Things to Do North of Boston (May 22nd-28th, 2026
Looking for things to do in the Greater Boston area this week?
Here’s your curated list of local events happening in Woburn, Reading, Wakefield, Burlington, Arlington, Lexington, Winchester, Medford, Melrose, Stoneham, North Reading, Andover and nearby communities.
Upcoming Theatre & Shows
The Chesapeake Chicks, May 22, 23, 29, 30, 31 and June 5 & 6, 2026 (Fri/Sat 8pm, Sun 2pm), Quannapowitt Players, Reading, Massachusetts
Annie, Greater Boston Stage Company, May 29th-June 28th, 2026
Ongoing & Upcoming
WORKSHOP – Watercolor Close-up Flowers, Class starts June 1, 9am-12pm, Arlington Center for the Arts, Arlington, Massachusetts
Here are the upcoming Memorial Day Ceremonies across communities North of Boston.
Friday, May 22nd, 2026
Music on the Green, 5-8pm, 3rd Ave Burlington, Burlington, Massachusetts
Friday Night Latin Dance Class — Cha-Cha for Beginners, 6:30-7:45pm, Academy of Creative Arts, Burlington, Massachusetts
Bruce Molsky, 7pm, Groton Hill Music Center, Groton, Massachusetts
Arlington-Belmont Chamber Chorus Concert: “Wild Wonders – Songs of Nature and Spirit”, 8pm, First Parish Unitarian Universalist, Arlington, Massachusetts
Marcel The French Croque at Medford Brewing Company, 4-8pm, Medford, Massachusetts
LIVE MUSIC- Lucky 13, 8pm, Goodnight Johnny’s, Burlington, Massachusetts
LIVE MUSIC- Wildfire – at Scoreboard Sports Bar & Grill, 9pm, Crowne Plaza, Woburn, Massachusetts
LIVE MUSIC- Bumpin Uglies, 6-11pm, Lakeside Inn, Wakefield, Massachusetts
LIVE MUSIC, 8-11pm, Bunratty Tavern, Reading, Massachusetts
Saturday, May 23rd, 2026
Jason Russell House Concert Series & Beer Garden, 2-7pm, Jason Russell House & Museum, Arlington, Massachusetts
Acoustic Open Mic at Aloft Hotel in Lexington, 7-10pm, Aloft Lexington, Lexington, Massachusetts
LIVE MUSIC- A Little Bit Shaggy, 8pm, Goodnight Johnny’s, Burlington, Massachusetts
LIVE MUSIC- Driftide, Evening, Waves Restaurant & Bar, Wakefield, Massachusetts
WildFire at The Scoreboard, evening, Scoreboard Sports Bar & Grill (Crowne Plaza Hotel), Woburn, Massachusetts
Jason Russell House Concert Series & Beer Garden, 2–7pm, Jason Russell House (7 Jason Street), Arlington, Massachusetts
Sunday, May 24th, 2026
Sunday Brunch with Live Music- Jason Pratt, 10:30am, Goodnight Johnny’s, Burlington, Massachusetts
Sunday Run, 11am-12pm, Medford Brewing Company Medford, Massachusetts
Live Jazz and Free Arts & Crafts at the Tiny Shed Arts & Discovery Series, 12:30-2pm, Arlington Visitor Center, Arlington, Massachusetts
Monday, May 25th, 2026
May Sound Meditation, 6:30-8pm, Wright-Locke Farm, Winchester, Massachusetts
Tuesday, May 26th, 2026
Lexington Farmers’ Market – Summer Season, 2-6:30pm, Fletcher Park (Worthen Rd), Lexington, Massachusetts (runs Tuesdays through October 27)
3rd Ave Tournament Tuesdays (Cornhole), 6-8pm, 3rd Ave Burlington, Burlington, Massachusetts
Improv Workshop for Adults, 7-8pm, Woburn Public Library, Woburn, Massachusetts
Trivia Night, 7-9pm, Medford Brewing Company, Medford, Massachusetts
Wednesday, May 27th, 2026
Story & Movement Time with Daisy, 10:30-11:30am, Whitelam Books, Reading, Massachusetts
Sound Play Music, 5:30-6:15pm, Woburn Public Library, Woburn, Massachusetts
Wednesday Trivia at Lord Hobo Woburn, 6:30–8:30pm, Lord Hobo Brewing Company, Woburn, Massachusetts
Return to Presence: Somatic Breathwork, 7-8:30pm, Presence&Co. (557 Main Street), Reading, Massachusetts
Thursday, May 28th, 2026
LIVE MUSIC- Samantha Rae, 6:30pm, Goodnight Johnny’s, Burlington, Massachusetts
Adult Tap Dance Series (5-week series), 6:30-7:30pm, Presence&Co., Reading, Massachusetts
Poetry Open Mic Night, 7pm, Whitelam Books, Reading, Massachusetts
The Gardener, 7pm, Regent Theatre, Arlington, Massachusetts
Have a local event you’d like to spread the word about? To suggest a highlight on an upcoming event list, contact me here: [email protected]
