• Marble Ridge Winery: final tasting-room weekends

    Marble Ridge Winery 271 Great Pond Rd., North Andover, MA, United States

    The Marble Ridge Winery tasting room is open Fridays through Sundays until it closes for good on Nov. 29. Flights, wine by the glass and charcuterie, with discounts on bottles....

  • Live Music Fridays at The Loft

    The Loft 1140 Osgood St., North Andover, MA, United States

    Live music every Friday night at The Loft. Free; reservations suggested.

  • Sinatra Night with Jim Porcella at Vivacino

    Vivacino 220 Sutton St., North Andover, MA, United States

    Jim Porcella's Frank Sinatra dinner-and-a-show night. Free with dinner; reservations 978-258-0658.

  • Advent Kick-Off at Trinitarian Congregational Church

    Trinitarian Congregational Church 72 Elm St., North Andover, MA, United States

    Decorating the church with garlands, wreaths and the tree, then walking out to watch the Santa Parade; hot chocolate. Open invitation. Free. 978-686-4445.

  • 2026 North Andover Santa Parade

    North Andover Middle School 495 Main St., North Andover, MA, United States

    The North Andover Festival Committee's annual parade steps off at noon sharp, rain or shine, from the middle school: Main Street to Elm Street to Water Street, ending at Main and Sutton. Floats, local groups, music, candy and Santa. Free.

  • Free photos with Santa at The Village Studio

    The Village Studio 43 High St., North Andover, MA, United States

    Santa's first stop after the North Andover Santa Parade: free photos with children and pets.

  • 5th Grade Saturday Drop-In at the Youth Center

    Joseph N. Hermann Youth Center 33 Johnson St., North Andover, MA, United States

    5th Grade Saturday Drop-In at the Joseph N. Hermann Youth Center, 33 Johnson Street, North Andover. Saturdays, 1 to 4 p.m., running through mid-May. $5 cash per Saturday, open to North Andover 5th graders. Details at northandoverma.gov/479/Fall-Programs or 978-682-9000. From the North Andover Life October 2026 calendar.