Things to Do North of Boston (May 29th-June 4th, 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 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
Friday, May 29th, 2026
Woburn Greek Festival, 11am-11pm, Woburn, Massachusetts
Late Spring Guided Nature Walk at Long Pond, 9:15-11:30am, Winchester, Massachusetts
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
Revelry N’awlins Cuisine at Medford Brewing Company, 4-8pm, Medford, Massachusetts
LIVE MUSIC- Perfect Crime, 8pm, Goodnight Johnny’s, Burlington, Massachusetts
LIVE MUSIC- Spike the Punch- at Scoreboard Sports Bar & Grill, 9pm, Crowne Plaza, Woburn, Massachusetts
LIVE MUSIC, 6-11pm, Lakeside Inn, Wakefield, Massachusetts
LIVE MUSIC, 8-11pm, Bunratty Tavern, Reading, Massachusetts
Native Plant Sale, 10am-4pm, Lexington, Massachusetts
Saturday, May 30th, 2026
Woburn Greek Festival, 11am-11pm, Woburn, Massachusetts
LIVE MUSIC- 12 Barz Band, 8pm, Goodnight Johnny’s, Burlington, Massachusetts
LIVE MUSIC- GTA, 7:30pm, Waves Restaurant & Bar, Wakefield, Massachusetts
Native Plant Sale, 10am-3:30pm, Lexington, Massachusetts
Improving Biodiversity in Horn Pond — How You Can Get Involved, 2:30-4pm, Woburn, Massachusetts
Sunday, May 31st, 2026
Woburn Greek Festival, 11am-6pm, Woburn, Massachusetts
Live Free Fun Run & Mental Health Festival, 9:30am, Woburn, Massachusetts
Bridal & Wedding Expo, 1-5pm, Wilmington, Massachusetts
Sunday Brunch with Live Music 10:30am, Goodnight Johnny’s, Burlington, Massachusetts
Sunday Run, 11am-12pm, Medford Brewing Company Medford, Massachusetts
Boston Youth Symphony Orchestra, 1pm, Arlington, Massachusetts
The Artisan Market at the Mills, 10am-3pm, North Andover, Massachusetts
Tiny Shed Arts & Discovery Series: Live Jazz, Funk & Soul, Plus Meet a Midnight Rider, 12:30-2pm, Arlington Visitor Center, Arlington, Massachusetts
Monday, June 1st, 2026
Teen Bring Your Own Craft Club at the Woburn Public Library, 4:30-5:30pm, Woburn, Massachusetts
Tuesday, June 2nd, 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
Trivia Night, 7-9pm, Medford Brewing Company, Medford, Massachusetts
Wednesday, June 3rd, 2026
Story & Movement Time with Daisy, 10:30-11:30am, Whitelam Books, Reading, Massachusetts
Art Expressions Group: Creative Activities Peer Support Group, 10-11am, Woburn Public Library, Woburn, Massachusetts
Wednesday Trivia at Lord Hobo Woburn, 6:30–8:30pm, Lord Hobo Brewing Company, Woburn, Massachusetts
Thursday, June 4th, 2026
The Underdog Hobby Show: Boutique Card Show at Lord Hobo Brewing, 5-9:30pm, Woburn, Massachusetts
Adult Tap Dance Series (5-week series), 6:30-7:30pm, Presence&Co., Reading, 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]
