Things to Do This Weekend, September 19th - 20th, in Boston.

Half of what's interesting is across the river, and I've never understood treating that as a separate city.

These events are worth leaving the house for. Ask me for something more specific.

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Browse Boston neighborhood by neighborhood, get ideas just for you, or ask me anything.

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Top picks

Night Shift Beer Garden at Herter Park 2026

Night Shift Beer Garden at Herter Park 2026

Sat, Sep 19 · 12:00 PM

Lower Allston

Riverside drinks & chill

LEXICON Art Installation

LEXICON Art Installation

Sat, Sep 19 · 9:00 AM

Back Bay

Suspended art & workshops

2026 Fitness on The Greenway

2026 Fitness on The Greenway

Sat, Sep 19 · 5:30 PM

Downtown

Free outdoor fitness

Pınar Öğrenci: Glück auf in Deutschland

Pınar Öğrenci: Glück auf in Deutschland Up & Coming Artist

Sat, Sep 19 · 10:00 AM

Mid-Cambridge

Film and collage

Boston Ballet: Fall Experience

Boston Ballet: Fall Experience Ending Soon

Sat, Sep 19 · 1:30 PM

Downtown

classical ballet performance

Half-off Sandwiches after 10pm

Half-off Sandwiches after 10pm

Sat, Sep 19 · 10:00 PM

Back Bay • $$

Half-price after dark

The Great Elephant Migration Sculptures

The Great Elephant Migration Sculptures Ending Soon

Sat, Sep 19 · 7:00 AM

Back Bay

Life-sized elephant art walk

If you can see me, hold me close' Exhibition

If you can see me, hold me close' Exhibition

Sat, Sep 19 · 10:00 AM

East Cambridge

Surreal spiritual dreamscapes

Thursdays on the Lawn at Loring Greenough House

Thursdays on the Lawn at Loring Greenough House

Sat, Sep 19 · 10:00 AM

Jamaica Plain

Sunset picnics & live music

Raymond MacDonald: Touches of Gray: Portrait Studies in Graphite

Raymond MacDonald: Touches of Gray: Portrait Studies in Graphite Up & Coming Artist

Sat, Sep 19 · 8:00 AM

Fort Point

Graphite portrait studies

Not everyone knows about these

Boston Harbor Sunset Sail on a Tall Ship

Boston Harbor Sunset Sail on a Tall Ship

Sat, Sep 19 · 6:00 PM

D Street / West Broadway

Classic harbor sunset sail

From Shadows to Light: A Global Journey Through the Aftermath of Trafficking | Matilde Simas

From Shadows to Light: A Global Journey Through the Aftermath of Trafficking | Matilde Simas Up & Coming Artist

Sat, Sep 19 · 12:00 PM

Downtown

Documentary portrait exhibition

Free Wine Tastings

Free Wine Tastings

Sat, Sep 19 · 4:00 PM

Fenway–Kenmore

Free guided wine tastings

Mary Baker Eddy and Her Revolutionary Legacy

Mary Baker Eddy and Her Revolutionary Legacy Ending Soon

Sat, Sep 19 · 10:00 AM

Back Bay

Radical faith, bold founder

Community Boating Kayak and Stand-Up Paddleboard Rentals on the Charles River

Community Boating Kayak and Stand-Up Paddleboard Rentals on the Charles River

Sat, Sep 19 · 9:00 AM

Beacon Hill

Urban paddling & sailing

Silver Dove Afternoon Tea Service

Silver Dove Afternoon Tea Service

Sat, Sep 19 · 11:00 AM

Downtown • $$

Modern gluten-free tea

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Things to Do This Weekend in other cities

Frequently asked questions

How are these things to do this weekend in Boston chosen?

I go through what's actually on nearby and keep only the ones worth the trip. Nobody pays to be on this list.

Is all of this really happening now?

Yes. The times shown are for this window, and anything that's finished drops off by itself.

How do I find something that suits me?

Open the map and tell me what you're after — a good terrace, somewhere that works with kids, something on tonight. I'll answer and narrow it down with you.

Do I need an account?

No, everything here is browsable without one. An account is how I learn your taste, your people and your saves, so what I show you keeps getting closer to what you'd actually go to. You can also have ideas sent to you by email or message if you want them.

Is it free?

Yes, completely.

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