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Events and Things to do in Winchester, MA

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Going fast
American Rendezvous 2026
Fri, Jun 26, 12:00 PM
Somerville · Union Square
Going fast
American Rendezvous 2026
Fri, Jun 26, 12:00 PM
Somerville · Union Square
POMP26
Sat, Jun 6, 6:00 PM
Salem · Marsh Quad
POMP26
Sat, Jun 6, 6:00 PM
Salem · Marsh Quad
Ray Nayler with Max Gladstone: Palaces of the Crow
Thu, Jun 4, 7:00 PM
Brookline · Brookline Booksmith
Ray Nayler with Max Gladstone: Palaces of the Crow
Thu, Jun 4, 7:00 PM
Brookline · Brookline Booksmith
The Last Page Book Bash with Katie Holt
Thursday at 6:00 PM
Cambridge · Lovestruck Books & Cafe
The Last Page Book Bash with Katie Holt
Thursday at 6:00 PM
Cambridge · Lovestruck Books & Cafe
$5 Early Bird Let’s Get Social – Meet, Mingle & Enjoy Great Food & Drinks!
Sat, May 30, 9:00 PM
Cambridge · Joe Sent Me
$5 Early Bird Let’s Get Social – Meet, Mingle & Enjoy Great Food & Drinks!
Sat, May 30, 9:00 PM
Cambridge · Joe Sent Me
21st Annual Haley House Block Party
Sat, Jun 6, 3:00 PM
Boston · Montgomery Street
21st Annual Haley House Block Party
Sat, Jun 6, 3:00 PM
Boston · Montgomery Street
A Cabar-Slay Burlesque
Tue, Jun 2, 7:00 PM
Peabody · 96 Newbury St
A Cabar-Slay Burlesque
Tue, Jun 2, 7:00 PM
Peabody · 96 Newbury St
NECINA 30th Anniversary Grand Gala & Annual Conference
Sat, Jun 13, 8:00 AM
Waltham · LaCava Center
NECINA 30th Anniversary Grand Gala & Annual Conference
Sat, Jun 13, 8:00 AM
Waltham · LaCava Center
Almost full
Mending Society
Saturday at 1:00 PM
Boston · ShowUp (formerly Beacon Gallery)
Almost full
Mending Society
Saturday at 1:00 PM
Boston · ShowUp (formerly Beacon Gallery)
Judith Enck with David Abel: The Problem with Plastic
Wed, Jun 17, 7:00 PM
Brookline · Brookline Booksmith
Judith Enck with David Abel: The Problem with Plastic
Wed, Jun 17, 7:00 PM
Brookline · Brookline Booksmith
Going fast
Craig's Pan Mass Challenge Brunch Fundraiser
Sun, Jun 7, 12:00 PM
Boston · Prezza
Going fast
Craig's Pan Mass Challenge Brunch Fundraiser
Sun, Jun 7, 12:00 PM
Boston · Prezza
Speed Dating In Cambridge! Ages 30-42, 1 Drink Included
Sun, May 31, 6:00 PM
Cambridge · Theory Bar & Lounge
Speed Dating In Cambridge! Ages 30-42, 1 Drink Included
Sun, May 31, 6:00 PM
Cambridge · Theory Bar & Lounge
Going fast
Joint Book Bash with Dahlia Adler, Jennifer Dugan, and Edward Underhill
Mon, Jun 1, 7:00 PM
Cambridge · Lovestruck Books & Cafe
Going fast
Joint Book Bash with Dahlia Adler, Jennifer Dugan, and Edward Underhill
Mon, Jun 1, 7:00 PM
Cambridge · Lovestruck Books & Cafe
Sales end soon
Revolutionary Spirits: Libations for Preservation
Wednesday at 7:00 PM
Boston · Carrie Nation Cocktail Club
Sales end soon
Revolutionary Spirits: Libations for Preservation
Wednesday at 7:00 PM
Boston · Carrie Nation Cocktail Club
Spring into Summer Charm Bar
Thu, Jun 4, 6:30 PM
Boston · Trident Booksellers & Cafe
Spring into Summer Charm Bar
Thu, Jun 4, 6:30 PM
Boston · Trident Booksellers & Cafe
Music in Color: Oudflections Duet Performance
Thu, Jun 11, 7:00 PM
Watertown · Armenian Museum of America
Music in Color: Oudflections Duet Performance
Thu, Jun 11, 7:00 PM
Watertown · Armenian Museum of America
Crossroads of Sound: Music from All Sides of the Mediterranean
Saturday at 7:30 PM
Watertown · Church of the Good Shepherd
Crossroads of Sound: Music from All Sides of the Mediterranean
Saturday at 7:30 PM
Watertown · Church of the Good Shepherd
5k Beer Run x Idle Hands Craft Ales | 2026 MA Brewery Running Series
Sat, Jun 13, 11:00 AM
Malden · Idle Hands Craft Ales
5k Beer Run x Idle Hands Craft Ales | 2026 MA Brewery Running Series
Sat, Jun 13, 11:00 AM
Malden · Idle Hands Craft Ales
Sales end soon
Chart House - Duckhorn Wine Dinner - Boston
Thursday at 7:00 PM
Boston · Chart House
Sales end soon
Chart House - Duckhorn Wine Dinner - Boston
Thursday at 7:00 PM
Boston · Chart House
WSL 55th Anniversary Celebration
Sat, Jun 13, 7:00 PM
Lexington · The Waldorf School
WSL 55th Anniversary Celebration
Sat, Jun 13, 7:00 PM
Lexington · The Waldorf School

Trends in Winchester

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Frequently asked questions about Winchester

What are the best events to attend?

According to Eventbrite, the best events are:

American Rendezvous 2026

Ray Nayler with Max Gladstone: Palaces of the Crow

$5 Early Bird Let’s Get Social – Meet, Mingle & Enjoy Great Food & Drinks!

Which events are currently trending in Winchester?

The trending searches this month in Winchester are:

latin cruise boston

mothers day brunch

Which events are coming up?

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

Revolutionary Spirits: Libations for Preservation

The Last Page Book Bash with Katie Holt

Chart House - Duckhorn Wine Dinner - Boston

Mending Society