Buskers
Oct
14
11:00 AM11:00

Buskers

  • Damariscotta Pumpkinfest & Regatta (map)
  • Google Calendar ICS

Buskers, entertainers, sometimes known as street performers, are an added dimension of entertainment for Pumpkinfest, with each year bringing new specialties. See the lineup for the 2024 Buskers stage, located just off Main Street, at Elm Street Plaza.  We have a star lineup of performers for this year.

Sponsors: Main Street Grocery/First National Bank

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Pumpkinboat Regatta
Oct
14
9:00 AM09:00

Pumpkinboat Regatta

  • Damariscotta Municipal Parking Lot (map)
  • Google Calendar ICS

  • Described as the “extreme sport of gardening,” this real-life jack-in-the- beanstalk sport is an event you don’t want to miss! Spectators will be thrilled to watch giant gourds -steered by captains either paddling or powered by “wicked nice motors”- ply the waters of the Damariscotta River in a series of races.

    The Regatta will take place when high tide allows each year. For 2024, that will be at 9 AM on Monday, October 14th! Needless to say, those 600 lb pumpkin boats need HIGH TIDE to be able to float & go really fast!

    The regatta can be viewed harbor-side, or via a “live feed” into The Lincoln Theater, where spectators are able to watch the event, seated in the warmth and comfort of the historic theater.

    Sponsors: Colby & Gale/General Dynamics Corp./Shipyard Brewing

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Food Court
Oct
14
8:00 AM08:00

Food Court

The “Food Court”, located at the Colby & Gale service station on Main Street, will be open Saturday, Sunday, and Monday. Participating in the Food Court this year will be Coastal Nutrition, Salty Boyz,  Lincoln Academy Class of 2026, Damariscotta Pumpkinfests famous cotton candy, RaggaeEats, Lincoln Academy Boosters, and the District 10 Masons.

Sponsors: Lafayette Hotels-Boothbay Harbor/Sandcastle Entertainment

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Pie Eating Contest
Oct
13
4:00 PM16:00

Pie Eating Contest

  • Elm Street Plaza Damariscotta, ME 04543 USA (map)
  • Google Calendar ICS

Participation will be first-come, first served for youth, adult and dogs! 🐶

See the Event page here for guidelines and registration forms.

Sponsors: Hannaford Supermarket & Pharmacy/Then Animal House/Barn Door Bakery

  • The Pie Eating Contest will be a spectacular involving races and feats of feasting taking place on Sunday at Elm Street Plaza. In between pie-eating, from about 4:30 onward, Team Maine Armwrestling will take the stage to bring delight to the audience with their amazing skills in demonstration.

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Pumpkin Derby
Oct
13
2:00 PM14:00

Pumpkin Derby

  • 18 Elm St Damariscotta, ME, 04543 United States (map)
  • Google Calendar ICS

The Pumpkin Derby brings yet another way to utilize a pumpkin, as spectators and contestants will enjoy the “soapbox-styled” pumpkin-car race! A perfect parental bonding opportunity!

Sponsors: Dead River Company/Tidewater Telecom/Healthy Kids

Find the Derby Guidelines here.

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Food Court
Oct
13
11:00 AM11:00

Food Court

The “Food Court”, located at the Colby & Gale service station on Main Street, will be open Saturday, Sunday, and Monday. Participating in the Food Court this year will be Coastal Nutrition, Salty Boyz,  Lincoln Academy Class of 2026, Damariscotta Pumpkinfests famous cotton candy, RaggaeEats, Lincoln Academy Boosters, and the District 10 Masons.

Sponsors: Lafayette Hotels-Boothbay Harbor/Sandcastle Entertainment

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Pumpkin Drop
Oct
13
10:00 AM10:00

Pumpkin Drop

The Drop is Back! After an absence of four long years, for many the best Pumpkinfest-event “The Pumpkin Drop” is returning to center stage! The pumpkins will be BIGGER! The drop will be HIGHER! The venue will be EXPANDED! The music will be AWESOME!  AND, the sights will be HILARIOUS!!!

Sponsors: Renys - A Maine Adventure/Waltz soda Fountain/Keeley Crane Service

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Buskers
Oct
13
10:00 AM10:00

Buskers

  • Damariscotta Pumpkinfest & Regatta (map)
  • Google Calendar ICS

Buskers, entertainers, sometimes known as street performers, are an added dimension of entertainment for Pumpkinfest, with each year bringing new specialties. See the lineup for the 2024 Buskers stage, located just off Main Street, at Elm Street Plaza.  We have a star lineup of performers for this year.

Sponsors: Main Street Grocery/First National Bank

View Event →
Pumpkin Hunt
Oct
13
9:00 AM09:00

Pumpkin Hunt

A fun scavenger hunt style event for children involving mini jack-be-little pumpkins!

Registration for all begins at 8:15am

Hunt for children 5 and under 9:00am

Hunt for children 6+ 9:30am

Sponsors: Rising Tide Community Market/ Hearty Roots/ CLC YMCA

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InfoZone
Oct
13
9:00 AM09:00

InfoZone

  • Damariscotta Pumpkinfest & Regatta (map)
  • Google Calendar ICS

The Damariscotta Chamber & Information Bureau will be located at the corner of Main Street and Theater Street to answer questions, and to hand out maps & other festival brochures. 

 

During the festival, local non-profits participate in InfoZone, also located on Theater Street.  InfoZone hours will be Saturday and Sunday, October 12-13 from 10 a.m. – 4 p.m.  

 

Visitors can learn about numerous non-profit organizations located in Maine’s midcoast, as the non-profits share information/brochures about the great work they do for so many in our community. 

Sponsors: Maritime Energy/Maritime Farms

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Food Court
Oct
12
11:00 AM11:00

Food Court

  • Colby & Gale Service Station (map)
  • Google Calendar ICS

The “Food Court”, located at the Colby & Gale service station on Main Street, will be open Saturday, Sunday, and Monday. Participating in the Food Court this year will be Coastal Nutrition, Salty Boyz,  Lincoln Academy Class of 2026, Damariscotta Pumpkinfests famous cotton candy, RaggaeEats, Lincoln Academy Boosters, and the District 10 Masons.

Sponsors: Lafayette Hotels-Boothbay Harbor/Sandcastle Entertainment

View Event →
Buskers
Oct
12
10:00 AM10:00

Buskers

  • Damariscotta Pumpkinfest & Regatta (map)
  • Google Calendar ICS

Buskers, entertainers, sometimes known as street performers, are an added dimension of entertainment for Pumpkinfest, with each year bringing new specialties. See the lineup for the 2024 Buskers stage, located just off Main Street, at Elm Street Plaza.  We have a star lineup of performers for this year.

Sponsors: Main Street Grocery/First National Bank

View Event →
Pumpkin Dessert Contest
Oct
12
9:00 AM09:00
Family, Kids, Saturday

Pumpkin Dessert Contest

  • Skidompha Public Library (Back Entry) (map)
  • Google Calendar ICS

  • Damariscotta Pumpkinfest & Regatta is pleased to invite all chefs, bakers, and wannabe Food Network stars to enter this year’s Pumpkin Dessert Contests. This yummy event will be held at Skidompha Library and samples will be for sale following judging.

    Please see www.mainepumpkinfest.com/dessert-contest for official rules for entry and other event details! oes here

    Sponsors: Barn Door Baking/Skidompha Library

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InfoZone
Oct
12
9:00 AM09:00

InfoZone

  • Damariscotta Pumpkinfest & Regatta (map)
  • Google Calendar ICS

The Damariscotta Chamber & Information Bureau will be located at the corner of Main Street and Theater Street to answer questions, and to hand out maps & other festival brochures. 

 During the festival, local non-profits participate in InfoZone, also located on Theater Street.  InfoZone hours will be Saturday and Sunday, October 12-13 from 10 a.m. – 4 p.m.  

 Visitors can learn about numerous non-profit organizations located in Maine’s midcoast, as the non-profits share information/brochures about the great work they do for so many in our community. 

Sponsors: Maritime Energy/Maritime Farms

View Event →