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    • Mistletoe Madness

    Mistletoe Madness
    Downtown Rockport 15 Dock Square, Rockport, United States
    Downtown Rockport 15 Dock Square, Rockport, United States

    Downtown Rockport  

    Downtown Rockport 15 Dock Square, Rockport

    Mistletoe Madness is back for a second season! This year, all shoppers participating in Mistletoe Madness will be entered into one Grand Prize Drawing. From December 6 through December 31,...

    • Deck the Halls at Hammond Castle Museum

    Deck the Halls at Hammond Castle Museum
    Hammond Castle Museum 80 Hesperus Avenue, Gloucester, MA, United States
    Hammond Castle Museum 80 Hesperus Avenue, Gloucester, MA, United States

    Hammond Castle Museum  

    Hammond Castle Museum 80 Hesperus Avenue, Gloucester, MA

    Join us for the 2025 Holiday Season as we proudly present our 7th annual “Deck The Halls” holiday celebration! Travel back in time to a castle filled with lush, opulent textures inspired by the great medieval and Renaissance castles of Europe. Wander through rooms adorned with White Birch and Christmas trees, sparkling fairy lights, hydrangea-lace...

    Deck the Halls at Hammond Castle Museum

    Deck the Halls at Hammond Castle Museum
    Hammond Castle Museum 80 Hesperus Avenue, Gloucester, MA, United States
    Hammond Castle Museum 80 Hesperus Avenue, Gloucester, MA, United States

    Hammond Castle Museum  

    Hammond Castle Museum 80 Hesperus Avenue, Gloucester, MA

    Join us for the 2025 Holiday Season as we proudly present our 7th annual “Deck The Halls” holiday celebration! Travel back in time to a castle filled with lush, opulent textures inspired by the great medieval and Renaissance castles of Europe. Wander through rooms adorned with White Birch and Christmas trees, sparkling fairy lights, hydrangea-lace...

    Deck the Halls at Hammond Castle Museum

    Deck the Halls at Hammond Castle Museum
    Hammond Castle Museum 80 Hesperus Avenue, Gloucester, MA, United States
    Hammond Castle Museum 80 Hesperus Avenue, Gloucester, MA, United States

    Hammond Castle Museum  

    Hammond Castle Museum 80 Hesperus Avenue, Gloucester, MA

    Join us for the 2025 Holiday Season as we proudly present our 7th annual “Deck The Halls” holiday celebration! Travel back in time to a castle filled with lush, opulent...

    • Drunk Black History

    The Rockwell 255 Elm Street, Somerville, MA, United States
    The Rockwell 255 Elm Street, Somerville, MA, United States

    The Rockwell  

    The Rockwell 255 Elm Street, Somerville, MA

    The critically acclaimed Drunk Black History show returns to Boston to close out Black History Month! Comedian Brandon Collins (New York Comedy Festival) hosts this event where you’ll hear from comedians, writers, and experts who are skunked out of their mind trying to recap the biography of a historical Black figure or event that hasn’t...

    $15

    • St. Patrick’s Celebration at Beauport Hotel

    1606 Restaurant and Bar 55 Commercial St, Gloucester, MA, United States
    1606 Restaurant and Bar 55 Commercial St, Gloucester, MA, United States

    1606 Restaurant and Bar  

    1606 Restaurant and Bar 55 Commercial St, Gloucester, MA

    Celebrate St. Patrick’s Day at 1606 Restaurant & Oyster Bar on Sunday, March 15th, with live music from 12:00PM–3:00PM and traditional Irish fare served with harbor views. Enjoy classic Irish...

    • Red, White & Beauport Fireworks Celebration

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

    Beauport Hotel Gloucester  

    Beauport Hotel Gloucester 55 Commercial Street, Gloucester, MA

    Celebrate Red, White, & Beauport from the ultimate rooftop vantage point above Gloucester Harbor. Take in the fireworks from one of the best views in town on Friday, July 3rd, while enjoying live DJ entertainment from The 617 Event Group, handcrafted cocktails, and sweeping harbor and downtown skyline views with our Rooftop Evening Pass beginning...

    $50

    • View the Gloucester Schooner Festival Aboard the Wejack with Cape Ann Cruises

    Cape Ann Cruises 63 ROGERS STREET, Gloucester, M, United States
    Cape Ann Cruises 63 ROGERS STREET, Gloucester, M, United States

    Cape Ann Cruises  

    Cape Ann Cruises 63 ROGERS STREET, Gloucester, M

    How to See the Schooners with Cape Ann Cruises Join us aboard the legendary Gloucester Fishing Yacht, the Wejack to see all the visiting Schooners up close from the water....

    $100

    • Holiday Stroll, Manchester-by-the-Sea 2026

    Downtown Manchester 10 Central Street, Manchester-By-The-Sea, MA, United States
    Downtown Manchester 10 Central Street, Manchester-By-The-Sea, MA, United States

    Downtown Manchester  

    Downtown Manchester 10 Central Street, Manchester-By-The-Sea, MA

    Manchester-by-the-Sea's Annual Holiday Stroll and other fun events on December 4th... The Manchester Holiday Stroll & Business Open House: 3 PM - 8 PM |Downtown Manchester. Stroll around town, enjoy...

    Free

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