Things to Do North of Boston (August 14th–August 20th, 2026)

Things to Do North of Boston (August 7th-August 13th, 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 14th, 2026

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

SCI Summer Concert – Renee & the Renegades, 6-8pm, Library Park, Woburn, Massachusetts

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

Saturday, August 15th, 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

Annual Peach Festival, 10am-5pm, Harvard, Massachusetts

Corn Fest, 11am-4pm, Wilson Farm, Lexington, Massachusetts

FREE Spiced Popcorn & Beverage Bar, 12-4pm, Curio Spice Co., Cambridge, Massachusetts

LIVE MUSIC – Grace Kelly, 5-8pm, Rockport, Massachusetts – Read Marielle Sabbag’s review of Grace Kelly’s performance HERE.

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

Crop Circle Pizza,5-8pm, Medford Brewing Company, Medford, Massachusetts

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

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

Sunday, August 16th, 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

Corn Fest, 11am-4pm, Wilson Farm, Lexington, Massachusetts

That Motown Band, Door 3pm, Show 4pm, The Cabot, Beverly, Massachusetts

Yappy Hour, 4-8pm, Lord Hobo, Woburn, Massachusetts

Summer Basket Weaving, 6-8pm, Wright-Locke Farm, Winchester, Massachusetts

Monday, August 17th, 2026

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

Tuesday, August 18th, 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, August 19th, 2026

The Height of Summer Supper, 6:30-8:30pm, Wright-Locke Farm, Winchester, Massachsuetts

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

LIVE MUSIC – An Evening With Joanne Shaw Taylor, 7:30pm, Cary Hall, Lexington, Massachusetts

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

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

Thursday, August 20th, 2026

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

Flower Pounding Workshop – pound your own floral bandana!, 5:45-7:15pm, Lexington Community Farm, Lexington, Massachusetts

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

Tusk: The Classic Tribute to Fleetwood Mac, 7:30pm, Cary Hall, 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

Things to Do North of Boston (August 14th–August 20th, 2026)

Things to Do North of Boston (August 7th–August 13th, 2026)

Jodi Crowley sits with the founder and owner of Presence & Co in the welcoming lobby during a featured interview for North of Boston Lifestyle. The conversation highlights the business, its mission, and its role in supporting the local community.

Less Scrolling, More Living: Inside Presence&Co, the Massachusetts Social Club Reviving Real Connection

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Jodi Crowley

Jodi Crowley is a Massachusetts-based REALTOR® and local lifestyle writer dedicated to helping people discover the best of life north of Boston. A long-time resident, mom, and outdoor enthusiast, Jodi knows these communities not just professionally, but personally — whether she's hiking local trails or exploring the area with her family. With deep roots in Woburn, Winchester, Burlington, Arlington, Lexington, Reading, Wakefield, and beyond, she brings firsthand knowledge of the neighborhoods, restaurants, events, and hidden gems that make this region a wonderful place to call home. Licensed with Lamacchia Realty (MA License #9037552), Jodi combines her passion for real estate with a genuine love for her community - making her a trusted resource for both homebuyers and longtime residents alike.