Brewster for the Holidays 2024 will take place December 6 - 8th! See you then!

November 20 - December 24, 2023

2023 Brewster Commemorative Ornament:
Cape Cod Sea Shells: Brewster Flats
by Sunshine Singleton, Cape Cod Land Shark

This year’s Commemorative Ornament features the home to numerous sea shells, the famous Brewster Flats as depicted by Brewster artist Sunshine Singleton. She has captured the sun shining on the flats as the water receeds, exposing many wonders found on the ocean floor!

These signed and numbered ornaments are available now so pick up your ornaments early! Just $20 (includes tax) at participating outlets including: Brewster ACE Hardware, Brewster Book Store, By the Bay Designs, Candleberry Inn on Cape Cod, Cape Cod Bag Co., Cape Cod Land Shark, Cape Cod Museum of Natural History Museum Shop, Crocker Nurseries, Green Road RefillHandCraft House Gallery and Fine Art, and The Brewster Store. Proceeds from this year’s Holidays fund raising will benefit Emerald Hollow Therapeutic Riding Center!

2023 Brewster for the Holidays Main Events!

November 24 - December 2: The Great Snowman Search!

November 24 through December 2, join the Great Snowman Search, sponsored by Leighton Team Keller Williams Realty. Find the snowmen hidden in 15 of the participating businesses, and be entered into a drawing to win a prize during the Family Party, at the Cape Cod Museum of Natural History on Sunday, December 3 from 11 a.m. – 1 p.m. Grand Prize: A New Bike and Helmet donated by Rail Trail Bike and Kayak!

Participating business include: Agway Cape Cod – Orleans, Chatham & Dennis; Brewster ACE Hardware; Brewster Book Store; Brewster Store; By the Bay Designs; Café Alfresco; Cape Cod 5; Crocker Nurseries; Green Road Refill; Handcraft House Gallery; Heart Pottery/Preu Photography; Hopkins House Bakery & Gifts; Leighton Team Keller Williams Realty; Snowy Owl Coffee Roasters; Sonoma Wool Company; Struna Galleries; Village Toy Store; Woodworks Gallery

Friday, December 1 at 4 pm: Rockin’ Round the Christmas Tree in Drummer Boy Park!

Join us on Friday, December 1 for a traditional tree and windmill lighting, carol sing-a-long with the Eddy Elementary School Choir led by Stacey Ferris, AND SANTA’S ARRIVAL! At Drummer Boy Park, starting at 4 p.m. Sponsored by Agway Cape Cod, with the Brewster Historical Society, WeNeedaVacation, Friends of Brewster Seniors and 101.5 FM Koffee Radio.

Unwrapped toys will be collected to be donated to Toys for Tots!

Friday, December 1 at 7:00 p.m. The Brewster Band Annual Holiday Concert

Hosted by the Brewster Baptist Church, 1848 Main Street and sponsored by Peggy Farber, Realtor® and Gibson Sotheby’s International Realty. Admission is free and free will donations are accepted to benefit Emerald Hollow Therapeutic Riding Center, this year’s recipient of Brewster for the Holidays fund raising.  Check back soon for information about this year’s program!!

Saturday, December 2, 8:30 and 10:30 a.m.
Breakfast with Santa!
at Ocean Edge Resort & Golf Club, 2907 Main Street!

Presented by the Brewster Recreation Department and sponsored by Ocean Edge Resort and Golf Club. Two seating’s (with maximum of 100 people at each): 8:30 a.m. and 10:30 a.m. Tickets must be purchased in advance online: at No tickets sold at the door!

Sunday, December 3, 11 a.m. - 1 p.m.
Family Party with Special Guest Santa!
At the Cape Cod Museum of Natural Nistory

Sunday, December 3rd 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!), make a gooey holiday treat and sing and dance to holiday songs with Guitarist Jim Nosler! The winners of the Great Snowman Search will be drawn! Admission for this special holiday event is FREE! Sponsored by Mazzeo Construction, Cape Cod Five, with the Cape Cod Museum of Natural History and the Brewster Chamber of Commerce. 

Additional Sponsor Hosted Events!

2023 Sponsors

Shining Stars



Jingle Bell


Friends of Brewster Seniors

Media Partners

Agway Cape Cod – Orleans, Dennis & Chatham: November 24 – December 2 | The Great Snowman Search is on1 Find the snowmen hidden in each store, get your Passport initialed and you can enter to win a prize during the Family Party on December 3 from 11 a.m. – 1 p.m.  at the Cape Cod Museum on Natural History!

Cape Cod 5 – Brewster Banking Center: 2745 Main Street,  November 24 – December 2: Join the Great Snowman Search! Find the snowman hiding in the bank, have your Snowman Passport initialed and you can enter the drawing for a prize during the Family Party on Sunday, December 3rd!

Leighton Team, Keller Williams Realty: 2672 Main Street, November 24 – December 2.  Join the Great Snowman Search! Find the snowman hiding in the office, have your Snowman Passport initialed and you can enter the drawing for a prize during the Family Party on Sunday, December 3rd!

Mazzeo Construction CC, 56 Main Street, Unit F, Orleans Come take a picture with Santa at our Office in Orleans. December 7, 4 – 6 p.m. Meet Santa and enjoy treats!

Ocean Edge Resort & Golf Club, 2907 Main Street, | Saturdays, Dec 2, 16 and 23, 3 – 4:30 p.m. and Dec 9, 1:30 – 3 p.m.: A Merry Mansion Christmas: Carolers,  Cocoa and Cookie Decorating | Saturday, Dec 9, 3 – 5 p.m. and Friday, Dec 15, 6 – 8 pm. Santa at the Mansion! | Saturday, Dec 16, 7:30 – 9:30 p.m. Piano Bar at The Mansion with Mel Stiller in The Great Hall and Roscommon Room

Crocker Nurseries, 1132 Lond Pond Road, | December 2 & 3rd Open House! Enjoy free Hot Apple Cider and refreshments while picking out a Christmas Tree and other decorations!  | December 2nd: 10 a.m. Outdoor Container Class | December 9th: 10 a.m. Make Your Own Boxwood Tree Class | December 16th: 10 a.m. Create a Centerpiece Class

Emerald Hollow Therapeutic Riding Center, 235 Run Hill Road A Holiday Fun-raiser! December 2, 10 a.m. – 3 p.m. 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.

Brewster Book Store, 2648 Main Street, | Nov 25: Book signing with Theresa Culletto, Marth’s Vineyard bread maker. | Dec 2: Meet the Pigeon Driving a Sleigh! Stop in for a picture. Also Dec 2, book signing with Greg Skomal | Dec 3: Book signing with Jacquelyn Mitchard and Holiday Cookie Contest – bring your favorite cookie! | Dec 20: Eve of Winter Solstice: 5:30 – 8 p.m. Open for special evening hours. Refreshments! Free wrapping services.

First Parish Brewster Unitarian Universalist Church, 1969 Main St., | Dec 9th 10 a.m. – 1 p.m. Holiday Fair!! Bake Shop, Holiday Decorations, Handmade Crafts & Knitwear, Gift Items. Holiday Caroling 11-12. Free Photos with Santa 10-11, and Pets with Santa 12-1. | Dec 17, 10 a.m. Annual Christmas Pageant. Join us at 1969 Main St. for an unforgettable celebration at the FPB UU Christmas Pageant. Prepare to embark on a magical journey this holiday season as we present the timeless Christmas story in a way you’ve never experienced before! | Dec 24th Services: 4:30 p.m. Family-friendly Christmas Eve service where we will tell the Christmas Story. 7:00 p.m. Join us for a family friendly Christmas Eve service that explores the transformative power of the Christmas spirit. 9:00pm This reflective service includes: candlelight hymn singing, readings and favorite Christmas melodies. Lead by Rev. Kaaren Anderson and Music Director Kaeza Fern.

Struna Galleries, 3873 Main Street Open House! |December 2 & 3, 11 a.m. – 5 p.m. Win a gift certificate for $250! View artist Timothy Struna’s latest 2023 Christmas engraving, plus all of Barbara Eppich Struna’s novels from the Old Cape Series are on sale. SPECIAL EVENT ONLY on Saturday, December 2: Meet Brewster Author Anita Caruso who will be selling her Brayden’s Magical Adventure series along with Barbara Struna and her Historical Fiction Series. Peak inside the artist and author’s Holiday House to see their 12-foot Christmas Tree! Visit the Miniature Holiday Mouse House!

Brewster Historical Society, Cobb House Museum, 739 Lower Road A Victorian Holiday December 2 from 1 – 4 p.m. $5 admission for members; $7 for non-members.

Sea Captain’s Thrift Shop – Friends of Brewster Seniors, 66 Harwich Road: December 1 – 3: Open House! Special offers throughout the course of the weekend!