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    • Spookley the Square Pumpkin

    Spookley the Square Pumpkin
    Firehouse Center for the Arts 1 Market Square, Newburyport, MA, United States
    Firehouse Center for the Arts 1 Market Square, Newburyport, MA, United States

    Firehouse Center for the Arts  

    Firehouse Center for the Arts 1 Market Square, Newburyport, MA

    Based on the wildly popular books and animated special, Spookley The Square Pumpkin: The Musical combines the spectacle and joy of Halloween with delightful songs that people of all ages will love! Airing every year on Disney, the animated television special, adapted from the bestselling Spookley book series, has been a long time Halloween tradition...

    $17 – $23

    Costumes & Candlelight: Hammond Castle Museum After Dark

    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

    When the sun goes down, the Museum feels like another world. Explore the shadowed halls and candlelit Courtyard, where ancient Roman sarcophagi stand among 15th-century French storefronts and centuries-old stonework....

    $27.50

    Baby’s First Halloween

    Wenham Museum 132 Main St., Route 1A, Wenham, MA, United States
    Wenham Museum 132 Main St., Route 1A, Wenham, MA, United States

    Wenham Museum  

    Wenham Museum 132 Main St., Route 1A, Wenham, MA

    Join Wenham Museum for our annual event: Baby’s First Halloween! Celebrate Halloween with a festive morning designed especially for little ones and their grown-ups! Dress up in your favorite costume...

    $12.00

    • Evergreen Holiday Market

    58 Pulaski Street 58 Pilaski Street, Mills 58, Peabody, MA, United States
    58 Pulaski Street 58 Pilaski Street, Mills 58, Peabody, MA, United States

    58 Pulaski Street  

    58 Pulaski Street 58 Pilaski Street, Mills 58, Peabody, MA

    Join us for the Evergreen Holiday Market—the ultimate festive shopping experience featuring over 30 curation-focused, local, vintage, and sustainable vendors! By shopping with us, you are supporting small businesses and choosing a greener, more sustainable holiday season.

    Free

    An Evening with Peter Billingsley and A Christmas Story

    The Cabot 286 Cabot Street, Beverly, CA, United States
    The Cabot 286 Cabot Street, Beverly, CA, United States

    The Cabot  

    The Cabot 286 Cabot Street, Beverly, CA

    "A Christmas Story" screening plus Q&A with Peter Billingsley! A limited number of VIP packages include pre-show meet-and-greet photo opportunity with Peter himself. Don’t miss this chance to celebrate “A Christmas Story” with the star who brought the magic to life! Celebrate the holiday season with an unforgettable evening featuring a screening of the beloved...

    $30.25 – $89.50

    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 2026 Holiday Season as we proudly present our 8th annual holiday celebration, Deck the Halls, a Museum-wide holiday installation! Travel back in time to a castle...

    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 2026 Holiday Season as we proudly present our 8th annual holiday celebration, Deck the Halls, a Museum-wide holiday installation! Travel back in time to a castle...

    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 2026 Holiday Season as we proudly present our 8th annual holiday celebration, Deck the Halls, a Museum-wide holiday installation! Travel back in time to a castle...

    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 2026 Holiday Season as we proudly present our 8th annual holiday celebration, Deck the Halls, a Museum-wide holiday installation! Travel back in time to a castle...

    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 2026 Holiday Season as we proudly present our 8th annual holiday celebration, Deck the Halls, a Museum-wide holiday installation! Travel back in time to a castle...

    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 2026 Holiday Season as we proudly present our 8th annual holiday celebration, Deck the Halls, a Museum-wide holiday installation! Travel back in time to a castle...

    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 2026 Holiday Season as we proudly present our 8th annual holiday celebration, Deck the Halls, a Museum-wide holiday installation! Travel back in time to a castle...

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