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This holiday, we’ve got just the thing. 🎄

Free holiday events in Brookline, MA

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

Winter Wonderland - Woburn Village Greenspace
Sun, Dec 8, 2:00 PM
296 Mishawum Rd
Winter Wonderland - Woburn Village Greenspace
Sun, Dec 8, 2:00 PM
296 Mishawum Rd
Sales end soon
Holiday Stroll & Gift Market
Friday at 5:00 PM
580 High St
Sales end soon
Holiday Stroll & Gift Market
Friday at 5:00 PM
580 High St
City Lights Holiday Showcase
Sun, Dec 15, 4:00 PM
Boston City Lights Foundation
City Lights Holiday Showcase
Sun, Dec 15, 4:00 PM
Boston City Lights Foundation
Herbwell Holiday Party!
Fri, Dec 20, 11:00 AM
Herbwell Cannabis, Massachusetts Avenue, Cambridge, MA, USA
Herbwell Holiday Party!
Fri, Dec 20, 11:00 AM
Herbwell Cannabis, Massachusetts Avenue, Cambridge, MA, USA
Sales end soon
Santa Con on The Mystic
Saturday at 1:00 PM
Mystic Avenue
Sales end soon
Santa Con on The Mystic
Saturday at 1:00 PM
Mystic Avenue
BIZZY Wonderland Holiday Market & Festivities - FREE & For All Ages ️️️️
Sat, Dec 14, 11:00 AM
SpringHill Suites by Marriott Boston Logan Airport Revere Beach
BIZZY Wonderland Holiday Market & Festivities - FREE & For All Ages ️️️️
Sat, Dec 14, 11:00 AM
SpringHill Suites by Marriott Boston Logan Airport Revere Beach
The First Annual Holiday Cocktail Competition
Wed, Dec 11, 7:00 PM
The Villa Restaurant
The First Annual Holiday Cocktail Competition
Wed, Dec 11, 7:00 PM
The Villa Restaurant
Winter Gathering
Saturday at 3:00 PM
Natick Historical Society, 58 Eliot Street, Natick, MA, USA
Winter Gathering
Saturday at 3:00 PM
Natick Historical Society, 58 Eliot Street, Natick, MA, USA
Select Holiday Winter Vintage Market
Saturday at 11:00 AM
401 Park Dr
Select Holiday Winter Vintage Market
Saturday at 11:00 AM
401 Park Dr
Cozy Holiday Market
Mon, Dec 9, 10:00 AM
Deano's Pasta
Cozy Holiday Market
Mon, Dec 9, 10:00 AM
Deano's Pasta
SMALL⭐ MART HOLIDAY MARKETS at Crystal Ballroom in Davis Square ️⛄
Saturday at 11:00 AM
Crystal Ballroom
SMALL⭐ MART HOLIDAY MARKETS at Crystal Ballroom in Davis Square ️⛄
Saturday at 11:00 AM
Crystal Ballroom
Holiday Samtacular at Sam Adams!
Saturday at 7:00 PM
Sam Adams Downtown Boston Taproom
Holiday Samtacular at Sam Adams!
Saturday at 7:00 PM
Sam Adams Downtown Boston Taproom
Sales end soon
Huntington Ave. YMCA Staff Holiday Party
Sun, Dec 8, 4:00 PM
YMCA of Greater Boston - Huntington Ave
Sales end soon
Huntington Ave. YMCA Staff Holiday Party
Sun, Dec 8, 4:00 PM
YMCA of Greater Boston - Huntington Ave
Sales end soon
Winter Woodland Holiday Fair
Saturday at 9:00 AM
Quincy Point Congregational Church
Sales end soon
Winter Woodland Holiday Fair
Saturday at 9:00 AM
Quincy Point Congregational Church
Sales end soon
Holiday Palooza
Saturday at 11:00 AM
177 Bedford Street, Lexington, MA, USA
Sales end soon
Holiday Palooza
Saturday at 11:00 AM
177 Bedford Street, Lexington, MA, USA
Sales end soon
Christmas Sip & Shop
Saturday at 11:00 AM
Capo Restaurant & Supper Club, West Broadway, South Boston, MA, USA
Sales end soon
Christmas Sip & Shop
Saturday at 11:00 AM
Capo Restaurant & Supper Club, West Broadway, South Boston, MA, USA
The Long Night's Watch: A Winter Solstice Celebration
Sat, Dec 21, 7:30 PM
Church of the Good Shepherd
The Long Night's Watch: A Winter Solstice Celebration
Sat, Dec 21, 7:30 PM
Church of the Good Shepherd
Sales end soon
Holly Jolly Kidmas
Saturday at 9:00 AM
250 Devonshire St
Sales end soon
Holly Jolly Kidmas
Saturday at 9:00 AM
250 Devonshire St
2024 North Cambridge Annual Holiday Stroll
Sat, Dec 14, 12:00 PM
2255 Massachusetts Ave
2024 North Cambridge Annual Holiday Stroll
Sat, Dec 14, 12:00 PM
2255 Massachusetts Ave
Almost full
Community Holiday Craft Event
Sat, Dec 14, 12:00 PM
Stoughton Public Library
Almost full
Community Holiday Craft Event
Sat, Dec 14, 12:00 PM
Stoughton Public Library

Trends in Brookline

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Frequently asked questions about Brookline

What are the best free events to attend?

According to Eventbrite, the best free events are:

Winter Wonderland - Woburn Village Greenspace

City Lights Holiday Showcase

Herbwell Holiday Party!

Santa Con on The Mystic

Which events are currently trending in Brookline?

The trending searches this month in Brookline are:

Which free events are coming up?

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

Holiday Stroll & Gift Market

Winter Woodland Holiday Fair

Holly Jolly Kidmas

Select Holiday Winter Vintage Market