Things to Do North of Boston (October 2nd–October 8th, 2026)

Things to Do North of Boston (October 2nd- October 8th, 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

Blackhollow, October 23rd-November, 9th, Greater Boston Stage Company, Stoneham, Massachusetts

The Pillowman, October 2nd-11th, Colonial Chorus Players, Reading, Massachusetts

Ongoing & Upcoming

Hysteria at Connors Farm, Weekends through October 31sst, Danvers, Massachusetts

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

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

Fall Classes at Munroe Center, Lexington, Massachusetts

Friday, October 2nd, 2026

The Ultimate Santana Tribute, 8-10pm, Larcom Theatre, Beverly, Massachusetts

Live Music: What She Said, 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 – 12 Barz Band , 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, October 3rd, 2026

Wilmington Fall Fest, 9am-4pm, Wilmington, Massachusetts

Captivating Complexity Symphony, 6:30pm, Lexington, Massachusetts

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

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

CraneOutdoors: Sunset Kayak in the Crane Wildlife, 4-6:30pm, Essex, Massachusetts

Create Your Own Spooky Cauldron Planter at Mahoney’s, 11am-12pm, Chelmsford, Massachusetts

West Coast Swing Night at Kadanse, 6:30-10:30pm, Woburn, Massachusetts

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

Live Music- Jim Plunkett-  Scoreboard Sports Bar & Grill, 9pm, Crowne Plaza, Woburn, Massachusetts

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

Sunday, October 4th, 2026

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

Woburn Farmer’s Market, 8:30am-1pm, Woburn, Massachusetts

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

Create Your Own Magical Centerpiece, 1-3pm, the Tin Bucket, Reading, Massachusetts

Monday, October 5th, 2026

Tuesday, October 6th,  2026

Bonsai Bar at Common Craft Brewery, 6:30pm, Burlington, Massachusetts

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, October 7th, 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 8th, 2026

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]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!