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, 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
Arlington Greek Festival June 4-June 7
Bad Books, June 4–27, Wed–Sat 7:30pm / Sat–Sun 2pm, Gloucester Stage Company, Gloucester, Massachusetts
Parlee Farms Pick Your Own, Mid-June–late October (hours on website), Parlee Farms, 95 Farwell Rd, Tyngsboro, Massachusetts (Strawberries mid-June; Cherries & Blueberries July; Flowers, Peaches, Apples, Pumpkins throughout season)
Friday, June 5th, 2026
Music on the Green, 5-8pm, 3rd Ave Burlington, Burlington, Massachusetts
Trad on the Mystic presents Matt & Shannon Heaton – Irish Music, 7–9pm, Arts Collaborative Medford, 162 Mystic Ave, Medford, Massachusetts
LIVE MUSIC- Soul of Boston, 8pm, Goodnight Johnny’s, Burlington, Massachusetts
LIVE MUSIC- Street Talk- 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
Dark Side of the Rumours, Two nights only! Pink Floyd “Dark Side of the Moon” and Fleetwood Mac “Rumours”, 8pm, Arlington, Massachusetts
Saturday, June 6th, 2026
Winchester Town Day, 9am–4pm (fireworks 9:15pm), Winchester Center, Winchester, Massachusetts
Winchester Farmer’s Market, 9:30am-1:30pm, Winchester, Massachusetts
Kick It for a Cause 2026, 10am, Woburn, Massachusetts
Meet Live Animals – Family Event Supporting RR’s Oasis Animal Sanctuary, 11:30am, Burlington, Massachusetts
Medford Porchfest, All day (noon–5pm), Various porches throughout Medford, Medford, Massachusetts
Third Annual International Table Tennis Tournament, 12-5pm, Burlington, Massachusetts
Zootopia Gala, 6:30–10pm, Franklin Park Zoo, Boston, Massachusetts (Note: Franklin Park Zoo will be closed for daytime admission on June 6)
Medford Porchfest Afterparty: Brews, Bites & Beats, 5pm+, Clippership Popup Park, Medford Square, Medford, Massachusetts
The Brickyard Authentic Pizzeria, 7pm, Woburn, Massachusetts
Karen’s Monthly Dance in Wakefield, 6:30-9:45pm, Wakefield, Massachusetts
LIVE MUSIC, 8pm, Goodnight Johnny’s, Burlington, Massachusetts
LIVE MUSIC, 7:30pm, Waves Restaurant & Bar, Wakefield, Massachusetts
Sunday, June 7th, 2026
Tread Fitness Pride Event, 9am–11am, Woburn Village, Woburn, Massachusetts
Wilmington Farmers Market, Sundays June 7–October 4, 10am–1pm, Wilmington Town Common, 140 Middlesex Ave, Wilmington, Massachusett
Sunday Brunch with Live Music 10:30am, Goodnight Johnny’s, Burlington, Massachusetts
Sunday Run, 11am-12pm, Medford Brewing Company Medford, Massachusetts
Woburn Guild of Artists Summer Arts Festival, 11am–3pm, Woburn, Massachusetts
Fairy Tale Ball 2026,1-4pm, Medford Public Library, Medford, Massachusetts
2026 Festival of Colors (Spring Festival), 1–5pm, Hastings Park, Massachusetts Ave & Worthen Rd, Lexington, Massachusetts (Rain date: June 14)
3rd Annual Espresso Martini Competition, 4-7pm, Medford, Massachusetts
Spring 2026 Joie de Vivre Concert, 7:30pm, Lexington, Massachusetts
Monday, June 8th, 2026
Cornhole on the Common, 4:30-7:30pm, Stoneham Town Common, Stoneham, Massachusetts (Benefits Boys & Girls Club of Metro North)
Burlington-Woburn Adult Youth Event, Archery 5:30-7:30pm, Burlington, Massachusetts
Wakefield, MA Open Mic Night, 6:30-9:30pm, Wakefield, Massachusetts
Guitar League meeting our theme will be songs from Willie Nelson, 7:45-10pm, Wakefield, Massachusetts
Tuesday, June 9th, 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 10th, 2026
Story & Movement Time with Daisy, 10:30-11:30am, Whitelam Books, Reading, Massachusetts
Wednesday Trivia at Lord Hobo Woburn, 6:30–8:30pm, Lord Hobo Brewing Company, Woburn, Massachusetts
Thursday, June 11th, 2026
Stoneham Farmer’s Market, 2:30-6:30pm through October 1st, Stoneham, Massachusetts
Medford Farmer’s Market, 3-7pm, Medford, 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]
