Freeport Fall Festival
    Festivals • Music Festival

    Freeport Fall Festival

    Date

    Fri, Oct 2 – Sun, Oct 4, 2026

    Time

    12:00 PM

    Venue

    Downtown Freeport

    About This Event

    Each year on the first weekend in October, Visit Freeport brings together over 200 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, with 5 stages. 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!

    Who's Performing

    Wildwood Wrens: Bonnie Guerrette & Dave Boudreau

    Music

    Shelby Cobb

    Music · 12:00 PM · Discovery Park Stage

    Pine Ridge Ramblers

    Music · 12:15 PM · Mallard Stage

    John Cross

    Music · 12:30 PM · Town Hall Stage

    Lee Stearns

    Music · 12:30 PM · Memorial Park Stage

    Songs You Remember

    Music · 12:30 PM · 135 Main St Stage

    Stone Free

    Music · 1:45 PM · Discovery Park Stage

    Kerry O'Leary

    Music · 2:00 PM · 135 Main St Stage

    Light in the Forest

    Music · 2:00 PM · Town Hall Stage

    Becky Krill

    Music · 2:45 PM · Mallard Stage

    Bonnie Rae Guerrette

    Music · 3:30 PM · Town Hall Stage

    Paddy Mills

    Music · 3:30 PM · Discovery Park Stage

    Peter Carriveau

    Music · 3:30 PM · Memorial Park Stage

    Doug Kolmar

    Music · 4:00 PM · Mallard Stage

    Brian Patricks

    Music · 5:00 PM · Town Hall Stage

    The Mermaids

    Music · 5:15 PM · Discovery Park Stage

    Corey Wrinn

    Music · 10:00 AM · Mallard Stage

    Joe Duford

    Music · 10:00 AM · 135 Main St Stage

    Pejepscot Station

    Music · 10:00 AM · Discovery Park Stage

    Craft & Quest with Kids Arcanum

    Children's · 11:30 AM · Memorial Park Stage

    String Equinox

    Music · 11:45 AM · Discovery Park Stage

    Andrew Thomas

    Music · 12:30 PM · Mallard Stage

    Joe Sweeney

    Music · 1:00 PM · Memorial Park Stage

    Krysteana Scribner

    Music · 1:00 PM · 135 Main St Stage

    Vanessa Jones

    Music · 1:00 PM · Town Hall Stage

    An Overnight Low

    Music · 1:30 PM · Discovery Park Stage

    Krys Beal

    Music · 1:45 PM · Mallard Stage

    Troy Hudson and The High Road

    Music · 3:15 PM · Discovery Park Stage

    Patrick Sylvia

    Music · 4:00 PM · Town Hall Stage

    Paul Connor

    Music · 4:00 PM · Memorial Park Stage

    Scott Edwards

    Music · 4:00 PM · 135 Main St Stage

    Jack Fossett

    Music · 4:15 PM · Mallard Stage

    Bear Camp Radio

    Music · 5:00 PM · Discovery Park Stage

    Dylan Patrick Tanguay

    Music · 5:15 PM · Town Hall Stage

    Katie Daggett and Ed DesJardins

    Music · 10:00 AM · Discovery Park Stage

    Trisha Mason

    Music · 10:00 AM · Mallard Stage

    Ashlyn Bard

    Music · 10:15 AM · 135 Main Street Stage

    Ronnie Mocciola

    Music · 10:15 AM · Memorial Park Stage

    Ross H. Cunningham

    Music · 10:15 AM · Town Hall Stage

    John Sayles

    Music · 11:15 AM · Mallard Stage

    Jack Fossett & Friends

    Music · 11:45 AM · Discovery Park Stage

    Eileen Rose

    Music · 1:15 PM · Town Hall Stage

    Melanie Thayer

    Music · 1:15 PM · 135 Main Street Stage

    Red Tail Hawk

    Music · 1:30 PM · Discovery Park Stage

    Wes Covey

    Music · 1:45 PM · Mallard Stage

    Although downtown Freeport has plentiful, free parking, our complimentary Festival shuttles offer even more convenience for those who would like to park quickly and get dropped off right at the heart of the Festival.

    Free Shuttle Parking: L.L.Bean Corporate Headquarters at Casco Street & Route 1.

    2026 Shuttle Stops:
    Town Hall
    Corner of Depot Street at Mill Street (Freeport Village Station)
    Memorial Park (Park Street)
    Elm Street (near 135 Main Street)
    Nathan Nye (Mallard Parking Lot & L.L.Bean Campus)

     2026 Shuttle Schedule 

    Friday, October 2 from 8 am – 7 pm

    Saturday, October 3 from 8 am – 7 pm

    Sunday, October 4 from 8 am – 6 pm

    Additional shuttle service between the Nathan Nye Shuttle Stop and L.L.Bean’s Headquarters will be available each evening until 9 pm courtesy of L.L.Bean. 

    Shuttle Notes

    Our comfortable & convenient shuttles are accessible for wheelchair users.

    Multiple shuttles will run continuously during the times indicated on a staggered schedule.

    Each loop is estimated to take approximately 15 minutes.

    Event Video

    Venue

    Downtown Freeport

    123 Main St , Freeport, ME 04033

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