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Events and Things to do in Brewster, MA

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The End of Summer Social - Chatham
Sat, Sep 12, 3:00 PM
West Chatham · TK's Sports Bar
The End of Summer Social - Chatham
Sat, Sep 12, 3:00 PM
West Chatham · TK's Sports Bar
9th ANNUAL CHRIS DIOZZI OPEN | 2026
Sat, Oct 17, 7:00 AM
New Boston · Dennis Highlands Golf Course
9th ANNUAL CHRIS DIOZZI OPEN | 2026
Sat, Oct 17, 7:00 AM
New Boston · Dennis Highlands Golf Course
Jordan Renzi in Concert at Thacher Hall
Today at 7:00 PM
Yarmouth Port · Yarmouth New Church Preservation Foundation
Jordan Renzi in Concert at Thacher Hall
Today at 7:00 PM
Yarmouth Port · Yarmouth New Church Preservation Foundation
Mahjong and Mimosas by the Sea
Sunday at 10:00 AM
Quitnesset · Chatham Bars Inn
Mahjong and Mimosas by the Sea
Sunday at 10:00 AM
Quitnesset · Chatham Bars Inn
Love Farms Harvest Festival: Tomato Week
Sat, Sep 12, 10:00 AM
Harbour Haven · Love Farms
Love Farms Harvest Festival: Tomato Week
Sat, Sep 12, 10:00 AM
Harbour Haven · Love Farms
Love Farms Harvest Festival: Apple Week
Sat, Sep 26, 10:00 AM
Harbour Haven · Love Farms
Love Farms Harvest Festival: Apple Week
Sat, Sep 26, 10:00 AM
Harbour Haven · Love Farms
Mahjong Brunch
Sun, Oct 11, 10:00 AM
Quitnesset · Chatham Bars Inn
Mahjong Brunch
Sun, Oct 11, 10:00 AM
Quitnesset · Chatham Bars Inn
Cape Cod Beer's Oyster Fest: Shuck! A Day of Oysters and Beer!
Sat, Oct 3, 12:00 PM
Barnstable Town · Cape Cod Beer
Cape Cod Beer's Oyster Fest: Shuck! A Day of Oysters and Beer!
Sat, Oct 3, 12:00 PM
Barnstable Town · Cape Cod Beer
12th Vinegrass Music Festival
Sun, Oct 4, 11:00 AM
Massachusetts · Truro Vineyards
12th Vinegrass Music Festival
Sun, Oct 4, 11:00 AM
Massachusetts · Truro Vineyards
Friends of James Beard Foundation Dinner at the Chatham Bars Inn Farm
Sat, Sep 19, 5:00 PM
East Brewster · Chatham Bars Inn Farm
Friends of James Beard Foundation Dinner at the Chatham Bars Inn Farm
Sat, Sep 19, 5:00 PM
East Brewster · Chatham Bars Inn Farm
Love Farms Harvest Festival: Oktoberfest
Sat, Oct 24, 10:00 AM
Harbour Haven · Love Farms
Love Farms Harvest Festival: Oktoberfest
Sat, Oct 24, 10:00 AM
Harbour Haven · Love Farms
Love Farms Harvest Festival: Oyster Week
Sat, Oct 10, 10:00 AM
Harbour Haven · Love Farms
Love Farms Harvest Festival: Oyster Week
Sat, Oct 10, 10:00 AM
Harbour Haven · Love Farms
Isabelle O'Connell in Concert
Sat, Sep 19, 7:00 PM
Massachusetts · Wellfleet Preservation Hall
Isabelle O'Connell in Concert
Sat, Sep 19, 7:00 PM
Massachusetts · Wellfleet Preservation Hall
Lenny Clarke and Steve Sweeney Live Stand-up Comedy Show
Sat, Sep 19, 8:00 PM
Thumpertown Beach · Four Points by Sheraton Eastham Cape Cod
Lenny Clarke and Steve Sweeney Live Stand-up Comedy Show
Sat, Sep 19, 8:00 PM
Thumpertown Beach · Four Points by Sheraton Eastham Cape Cod
Love Farms Harvest Festival: Honey Week
Sat, Sep 19, 10:00 AM
Harbour Haven · Love Farms
Love Farms Harvest Festival: Honey Week
Sat, Sep 19, 10:00 AM
Harbour Haven · Love Farms
Chatham Bars Inn Farm Fall Frolic
Sun, Oct 11, 11:00 AM
East Brewster · Chatham Bars Inn Farm
Chatham Bars Inn Farm Fall Frolic
Sun, Oct 11, 11:00 AM
East Brewster · Chatham Bars Inn Farm
Patio Planter Class at the Chatham Bars Inn Farm
Tomorrow at 1:00 PM
East Brewster · Chatham Bars Inn Farm
Patio Planter Class at the Chatham Bars Inn Farm
Tomorrow at 1:00 PM
East Brewster · Chatham Bars Inn Farm
Pioneers of Longevity
Thu, Sep 24, 5:00 PM
Rock Harbor · Gibson Sotheby's International Realty
Pioneers of Longevity
Thu, Sep 24, 5:00 PM
Rock Harbor · Gibson Sotheby's International Realty
Strong Island Nature Walk
Sat, Sep 12, 9:00 AM
Massachusetts · Strong Island
Strong Island Nature Walk
Sat, Sep 12, 9:00 AM
Massachusetts · Strong Island
Love Farms Harvest Festival: Pickle Week
Sat, Oct 3, 10:00 AM
Harbour Haven · Love Farms
Love Farms Harvest Festival: Pickle Week
Sat, Oct 3, 10:00 AM
Harbour Haven · Love Farms

Trends in Brewster

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Frequently asked questions about Brewster

What are the best events to attend?

According to Eventbrite, the best events are:

The End of Summer Social - Chatham

9th ANNUAL CHRIS DIOZZI OPEN | 2026

Love Farms Harvest Festival: Tomato Week

Love Farms Harvest Festival: Apple Week

Which events are currently trending in Brewster?

The trending searches this month in Brewster are:

chatham bars inn farm

coastal bubbles

Which events are coming up?

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

Jordan Renzi in Concert at Thacher Hall

Patio Planter Class at the Chatham Bars Inn Farm

Mahjong and Mimosas by the Sea

Strong Island Nature Walk