Here are some fun activities and events happening in Massachusetts this weekend.
Arts & Crafts
Harbor Holidays at the Boston Yacht Club — Marblehead
Date: Friday, Nov. 21, 6–9 p.m.; Saturday, Nov. 22, 10 a.m.–4 p.m.
Description: A juried craft show featuring fine-art and handcrafted items at the Boston Yacht Club.
Link: https://www.harborholidaysbyc.com/
Friends of the Conant Public Library Arts & Crafts Show — Sterling
Date: Saturday, Nov. 22, 9 a.m.–2 p.m.
Description: Community craft fair spotlighting local artisans, handmade gifts, a bake sale and a lunch café.
Link: https://www.lovejendre.com/come-find-us/sterling-craft-fair
Saint Joseph School Holiday Fair — Wakefield
Date: Friday, Nov. 21, 4–8 p.m.; Saturday, Nov. 22, 10 a.m.–4 p.m.
Description: Holiday fair with crafts, family activities and seasonal shopping hosted by the school.
Link: https://festivalnet.com/41495/Wakefield-Massachusetts/Holiday-Celebrations/Saint-Joseph-School-Holiday-Fair
Dedham Fall Craft Fair — Dedham
Date: Saturday, Nov. 22, 9 a.m.–3 p.m.
Description: Local artisans and crafters offering a wide variety of handcrafted gifts and unique seasonal items.
Link: https://www.fairsandfestivals.net/events/details/2025-dedham-fall-craft-fair; patch.com
Family-Friendly Events
The Enchanted Village — Avon
Date: Friday, Nov. 14, 2025 – Thursday, Jan. 1, 2026
Description: Beloved holiday display with animated scenes and a giant indoor slide — fun for all ages.
Link: https://www.jordans.com/enchanted-village
America’s Hometown Thanksgiving Parade & Celebration — Plymouth
Date: Saturday, Nov. 22, 2025, parade begins at 10 a.m. (Opening ceremonies 9 a.m.)
Description: Historic parade through downtown Plymouth featuring floats, reenactors and bands.
Link: https://usathanksgiving.com/; seeplymouth.com
Thanksgiving Harvest Festival — Phillipston
Date: Saturday, Nov. 22 & Sunday, Nov. 23, 10 a.m.–5 p.m.
Description: Celebrate the season at Red Apple Farm with artisan vendors, hayrides, live music and family-friendly fun.
Link: redapplefarm.com
Greenberg’s Great Train & Toy Show — Wilmington
Date: Saturday, Nov. 22, 10 a.m.–4 p.m.
Description: Model trains, hands-on exhibits for kids, and interactive toy fun at the Greenberg’s Great Train & Toy Show in Wilmington.
Link: greenbergshows.com
Music & Entertainment
Rockport Music – David Nail — Rockport
Date: Saturday, Nov. 22, 2025, 8:00 p.m.
Description: Country-pop artist David Nail performs at the Shalin Liu Performance Center in Rockport, bringing contemporary hits in an intimate coastal venue.
Link: tickets.rockportmusic.org
Boston Symphony Orchestra – Joshua Bell and Mussorgsky Pictures at an Exhibition — Boston
Date: Saturday, Nov. 22, 2025, 8:00 p.m.
Description: A classical music performance by the Boston Symphony Orchestra featuring the renowned violinist Joshua Bell and Mussorgsky’s Pictures at an Exhibition.
Link: https://www.bso.org/bso-2025-2026-season
All Time Low – Everyone’s Talking! Tour — Boston
Date: Sunday, Nov. 23, 2025, 6:30 p.m.
Description: A high-energy rock concert featuring All Time Low, Mayday Parade, Four Year Strong and The Paradox at MGM Music Hall at Fenway.
Link: ticketmaster.com; jambase