November 28 - December 23, 2025
2025 Brewster Commemorative Ornament:
Cape Cod Pollinators: Purple Coneflower
by Amy Mason, Amy Mason Design
This year’s Commemorative Ornament features a purple coneflower with a butterfly hovering above. This is a popular and easy to grow pollinator favorite here on Cape Cod!
These signed and numbered ornaments are available now so pick up your ornaments early! Just $25 (includes tax) at participating outlets including: Brewster ACE Hardware, Brewster Book Store, By the Bay Designs, Cape Cod Museum of Natural History Museum Shop, Crocker Nurseries, HandCraft House Gallery & Fine Art, and The Brewster Store. Proceeds from this year’s Holidays fund raising will benefit Food4Kids Cape Cod.
2025 Brewster for the Holidays Main Events!
Friday, December 5 at 4 pm: Rockin’ Round the Christmas Tree in Drummer Boy Park!
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 songs. And don’t miss the grand arrival of Santa Claus on the Brewster Fire Truck—a highlight for kids and adults alike! Bundle up, bring your holiday spirit, and help us light up the season at this cherished Brewster tradition. Sponsored by Leighton Team, with Brewster Historical Society, WeNeedaVacation, and the Brewster Chamber of Commerce.
Friday, December 5 at 7:00 p.m. The Brewster Band Annual Holiday Concert
Hosted by the Brewster Baptist Church, 1848 Main Street. This year’s concert features favorites including A Christmas Festival by Leroy Anderson, Last Christmas by George Michael, and Baby It’s Cold Outside by Frank Loesser. The concert also includes the very popular holiday sing-a-long! This event is FREE, but a free-will offering will be collected to benefit Food4Kids, the non-profit organization selected to receive a donation from Brewster for the Holidays. Sponsored by Chatelain Real Estate.
Saturday, December 6, 8:30 and 10:30 a.m.
Breakfast with Santa!
at Ocean Edge Resort & Golf Club, 2907 Main Street!
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 https://brewsterma.myrec.com/info/activities/program_details.aspx?ProgramID=30030 Price: $12 Per Person *Children 2 and under are free and registration is not required. *Ticket purchase includes a full buffet breakfast for all attending and children will receive a voucher for arts and crafts (additional craft vouchers for sale). *An option to donate to the Brewster Recreation Programs Scholarship will be available during online registration.
Sunday, December 7, 11 a.m. - 1 p.m.
Family Dance Party with Special Guest SANTA!
At the Cape Cod Museum of Natural History
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 holiday event is FREE! Sponsored by Mazzeo Construction and Cape Cod Five, with the Cape Cod Museum of Natural History and the Brewster Chamber of Commerce.
Additional Sponsor Hosted Events!
2025 Sponsors
Shining Stars
Angels
Reindeer
Jingle Bells
Allard Farm
Media Partners
MAIN EVENT! Ocean Edge Resort Front Lawn: November 29 through January 1, 2907 Main Street, OceanEdge.com | Festive Forest at the Mansion! Wander through twenty-five majestic firs that have been decorated by local businesses to reflect Brewster’s holiday spirit! Reserve an igloo or gather around a fire pit while enjoying a bite to eat and a cocktail. Visit OceanEdge.com/holiday-happenings-2025 for more information and to make reservations!
MAIN EVENT! Leighton Team Keller Williams Realty: December 5, Drummer Boy Park, 4 PM: 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 songs. And don’t miss the grand arrival of Santa Claus on the Brewster Fire Truck—a highlight for kids and adults alike! Bundle up, bring your holiday spirit, and help us light up the season at this cherished Brewster tradition.
Nov 29: Crocker Nurseries: 10 AM, 1132 Long Pond Road, CrockerNurseries.com | Outdoor Holiday Container Class! | Outdoor Holiday Container Class! Using a variety of cut greens and decorations, you’ll create a beautiful container to leave out during the holiday season. No charge for the class, just for the cost of the materials used.
Dec 5, 6 & 7: Allard Farm: 10am – 5pm, 82 Eldridge Rd. Free refreshments & photo opportunities in Santa’s sleigh! 10% discount on purchases of gift certificates! Veterans get a 25% discount on all trees! Enter the raffle to win a $100 gift certificate: drawing on Dec 22! Open daily 10-7, selling Christmas trees & wreaths!
Dec 6: Crocker Nurseries: 8 AM – 4:30 PM, 1132 Long Pond Road, CrockerNurseries.com |OPEN HOUSE! Enjoy free refreshments and hot apple cider as you stroll through our decorated Garden Shop, warm greenhouse and displayed Christmas Trees and wreaths.
Dec 6: Crocker Nurseries: 10 AM, 1132 Long Pond Road, CrockerNurseries.com | Make and Decorate a Boxwood Tree Class! Create your own boxwood tree, then choose from our large supply of decorations to personalize your own tree. There is no charge for the class, just for the materials used. Register ahead by calling 508-896-5060. Visit our website for more details.
Dec 6: Emerald Hollow Therapeutic Riding Center, 11 AM – 2 PM, 235 Run Hill Road A Holiday Fun-raiser! EmeraldHollow.org Jingle and mingle while enjoying grilled hot dogs, hot apple cider, and hot chocolate to keep you warm! Bake Sale; Reindeer Rides; Raffle and More! All proceeds benefit Emerald Hollow Therapeutic Riding Center, Inc.
Dec 5: The Brewster Book Store: 5:30 – 7:30 PM, 2648 Main Street, BrewsterBookStore.com | (508) 896-6543 | Ed-Nog! Join us, reluctantly or raucously, for a rollicking evening of Ed-Nog, painful puns, and after-hours shopping. Gregory Hischak, director of the Edward Gorey House & author of E is for Edward: A Centennial Celebration of the Mischievous Mind of Edward Gorey, will delight guests with tantalizing tidbits of Gorey trivia and sign copies. Plus, refreshments, our annual holiday book drive and ARC give-away, tree decorating, and secret garden sneak peeks.
Dec 6 & 7: Struna Galleries – Brewster: 11 AM – 5 PM, 3873 Main Street, StrunaGalleries.com | Open House! Meet the Artist! Meet the Author! Win a gift certificate for $250! View artist Timothy Struna’s latest 2024 Christmas engraving. Plus, all five of Barbara Eppich Struna’s novels from the Old Cape Series are on sale!
Dec 6: Cobb House Museum: 1 – 4 PM, 739 Lower Road, BrewsterHistoricalSociety.org | Celebrate a Victorian Holiday! Enjoy live music, refreshments, and gorgeous Victorian inspired displays. In partnership with Holiday Cards 4 Our Military, send a festive greeting to our troops—postage on BHS! Handcrafted holiday ornaments, along with owl, bat, and birdhouses made in our vintage Woodwork Shop available for purchase. Admission: $7 non-members, $5 members.
Dec 6: Brewster Book Store: 2:00 – 3:30 PM, 2648 Main Street, Book Signing with Jacquelyn Mitchard. Meet New York Times best-selling author of 23 novels and Brewster resident Jacquelyn Mitchard, who will be signing her new novel, The Birdwatcher: a perfect gift for lovers of twisty, gripping drama. Mitchard will preside over our second annual cookie contest. For more information visit BrewsterBookStore.com.
Dec 7: Brewster Book Store, 10 AM, 2648 Main Street: Story-time and Book Signing with Peter H. Reynolds. Join beloved author and illustrator Peter H. Reynolds for a morning of story time and demonstration. In The Gift of Words, readers are reminded that we all have the power to add much-needed light & love to the world around us. Space for the story time & demonstration is limited; register at BrewsterBookStore.com. A book signing will begin at 11 a.m. for those unable to reserve a story time space.
Dec 13: Crocker Nurseries: 10AM, 1132 Long Pond Road – Holiday Centerpiece Class: Create a beautiful, custom centerpiece using a variety of cut greens and decorations. The class is free, just pay for the materials used. Register ahead by calling 508-896-5060. Visit our website for more details: CrockerNurseries. com