Things to Do North of Boston (September 18th–September 24th, 2026)

Things to Do North of Boston (September 18th-September 24th, 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 5thNovember 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!

Friday, September 18th, 2026

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

New England Fall Flower Show, 9am-5pm, Wellesley, Massachusetts

Ace Spartan Paint & Supply Grand Reopening, 10AM-Closing, Woburn, Massachusetts

Tarot Card Readings at Modest Roots Brewing, 4-7pm, Tyngsborough, Massachusetts

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

Live Music: AC55, 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 – Rock the House  8pm, Goodnight Johnny’s, Burlington, Massachusetts

LIVE MUSIC- All that 90s – Scoreboard Sports Bar & Grill, 9pm, Crowne Plaza, Woburn, Massachusetts

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

Saturday, September 19th, 2026

New England Fall Flower Show, 9am-5pm, Wellesley, Massachusetts

Reading Woods Condominium. Community Yard Sale,  9:30-11:30am at Reading Woods Condominium at 55 Jacob Way, Reading, Massachusetts

Yoga on the Green, 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

Nature’s Abundance Collages, 10:30-12pm, Peabody Essex Museum, Salem, 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 – Vintage Vibes, 7:30pm, Goodnight Johnny’s, Burlington, Massachusetts

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

Stoneham Town Day, 11am-4pm, Stoneham, Massachusetts

Anthony Gomes-Billboard #1 blues artist, 7pm, Larcom Theatre, Beverly, Massachusetts 

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

Oktoberfest and Stein Holding Contest, 12-10pm, Medford Brewing Company, Medford, Massachusetts

Sunday, September 20th, 2026

New England Fall Flower Show, 9am-4:30pm, Wellesley, Massachusetts

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

North Reading Town Day, 11am, North Reading, Massachusetts

Fall Room Spray Making Workshop, 1-3pm, the Tin Bucket, Reading, Massachusetts

Two-Step Dance Country Mixer, 6-9:30pm, Kadanse, Woburn, Massachusetts

Monday, September 21st, 2026

Billerica Community Farmers Market, Mondays 3-7pm through September 28th, Billerica, Massachusetts

Tuesday, September 22nd,  2026

Bee-ing Mindful of the Honeybee at Burlington Garden Club, 6:30pm, Burlington, Massachusetts

Get Every Button on Your Website Working This Fall Webinar, 12-12:30pm, Live on YouTube

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 23rd, 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, September 24th, 2026

Fall Wreath Workshop at Brissonté, 6pm, North Reading, Massachusetts

Tewksbury Community Market, 4-7pm, Tewksbury, Massachusetts

Stoneham Farmer’s Market, 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!