Things to Do North of Boston (August 21st–August 27th, 2026)

Things to Do North of Boston (August 21st-August 27th, 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

Dalloway:First Love, August 13th-29th , 2026, Gloucester Stage, Gloucester, Massachusetts

Ongoing & Upcoming

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)

“Hadestown” can be seen in local theaters now. Take a look at North of Boston Resident and journalist Marielle Sabbag’s review!

Friday, August 21st, 2026

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

U-Pick Flowers, 9-1pm, Wright-Locke Farm, Winchester, Massachusetts

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

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

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

LIVE MUSIC – The Locals, 8pm, Goodnight Johnny’s, Burlington, Massachusetts

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

Saturday, August 22nd, 2026

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

U-Pick Flowers, 9-1pm, Wright-Locke Farm, Winchester, 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

Curio Spice Co – Hot Sauce Challenge!, 12-4pm, Curio Spice Co., Cambridge, Massachusetts

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

Tropican Fork- Afro-Caribbean Fusion, 1-5pm, Medford Brewing Company, Medford, Massachusetts

LIVE MUSIC – 12 Barz Band, 8pm, Goodnight Johnny’s, Burlington, Massachusetts

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

Color Harvest- A Family Friendly Flower Art Workshop, 9:30-11:30am, Lexington, Massachusetts

Music on the Patio at Arlington Elks, 4pm, Arlington, Massachusetts

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

Cars & Critters at Stone Zoo, 4-8pm, Stoneham, Massachusetts

Sunday, August 23rd, 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

Monday, August 24th, 2026

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

Tuesday, August 25th,  2026

Beer Garden – DECADES of ROCK Band!, 5-8pm, Danvers, 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

Lexington Bicentennial Band Summer Concert Series, 7:15-8:15pm, Lexington, Massachusetts

Wednesday, August 26th, 2026

Walking Wednesdays at Lexington Community Farm, 11am-12pm, Lexington, Massachusettts 

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, August 27th, 2026

Senior Wellness Walk: Fresh Herbal Tea, 8:30-10:30am, Lexington, 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

KARAOKE – Scoreboard Sports Bar & Grill, 7pm, Crowne Plaza, Woburn, 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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Jodi Crowley

I’m Jodi Crowley, lifestyle blogger and Realtor at Lamacchia Realty. I live and work North of Boston and love everything this beautiful area has to offer. If you live North of Boston or are thinking about moving here, you have come to the right place! Stay up to date with North of Boston Events, Restaurants, Outdoors, Real Estate and more!