Freeport Music Events

27th Annual Freeport Fall Festival presented by Visit Freeport

Freeport, Maine 2 Oct 2026

Space Cowboys

Cadenza 12 Sep 2026

Bess Jacques & The Strays

Cadenza 18 Sep 2026

Adam Swanson

Cadenza 19 Sep 2026

Songwriters in the Round presented by Jud Caswell

Cadenza 20 Sep 2026

Denny Breau

Cadenza 4 Sep 2026

Pat Colwell & The Soul Sensations

Cadenza 2 Oct 2026

Armenian Picnic 2026

Winslow Memorial Park 13 Sep 2026

You, Me & Harry – Celebrating the Music of Harry Chapin

Cadenza 26 Sep 2026

Darlin’ Corey

Cadenza 25 Sep 2026

Almost Olive

Cadenza 3 Oct 2026

Carole Wise

Cadenza 24 Oct 2026

The Potboilers

Cadenza 11 Oct 2026

Onward

Cadenza 10 Oct 2026

The Marc Chillemi Quintet - Blue Note Records Tribute

Cadenza 16 Oct 2026

Sarah McQuaid

Cadenza 31 Oct 2026

Christmas Unplugged: An Evening of Acoustic Holiday Classics w/ Jud Caswell

Cadenza 19 Dec 2026

David Watts ~ Songs Without Words (and a Few With)

Cadenza 23 Oct 2026

Bess Jacques and Barney Balch: Bone & Ivory

Cadenza 28 Nov 2026