25 upcoming listings — live music, theater, markets, drag, comedy and more, each with a time, a venue and a street address.
What's coming up
Denny Breau Fri 4 Sep 2026, 7:00 PM — Live music Cadenza · 5 Depot Street, Freeport, ME 04032
Fjällräven Freeport Trail Challenge — Kick-Off Sat 5 Sep 2026, 9:45 AM — Fitness Fjällräven Outlet — Freeport · 76 Main St, Freeport, ME 04032 · See listing
An Evening with Peter Gallway Fri 11 Sep 2026, 7:00 PM — Live music Cadenza · 5 Depot Street, Freeport, ME 04032
Space Cowboys Sat 12 Sep 2026, 7:00 PM — Live music Cadenza · 5 Depot Street, Freeport, ME 04032
Bess Jacques & The Strays Fri 18 Sep 2026, 7:00 PM — Live music Cadenza · 5 Depot Street, Freeport, ME 04032
Adam Swanson Sat 19 Sep 2026, 7:00 PM — Live music Cadenza · 5 Depot Street, Freeport, ME 04032
Songwriters in the Round presented by Jud Caswell Sun 20 Sep 2026, 4:00 PM — Live music Cadenza · 5 Depot Street, Freeport, ME 04032
Darlin’ Corey Fri 25 Sep 2026, 7:00 PM — Live music Cadenza · 5 Depot Street, Freeport, ME 04032
You, Me & Harry – Celebrating the Music of Harry Chapin Sat 26 Sep 2026, 7:00 PM — Live music Cadenza · 5 Depot Street, Freeport, ME 04032
5K Fun Run at Maine Beer Company Sun 27 Sep 2026, 10:30 AM — Fitness Maine Beer Company · 525 US Route 1, Freeport, ME 04032 · $41.83 · 21+
The Potboilers Sun 11 Oct 2026, 4:00 PM — Theater Cadenza · 5 Depot Street, Freeport, ME 04032
Anni Clark Sat 17 Oct 2026, 7:00 PM — Live music Cadenza · 5 Depot Street, Freeport, ME 04032
David Watts ~ Songs Without Words (and a Few With) Fri 23 Oct 2026, 7:00 PM — Theater Cadenza · 5 Depot Street, Freeport, ME 04032
Meetinghouse Arts presents: Fiddle-icious Sat 24 Oct 2026, 2:00 PM — Live music Freeport Performing Arts Center · 30 Holbrook Street, Freeport, ME 04032
Carole Wise Sat 24 Oct 2026, 7:00 PM — Live music Cadenza · 5 Depot Street, Freeport, ME 04032
Witch, Please! Its Drag Bingo and Lunch Sun 25 Oct 2026, 12:00 PM — Drag Freeport Oyster Bar · 43 Main Street, Freeport, ME 04032 · 21+
Paddy Mills Fri 30 Oct 2026, 7:00 PM — Live music Cadenza · 5 Depot Street, Freeport, ME 04032
Sarah McQuaid Sat 31 Oct 2026, 7:00 PM — Live music Cadenza · 5 Depot Street, Freeport, ME 04032
Comedy on Tap at Mast Landing Brewing Fri 13 Nov 2026, 7:00 PM — Comedy Mast Landing Brewing Company — Freeport Taproom · 200 Lower Main St, Freeport, ME 04032 · $20 · 21+
Bess Jacques and Barney Balch: Bone & Ivory Sat 28 Nov 2026, 7:00 PM — Live music Cadenza · 5 Depot Street, Freeport, ME 04032
Gordon Thomas Ward Sat 5 Dec 2026, 7:00 PM — Live music Cadenza · 5 Depot Street, Freeport, ME 04032
MATINEE - Heather Pierson Plays Vince Guaraldi's Charlie Brown Christmas Sat 12 Dec 2026, 4:00 PM — Live music Cadenza · 5 Depot Street, Freeport, ME 04032
Heather Pierson Plays Vince Guaraldi's Charlie Brown Christmas Sat 12 Dec 2026, 7:00 PM — Live music Cadenza · 5 Depot Street, Freeport, ME 04032
The Last Of The Duke Street Kings Fri 18 Dec 2026, 7:00 PM — Live music Cadenza · 5 Depot Street, Freeport, ME 04032
Christmas Unplugged: An Evening of Acoustic Holiday Classics w/ Jud Caswell Sat 19 Dec 2026, 7:00 PM — Live music Cadenza · 5 Depot Street, Freeport, ME 04032
Listings are seeded from venue and organiser calendars. See them on the map.