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April 2019

Current 2019 Pumpkinfest Event Calendar

April 17 @ 8:00 am - October 21 @ 9:00 pm

Click here to view the current 2019 Damariscotta Pumpkinfest & RegattaTM Event Calendar (as of April 9 2019).

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October 2019

Volunteer Growers Weigh-off

October 5 @ 7:00 am - 12:00 pm
Pinkham’s Plantation,
431 Biscay Road
Damariscotta, ME 04543 United States
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The Volunteer-Growers’ Weigh-Off will measure your giant pumpkin for a shot at the amateur title! Drop off from 7:00 a.m. - 10:00 a.m. with Volunteer-Growers Weigh-off starting promptly at 10:00 a.m. An official Damariscotta Pumpkinfest & Regatta™ Weigh-Off Entry…

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Great Pumpkin Commonwealth (GPC) Official Weigh-off

October 6 @ 7:00 am - 12:00 pm
Pinkham’s Plantation,
431 Biscay Road
Damariscotta, ME 04543 United States
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The official Great Pumpkin Commonwealth (GPC) weigh-off is the State of Maine’s largest weigh-off, featuring the jaw-dropping TOTAL PURSE OF $10,000 is sponsored by Damariscotta Pumpkinfest & Regatta™!   A bonus of$1,000 will be awarded for a New State Record…

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Giant Pumpkin Deployment

October 10 @ 3:45 pm
Main Street,
Damariscotta, ME 04543 United States
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What a sight to behold! Dozens of Atlantic Giant Pumpkins loaded onto volunteered flatbed trucks –using forklifts lent by Hammond Lumber and Hammond Tractor - rumbling down Main Street!  These “Bad Boys” are real traffic stoppers, on Thursday before…

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Artists at Work: Giant Pumpkin Carving/Painting Friday

October 11
Main Street,
Damariscotta, ME 04543 United States
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Each year, local Maine artists more than meet the challenge of decorating sixty to seventy Atlantic Giant Pumpkins which are displayed in downtown Damariscotta & Newcastle during Damariscotta Pumpkinfest & Regatta™. The results are extraordinary and bring thousands of viewers…

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Pumpkinboat Building

October 11 - October 12
Pinkham’s Plantation,
431 Biscay Road
Damariscotta, ME 04543 United States
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Come and build your own pumpkin boat racer or watch the intrepid boat builders transform a giant pumpkin into a seaworthy vessel. The rules are "there are no rules and no fouls, other than that the pumpkin needs to float…

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$20

Pumpkin Derby “Pit Crew” – Axle Installation

October 11 @ 12:00 pm - October 12 @ 4:00 pm
First National Bank,
223 Main Street
Damariscotta, ME 04543 United States
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Time to complete your pumpkin racer! The Pumpkin Derby takes place Columbus Day weekend and features small, non-motorized pumpkin racers (total weight not to exceed 20 pounds) that race on a 50 yard course in downtown Damariscotta. Sponsors: First…

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$5.00

Conjuring Carroll, Maine’s Fun Magician & Entertainer

October 11 @ 7:00 pm
Lincoln Theater,
2 Theater Street
Damariscotta, ME 04543 United States
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Sponsor: The Lincoln Theater  

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No Cover Charge

Don Brewer Blues Band

October 11 @ 7:00 pm - 10:00 pm
The Penalty Box,
436 Main Street
Damariscotta, ME 04543 United States
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Sponsor: The Penalty Box  

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CLC-YMCA Kids Fun Run & Adults Zombie Run

October 12 @ 8:00 am - 11:00 am
CLC YMCA,
525 Main Street
Damariscotta, ME 04543 United States
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CLC-YMCA Kids Fun Run & Adults Zombie Run * 8:00 a.m. - 9:00 a.m. Registration 9:15 a.m. Kid’s Fun Run 9:30 a.m. Adult 5K Zombie Run Sponsors: CLC-YMCA   * This is an “Unaffiliated Event” and is not sponsored by Damariscotta…

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Pumpkin Dessert Contest

October 12 @ 9:30 am - 2:00 pm
Skidompha Library,
184 Main Street
Damariscotta, ME 04543 United States
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Pumpkin Dessert Contest 2019 Damariscotta Pumpkinfest & Regatta is pleased to invite all chefs, bakers, and wannabe Food Network stars to enter this year’s Pumpkin Dessert Contests (adult and junior division competitions). This yummy event will be held on…

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Children’s Story Hour & Crafts

October 12 @ 10:00 am - 11:00 am
Skidompha Library,
184 Main Street
Damariscotta, ME 04543 United States
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The traditional Saturday Children’s Story Hour continues to be sponsored by Skidompha Library. Damariscotta Pumpkinfest & Regatta™ is all about the kids! Hundreds of volunteer “Squashbucklers” invest thousands of hours to ensure that free (or nearly free) family fun…

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Buskers & Street Performers Saturday

October 12 @ 10:00 am - 11:45 am
Theater Street,
Damariscotta, ME 04543 United States
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Street performers will perform on Saturday, Sunday & Monday during Columbus Day weekend at Damariscotta Pumpkinfest & Regatta™ ! Numerous acts will take to the stage for the delight of visitors young and old throughout the weekend. With multiple…

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Official Damariscotta Pumpkinfest “Giant Pumpkin Parade”

October 12 @ 2:00 pm
Main Street,
Damariscotta, ME 04543 United States
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Official “Giant Pumpkin Parade” Sponsors: Maritime Energy –Maritime Farms /Sullivan Tire and Auto Service Music & Hooping by The Nikki Hunt Band Interested in being in the parade? View the sign-up info here! [vcex_button url="http://www.mainepumpkinfest.com/printable-schedule/" title="List of All Events"…

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Pumpkin Pie Eating Contests

October 12 @ 3:00 pm - 4:00 pm
Gallagher, Villeneuve & DeGeer,
181 Main Street
Damariscotta, ME 04543 United States
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Congratulations to the 2018 Winners! Click here for 2018 Pie Eating Contest results. The ever-popular Pumpkin Pie Eating Contest is held immediately following the Official Giant Pumpkin Parade (which begins at 2:00 p.m.) , on Saturday of Columbus Day weekend.…

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$5.00

Conjuring Carroll, Maine’s Fun Magician & Entertainer

October 12 @ 7:00 pm
Lincoln Theater,
2 Theater Street
Damariscotta, ME 04543 United States
+ Google Map

Sponsor: The Lincoln Theater

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No Cover Charge

Dyer Neck Gang

October 12 @ 7:00 pm - 10:00 pm
The Penalty Box,
436 Main Street
Damariscotta, ME 04543 United States
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Sponsor: The Penalty Box

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No Cover Charge

Bandwich

October 12 @ 8:00 pm - 11:00 pm
Oysterhead Lounge @ Newcastle Public House,
52 Main Street
Newcastle, ME 04553 United States
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Sponsor: Oysterhead Lounge at Newcastle Publick House

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$6.00

Pumpkin Pancake Breakfast

October 13 @ 7:00 am - 11:00 am
American Legion Hall,
527 Main Street
Damariscotta, ME 04543 United States
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Pumpkin Pancake Breakfast * Sponsor: Wells Hussey American Legion – Post 42, Ladies Auxiliary Join the local American Legion for a full breakfast before you set out on a fun day of activity, and of course it features pumpkin! $6…

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Eighth Annual Pumpkin Derby

October 13 @ 9:00 am - 11:00 am
Weatherbird Hill,
132 Main Street
Damariscotta, ME 04543 United States
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The Pumpkin Derby features small, non-motorized pumpkin racers (total weight not to exceed 20 pounds) that race on a 50 yard course in downtown Damariscotta. Sponsors: Newcastle Chrysler Dodge-Jeep-Ram-Viper / First National Bank Entrants, who design, decorate and build…

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Pumpkin Catapult & Giant Pumpkin Sling Shot Fun

October 13 @ 10:00 am - 2:00 pm
Round Top Farm,
510 Main Street
Damariscotta, ME 04543 United States
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Come watch Giant Pumpkin Sling Shot Fun at DRA’s Round Top Farm! Airborne pumpkins are an all natural source of fun at Pumpkinfest - whether sling-shotted, catapulted, dropped, trebucheted, or otherwise launched - so come see the gourds as they fly through the air.…

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Buskers & Street Performers Sunday

October 13 @ 11:00 am - 2:00 pm
Theater Street,
Damariscotta, ME 04543 United States
+ Google Map

Street performers will perform on Saturday, Sunday & Monday during Columbus Day weekend at Damariscotta Pumpkinfest & Regatta™ ! Numerous acts will take to the stage for the delight of visitors young and old throughout the weekend. With multiple…

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Free

Kid’s Pumpkin Hunt

October 13 @ 1:00 pm - 3:00 pm
Round Top Farm,
510 Main Street
Damariscotta, ME 04543 United States
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Think “Easter Egg Hunt” only in orange !! Each year over 300 Jack-be-Littles, hidden in the Damariscotta River Association’s field, wait to be discovered by excited youngsters participating in Damariscotta Pumpkinfest’s™ Pumpkin Hunt. Children’s prizes, generously donated by Renys…

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Giant Pumpkin Drop

October 13 @ 1:00 pm - 4:00 pm
Round Top Farm,
510 Main Street
Damariscotta, ME 04543 United States
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Visitors can thrill to the sight of huge Atlantic Giant Pumpkins being dropped from a 180’ crane onto junk cars and into inflatable swimming pools.  In the green-spirit of recycling, the splattered pumpkin pulp is gathered for eventual pig feed…

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No Cover Charge

The Horseshoe Crabs

October 13 @ 4:00 pm - 7:00 pm
Schooner Landing Restaurant & Marina,
40 Main Street
Damariscotta, ME 04543 United States
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The Horseshoe Crabs (Rock & Country Band) * No Cover Charge Sponsor: Schooner Landing Restaurant & Marina Located on the Water in Damariscotta, Maine Visit the Horseshoe Crabs website * This is an “Unaffiliated Event” and is not sponsored by Damariscotta Pumpkinfest.…

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No Cover Charge

Karaoke with Heidi Clark

October 13 @ 7:00 pm - 10:00 pm
The Penalty Box,
436 Main Street
Damariscotta, ME 04543 United States
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Sponsor: The Penalty Box

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Giant Pumpkin Sling Shot Fun Monday

October 14 @ 9:00 am - 11:00 am
Round Top Farm,
510 Main Street
Damariscotta, ME 04543 United States
+ Google Map

Come watch Giant Pumpkin Sling Shot Fun at DRA’s Round Top Farm! Airborne pumpkins are an all natural source of fun at Pumpkinfest - whether sling-shotted, catapulted, dropped, trebucheted, or otherwise launched - so come see the gourds as they fly through the air.…

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The Queen of Pumpkins on her Throne – Monday

October 14 @ 10:00 am - 2:00 pm
Water Street,
Damariscotta, ME 04543 United States
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Take photos with "The Queen of Pumpkins" Most Excellent Majesty, Katharina Keoughan Sponsor: Coastal Maine Botanical Gardens  

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The Gulch: Free Concert

October 14 @ 10:00 am - 11:30 am
Parking Lot,
Behind Colby & Gale Service Station, Main Street, Damariscotta
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Proudly Sponsored by: Colby & Gale/Phillips Power Products  

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Damariscotta Pumpkinfest – Pumpkinboat Regatta

October 14 @ 12:00 pm
Damariscotta Harbor,
49 Main Street
Damariscotta, ME 04543 United States
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Sponsor: Colby & Gale/Phillips Power Products  Blessing of the Fleet 2018 Regatta Results The Regatta will take place when high tide allows each year. For 2019, that will be at 12:00 noon, with a Free Concert by Misery Gulch Band at…

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Buskers & Street Performers Monday

October 14 @ 2:00 pm - 4:00 pm
Theater Street,
Damariscotta, ME 04543 United States
+ Google Map

Street performers will perform on Saturday, Sunday & Monday during Columbus Day weekend at Damariscotta Pumpkinfest & Regatta™ ! Numerous acts will take to the stage for the delight of visitors young and old throughout the weekend. With multiple…

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