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Events and Things to do in Winchester, MA

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Dexter Southfield Summer Flag Football Clinic
Mon, Jun 1, 9:00 AM
Brookline · Dexter Southfield School
Dexter Southfield Summer Flag Football Clinic
Mon, Jun 1, 9:00 AM
Brookline · Dexter Southfield School
Anju Presents: River Charms Album Listening Party
Wed, Jun 3, 7:30 PM
Boston · Jadu Cafe and Wine Bar
Anju Presents: River Charms Album Listening Party
Wed, Jun 3, 7:30 PM
Boston · Jadu Cafe and Wine Bar
Almost full
July 4th Sailabration on Boston's Charles River Esplanade
Sat, Jul 4, 7:00 PM
Boston · Community Boating, Inc.
Almost full
July 4th Sailabration on Boston's Charles River Esplanade
Sat, Jul 4, 7:00 PM
Boston · Community Boating, Inc.
Newton Highlands Village Day 2026 - Vendor Booth Registration
Sun, Jun 14, 11:00 AM
Newton Highlands · Newton Highlands Village Day
Newton Highlands Village Day 2026 - Vendor Booth Registration
Sun, Jun 14, 11:00 AM
Newton Highlands · Newton Highlands Village Day
Sales end soon
Boston Memorial Day Sunday White Party Cruise
Tomorrow at 4:30 PM
Boston · Music City Queen Boston Riverboat
Sales end soon
Boston Memorial Day Sunday White Party Cruise
Tomorrow at 4:30 PM
Boston · Music City Queen Boston Riverboat
Towerwall & MassBay 2026 Cybersecurity Summit
Thu, Jun 11, 8:00 AM
Wellesley · MassBay Community College Wellesley Hills Campus, Oakland Street, Wellesley, MA, USA
Towerwall & MassBay 2026 Cybersecurity Summit
Thu, Jun 11, 8:00 AM
Wellesley · MassBay Community College Wellesley Hills Campus, Oakland Street, Wellesley, MA, USA
Going fast
9th North End Cornhole Classic
Sun, Jun 7, 12:00 PM
Boston · The Rose Kennedy Greenway
Going fast
9th North End Cornhole Classic
Sun, Jun 7, 12:00 PM
Boston · The Rose Kennedy Greenway
Almost full
Summer Boston PLA Party
Wed, Jun 10, 11:30 AM
Boston · The Anchor
Almost full
Summer Boston PLA Party
Wed, Jun 10, 11:30 AM
Boston · The Anchor
Amitav Ghosh at the Cambridge Public Library
Wed, Jun 17, 6:00 PM
Cambridge · Cambridge Public Library
Amitav Ghosh at the Cambridge Public Library
Wed, Jun 17, 6:00 PM
Cambridge · Cambridge Public Library
Twilight Garden Party 2026
Wed, Jun 3, 6:00 PM
Boston · Four Seasons Hotel Boston
Twilight Garden Party 2026
Wed, Jun 3, 6:00 PM
Boston · Four Seasons Hotel Boston
THE GEMINI AFFAIRS
Fri, May 29, 10:00 PM
Boston · Crown Night Club
THE GEMINI AFFAIRS
Fri, May 29, 10:00 PM
Boston · Crown Night Club
Shattered Gods Release Bash with Katee Robert
Wed, Jun 3, 7:00 PM
Cambridge · Lovestruck Books & Cafe
Shattered Gods Release Bash with Katee Robert
Wed, Jun 3, 7:00 PM
Cambridge · Lovestruck Books & Cafe
Diet & Metabolism in Cancer
Thu, Jun 18, 9:00 AM
Cambridge · Massachusetts Institute of Technology, Huntington Hall 10-250
Diet & Metabolism in Cancer
Thu, Jun 18, 9:00 AM
Cambridge · Massachusetts Institute of Technology, Huntington Hall 10-250
Thomas Levenson at the Cambridge Public Library
Thu, Jun 11, 6:00 PM
Cambridge · Cambridge Public Library
Thomas Levenson at the Cambridge Public Library
Thu, Jun 11, 6:00 PM
Cambridge · Cambridge Public Library
Boston Pride ft. Morphine Love Dion
Sat, Jun 6, 9:00 PM
Boston · dbar
Boston Pride ft. Morphine Love Dion
Sat, Jun 6, 9:00 PM
Boston · dbar
Sales end soon
Konpa on blast
Tomorrow at 10:00 PM
Boston · Crown Night Club
Sales end soon
Konpa on blast
Tomorrow at 10:00 PM
Boston · Crown Night Club
Boston Kulture Festival Watch Party
Sat, Jun 13, 3:00 PM
Boston · Boston Venue
Boston Kulture Festival Watch Party
Sat, Jun 13, 3:00 PM
Boston · Boston Venue
Going fast
Alumni and Friends Weekend
Fri, Jun 5, 12:00 PM
Salem · Salem State University
Going fast
Alumni and Friends Weekend
Fri, Jun 5, 12:00 PM
Salem · Salem State University
Sales end soon
Comedy Coop Presents: FREE Standup Comedy @ Cisco Brewers Seaport
Wednesday at 8:00 PM
Boston · 85 Northern Ave
Sales end soon
Comedy Coop Presents: FREE Standup Comedy @ Cisco Brewers Seaport
Wednesday at 8:00 PM
Boston · 85 Northern Ave
VoiceLab 20th Anniversary Concert
Sat, Jun 6, 1:00 PM
Belmont · Belmont Town Hall
VoiceLab 20th Anniversary Concert
Sat, Jun 6, 1:00 PM
Belmont · Belmont Town Hall

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:

Dexter Southfield Summer Flag Football Clinic

Anju Presents: River Charms Album Listening Party

July 4th Sailabration on Boston's Charles River Esplanade

Newton Highlands Village Day 2026 - Vendor Booth Registration

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:

Boston Memorial Day Sunday White Party Cruise

Comedy Coop Presents: FREE Standup Comedy @ Cisco Brewers Seaport

THE GEMINI AFFAIRS