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Brewster Events

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View events in Brewster on or after 10/6/2026

Brewster's Historic Main Street Walking Tour

Where: Main St, 1993 Main St, Brewster

When:

How Much: $15

Categories: Historical

Join us for an hour-long journey through history along Brewster's iconic Main Street, also known as the Old Kings Highway! Take a step back in time as our guide leads you through this charming street, brimming with stories of brave sea captains, antique homes, and long-...read more

Reflections: The Waters of Life with Chara Percussion - Friday

Where: Performing Arts Center, Brewster, Performing Arts Center, 95 Southern Eagle Cartway, Brewster

When:

How Much: $35, $35 General; $30 Seniors FREE Tickets for Students & youth 18 and under!

Categories: Music

Chara offers joy as a fresh musical voice with the fierce beauty, energy, and synergy of percussion ensemble.Reflections considers the many moods of water—from the quiet serenity of still waters to the force of rushing rapids—and includes the impressionistic music of Ma...read more

by the bay show columbus day weekend art and craft show

Where: drummer boy park, 773 main st, Brewster

When:

How Much: Free

Categories: Festival

The biggest Little Show on Cape Cod - come out and see the best that Cape Cod can offer. Come and visit with us. You wont be disappointed. By the Bay Fine Art & Craft Show 24th Annual Fine Art & Craft Shows 2024 at drummer boy field Brewster Our 25th year of quality fin...read more

Reflections: The Waters of Life with Chara Percussion - Saturday

Where: Performing Arts Center, Brewster, Performing Arts Center, 95 Southern Eagle Cartway, Brewster

When:

How Much: $35, $35 General; $30 Seniors FREE Tickets for Students & youth 18 and under!

Categories: Music

Chara offers joy as a fresh musical voice with the fierce beauty, energy, and synergy of percussion ensemble.Reflections considers the many moods of water—from the quiet serenity of still waters to the force of rushing rapids—and includes the impressionistic music of Ma...read more

The Fall of the House of Usher

Where: Cape Rep Theatre, 3299 Rte 6A, Brewster

When: Daily, -

How Much: $40, $30 for 35 and under. Student Rush 1/2 price at the door day of show and Pay-What-You-Like the first

Categories: Theater

Cape Rep Theatre continues our 2026 season with The Fall of the House of Usher, written by Gip Hoppe, Sound Design & Music by J Hagenbuckle. The show is directed by James P. Byrne. Performances will be held in Cape Rep's Indoor Theater September 30 - October 25, Wednesd...read more

The Lark Ascending: Creare Symphonia - Saturday Performance

Where: Performing Arts Center, Brewster, 95 Southern Eagle Cartway, Brewster

When:

How Much: $35, $35 General; $30 Seniors FREE Tickets for Students & youth 18 and under!

Categories: Music

Join us for Vaughan Williams iconically beautiful The Lark Ascending and Finzi's music for Shakespeare's Love's Labours Lost. Bask in the autumn glow of the 20th century English musical landscape. Info: 508-240-2400 | artsempoweringlife.org (Free for Students and youth ...read more

The Revolutionary War Experience!

Where: Brewster Historical Society Windmill Village, 51 Drummer Boy Road, Brewster

When:
Sunday, November 8, 2026, 12:00 PM - 4:00 PM

How Much: Free

Categories: Family/Children

The Brewster Colonial Artillery Company will be encamped at the Brewster Historical Society's Windmill Village. Members in period dress will drill with "Alice," the Unit's muzzle-loading cannon, and demonstrate manual arms and firing the muzzle-loading musket known as "...read more

The Lark Ascending: Creare Symphonia - Sunday Performance

Where: Performing Arts Center, Brewster, 95 Southern Eagle Cartway, Brewster

When:

How Much: $35, $35 General; $30 Seniors FREE Tickets for Students & youth 18 and under!

Categories: Music

Join us for Vaughan Williams iconically beautiful The Lark Ascending and Finzi's music for Shakespeare's Love's Labours Lost. Bask in the autumn glow of the 20th century English musical landscape. Info: 508-240-2400 | artsempoweringlife.org (Free for Students and youth ...read more

So Percussion Concert

Where: Performing Arts Center, Brewster, 95 Southern Eagle Cartway, Brewster

When:

How Much: $35, $35 General; $30 Seniors FREE Tickets for Students & youth 18 and under!

Categories: Music

Grammy-winning percussion quartet So Percussion presents an "exhilarating blend of precision and anarchy, rigor and bedlam" (The New Yorker), fueled by a belief in the unifying power of music. Come experience the joy as they perform music by Steve Reich, Oliver Tarpaga ...read more

October 24 & 25 ~ A Different Drummer Mini-Craft Fair ~ Lemon Tree Village

Where: Drummer Boy Park, 773 Old Kings Highway, Route 6A, Brewster

When: -

How Much: Free

Categories: Arts

A Different Drummer Craft Fairs presents this mini-craft fair with 20 booths as prelude to the 60+ booths at the 4th Annual Holiday Craft Fair in Harwich.The craftspeople at Lemon Tree Village are a cross section of the various talented folks you will see at A Different...read more


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