2026 Schedule
Thursday, October 1
Painted & Decorated Hay Bale Pumpkin Deployment (2:00 - 3:00 PM)
Sponsors: N.C. Hunt Lumber / Brown’s Farm Stand - Buddy Brown / Reilly Well Drilling
Saturday, October 3
Volunteer Growers Weigh-off (7:00 - 10:00 AM)
Sponsors: Maine Health/J. Edward Knight/Louis Doe Home Center /W.D. Matthews Machinery /Johnny's Selected Seeds
Sunday, October 4
Great Pumpkin Commonwealth Weigh-offs (7:00 - 10:00 AM)
Sponsors: Maine Health/J. Edward Knight/Louis Doe Home Center /W.D. Matthews Machinery /Johnny's Selected Seeds
Thursday, October 8
Pumpkin Deployment (3:45 - 5:45 PM)
Sponsor: Hammond Lumber
Friday, October 9
Artists at Work (Fri, Oct 9, 2026 10:00 AM - Sat, Oct 10, 2026 12:00 PM)
Sponsors: Bangor Savings / Lafayette Hotels – Boothbay Harbor
Pumpkin Derby Pit Crew – Axle Installation (for 64 entrants, age 17 & under) 2:00 - 6:00 PM
Sponsors: Dead River Company / Schooner Landing / Healthy Kids
Pumpkinfest Swag – Official Damariscotta Pumpkinfest & Regatta Merchandise (9:00AM - 3:00PM)
Sponsors: The Peace Gallery/Hannaford
Saturday, October 10
Pumpkin Pancake Breakfast 7:30 - 11:00AM (Adults $10, Kids under 8 years $7)
Sponsor: Wells Hussey American Legion – Post 42, Ladies Auxiliary
Artists at Work (Fri, Oct 9, 2026 10:00 AM - Sat, Oct 10, 2026 12:00 PM)
Sponsors: Bangor Savings / Lafayette Hotels – Boothbay Harbor
Boat Building (9:00 - 11:00 AM)
Sponsors: Phelps Architects/ Hancock Lumber / Louis Doe Home Center
Pumpkinfest Swag – Official Damariscotta Pumpkinfest & Regatta Merchandise (9:00AM - 3:00PM)
Sponsors: The Peace Gallery/Hannaford
Pumpkin Derby Pit Crew – Axle Installation (for 64 entrants, age 17 & under) (9:00 - 1:00 PM)
Sponsors: Dead River Company / Schooner Landing / Healthy Kids
Dessert Contest (10:00 AM - 3:00 PM)
Sponsors: Skidompha Library / Barn Door Baking
Buskers (10:00 AM - 2:00 PM and Post-Parade 4:00 ~ 5:00PM)
Main Street Grocery / First National Bank
InfoZone 10:00AM - 4:00 PM
Sponsors: The Cheney Financial Group
Food Court (11:00 AM - 4:00 PM)
Sponsors: Heat Pumps of Maine / Sandcastle Entertainment / Rising Tide Co-op
Pumpkin Parade (2:00 PM - 4:00 PM)
Sponsors: Colby & Gale / Bangor Savings
Sunday, October 11
Pumpkin Derby (9:00 - 11:00 AM - Registration starts at 8)
Sponsors: Dead River Company / Schooner Landing / Healthy Kids
Pumpkinfest Swag – Official Damariscotta Pumpkinfest & Regatta Merchandise (9:00AM - 3:00PM)
Sponsors: The Peace Gallery/Hannaford
Kid’s Zone (10:00 AM - 2:00 PM)
Sponsors: Sandcastle Entertainment / McDonald's / Central Lincoln County - YMCA
Mr. Drew and His Animals Too (10:00 AM - 2:00 PM)
Sponsor: Property Care Plus
Sponsors: Main Street Grocery/ First National Bank
InfoZone 10:00AM - 4:00 PM
Sponsors: The Cheney Financial Group
Food Court (11:00 AM - 4:00 PM)
Sponsors: Heat Pumps of Maine / Sandcastle Entertainment/Rising Tide Co-op
Pumpkinboat Regatta (12:00 PM - 2:00 PM)
Sponsors: Colby & Gale / General Dynamics Corp. – Bath Iron Works
Pie-Eating Contest (3:00 PM - 4:00 PM)
Sponsors: Hannaford / The Animal House / Round Top Ice Cream
Monday, October 12
Tour de Gourd 5k & Walk (8:00 AM - 9:00AM)
Sponsors: Riverside Butcher Co. / Jesse Sheds
Pumpkin Hunt (9:00 AM - 11:00 AM)
Sponsors: Tidewater Telecom / Best Thai
Sponsors: Main Street Grocery/ First National Bank
Kid’s Zone (10:00 AM - 2:00 PM)
Sponsors: Sandcastle Entertainment / McDonald's / Central Lincoln County - YMCA
Food Court (11:00 AM - 4:00 PM)
Sponsors: Heat Pumps of Maine / Sandcastle Entertainment / Rising Tide Co-op
Pumpkin Drop (11:00 AM- 12:00 PM)
Sponsors: Lucky Fortune / Reny's /Shuck Station / Keeley Crane Service
Coastal Kids Preschool’s Sensory-Friendly Event (11:00 AM - 2:00 PM)
Sponsors: Blackhawk Tree Care / Safe Haven of Maine
Kids' FREE Movie Matinee - Zootopia 2 (2:00 PM - 4:00 PM)
Sponsors: Damariscotta Pumpkinfest & Regatta / Lincoln Theater
Monday, October 19
Pumpkins Removed (5:00 AM - 6:00 AM)
Sponsor: Hagar Enterprises