November 24

Heart Pottery/Preu Photography: November 24 through December 22, 1145 Main Street, HeartPottery.net; PreuPhoto.com | Meet artists in residence Potter Diane Heart and Photographer Mark Preu. Enter the FREE Raffle for $100 gift certificate for pottery or photography! Sign up in the Gallery. Drawing will be held on December 22!

November 29

Lemon Tree Village: 10 AM – 5 PM, November 29 – December 22 | Annual Winter Coat Drive to benefit Lower Cape Outreach Council. Gently worn coats needed in all sizes for adults and children! The collection box is on the porch!

Maplewood at Brewster: 3:30 PM, 820 Harwich Road, 774-323-3983, MaplewoodSL.com | Join us for an afternoon of music, warmth, and holiday cheer. Come sip warm cider and enjoy light appetizers as we welcome the holiday season with a special performance by renowned Cape Cod jazz pianist, Ken Badger.  Don’t miss this festive afternoon filled with the sounds of the season! Let’s celebrate together and make the holiday season unforgettable!

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 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-2024  for more information and to make reservations!   

November 30

Crocker Nurseries: 10 AM, 1132 Long Pond Road, CrockerNurseries.com | 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.   There is no charge for the class, just for the cost of the materials used.  You can bring in your own decorations and containers.  Typical cost of this class is $25-45.

Friday, December 6

MAIN EVENT! Leighton Team Keller Williams Realty: 2672 Main Street, LeightonTeam.com | Visit Holiday Headquarters: Open for the Season! Pick up your Holiday Passport and Calendar of Events! Show your passport at participating businesses to receive a special offer.  And enter the Leighton Team’s Raffle to win a prize! Headquarters is open December 6 through December 22.

Green Road Refill: 10 AM – 5 PM, 2655 Main Street #22, GreenRoadRefill.com | 10 AM – 5 PM | Shop Small and Sustainable at Green Road Refill! Visit the shop and make an upcycled bottle cap Snowman Ornament! Enter to win a Green Road Basket with any purchase!

HandCraft House Gallery of Art & Fine Gifts: 10 AM – 5 PM, 3966 Route 6A – Main Street, HCHGallery.com | Annual 3-Day Holiday Sale – December 6 – 8. 10% off everything in the store and online!

Underground Art Gallery: 12 – 4 PM, 673 Satucket Road, KarenNorthWells.com | OPEN HOUSE! Meet Artist in Residence Karen North Wells. Enter to win a $50 gift certificate. Refreshments offered! Special pricing on original artwork!

Sea Captain’s Thrift Shop: 66 Harwich Road (Route 124), FriendsofBrewsterSeniors.org | Our Christmas Boutique is open with specials offered in-store throughout the day! Refreshments! The shop is managed by Friends of Brewster Seniors with proceeds benefiting the Brewster COA.

MAIN EVENT! Rockin’ Round the Christmas Tree at Drummer Boy Park! 4 PM: Santa arrives in a fire truck! Luminaries, music, tree and windmill lighting, blacksmith demo, windmill tours, treats for kids and adults. FREE EVENT! Sponsored by Cape Cod Five with WeNeedaVacation.com, Brewster Historical Society, Coxswain Media and Brewster Chamber of Commerce. With a special appearance by the Brewster Elementary Schools Choir!

MAIN EVENT! 18th Annual Brewster Band Holiday Concert, 7 PM: at Brewster Baptist Church. A festive evening of holiday favorites for everyone in the family! A free-will offering will be collected to benefit the Nauset Youth Alliance. FREE EVENT! Sponsored by Peggy Farber, Realtor®.

Saturday, December 7

Crocker Nurseries: 8 AM – 4:30 PM, 1132 Long Pond Road, CrockerNurseries.com | OPEN HOUSE! Free refreshments; enter to win a $100 gift card!

Crocker Nurseries: 10 AM, 1132 Long Pond Road, CrockerNurseries.com | Make and Decorate a Boxwood Tree Class! Learn how to 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.  Feel free to bring in your own decorations for the tree, as well as a small container for a base (we will have them here if you don’t have one).  Typical cost of this class is $15-$30

Sonoma Wool Company: 10 AM – 2 PM,  84 Underpass Road, SonomaWoolCompany.com | Open Wed-Sat, 10-2, and 24/7 on our website – we ship worldwide.  Visit us during our Shop hours between December 7 and 21 for a 25% discount off your entire purchase! Wool Bedding, home goods and other woolly, 100% natural, thoughtful gifts!  Make this a synthetic-free Holiday Season, and Re-Discover The Wonders of Wool! 

Green Road Refill: 10 AM – 5 PM, 2655 Main Street #22, GreenRoadRefill.com | 10 AM – 5 PM | Shop Small and Sustainable at Green Road Refill! Visit the shop and make an upcycled bottle cap Snowman Ornament! Enter to win a Green Road Basket with any purchase!

HandCraft House Gallery of Art & Fine Gifts: 10 AM – 5 PM, 3966 Route 6A – Main Street, HCHGallery.com | Annual 3-Day Holiday Sale – December 6 – 8. 10% off everything in the store and online!

The Brewster Book Store: 11 AM, and 2 PM, 2648 Main Street, BrewsterBookStore.com | (508) 896-6543 | hello@brewsterbookstore.com | At 11 AM join us for a Holiday Themed Storytime and Craft. Then at 2 PM Book Signing with Candace Hammond Local author Candace Hammond will be signing her holiday romance, Christmas in Cranberry Harbor. Get a signed copy of her Cape-based novel – perfect for gift giving – enjoy holiday refreshments, free gift wrapping, and personalized recommendations for everyone on your list.

Emerald Hollow Therapeutic Riding Center: 11 AM – 3 PM, 235 Run Hill Road, www.EmeraldHollow.org | A Holiday Fun-raiser! 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.

Village Toy Store: 11 AM – 3 PM, 1077 Main Street, Lemon Tree Village, VillageToyStore.com | Help us Stuff a Cruiser with the Brewster Police Department! We are collecting new, unwrapped toys to benefit Lower Cape Outreach Council families in need!

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!

Lemon Tree Village: 12 Noon, Main Street | Bay Side Skippers Perform! Drop in to watch this show by the award-winning Bay Side Skippers! Also, the Department of Families and Children will be handing out information. Meet 2024 Artist of the Year Julia Cumes and listen to holiday music by cellist Naomi Steckman. Help the Village Toy Store stuff a Brewster Police Cruiser with new unwrapped toys to benefit Lower Cape Outreach Council families in need! 

By the Bay Designs and Woodworks Gallery at Lemon Tree Village: Main Street |  Join us for a Festive Celebration, 12:30 – 2:30 PM! Enjoy an afternoon of art, music, and cheer! Meet Cape Cod’s 2024 Artist of the Year, Julia Cumes, and see some of her captivating work. Pick up a signed print or a beautiful 2025 calendar – perfect for holiday giving! Enjoy the enchanting sounds of Christmas classics performed live by Naomi Steckman, cellist from Beyond the Bounds. Indulge in cookies and cider!

Underground Art Gallery: 12 – 4 PM, 673 Satucket Road, KarenNorthWells.com | OPEN HOUSE! Meet Artist in Residence Karen North Wells. Enter to win a $50 gift certificate. Refreshments offered! Special pricing on original artwork!

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.

Sea Captain’s Thrift Shop: 66 Harwich Road (Route 124), FriendsofBrewsterSeniors.org | Our Christmas Boutique is open with specials offered in-store throughout the day! Refreshments! The shop is managed by Friends of Brewster Seniors with proceeds benefiting the Brewster COA!

Sunday, December 8

Crocker Nurseries: 8 AM – 4:30 PM, 1132 Long Pond Road, CrockerNurseries.com | OPEN HOUSE! Free refreshments; enter to win a $100 gift card!

Friends of Brewster Dog Park: 10 AM – 12 Noon, 631 Harwich Road | Pictures with Santa Paws! This family-friendly event is the perfect way to kick off the season and make a special holiday memory with your dog at the world class Brewster Dog Park. Professional photos with Santa by local photographer Sue Unleashed with treats and a special gift from Agway of Cape Cod. Brewster Dog Park gear available for purchase! A $35 donation will cover your photo’s digital download plus free goodies. Proceeds benefit Brewster Dog Park.

HandCraft House Gallery of Art & Fine Gifts: 10 AM – 5 PM, 3966 Route 6A – Main Street, HCHGallery.com | Annual 3-Day Holiday Sale – December 6 – 8. 10% off everything in the store and online!

MAIN EVENT! Family Dance Party and Pictures with Santa! 11 am – 1 pm, at the Cape Cod Museum of Natural History! FREE EVENT! It’s an afternoon filled with holiday magic and fun. Dance to live music by Musician Jim Nosler! Meet Santa,  share your wishes, and have a picture taken!  We will be collecting food items for the local food pantry, so everyone is encouraged to bring a non-perishable food item. For more information on Brewster for the Holidays visit ww.brewsterfortheholidays.org. Sponsored by Cape Cod Museum of Natural History, Brewster Chamber of Commerce and  Ocean Edge Resort & Golf Club.

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!

Brewster Cultural Council: 1- 3 PM, Arts Center at Brewster Bay Property, | Holiday Wreath Making with the Garden Club of Brewster members to help guide your creation. Wreaths and all decorating materials are provided. One wreath ($15) is reserved for each completed and paid registration, which can include additional participants at no charge. Children must be accompanied by an adult. Space is limited. To register early contact the Brewster Recreation department. 508-896-9430 or https://brewsterma.myrec.com/info/activities. 

Friday, December 13

The Brewster Store: 6 PM, 1935 Main Street, TheBrewsterStore.com |  Holiday Carol Sing! In partnership with Trinity Lutheran Church, join us to “sing in” the Holiday Season! Stop in for FREE hot chocolate on Saturdays from November 30 – December 21.

Saturday, December 14

Crocker Nurseries: 10 AM, 1132 Long Pond Road, CrockerNurseries.com | Centerpiece Class! Create a beautiful centerpiece for your holiday table, with or without candles.  Starting with a base of a variety of cut greens, you’ll then add various decorations like pinecones, berries, shells and more.