Freeport Fall Festival

Saturday, Oct 4, 2025 at 10:00am

Various Venues in Freeport ME
207-865-1212

Each year on the first weekend in October, Visit Freeport brings together over 225 of the best New England artists, makers and local food producers for a three-day festival throughout downtown Freeport, Maine.

In addition to browsing local art, join us for three days of live music. There are also plenty of free activities for kids from make ‘n take crafts, to scavenger hunts and more. And, thanks to our generous sponsors, it’s all FREE!

Schedule Of Events

Mallard Stage
10:00–10:45 Krys Beal. Unique and nostalgic blend of old and new top 40’s hits.
11:15-1:15 John Sayles. Singer, songwriter, guitarist, and producer.
1:45-2:30 Wes Covey. Fingerpicking folksinger.
3:00-3:45 Anna Jones. Blends folk and indie roots with storytelling and folklore.
4:15-6:00 Jack Fossett. Award-winning guitarist, singer and songwriter. Americana

M.A.D.E. (31 MAIN ST.) Stage
10:00–10:45 Pine Ridge Ramblers. Acoustic bluegrass, Americana, and folk music.
11:15-12:00 Anna Jones & Mary Fairfield. Blends folk and indie roots with storytelling and folklore.
12:30-2:30 Ashlyn Bard. Self-therapy through songwriting and storytelling.
3:00-3:45 An Overnight Low. Portland indie pop.
4:15-5:00 Joe Sweeney. Original tunes on ukulele.
5:30-6:15 Backyard Strings. Local favorites!

Discovery Park Stage
10:30–11:15 Uplift with Anne. Feel strong and recharged. A rhythm-based strength experience blending functional resistance training with deep muscular activation.
11:30–12:30 Sigrid Sibley. Singer-songwriter from Maine. Guitar, mandolin & vocals.
1:00-1:30 Little Soul Dancers. Kids (ages 2-10) explore what it means to feel at home and happy in their bodies through creative movement, age-appropriate choreography, and games.
2:00-4:00 Red Tail Hawk. Vibrant fusion of alternative, groove rock and pop. Soaring melodies, heady grooves and high-energy performances that have earned them distinction on Boston’s north shore.

Family Activities
10:00–2:00 Local artists will work with kids to create a fun take home art piece. Hosted by Meetinghouse Arts. Booth 6 (Town Hall)
10:00–6:00 Meet the Freeport Lionesses and create! Make a free craft to take home. - Booth 120 (Mallard Parking Lot)
10:00–6:00 Kids are invited to get their hands dirty! Hosted by Coastal Maine Botanical Gardens. - Booth 119 (135 Main Street)
11:00–3:00 Meet adoptable pups from New England Lab Rescue! – Find them on the lawn near the stone pillars. (Town Hall)
2:00–4:00 Families are invited to visit Sweetser’s gigantic game station with cornhole, skee ball, and giant connect four. - Booth 6 (Town Hall)