All Ages

Get in the holiday spirit and join Rockport Music’s annual holiday community sing-along.  This year’s event will feature the brass ensemble Some Assembly Required, as well as sing-alongs of holiday favorites led by the Rockport High School’s Madrigal Singers.   Free, no tickets required.  First come, first serve on day of event.

The annual Middle Street Walk 2025 wraps up every year with the lighting of the lobster trap Christmas tree in Gloucester Massachusetts! Stop by Cape Ann Art Haven for a Holiday Party with hot chocolate, sweet treats, kids' crafts, holiday photos, face painting live music. Caroling starts at 4:30pm, followed by the tree lighting across the street at 5pm. Come find your buoy hanging on the tree, enjoy caroling, seeing the star put on the tree join us for the countdown and celebrate the season with the lighting of our Lobster Trap Tree!

With the need for toys at an all-time high for local children, Manchester Athletic is offering a generous benefit for your donation. Bring in any new and unwrapped toy to donate to the toy drive, MAC will waive the join fee. MAC collects as many toys and gift card donations as possible to fulfill North Shore needs. 

Bring your toy before December 17.

For further information, please call 978-526-8900

Shop Local HW brings National Small Business Saturday home! The second Family Friendly Festival hosted by Shop Local HW will bring together local businesses and the wider community with an amazing schedule of activities that will enliven our business corridors along the 1A in both Wenham and Hamilton with a bustle of Holiday Cheer, including: