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Brewster Events

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View events in Brewster on or after 7/30/2025

A Different Drummer Craft Fair at Brewster Drummer Boy Park

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

When:
Sunday, August 3, 2025, 10:00 AM - 4:00 PM
Saturday, September 6, 2025, 10:00 AM - 4:00 PM
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How Much: Free

Categories: Festival

A Different Drummer Craft Fair at Drummer Boy Park Route 6A Brewster Hours 10 to 4. Featuring select craftspeople from Cape Cod and New England, over 40 booths will be at Drummer Boy Park Saturday and Sunday. You will find a wide variety of quality handcrafted items ma...read more

Summer Starlight

Where: In the Barn and on the Patio, 3299 Rte. 6A, Brewster

When:

How Much: $200

Categories: Music

An evening to remember with Elizabeth Bougerol & Her Band benefiting Cape Rep TheatreRaise a glass to celebrate 40 brilliant years of Cape Rep Theatre.Join Us for an Unforgettable Evening Under the Stars Summer Starlight: Cape Rep Theatre's 40th Anniversary GalaThis yea...read more

Cape Cod Baseball League

Where: Cape Wide, Bourne, Brewster, Chatham, Cotuit, Falmouth, Harwich, Hyannis, Orleans, Wareham, Yarmouth

When: Daily, -

How Much: Free

Categories: Sports

This is the premier amateur baseball league in the nation since 1885. See the MLB stars of tomorrow throughout the summer Cape-wide, and admission is free. Two divisions of teams play across the Cape, beginning prior to the bridge in Wareham and stretch...read more

Sunday in the Park with George

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

When: Daily, -

How Much: Adults $50, Children $25, $50, $25 for 25 and under. Pay-What-You-Can First Friday, August 1st.

Categories: Theater

Sunday in the Park with GeorgeBook by James Lapine Music and Lyrics by Stephen SondheimDirected by Art DevineMusical Direction by Scott StorrFor our 40th Anniversary the staff at Cape Rep wanted to present one of their all-time favorite musicals, Sunday in the Park...read more

Brewster's Historic Main Street Walking Tour

Where: Meet at , 1993 Main St, Brewster

When:
Wednesday, September 10, 2025, 9:30 AM - 11:00 AM
Wednesday, October 8, 2025, 9:30 AM - 11:00 AM

How Much: $15, $12members/15 non-members

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

A Grave Situation, Walking Tour of Brewster Cemetery

Where: Brewster Cemetery, 465 Lower Rd, Brewster

When:
Thursday, September 18, 2025, 5:00 PM - 6:15 PM

How Much: $18, member $15/non-member $18

Categories: Historical

A Grave Situation, Walking Tour of Brewster Cemetery scripted by Sally Cabot Gunning. 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.

Brewster Kill Tide Arts & Craft Festival

Where: Drummer Boy Park, 773 Main St., Brewster

When:
Sunday, August 24, 2025, 10:00 AM - 4:00 PM

How Much: Free

Categories: Festival

Celebrate Handmade Creations & Coastal CharmMark your calendars for a delightful weekend of creativity and coastal charm at the 13th Annual Kill Tide Arts & Craft Festival, happening on August 23 & 24, 2025, at the scenic Drummer Boy Park along historic Route 6A in Brew...read more

Tour of Brewster's Ancient Burial Ground

Where: Chowder House parking, 1993 Main Street, Brewster

When:
Saturday, September 20, 2025, 9:30 AM - 10:30 AM

How Much: $15

Categories: Historical

Tour of Brewster's Ancient Burial Ground located behind First Parish Brewster Unitarian Universalist Church on 6A. A Brewster Historical Society guide provides the history, sharing highlights of some of the townspeople buried underneath these centuries' old headstones. ...read more

All Our Best

Where: Indoor Theater, 3299 Rte. 6A, Brewster

When:

How Much: $50

Categories: Theater

CAPE REP THEATRE presents ANNUAL BENEFIT REVUE ALL OUR BESTCape Rep Theatre is excited to announce the return of our beloved annual benefit celebration All Our Best, directed and designed by Scott Storr. Performances will be held in Cape Rep's Indoor Theater August 29 &...read more

By The Bay Shows Labor Day Weekend Fine Art and Craft Show

Where: drummer boy park , 733, 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 fi...read more


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