Classic in Boston worth going out for.

These 28 activities are worth leaving the house for.
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Coolidge @ The Speedway 2026

Coolidge @ The Speedway 2026

October 15

The Charles River Speedway · Brighton • Free

Cult classics go alfresco at this free monthly series, curated by the indie film lovers at Coolidge Corner Theatre. Claim a spot in the historic racetrack courtyard, grab a Notch brew, and settle in.

Catherine O'Hara Film Series: A Mighty Wind (2003)

Catherine O'Hara Film Series: A Mighty Wind (2003)

October 19 at 2pm

Roslindale Branch of the Boston Public Library · Roslindale

A kiss on the ear may be quite continental, but this is better: Christopher Guest's folk-reunion mockumentary on the big screen, with an Emerson film professor leading the post-movie chat. Bring your own popcorn.

Boston Landing Movie Night featuring Halloweentown

Boston Landing Movie Night featuring Halloweentown

October 24 at 3:30pm (Next weekend)

the TRACK at new balance · Brighton • $0-$5

Dust off your costume for a free indoor screening of the cult classic Halloweentown, complete with a DJ pre-party, themed treats, and giveaways. American Flatbread slings food and drinks if you work up an appetite.

A Halloween Special : The Fall of the House of Usher (1928) by Jean Epstein

A Halloween Special : The Fall of the House of Usher (1928) by Jean Epstein

October 30 at 6pm

French Library / Alliance Française of Boston & Cambridge · Back Bay • $18

Poe's Gothic nightmare gets the French avant-garde treatment in Epstein's 1928 silent stunner, where a cursed portrait drains a life brushstroke by brushstroke. Live piano accompaniment, a post-film discussion, and a wine reception complete the spooky evening.

The Muppet Christmas Carol in Concert

The Muppet Christmas Carol in Concert

Dec. 27 & Dec. 28 at 2pm

Symphony Hall · Fenway–Kenmore

Watch Kermit, Gonzo, and the whole gang on the big screen while the Boston Pops brings the score to life in real time. Pure holiday magic for kids, parents, and anyone who still tears up at Tiny Tim.

Movie Night at Fenway Park - Happy Gilmore

Movie Night at Fenway Park - Happy Gilmore

Fenway Park · West Fens

Watch Happy Gilmore under the stars on the actual Fenway Park field, where baseball legends play and summer nights feel like pure Boston magic.

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Wed, Oct 14 · 8:00 PM

Coolidge @ The Speedway 2026: ‘Final Destination 3’

The Charles River Speedway · Brighton

Fri, Oct 16 · 7:00 PM

Blockbuster Sci-fi Films in the Mugar Omni Theater

Mugar Omni Theater · West End

$15

Fri, Oct 16 · 7:00 PM

Blade Runner 2049

Mugar Omni Theater · West End

Fri, Oct 23 · 7:00 PM

Alien - Blockbuster Sci-fi Films in the Mugar Omni Theater

Mugar Omni Theater · West End

Fri, Oct 30 · 7:00 PM

Event Horizon

Mugar Omni Theater · West End

COOLIDGE @ THE SPEEDWAY

The Charles River Speedway · Brighton

Free

Blade Runner Live

Emerson Colonial Theatre · Downtown

Greenway Fall Movie Nights

Rose Kennedy Greenway · Downtown

Family Movie Night: It's the Great Pumpkin, Charlie Brown (1966)

Adams Street Branch of the Boston Public Library · Dorchester

Boston Landing Halloween Movie Night: 'Halloweentown'

Boston Landing · Brighton

Free Friday Flicks: Lilo & Stitch

Hatch Memorial Shell · Beacon Hill

SCIENCE ON SCREEN AT THE GREENWAY

Rose Fitzgerald Kennedy Greenway · Downtown

Free

Hocus Pocus Outdoor Movie Night

The Anchor · Charlestown

Free

Final Destination 3

The Charles River Speedway · Brighton

Hocus Pocus Indoor Movie Night

CambridgeSide · East Cambridge

Free

CambridgeSide Indoor Movie Night: ‘Hocus Pocus’

CambridgeSide · East Cambridge

Free

Watch Wednesdays

The Anchor · Charlestown

$$

The Rocky Horror Picture Show with Patricia Quinn

Emerson Colonial Theatre · Downtown

Legally Blonde Outdoor Movie

401 Park · West Fens

Boston Landing Halloween Movie Night: 'Halloweentown'

Boston Landing · Brighton

Retro Rewind: ‘Twilight’

Urban Park (UP) Roof Garden · Area 2/MIT

Free

Movie Night On The Green When Harry Met Sally

401 Park · West Fens

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Frequently asked questions

How are these classic 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 everything here still happening?

Finished events drop off the list. Check the listing for times and booking details before heading out.

How can Outgoing help me find something I’ll actually want to do?

Tell me when you’re free, where you’ll be, and what sounds appealing. “Live music near me, somewhere I can sit, under $30” gives me more to work with than “something fun.” You can keep narrowing it down with me.

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You can browse these pages without an account. Sign in to save activities and help me learn your taste, so future suggestions have a better starting point.

Is Outgoing free?

Outgoing is free to use. Events have their own admission prices, including some that are free. Check the listing for prices and booking details before making plans.

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