Things to Do North of Boston (May 8th–May 14th, 2026)

Jodi Crowley on a nature walk with family at Horn Pond, Woburn, Massachusetts

Things to Do North of Boston (May 8-14th, 2026)

Looking for things to do in the Greater Boston area this week?

Here’s your curated list of local events happening in Woburn, Burlington, Reading, Wakefield, Arlington, Lexington, Winchester, Medford, Melrose, Stoneham, Andover, and nearby communities.

Table of Contents

Mother’s Day 2026 North of Boston: Brunch & Local Gifts

Sunday, May 10 is sneaking up fast — and if you’re still figuring out how to celebrate the moms in your life, our full Mother’s Day 2026 guide has you covered. We’ve pulled together the brunch reservations worth booking today (Sogno Italian and The Fox Den in Woburn, Tonno in Wakefield, Seasons 52 and Eddie V’s in Burlington, The Inn at Hastings Park in Lexington, and a few more), the family-owned shops stocked with gifts she’ll actually love — like Brissonté in North Reading and The Sweetbay Shop in Wakefield — and one free, slow Mother’s Day idea I keep coming back to: a curated walk around Horn Pond that my son planned years ago and I still talk about.

Not a brunch family? Our outdoors coverage is full of nearby walks and trails that make for a perfect quiet morning together, and our shopping guide will help you skip the big-box scramble in favor of boutiques run by people who know their stuff. Hosting at home instead? Browse our roundup of the best restaurants north of Boston for takeout and catering ideas worth showing up with.

👉 Read the full Mother’s Day 2026 guide here.


UPCOMING THEATER & SHOWS-

Hairspray, Umbrella Arts Center, April 24th-May 17th, Concord, Massachusetts

The Chesapeake Chicks, May 22-Jun 6th, Quannapowitt Players, Reading, Massachusetts

Annie, Greater Boston Stage Company, May 29th-June 28th, 2026


ONGOING & UPCOMING-

Louisa May Alcott’s Little Women, through May 17th, Arlington, Massachusetts

Friday, May 8th, 2026

FRPL Outdoor Concert Series: Stacey Peasley, 10-11am, Reading Public Library, Reading, Massachusetts

Family Singalong with Matt Heaton, 11-11:45am, Woburn Public Library, Woburn, Massachusetts

Reunion BBQ! Pop-Up, 5-8pm, Medford Brewing Company, Medford, Massachusetts

The Funny Man And The Rocket Man, 7:30pm, Greater Boston Stage Company, Stoneham, Massachusetts

Ahmed Amin presents “Meen Amin?!”, 8pm, Regent Theatre, Arlington, Massachusetts

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

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

LIVE MUSIC- Freddie G Happy Hour Band, Evening, Lakeside Inn, Wakefield, Massachusetts

LIVE MUSIC, 8-11pm, Bunratty Tavern, Reading, Massachusetts

Saturday, May 9th, 2026

Spring Market at Wright-Locke Farm, 9am-2pm, Winchester, Massachusetts

Indian Art Workshop: Madhubani Art, 10-11:30am, Woburn Public Library, Woburn, Massachusetts

Pause: An Intentional Reset, 10am-12pm, Presence & Co., Reading, Massachusetts

Andover Crafts in the Park, 10am-4pm, Andover, Massachusetts

The Financial Pocketknife: Estate Planning, 10:30am-12pm, Woburn Public Library, Woburn, Massachusetts

Wildman Brotherhood, 11am-1pm, Presence & Co., Reading, Massachusetts

PorchFest Somerville 2026, 12-6pm, Somerville, Massachusetts

Free Go Fish! Painting Workshop at Fox Library, 1-3pm, Arlington, Massachusetts

Needle Felting a Rabbit, 1pm, Gore Place, Waltham, Massachusetts

Watercolor Painting with Joeseph Leto (Session 1), 2:30-4:30pm, Woburn Public Library, Woburn, Massachusetts

The Northern Line Digital Release Show, 4-8pm, Medford Brewing Company, Medford, Massachusetts

Reading Community Singers Spring Concert: As The Seasons Turn, 7:30pm, Reading Memorial High School, Reading, Massachusetts

I Rise: Women in Song – A Choral Concert, Evening, Arlington, Massachusetts

Plant Sale Benefitting Arlington EATS, (time TBD), Arlington, Massachusetts

Storytime with local Illustrator, 2:30pm, Maya Tatsukama, The Moon and Back Bookstore, Medford, Massachusetts

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

LIVE MUSIC, Evening, Waves Restaurant & Bar, Wakefield, Massachusetts

Sunday, May 10th, 2026

Spring Market at Wright-Locke Farm, 10am-1pm, Winchester, Massachusetts

Free Go Fish! Painting Workshop at Mystic Open Studio, 12-1:30pm, Arlington, Massachusetts

Big Attitude Improv Jam, 6-7:30pm, Albion Cultural Exchange, Wakefield, Massachusetts

Sunday Mother’s Day Brunch with Live Music, 10:30am, Goodnight Johnny’s, Burlington, Massachusetts

Sunday Mah Jongg in Burlington, 10am, Burlington, Massachusetts

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

Sunday Karaoke at Waves Restaurant & Bar, 6–9pm, Lakeside Inn, Wakefield, Massachusetts

Monday, May 11th, 2026

Hands Only CPR Class, 5-6pm, Reading Public Library, Reading, Massachusetts

Narcan Training with Reading Health Department & RCPS, 6-7:30pm, Reading Public Library, Reading, Massachusetts

WMHS Jazz Band Performance, 6:30-7:30pm, Woburn Public Library, Woburn, Massachusetts

VIRTUAL – Author Talk: Megha Majumdar, ‘A Guardian and a Thief’, 7:30-8:30pm, Woburn Public Library, Woburn, Massachusetts

Tuesday, May 12th,  2026

VIRTUAL – Historical Fiction Book Recs with Author Jane Healey, 6:30-7:30pm, Woburn Public Library, Woburn, Massachusetts

Before He Was Count Rumford: Benjamin Thompson’s American Youth with J. L. Bell, 6:30-8pm, Woburn Public Library, Woburn, Massachusetts

Trivia Night!, 7-9pm, Medford Brewing Company, Medford, Massachusetts

VIRTUAL – Thriller/Horror Book Recs with @redreadreviews, 7:30-8:30pm, Woburn Public Library, Woburn, Massachusetts

Make Your Own Moonflower Garden, 6-8pm, Tin Bucket, Reading, Massachusetts

VIRTUAL – Accessibility Training Series, 1-2:30pm, Easterseals Massachusetts

The Edge Bedford Outdoor Soccer ($12), 8:50pm, The Edge Sports Center, Bedford, Massachusetts

Trivia Night, 7-9pm, Medford Brewing Company, Medford, Massachusetts

Wednesday, May 13th, 2026

Double Author Story Time with Carrie Finison & Julie Koon, 10:30am, Whitelam Books, Reading, Massachusetts

VIRTUAL – Inclusive & Diverse Romance Book Recs with Read My Lips Boston, 6-7pm, Woburn Public Library, Woburn, Massachusetts

VIRTUAL – SciFi Book Recs with Author Elizabeth Bear, 7-8pm, Woburn Public Library, Woburn, Massachusetts

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

Wednesday Trivia at Lord Hobo Woburn, 6:30–8:30pm, Lord Hobo Brewing Company, Woburn, Massachusetts

Sound Bath & Journaling Series-Renewal & Rejuvenation, 7pm, Prism Wheel’s Community Classes, Andover, Massachusetts

Thursday, May 14th, 2026

Friends Speaker Series: Improving Brain Power with Ancient Tools and Modern Tech, 2-3pm, Reading Public Library, Reading, Massachusetts

Game Changers Media Series: Bill Russell Book Discussion, 7-8:30pm, Reading Public Library, Reading, Massachusetts

Pub Night Presented by 2ToneTim, 7-10pm, Medford Brewing Company, Medford, Massachusetts

Fiïnka USA Tour 2026, 7:30pm, Regent Theatre, Arlington, Massachusetts

Musical Bingo Night, 5-8pm, Woburn Chamber of Commerce, Woburn, Massachusetts

Pick Up Soccer (Time To Play Soccer), 6pm, Marshall Simond Middle School, 114 Winn St, Burlington, Massachusetts

LIVE MUSIC, 6:30pm, Goodnight Johnny’s, Burlington, Massachusetts

LIVE MUSIC, 7pm, Waves Restaurant & Bar, Wakefield, 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]

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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.