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Brewster Events

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View events in Brewster on or after 9/22/2026

Brewster's Ancient Burial Ground Tour

Where: Brewster Ancient Cemetery, 1993 Main Street , Brewster

When:
Saturday, October 3, 2026, 9:30 AM - 10:45 AM

How Much: Adults $15, Children $10

Categories: Historical

A guide from the Brewster Historical Society provides the history of the Brewster Ancient Burial Ground, sharing highlights of some of the townspeople buried underneath these centuries old headstones.Tickets are limited, reservations required:Adults: $15 (Members $12)Ch...read more

The Lute: A 400th Anniversary Tribute to John Dowland

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

When:

How Much: Free

Categories: Music

Arts Speak Performance LectureCome to an extraordinary lute lecture-performance by Paul O'Dette, Professor of Lute and Director of Early Music at the Eastman School of Music and Artistic Co-Director of the Boston Early Music Festival. This afternoon will focus on the mu...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

America250 Fall Band Concert: Pursuit of Happiness - Friday

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

When:

How Much: $35, $35 General; $30 Seniors; Free for Students & Youth

Categories: Music

An America250 Band Concert celebrating the American Dream and the Pursuit of Happiness! Music by John Williams, Rogers & Hammerstein, and Leonard Bernstein showcases the energy, ingenuity, and verve that makes our nation bustle and thrive! Info: 508-240-2400 | artsempo...read more

America250 Fall Band Concert: Pursuit of Happiness

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

An America250 Band Concert celebrating the American Dream and the Pursuit of Happiness! Music by John Williams, Rogers & Hammerstein, and Leonard Bernstein showcases the energy, ingenuity, and verve that makes our nation bustle and thrive! Info: 508-240-2400 | artsempo...read more

October 3 & 4 ~ A Different Drummer Craft Fair ~ Brewster MA

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

When: -

How Much: Free

Categories: Arts

Look forward to autumn months with A Different Drummer Craft Fair this weekend at Drummer Boy Park in Brewster.Season up your home with new handcrafted goods from carefully chosen Cape Cod and New England's professional craftspeople and artists as you will see a wide va...read more

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

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

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


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