Your browser's security settings have disabled Javascript, which is required to use this web site effectively.
Please alter your security settings. Click here to see how.

Brewster Events

Add Event
Filters
View events in Brewster on or after 8/31/2026

by the bay show labor 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

A Grave Situation, Walking Tour of Brewster Cemetery

Where: Brewster Cemetery, 465 Lower Rd, Brewster

When:
Thursday, October 29, 2026, 4:30 PM - 5:45 PM

How Much: Adults $18, Children $10, member $15/non-member $18

Categories: Historical

A narrated walking tour of the famous, the infamous, the unknown and ignored – till now! Expect uneven terrain — and "spirited" guests. Tickets are limited, reservations required: Adults: $18 (Members $15) Children 8-12 $10 Not suitable for children under 8.

Bikeman

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

When:

How Much: Free

Categories: Theater

Cape Rep Theatre commemorates the 25th Anniversary of September 11th with Bikeman, one man's story of riding toward the World Trade Center on that fateful September day written by Thomas Flynn. Performances will be held in Cape Rep's Barn September 11 at 2:00 pm and 7:3...read more

September 12 & 13 ~ A Different Drummer Craft Fair ~ Brewster MA

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

When: -

How Much: Free

Categories: Arts

Wind up your summer with A Different Drummer Craft Fair this weekend at Drummer Boy Park in Brewster.Spruce up your home with new handcrafted goods from handpicked Cape Cod and New England's professional craftspeople and artists as you will see a wide variety of useful ...read more

The Revolutionary War Experience!

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

When:
Sunday, October 18, 2026, 12:00 PM - 4:00 PM
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

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

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


Explore the Cape & Islands

View Blog

 
Find a place to stay

Brewster Rentals | Cape Cod Rentals

View Cape & Islands Activities