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Brewster Events

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View events in Brewster on or after 12/4/2025

Brewster for the Holidays Tree Lighting

Where: Drummer Boy Park, Brewster

When:

How Much: Free

Categories: Holiday

Kick off the holiday season in true Brewster style at the annual Christmas Tree and Windmill Lighting at Drummer Boy Park! The Leighton Team will be serving up hot cocoa to keep spirits bright, while the local elementary school choir fills the air with classic holiday s...read more

Breakfast with Santa!

Where: Ocean Edge Resort, Brewster

When:

How Much: $12, children under 2 are free

Categories: Holiday

8:30 & 10:30 AM: Brewster Recreation Department's Annual Breakfast with Santa to benefit the Brewster Holiday Hope fundraising drive. Two Seating Options: 8:30-10 am; 10:30am – Noon. In the Carriage House at Occean Edge. *Seating for this event is limited! Register at h...read more

Family Dance Party with Special Guest SANTA!

Where: Cape Cod Museum of Natural History, Brewster

When:

How Much: Free

Categories: Holiday

Sunday, December 8th from 11 a.m. – 1 p.m. meet SANTA at the Cape Cod Museum of Natural History! Snap a picture with Santa (bring your own camera!), tour the Museum, do crafts, sing and dance to holiday songs with Guitarist Jim Nosler! Admission for this special holida...read more

Ten Crucial Days: Crossing the Delaware and the Battles of Trenton and Princeton

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

When:

How Much: Free

Categories: Historical

250th Anniversary Celebratory Lecture SeriesIn Person & Livestreamed from the Performing Arts CenterJoin us as we celebrate our nations 250th Anniversary with a year-long a series of monthly lectures celebrating God's miraculous acts during our nation's fight for Indepe...read more

She Loves Me

Where: Cape Rep Indoor Theater, North Side Route 6A E. Brewster, 3299 Rte 6A, Brewster

When: Daily, -

How Much: $50, $25 for patrons 25 and under.

Categories: Theater

She Loves MeBook by Joe MasteroffMusic by Jerry BockLyrics by Sheldon HarnickBased on a play by Miklos LaszioOriginally Directed on Broadway by Harold PrinceOriginally Produced on Broadway by Harold Prince in Association with Lawrence N. Kasha and Philip C. McKennaOrigi...read more

Chara Percussion Christmas Concert: Glad Tidings!

Where: Performing Arts Center, Performing Arts Center, Brewster

When: -

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

Categories: Holiday

Step into the wonder of the season as Chara Percussion Ensemble leads you on a musical adventure through the sounds of Christmas. From beloved carols like O Come, O Come Emmanuel, to fresh arrangements of favorites including Angels We Have Heard on High and The Little D...read more

Annual Carol Sing!

Where: Performing Arts Center, Performing Arts Center, Brewster

When:

How Much: Free

Categories: Holiday

During the darkest time of the year, let's come together to celebrate the Light and Joy of Christmas at the Annual Carol Sing! Bring the whole family to enjoy a delightful mix of traditional and modern carols with ensembles of Arts Empowering Life, join in singing your ...read more

The Winter at Valley Forge and the faith of George Washington

Virtual Event

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

When:

How Much: Free

Categories: Historical

Presented by Dr. Peter LillbackThis sixth lecture in the America 250 series will highlight the miracle of Winter at Valley Forge (1777-1778). In particular, this talk will offer a study of George Washington's reliance on God, and a defining moment of George Washington's...read more


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