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Toy Drive for Cape Ann Kids

Seaport Grille 6 Rowe Square, Gloucester, Massachusetts, United States

Spread the holiday cheer this season and bring a new, unwrapped toy to donate at Seaport Grille. The Toy Drive supports Cape Ann Kids' Holiday Fund. The Cape Ann Kids Holiday […]

Deck the Halls

Beauport Hotel Gloucester 55 Commercial Street, Gloucester, Massachusetts, United States

Join Beauport Hotel Gloucester for our annual Deck the Halls Open House! Come one and come all to enjoy our hotel's holiday decor, sweet treats, and live jazz music. Additionally, […]

Jingle Bar

Beauport Hotel Gloucester 55 Commercial Street, Gloucester, Massachusetts, United States

The Beauport Hotel Holiday Pop-Up Bar is coming back! Join us from 6:00-9:00PM every Wednesday this holiday season from November 29th-December 27th for our Jingle Bar. Sip on champagne and holiday […]

Wreath Making Class

Beauport Hotel Gloucester 55 Commercial Street, Gloucester, Massachusetts, United States

Come create a beautiful holiday wreath with Meredith McCarthy from Meredith McCarthy Floral Design & Event Styling. She is also the floral designer for the holiday decor at the Beauport Hotel! […]

Beverly Downtown Winter Market

Cabot Street Cabot Street, Beverly, Massachusetts, United States

Join us for two evenings of downtown strolling, local shopping, and entertainment! Festivities will occur on Cabot St. on Friday 12/8/23 and on Rantoul St, on Saturday 12/9/23 from 4-8pm. […]

The Port Gingerbread Festival

Central Congregational Church 14 Titcomb Street, Newburyport, Massachusetts, United States

The Port Gingerbread Festival is a contest and public exhibition of gingerbread creations - works of art and works of heart - made by people of all ages throughout the […]

Rockport Holiday Shopping Night

Dock Square Dock Square, Rockport, Massachusetts, United States

Enjoy a night of holiday shopping with music and holiday treats. Featuring a Shopping Stamp Card, Raffle, & After-Party. Three chances to win 'Gift Card Stockings' filled with certificates from up […]

Holiday Invitation Nights 2023

Downtown Newburyport Newburyport, Massachusetts, United States

Mark your calendars, book a babysitter, and call your friends to make plans for three great nights in Newburyport! Enjoy merchant hospitality, live entertainment, shopping, and dining in beautiful and […]

Beverly Downtown Winter Market

Rantoul Street Rantoul Street, Beverly, Massachusetts, United States

Join us for two evenings of downtown strolling, local shopping, and entertainment! Festivities will occur on Cabot St. on Friday 12/8/23 and on Rantoul St, on Saturday 12/9/23 from 4-8pm. […]

Jingle Bell Walk 2023

Ipswich Town Hall 25 Green Street, Ipswich, Massachusetts, United States

Join for a day of holiday festivities and cheer! Greet Santa as he arrives at the Ipswich Town Wharf. Sing carols with Buddy the Elf as we await Santa’s arrival! […]

Grave Tidings Holiday Market

Old Town Hall 32 Derby Square, Salem, Massachusetts, United States

A mystical, dark market located in Salem, MA. Spooky shopping that featuring over 40 of the best gothic, witchy, creepy, strange and macabre vendors, artists, and performers. The event will […]

The Port Gingerbread Festival

Central Congregational Church 14 Titcomb Street, Newburyport, Massachusetts, United States

The Port Gingerbread Festival is a contest and public exhibition of gingerbread creations - works of art and works of heart - made by people of all ages throughout the […]

Holiday Wagon Rides

Dock Square Rockport, Massachusetts, United States

Bring your children and grandchildren to downtown Rockport for free rides in a festively decorated open wagon pulled by a Tractor. Ride along along Bearskin Neck and see all the […]

Santa at Sea

Beauport Cruiselines 6 Rowe Square, Gloucester, Massachusetts, United States

The Annual Santa at Sea Cruise is returning this year! Enjoy a holiday harbor cruise aboard Beauport Cruiselines. Take in the beautiful views of Gloucester Harbor, all while singing holiday carols […]

Grave Tidings Holiday Market

Old Town Hall 32 Derby Square, Salem, Massachusetts, United States

A mystical, dark market located in Salem, MA. Spooky shopping that featuring over 40 of the best gothic, witchy, creepy, strange and macabre vendors, artists, and performers. The event will […]

The Port Gingerbread Festival

Central Congregational Church 14 Titcomb Street, Newburyport, Massachusetts, United States

The Port Gingerbread Festival is a contest and public exhibition of gingerbread creations - works of art and works of heart - made by people of all ages throughout the […]

Jingle Bar

Beauport Hotel Gloucester 55 Commercial Street, Gloucester, Massachusetts, United States

The Beauport Hotel Holiday Pop-Up Bar is coming back! Join us from 6:00-9:00PM every Wednesday this holiday season from November 29th-December 27th for our Jingle Bar. Sip on champagne and holiday […]

Holiday Invitation Nights 2023

Downtown Newburyport Newburyport, Massachusetts, United States

Mark your calendars, book a babysitter, and call your friends to make plans for three great nights in Newburyport! Enjoy merchant hospitality, live entertainment, shopping, and dining in beautiful and […]

Newburyport Holiday Gala

Newburyport City Hall 60 Pleasant Street, Newburyport, Massachusetts, United States

Ring in the holiday with dinner, swing dancing, friends, family, and a performance by Dan Gabel and the Abletones.

Rockport’s 78th Annual Christmas Pageant

Dock Square Dock Square, Rockport, Massachusetts, United States

In the spirit of the holidays, the Rockport Art Association and Museum once again presents the Annual Live Christmas Pageant, a torch-lit live re-enactment of the Nativity.  Each year hundreds of […]