Things to Do North of Boston (August 28th–Septermber 3rd, 2026)

storytime at a bookstore north of boston

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)

Friday, August 28th, 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

Reunion BBQ, 5-8pm, Medford Brewing Company, Medford, Massachusetts

Spice School: Blending Bar, 5:45-7pm, Boston Public Market (The Nook), Boston, Massachusetts

Live Music: Coastwise Radio, 5:30-8:30pm, Common Craft, Burlington, Massachusetts

Joe and Kevin Unplugged, 6pm, The Brickyard, Woburn, Massachusetts

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

CraneOutdoors: Dunes by the Light of the Full Moon, 7:30-10pm, Crane Beach on the Crane Estate, Ipswich, Massachusetts

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

LIVE MUSIC 8pm, Goodnight Johnny’s, Burlington, Massachusetts

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

Saturday, August 29th, 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

Tomato Festival at Wilson Farm, 11am-4pm, Wilson Farm, Lexington, Massachusetts

Tyngsboro Block Party by the Bridge, 11am-8:30pm, Tyngsboro Common, Tyngsboro, Massachusetts

Wakefield Porchfest, 12-6pm, porches throughout town, Wakefield, Massachusetts

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

Tube Bugs, 1-3pm, Peabody Essex Musem, Salem, Massachusetts

Shadows on the Mountain, 2:30-3:30pm, Stoneham Porchfest, Stoneham, Massachusetts

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

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

Justin Hayward: The Story In Your Eyes Tour, 8pm, Cary Memorial Hall, Lexington, Massachusetts

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

Sunday, August 30th, 2026

Family Fest: End of Summer Event, 9am, North Suburban YMCA, Woburn, Massachusetts

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

Tomato Festival at Wilson Farm, 11am-4pm, Wilson Farm, Lexington, Massachusetts

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

Monday, August 31st, 2026

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

Tuesday, September 1st,  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, September 2nd, 2026

You Can Sit With Me Storytime, 11:30am, Moon & Back Bookstore, Medford, Massachusetts

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, September 3rd, 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

LIVE MUSIC – Cahill Music, 4:30-7:30pm, Lord Hobo, Woburn, Massachsuetts

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

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

Singer Songwriter Night, 7-10pm, Medford Brewing Company, 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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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.