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Holiday Events and Things to do in Brookline, MA this month

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

Fall Falladays Festival
Wednesday at 4:30 PM
Watertown Town · 130 Arsenal Yards Blvd
Fall Falladays Festival
Wednesday at 4:30 PM
Watertown Town · 130 Arsenal Yards Blvd
The Jonas Brothers Unofficial After Party @ The Greatest Bar
Friday at 8:30 PM
West End · The Greatest Bar
The Jonas Brothers Unofficial After Party @ The Greatest Bar
Friday at 8:30 PM
West End · The Greatest Bar
17th Century Fall Faire at the Rebecca Nurse Homestead
Saturday at 1:00 PM
Tapleyville · The Rebecca Nurse Homestead
17th Century Fall Faire at the Rebecca Nurse Homestead
Saturday at 1:00 PM
Tapleyville · The Rebecca Nurse Homestead
Apple Picking 2026 Season
Saturday at 10:00 AM + 1 more
West Medway · Fairmount Fruit Farm
Apple Picking 2026 Season
Saturday at 10:00 AM + 1 more
West Medway · Fairmount Fruit Farm
Harvest Moon Festival, Salem, Massachusetts!
Saturday at 10:00 AM
Derby Wharf · Polish Legion of American Vets
Harvest Moon Festival, Salem, Massachusetts!
Saturday at 10:00 AM
Derby Wharf · Polish Legion of American Vets
DANVERS ART HAUNTED HOUSE
Sun, Sep 27, 5:00 PM + 7 more
Danversport · 105 Elliott St
DANVERS ART HAUNTED HOUSE
Sun, Sep 27, 5:00 PM + 7 more
Danversport · 105 Elliott St
Ceramic Pumpkin Carving
Wed, Sep 30, 6:30 PM
The Acre · 122 Western Ave #217
Ceramic Pumpkin Carving
Wed, Sep 30, 6:30 PM
The Acre · 122 Western Ave #217
Cambridge Cider Donut Dash - Sponsored by New Balance
Wed, Sep 30, 6:00 PM
Avon Hill · Marathon Sports
Cambridge Cider Donut Dash - Sponsored by New Balance
Wed, Sep 30, 6:00 PM
Avon Hill · Marathon Sports
Little Artists: Pumpkins & Paint
Saturday at 11:00 AM
Downtown · Winthrop Center
Little Artists: Pumpkins & Paint
Saturday at 11:00 AM
Downtown · Winthrop Center
Pumpkin Carving for Wildlife
Saturday at 11:00 AM
Massachusetts · EARTH Nature Center
Pumpkin Carving for Wildlife
Saturday at 11:00 AM
Massachusetts · EARTH Nature Center
U.S. Steinholding State Qualifier at Aeronaut
Tomorrow at 6:00 PM
Cobble Hill · Aeronaut Brewing Company
U.S. Steinholding State Qualifier at Aeronaut
Tomorrow at 6:00 PM
Cobble Hill · Aeronaut Brewing Company
THE VAULT: PASADENA AFTER HOURS PARTY!
Today at 7:00 PM + 7 more
Inner Belt District · 30 Washington St
THE VAULT: PASADENA AFTER HOURS PARTY!
Today at 7:00 PM + 7 more
Inner Belt District · 30 Washington St
Reading Cider Donut Dash - Sponsored by New Balance
Tue, Sep 29, 6:00 PM
Reading Highlands · Marathon Sports
Reading Cider Donut Dash - Sponsored by New Balance
Tue, Sep 29, 6:00 PM
Reading Highlands · Marathon Sports
Fall Farm Days
Saturday at 10:00 AM
Graniteville · Good Pickin' Farm
Fall Farm Days
Saturday at 10:00 AM
Graniteville · Good Pickin' Farm
DIY Stacking Pumpkins Workshop
Wednesday at 6:00 PM
Clinton · 98 Sterling Street, Clinton, MA 3rd Floor
DIY Stacking Pumpkins Workshop
Wednesday at 6:00 PM
Clinton · 98 Sterling Street, Clinton, MA 3rd Floor
The Haunted Maze at Mahoney's Winchester
Friday at 9:00 AM + 119 more
Wedgemere · Mahoney's Garden Center
The Haunted Maze at Mahoney's Winchester
Friday at 9:00 AM + 119 more
Wedgemere · Mahoney's Garden Center
Autum Luxe Crystal Geode Painting
Sun, Sep 27, 6:00 PM
Winnecunnet · 130 Bay Rd
Autum Luxe Crystal Geode Painting
Sun, Sep 27, 6:00 PM
Winnecunnet · 130 Bay Rd
Fall Wreath Making
Saturday at 10:00 AM
Massachusetts · 137 Warren Ave
Fall Wreath Making
Saturday at 10:00 AM
Massachusetts · 137 Warren Ave
Equinox Celebration
Tuesday at 6:00 PM
Fall River Station · La Lune Healing
Equinox Celebration
Tuesday at 6:00 PM
Fall River Station · La Lune Healing
Fall Grapevine Wreath Workshop
Tue, Sep 29, 5:30 PM
Bristol Highlands · Brick Pizza Co.
Fall Grapevine Wreath Workshop
Tue, Sep 29, 5:30 PM
Bristol Highlands · Brick Pizza Co.

Trends in Brookline

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Frequently asked questions about Brookline

What are the best events to attend this month?

According to Eventbrite, the best events this month are:

The Jonas Brothers Unofficial After Party @ The Greatest Bar

17th Century Fall Faire at the Rebecca Nurse Homestead

Apple Picking 2026 Season

Harvest Moon Festival, Salem, Massachusetts!

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:

THE VAULT: PASADENA AFTER HOURS PARTY!

U.S. Steinholding State Qualifier at Aeronaut

Equinox Celebration

Fall Falladays Festival