As the weather gets colder and snow begins to fall, our communities come alive with holiday charm, drawing people from all over to experience annual traditions, festive lights, and a packed calendar of seasonal events that celebrate the joy of the season.
This year, we’re honored to support some of Massachusetts’ most beloved holiday attractions, each benefiting a local organization that brings warmth and cheer to those who need it most. Join us as we embrace the spirit of giving and make this holiday season one to remember.
NOVEMBER 14
Cookies & Cocktails: 6:00 – 8:00 PM
101 Seaport Boulevard, Boston, MA 02210
Cookies & Cocktails is an annual culinary competition featuring local chefs creating Girl Scout Cookie-inspired dishes. Proceeds will directly support the Girl Scouts of Eastern Massachusetts and its young women’s leadership development programming.
NOVEMBER 16
Orleans Holiday Market & Open House: 10:00 AM – 3:00 PM
Gibson Sotheby’s International Realty, 6 Route 6A, Orleans, MA 02653
Join us for the second annual Holiday Market and Open House at our Orleans office, where you can shop quality items including jewelry, clothing, soaps, candles, art, sweet treats, and more.
NOVEMBER 20
South End Business Alliance (SEBA) Holiday Party: 5:30 – 8:30 PM
JJ Foley’s, 21 Kingston Street, Boston, MA 02111
We are proud to sponsor the South End Business Alliance‘s Holiday Party and invite all neighborhood businesses to join us in celebrating the South End community this holiday season.
NOVEMBER 23
Ellis Neighborhood Wreath Hanging: 9:00 AM – 12:00 PM
Nothing says Christmas quite like fragrant, decorated wreaths! For years, we have proudly sponsored and supported the Ellis Neighborhood Association’s annual wreath hanging. Join us again this season as we hang hundreds of wreaths in the neighborhood of our flagship office.
New Bedford Jazz Fest: 7:00 PM
Steeple Playhouse, 159 William Street, New Bedford, MA 02740
For more than a decade, the New Bedford Jazz Fest has lit up the South Coast of Massachusetts music scene with the sounds of jazz, giving a platform for local, regional, and national acts of the highest caliber. Join us for an unforgettable evening of music and merriment.
NOVEMBER 24
Chatham in the Fall 10K: 11:00 AM
425 Crowell Road, Chatham, MA 02633
Hosted by the Cape Cod Athletic Club, the Chatham in the Fall 10K raises money for Sharing Kindness and Cape Cod Foster Closet. Finisher medals will be given out and a special medal or challenge coin will be awarded to those who have completed the Chatham in the Fall 10K as well as the Chatham Harbor Run. Bib pickup begins at 9:30 AM!
NOVEMBER 28
Chatham Turkey Trot: 8:00 AM
Oyster Pond Parking Lot, 80 Stage Harbor Road, Chatham, MA 02633
The 3.1-mile Chatham Turkey Trot winds through Chatham, offering breathtaking scenery while benefiting the Lower Cape Outreach Council.
DECEMBER 5
Toys for Tots Fundraiser: 5:30 – 8:00 PM
Divine Design Center, 2 Battery Wharf, Boston, MA 02109
Join us for an evening of food, entertainment, and holiday cheer! The Gilardi Group at Gibson Sotheby’s International Realty is again hosting their annual tradition of delivering joy to America’s disadvantaged children through the gift of a new toy or book. Now until December 5, donations to Toys For Tots may be dropped off at our North End / Waterfront office at 2 Baldwin Place, Boston.
First Lights at Whittemore Park: 6:00 – 7:30 PM
Whittemore Park, 611 Massachusetts Avenue, Arlington, MA 02474
We are proud to again be the Candy Cane sponsor of First Lights in Whittemore Park presented by the Arlington Chamber of Commerce and the Cyrus Dallin Art Museum. Join us for the lighting of the park, entertainment by various Arlington High School musical groups, and more. Donations of mittens, gloves, and socks will be collected for our community members in need.
DECEMBER 6
Dartmouth Stroll: 4:00 – 8:00 PM
Gibson Sotheby’s International Realty, 384 Elm Street, Dartmouth, MA 02748
We are proud to sponsor the lighting of the Padanaram Bridge in South Dartmouth! Remember to join us during the Dartmouth Stroll for cookie decorating with Team MCM at Gibson Sotheby’s International Realty.
DECEMBER 7
Provincetown Holly Folly: 2:00 – 4:00 PM
Gibson Sotheby’s International Realty, 168 Commercial Street, Provincetown, MA 02657
Stop by our office for hot cider, cookies, and a special appearance by the Grinch!
DECEMBER 8
Wellesley Holiday Stroll and Tree Lighting: 12:00 – 3:00 PM
Gibson Sotheby’s International Realty, 54 Central Street, Wellesley, MA 02482
Stop by our Wellesley Office during the stroll for cookie decorating, coloring, building gingerbread houses, and a raffle.
DECEMBER 12
Jamaica Plain Stroll: 5:00 – 8:00 PM
Gibson Sotheby’s International Realty, 673 Centre Street, Boston, MA 02130
Visit our office during the Jamaica Plain Stroll for refreshments, snacks, a face painter, a balloon artist, and more.
DECEMBER 13
Chatham’s Christmas by the Sea Stroll: 5:00 – 7:00 PM
Gibson Sotheby’s International Realty, 409 Main Street, Chatham, MA 02633
Chatham’s Christmas by the Sea Stroll will kick off with a children’s light parade that escorts Santa down Main Street on a fire truck to the tree lighting ceremony at Sears Park. After the main event, activities continue in shops up and down Main Street, as well as free horse and carriage rides and visits with Santa.
DECEMBER 14
Cohasset Village Stroll: 4:00 – 7:00 PM
Gibson Sotheby’s International Realty, 1 South Main Street, Cohasset, MA 02025
Join us at we light up Cohasset Village! This event will feature extended shopping hours, Frozen Disney characters, live music, carolers, ice sculptures, cookie decorating, face painting, and many other surprises.
Newburyport Holiday House Tour & Market: 10:00 AM – 4:00 PM
Multiple Locations
Enjoy a rare glimpse into greater Newburyport’s finest private residences and unique spaces. This self-guided tour will lead you through homes decked out inside and out in holiday style. Click here to purchase tickets now.
