17 upcoming listings — live music, theater, markets, drag, comedy and more, each with a time, a venue and a street address.
What's coming up
Paddy Mills Fri 30 Oct 2026, 7:00 PM — Live music Cadenza · 5 Depot Street, Freeport, ME 04032
Halloween at the Desert of Maine Sat 31 Oct 2026, 9:00 AM — Festival Desert of Maine · 95 Desert Rd, Freeport, ME 04032
Sarah McQuaid Sat 31 Oct 2026, 7:00 PM — Live music Cadenza · 5 Depot Street, Freeport, ME 04032
Rummage Lane Fri 6 Nov 2026, 7:30 PM — Theater Meetinghouse Arts · 40 Main Street, Freeport, ME 04032
Denny Breau Sat 7 Nov 2026, 7:00 PM — Live music Cadenza · 5 Depot Street, Freeport, ME 04032
High Horse Sun 8 Nov 2026, 4:00 PM — Live music Cadenza · 5 Depot St, 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+
Isabel Oliart and Sammy Wetstein Sat 14 Nov 2026, 7:00 PM — Live music Cadenza · 5 Depot Street, Freeport, ME 04032
Schooner Fare at Meetinghouse Arts Sun 15 Nov 2026, 2:00 PM — Theater Meetinghouse Arts · 40 Main Street, Freeport, ME 04032
Songwriters in the Round presented by Jud Caswell Sun 22 Nov 2026, 4:00 PM — Live music Cadenza · 5 Depot Street, Freeport, ME 04032
Bess Jacques and Barney Balch: Bone & Ivory Sat 28 Nov 2026, 7:00 PM — Live music Cadenza · 5 Depot Street, Freeport, ME 04032
Freeport Sparkle Celebration Fri 4 Dec 2026, 6:00 PM — Festival Downtown Freeport (Visit Freeport Information Booth) · 57 Main Street, Freeport, ME 04032 · Free
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.