Things to Do North of Boston (October 16th- October 22nd, 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
Ordinary Days, October 23rd-25th, North Andover Historical Society, North Andover, Massachusetts (Article about the show)
65th Anniversary Gala Fundraiser for the Colonial Chorus Players, November 7th, 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 16th, 2026
Live Music: Jeff Kushnerek, 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 – Hell on Heels, 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 17th, 2026
A Night of Big Apple Comedy, 8-10pm, Larcom Theatre, Beverly, Massachusetts
Dinner Detective – “Dirty Money”, 6-9pm, Wakefield, Massachusetts
Last Andover Farmer’s Market of the season, 9am-1pm, Andover, Massachusetts
Wakefield Farmer’s Market, 9am-1pm, Wakefield, Massachusetts
Halloween on the Hill, 5:30-8:30pm, Beverly, Massachusetts
Houseplant Workshop at Mahoney’s, 10am, Winchester, Massachusetts
Winchester Farmer’s Market, 9:30am-1:30pm, Winchester, Massachusetts
Live Music- Wildfire- Scoreboard Sports Bar & Grill, 9pm, Crowne Plaza, Woburn, Massachusetts
Sunday, October 18th, 2026
Sunday Run, 11am-12pm, Medford Brewing Company Medford, Massachusetts
Country Dancing with Kadanse, 6-9:30, Woburn, Massachusetts
Intro to Tarot, 11am-1pm, the Tin Bucket, Reading, Massachusetts
Patriots Watch Party at Lord Hobo, 1-4pm, Woburn, Massachusetts
Greg Greenway at Linden Tree Coffee House, 1:30pm, Wakefield, Massachusetts
Monday, October 19th, 2026
Bonsai Bar at Lord Hobo Brewery, 6:30pm, Woburn, Massachusetts
Tuesday, October 20th, 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, October 21st, 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
Etsy Sellers Group, 7pm, Flint Memorial Library Activity Room, North Reading, Massachusetts
Karaoke Night at Waves, 7-10pm, Wakefield, Massachusetts
Thursday, October 22nd, 2026
Pumpkinpalooza!, 6-8pm, Woburn, Massachusetts
Love Letters at Cary Hall, 7pm, Lexington, 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
