:00 PM
Dorchester · HallSpace
Welcome to Deadford Halloween Ball.
Sat, Oct 31, 7:00 PM
South Medford · Arts Collaborative Medford
Welcome to Deadford Halloween Ball.
Sat, Oct 31, 7:00 PM
South Medford · Arts Collaborative Medford
Fall Flicks & Fixins': Movie Night & Candle Decorating (Addams Family)
Tue, Oct 13, 7:00 PM
Kenmore · Loretta's Last Call
Fall Flicks & Fixins': Movie Night & Candle Decorating (Addams Family)
Tue, Oct 13, 7:00 PM
Kenmore · Loretta's Last Call
Sales end soon
CHBE's Annual Harvest Festival
Saturday at 12:00 PM
Roxbury · 95 R Thornton St
Sales end soon
CHBE's Annual Harvest Festival
Saturday at 12:00 PM
Roxbury · 95 R Thornton St
The Greatest Asylum @ The Greatest Bar
Thu, Oct 29, 8:30 PM
West End · The Greatest Bar
The Greatest Asylum @ The Greatest Bar
Thu, Oct 29, 8:30 PM
West End · The Greatest Bar
Nightmare on Lansdowne Street @ Game On
Sat, Oct 31, 10:00 PM
Kenmore · Game On!
Nightmare on Lansdowne Street @ Game On
Sat, Oct 31, 10:00 PM
Kenmore · Game On!
The Boston Fall Social: Cider, Donuts & Style
Sat, Oct 17, 12:00 PM
West End · The Greatest Bar
The Boston Fall Social: Cider, Donuts & Style
Sat, Oct 17, 12:00 PM
West End · The Greatest Bar
Firefighters Halloween Bash
Sat, Oct 31, 8:00 PM
Montello · Generations Banquet Hall, Memorial Drive, Avon, MA, USA
Firefighters Halloween Bash
Sat, Oct 31, 8:00 PM
Montello · Generations Banquet Hall, Memorial Drive, Avon, MA, USA
ICONic Resurrection @ ICON
Fri, Oct 30, 10:00 PM
Downtown · Icon Nightclub
ICONic Resurrection @ ICON
Fri, Oct 30, 10:00 PM
Downtown · Icon Nightclub

Trends in Brookline

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Frequently asked questions about Brookline

What are the best events to attend?

According to Eventbrite, the best events are:

Halloween Night of Mystique: Psychic Readings, and an Immersive Sound Bath

The Fright Crawl | Boston's Hottest Halloween Bar Crawl 2026 | Fri, Oct 30

Boston Fenway Official Halloween Bar Crawl

Christmas With Sinatra

Which events are currently trending in Brookline?

The trending searches this month in Brookline are:

celtics watch party

coolidge corner

jewish single events

Which events are coming up?

Discover the best events happening soon – you don't want to miss them:

CHBE's Annual Harvest Festival

Fall Flicks & Fixins': Movie Night & Candle Decorating (Addams Family)

The Boston Fall Social: Cider, Donuts & Style

Dr. Feverdream's Halloween Experiment: an all-ages Haunted House