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Winter holiday events in Brewster, MA

A Magical Matinee ~ How the Grinch Stole Christmas Pajama Party & Screening
Sun, Dec 14, 2:00 PM
Plymouth · Plimoth Cinema
A Magical Matinee ~ How the Grinch Stole Christmas Pajama Party & Screening
Sun, Dec 14, 2:00 PM
Plymouth · Plimoth Cinema
Selling quickly
SIYPNOW Presents 9th Annual Free Christmas Drive
Sun, Dec 21, 2:00 PM
Taunton · Platinum City Gaming
Selling quickly
SIYPNOW Presents 9th Annual Free Christmas Drive
Sun, Dec 21, 2:00 PM
Taunton · Platinum City Gaming
Wreath Making Workshop
Mon, Dec 29, 12:00 PM
New Bedford · New Bedford Art Museum
Wreath Making Workshop
Mon, Dec 29, 12:00 PM
New Bedford · New Bedford Art Museum
Pinecone Christmas Tree Making
Sat, Dec 13, 10:00 AM
Plymouth · 137 Warren Ave
Pinecone Christmas Tree Making
Sat, Dec 13, 10:00 AM
Plymouth · 137 Warren Ave
Sales end soon
Card Workshop with DiLi Designs
Tue, Dec 2, 5:30 PM
Plymouth · Book Love
Sales end soon
Card Workshop with DiLi Designs
Tue, Dec 2, 5:30 PM
Plymouth · Book Love
Just added!
Nikki and the Barn Boys at Cape Cod Beer
Fri, Dec 19, 7:00 PM
Barnstable · Cape Cod Beer
Just added!
Nikki and the Barn Boys at Cape Cod Beer
Fri, Dec 19, 7:00 PM
Barnstable · Cape Cod Beer
Seaglass Christmas Tree Make & Take @ Cork
Tue, Dec 2, 6:00 PM
New Bedford · Cork Wine and Tapas
Seaglass Christmas Tree Make & Take @ Cork
Tue, Dec 2, 6:00 PM
New Bedford · Cork Wine and Tapas
Create & Celebrate: Wreath-Making Workshop - Snowman Wreath
Sat, Dec 13, 1:30 PM
New Bedford · Co-Creative Center
Create & Celebrate: Wreath-Making Workshop - Snowman Wreath
Sat, Dec 13, 1:30 PM
New Bedford · Co-Creative Center
Coastal Christmas Tree with Jessie
Fri, Dec 12, 7:00 PM
New Bedford · These Two Crafty Chicks
Coastal Christmas Tree with Jessie
Fri, Dec 12, 7:00 PM
New Bedford · These Two Crafty Chicks
Just added!
Yuletide Garland Workshop Dec 9th
Tue, Dec 9, 5:00 PM
Middleborough · The Soulful Palette
Just added!
Yuletide Garland Workshop Dec 9th
Tue, Dec 9, 5:00 PM
Middleborough · The Soulful Palette
Sales end soon
Thanksgiving Stroll
Thursday at 10:00 AM
Plymouth · Town Square, Plymouth, MA, USA
Sales end soon
Thanksgiving Stroll
Thursday at 10:00 AM
Plymouth · Town Square, Plymouth, MA, USA
Deck the Halls with Beer & Cheese at IndieFerm
Mon, Dec 1, 6:30 PM
Plymouth · Independent Fermentations Brewing
Deck the Halls with Beer & Cheese at IndieFerm
Mon, Dec 1, 6:30 PM
Plymouth · Independent Fermentations Brewing
Winter Wonderland Holiday Lounge!
Fri, Dec 5, 7:00 PM + 10 more
Boston · The Greatest Bar
Winter Wonderland Holiday Lounge!
Fri, Dec 5, 7:00 PM + 10 more
Boston · The Greatest Bar
The Greatest Winter Wonderland: Holiday Wreath Making Soiree
Thu, Dec 4, 7:30 PM
Boston · The Greatest Bar
The Greatest Winter Wonderland: Holiday Wreath Making Soiree
Thu, Dec 4, 7:30 PM
Boston · The Greatest Bar
NYE in Paradise at The Margaritaville Resort and Spa
Wed, Dec 31, 6:00 PM
Barnstable · Margaritaville Resort Cape Cod
NYE in Paradise at The Margaritaville Resort and Spa
Wed, Dec 31, 6:00 PM
Barnstable · Margaritaville Resort Cape Cod
A Merry Afternoon at Plimoth Patuxet Museums
Thu, Dec 18, 3:00 PM
Plymouth · Plimoth Patuxet Museums
A Merry Afternoon at Plimoth Patuxet Museums
Thu, Dec 18, 3:00 PM
Plymouth · Plimoth Patuxet Museums
Nearly full
JetBlue's Winter Wonderland
Fri, Dec 12, 7:00 PM
Boston · Venezia Restaurant Boston
Nearly full
JetBlue's Winter Wonderland
Fri, Dec 12, 7:00 PM
Boston · Venezia Restaurant Boston
Apex Master Expos Luxury Travel & Tours in Boston, MA, USA
Thu, May 21, 9:00 AM
Harwich · Wequassett Resort & Golf Club
Apex Master Expos Luxury Travel & Tours in Boston, MA, USA
Thu, May 21, 9:00 AM
Harwich · Wequassett Resort & Golf Club
Warren Miller's SNO-CIETY Matinee
Sun, Dec 7, 1:00 PM
Norwell · Norwell High School
Warren Miller's SNO-CIETY Matinee
Sun, Dec 7, 1:00 PM
Norwell · Norwell High School
Nearly full
Thanksgiving Day Homestyle Buffet, November 27, 2025 11:00 a.m.
Thursday at 11:00 AM
Plymouth · Plimoth Patuxet Museums
Nearly full
Thanksgiving Day Homestyle Buffet, November 27, 2025 11:00 a.m.
Thursday at 11:00 AM
Plymouth · Plimoth Patuxet Museums

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