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November 2021

Winter Lights on Cape Ann

November 28, 2021 @ 4:00 pm - January 2, 2022 @ 10:00 pm

Celebrate the holiday season enjoying the twinkling and sparkling Winter Lights 2021 across Cape Ann! Local businesses are getting festive by decorating with exterior lights and/or window displays for the winter and holiday season.

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Cape Ann and Monhegan Island Vistas: Contrasted New England Art Colonies

November 29 - December 5
|Recurring Event (See all)

An event every week that begins at 12:00 am on Monday, repeating until February 13, 2022

Cape Ann Museum, 27 Pleasant Street
Gloucester, 01930 United States
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The growth of two of New England’s oldest and most revered summer art colonies is the subject of a special exhibition, on display at the Cape Ann Museum. The exhibition features works by artists who visited and were inspired by both Cape Ann and Monhegan. Monhegan and Cape Ann trace the roots of their respective art colonies back to the mid-19th century and specifically to the years immediately following the Civil War.

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Cape Ann Museum: Shop, Sip, Support!

November 30 @ 10:00 am - 7:00 pm
Cape Ann Museum, 27 Pleasant Street
Gloucester, 01930 United States
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You're Invited! On Giving Tuesday, give the gift of CAM! Jump start on holiday shopping and shop at the Cape Ann Museum's thoughtfully curated holiday gift shop featuring exciting new merchandise from local designers.

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Santa Letter Drop Off & Meet and Greet

November 30 @ 5:00 pm - 7:30 pm
Hammond Castle Museum, 80 Hesperus Ave
Gloucester, MA 01930 United States
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Hammond Castle Museum is hosting a special POP-UP Post Office for your little ones to send their Christmas wishes directly to Santa in the North Pole! Join them as they host Santa’s very own elves to personally deliver the parcel of letters! To make this event even more exciting, the Museum is teaming up with Ice Queen Cosplay Princess Parties and will feature a dozen of the most popular characters. Each child will place their letters in the special mailbox,…

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December 2021

Mini Holiday Shoppe at Second Glance

December 1 @ 9:00 am - 5:00 pm
Second Glance, 2 Pond Road
Gloucester, Massachusetts 01930
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Come shop at a carefully curated selection of vintage, collectibles, fashion, art, and jewelry at Second Glance Thrift Store. Limits on the number of shoppers in the store may apply to maintain COVID protocols. Please plan to wear a mask!

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Jingle Bar – Holiday Pop Up Cocktail Bar & Piano

December 1 @ 5:00 pm - 9:00 pm
|Recurring Event (See all)

One event on December 8, 2021 at 5:00 pm

One event on December 15, 2021 at 5:00 pm

One event on December 22, 2021 at 5:00 pm

One event on December 29, 2021 at 5:00 pm

Beauport Hotel Gloucester, 55 Commercial Street
Gloucester, MA 01930 United States
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A Happy Holiday season is ahead! Gather with friends for Beauport Hotel's Jingle Bar - Holiday Pop Up Cocktail Bar & Piano, hosted in the Hotel Lobby Lounge every Wednesday evening from 5-9pm in December.

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Holiday Wreath Making Class with Meredith McCarthy

December 1 @ 7:00 pm
Beauport Hotel Gloucester, 55 Commercial Street
Gloucester, MA 01930 United States
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Come create a beautiful holiday wreath with Meredith McCarthy from Meredith McCarthy Floral Design & Event Styling. Learn step-by-step on how to create a beautiful wreath. Choose from a lush selection of winter greenery, berries, dried material and a custom bow to match your style.

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North Shore Music Theatre: A Christmas Carol

December 2 - December 23
North Shore Music Theatre, 62 Dunham Rd
Beverly, MA 01930 United States
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North Shore Music Theatre presents its 30th Anniversary production of A Christmas Carol - New England's brightest holiday tradition.

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Annual Ladies Night “All Day” in Downtown Gloucester

December 2 @ 10:00 am - 8:00 pm
Downtown Gloucester, Main Street
Gloucester, MA 01930 United States
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Free

Bundle up and gather your friends for a festive day and night of shopping and celebrating the holiday season at the annual Ladies Night in and around Main Street in Downtown Gloucester.

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Holiday Open House and Showcase

December 3 @ 10:00 am - 8:00 pm
|Recurring Event (See all)

One event on December 4, 2021 at 10:00 am

One event on December 5, 2021 at 2:00 pm

An event every day that begins at 10:00 am, repeating until December 17, 2021

Manchester Historical Museum, 10 Union Street
Manchester-by-the-Sea, MA 01944 United States
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FREE

Celebrate the holiday season at Manchester's historic Trask House wonderfully decorated by the Manchester Garden Club with beautiful arrangements of Christmas greens, antique toys and vintage Christmas village with train. This event is free.

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