Things to Do North of Boston (September 25th–October 1st, 2026)

Things to Do North of Boston (September 25th-October 1st, 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.

Local Theater

Moon Man Walk, September 10th-26th, 2026, Gloucester Stage, Gloucester, Massachusetts Local author, Marielle Sabbag reviews the play HERE.

Ongoing & Upcoming

Connors Farm Fall Fun, September 5th–November 1st, Danvers, Massachusetts

Kadanse Dance Classes, Woburn, 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)

Rennaisance Faire at Hammond Castle Museum November 7 & 8, Gloucester, MA. Grab your tickets before they sell out!

Jack-O’ Lantern Nights at Stone Zoo, October 1st-31st, Stoneham, Massachusetts

Friday, September 25th, 2026

deCordova by Moonlight – Harvest Moon, 7-8pm, Lincoln, Massachusetts

Mystic River Celebration, 12-4pm, Medford, Massachusetts

Kids Music Jammin with You, 9:30-10am, Burlington, Massachusetts

Music on the Green, 5-8pm, 3rd Ave Burlington, Burlington, Massachusetts

Live Music: The Knuckles, 5:30-8:30pm, Common Craft, Burlington, Massachusetts

Beginner Cha Cha Class, 6:30-7:45pm, Burlington, Massachusetts

LIVE MUSIC – Wave’s Restaurant, 8-11pm, Wakefield, Massachusetts

LIVE MUSIC – Northern Fried , 7:30pm, Goodnight Johnny’s, Burlington, Massachusetts

LIVE MUSIC- Wildfire – Scoreboard Sports Bar & Grill, 9pm, Crowne Plaza, Woburn, Massachusetts

Friday Afternoon Drop-In Art, 3-4:30pm, Peabody Essex Museum, Salem, Massachusetts

Saturday, September 26th, 2026

Celebrate Protego Dental’s Grand Opening with Food & Beverages, Raffles, a Photo Booth, Kids Activities & More! Saturday, 9am to 2pm, Burlington, MA

CraneExplorer: Family Full Moon Hike in the Dunes, 6-8pm, Ipswich, Massachusetts

Final Yoga on the Green of the Season, 9-10am, 3rd Ave Burlington, Burlington, Massachusetts

Andover Farmer’s Market, 9am-1pm, Andover, Massachusetts

Wakefield Farmer’s Market, 9am-1pm, Wakefield, Massachusetts

Winchester Farmer’s Market, 9:30am-1:30pm, Winchester, Massachusetts

Jason Russell House Concert Series & Beer Garden, 2-7pm, Jason Russell House, Arlington, Massachusetts

Music on the Green, 5-8pm, 3rd Ave Burlington, Burlington, Massachusetts

Live Music – A Little Bit Shaggy, 7:30pm, Goodnight Johnny’s, Burlington, Massachusetts

Live Music- Wildfire –  Scoreboard Sports Bar & Grill, 9pm, Crowne Plaza, Woburn, Massachusetts

Storytime, 10-10:30am, Woburn Public Library’s Green Space, Woburn, Massachusetts

Sunday, September 27th, 2026

Wilmington Farmers Market, Sundays June 7–October 4, 10am–1pm, Wilmington Town Common, 140 Middlesex Ave, Wilmington, Massachusetts

Sunday Run, 11am-12pm, Medford Brewing Company Medford, Massachusetts

Intro to Crochet, 2-4pm, the Tin Bucket, Reading, Massachusetts

Monday, September 28th, 2026

Final Billerica Community Farmers Market of the Season, Mondays 3-7pm through September 28th, Billerica, Massachusetts

A Fundraising Dinner + Wine Tasting to End Alz, 5:30-8pm, Woburn, Massachusetts

Tuesday, September 29th,  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, September 30th, 2026

Story & Movement Time with Daisy, 10:30-11:30am, Whitelam Books, Reading, Massachusetts

Shamrock Running Night, 6-8:30pm, Lord Hobo Brewing Company, Woburn, Massachusetts

Karaoke Night at Waves, 7-10pm, Wakefield, Massachusetts

Thursday, October 1st, 2026

Wilson Farm Harvest Nights, 5-8pm, Lexington, Massachusetts

Final Stoneham Farmer’s Market of the Season, 2:30-6:30pm through October 1st, Stoneham, Massachusetts

Medford Farmer’s Market, 3-7pm, Medford, Massachusetts

Music on the Green, 5-8pm, 3rd Ave Burlington, Burlington, 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]A

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Picture of Jodi Crowley

Jodi Crowley

Jodi is a huge fan of communities North of Boston. Each city has unique characteristics that families can compare to find the best possible fit for their next home. Jodi enjoys highlighting successful local small businesses, fun events and activities, the best local restaurants and so much more!