Illustration of a generic other scene (Damariscotta Pumpkinfest & Regatta)
Other Halloween Activities

Damariscotta Pumpkinfest & Regatta

The Damariscotta Pumpkinfest & Regatta is a vibrant community celebration featuring uniquely decorated giant pumpkins, exciting events, and local talent. Visitors can witness artists transform pumpkins, cheer on participants in the "Pumpkinboat Regatta" and "Pumpkin Derby," and enjoy a variety of family-friendly activities. This free-to-attend festival showcases the spirit of community with a wide range of contests, food options, and entertainment.

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What to Expect

Giant pumpkins transformed into art and racing vessels.

Event Details

Duration

4 days

Ages

All ages

Timed Entry

No

Organizer

Damariscotta Pumpkinfest & Regatta

Food & Drink

A "Food Court" located at Colby & Gale Service Station will be open Saturday, Sunday, and Monday, featuring various vendors including Coastal Nutrition, Salty Boyz, RaggaeEats, and more. Local restaurants and businesses also participate.

Local Insight & Ratings

0

Family Friendly

👶 👶 👶 👶 👶 (5/5)

Best For

Families, art enthusiasts, community event lovers

Vibe

Festive, community-oriented, creative

Energy Level

Moderate

Budget

$

Photo Friendly

High

Weather Sensitivity

Moderate

Location

Damariscotta Pumpkinfest & Regatta
Damariscotta, ME
04543

Know Before You Go

  • Tickets: FREE
  • Parking: Designated parking lots are available, with shuttle services recommended. Some lots are free, while others are paid and benefit local organizations. Refer to the "Parking Options" page for specific details.
  • Accessibility: One wheelchair-accessible shuttle is available and runs every 15 minutes while buses are operating. The bus stop for this accessible bus is located on Church Street near Bath Savings.
  • Pets: Yes, as long as they are on leash and the owner cleans up after them.

Tips & Advice

  • Utilize the free shuttle service from designated parking lots to avoid limited parking in the immediate festival area.
  • Check the "Events Calendar" for specific timings of events like the "Pumpkinboat Regatta" which is tide-dependent.
  • Download the new Pumpkinfest Mobile App for an interactive map and event details to enhance your visit.
  • Consider attending the "Artists at Work" event to see the creative process of transforming giant pumpkins.
  • Don't miss the "Pumpkin Drop" for a spectacular and hilarious finale to the festival events.

Special Events & Promotions

  • First Annual Tour de Gourd 5K
  • Sensory-Friendly Pumpkinfest Event with Carl the Collector
  • New Pumpkinfest Mobile App for 2025

Quick Actions

Frequently Asked Questions

How do you pronounce Damariscotta?

Damariscotta is pronounced: Dam-ruh-SKAH-tuh.

Where can I park?

Please visit the "Parking Options" page for a comprehensive list of parking locations. Allow extra time for parking during busy periods, and note that shuttle buses do not run during the parade.

Is the festival accessible?

Yes, there is one wheelchair-accessible shuttle that runs every 15 minutes while buses are operating. The stop for this bus is on Church Street near Bath Savings. The Regatta will also be live-streamed by LCTV.

Where can I find information about all the weekend events?

You can find detailed information on the online "Events Calendar" or review the printable "Comprehensive Event Schedule" and "Event Matrix."

Are dogs allowed at the festival?

Yes, dogs are allowed as long as they are on a leash and owners clean up after them.

Tags

pumpkin festivalfamily friendlycommunity eventpumpkin carvingharvest festivalregattaparadefood truckskids gamesother

Always check the official website for the most current information.

We've done our best to keep details up-to-date, but event schedules, prices, and policies can change. For the latest updates, please visit the official website or contact the organizers directly.

Contributors & Updates

Last Updated: Aug 28, 2026
Original Submitter: Sep 17, 2025 The Halloween Events Near Me editorial team