Pumpkinfest 2025 in Damariscotta Maine | Giant Pumpkins, Regatta & Family Fun
- Gerry Caron
- Oct 5
- 4 min read
🎃 About Pumpkinfest 2025 | Damariscotta Pumpkinfest & Regatta
Each October, the charming twin towns of Damariscotta and Newcastle, Maine transform into a world of giant pumpkins, vibrant art, family fun, and unforgettable community spirit. The Damariscotta Pumpkinfest & Regattais one of Maine’s most beloved fall festivals—drawing visitors from across New England to celebrate creativity, agriculture, and small-town magic.
At the heart of Pumpkinfest are the Atlantic Giant pumpkins, each one grown by dedicated local farmers and transformed by talented Maine artists into jaw-dropping works of art. These pumpkins line Main Street, telling stories of the growers, the businesses that sponsor them, and the artists who bring them to life. Every pumpkin is not just a decoration—it’s a symbol of the community spirit that makes Pumpkinfest 2025 so special.
And the best part? Pumpkinfest 2025 is 100% volunteer-run and FREE for everyone to enjoy!
🏆 2025 Winning T-Shirt Design
This year’s Pumpkinfest T-shirt features a stunning design by Zuriel “Zuri” Smith, a 15-year-old student from Boothbay Region High School. A lifelong Pumpkinfest fan and digital art enthusiast, Zuri’s work will proudly represent the festival in 2025. Be sure to grab your official T-shirt as a keepsake—and support the festival in the process.
🎃 Pumpkinfest 2025 Events & Highlights
Here’s what’s in store for the 2025 Damariscotta Pumpkinfest & Regatta (October 4–20, 2025):
🌟 Opening Weekend
Volunteer Growers Weigh-Off | Saturday, Oct 4, 10 AM – 1 PM @ Louis Doe Home Center
Great Pumpkin Commonwealth Weigh-Offs | Sunday, Oct 5, 10 AM – 1 PM @ Louis Doe Home Center
🚜 Pumpkin Deployment & Art
Pumpkin Deployment | Thursday, Oct 9, 3:45 – 5:45 PM (sponsored by Hammond Lumber)
Artists at Work | Friday & Saturday, Oct 10–11, Main Street – Watch artists carve, paint, and decorate pumpkins live!
🍂 Festival Weekend Fun
Pumpkin Pancake Breakfast | Oct 11, 7:30–11 AM, American Legion Hall
Pumpkinboat Building | Oct 11, 8–11 AM, Louis Doe Home Center
Pumpkin Dessert Contest | Oct 11, 10 AM–3 PM, Skidompha Public Library
Pumpkin Parade | Oct 11, 2–4 PM, Main Street Damariscotta
Pumpkin Derby | Oct 12, 9–11 AM, Elm St, Damariscotta
Mr. Drew & His Animals Too @ KidsZone | Oct 12, 11 AM–1 PM, CLC YMCA
Pie Eating Contest + Armwrestling Show | Oct 12, 2–3 PM, Elm Street Plaza
Pumpkinboat Regatta | Oct 12, 4–6 PM, Damariscotta River – The can’t-miss event where giant pumpkins become racing boats!
🎉 Closing Celebrations
Tour de Gourd 5K | Oct 13, 8–9 AM
Pumpkin Hunt | Oct 13, 9–11 AM, CLC YMCA
PBS Kids Sensory-Friendly Event | Oct 13, 11 AM–2 PM, Coastal Kids Preschool
Pumpkin Drop | Oct 13, 11 AM–12 PM, GSB School Field – Bigger pumpkins, higher drop, bigger laughs!
Pumpkins Removed | Oct 20, 5–6 AM
❤️ Keep Pumpkinfest FREE & Thriving
Damariscotta Pumpkinfest is a true labor of love—run entirely by volunteers, powered by donations, and enjoyed by thousands. To keep this tradition alive and free for years to come, consider supporting the festival with a donation.
👉 Visit www.mainepumpkinfest.com to donate, register for events, and see the full 2025 schedule.
🌟 Experience Maine’s Most Unique Fall Festival
From the artistic pumpkins that line Main Street, to the unforgettable Pumpkinboat Regatta on the Damariscotta River, there’s no other fall celebration quite like Damariscotta Pumpkinfest & Regatta. Whether you’re here for the food, the art, the races, or the community, Pumpkinfest is guaranteed to make you smile.
📅 Mark your calendars: October 4–20, 2025
📍 Downtown Damariscotta & Newcastle, Maine
What to Do in the Moosehead Lake Region & Beyond: Your Complete Guide to Outdoor Adventure & Local Attractions
Planning a trip to the Moosehead Lake region in Maine? You're in for an unforgettable experience packed with adventure, breathtaking natural beauty, and cozy lodging options. From high-adrenaline ATV trails to peaceful paddles on glassy waters, the Moosehead Lake area is a four-season playground perfect for outdoor lovers, families, and anyone looking to unplug and explore.
Want more insider tips? Discover top recommendations at Moose River Lookout, your go-to resource for:
🛶 Boating & paddling routes
🎣 Fishing hotspots
🏕️ Wilderness camping sites
🥾 Trail maps for hiking & nature walks
🍽️ Local dining & shopping recommendations
Stay updated with the latest happenings and news in the Moosehead Lake region. Learn more about what to do and where to go in the Moosehead Lake area and beyond.
🏡 Where to Stay: Moose River Lookout – Your Basecamp for Adventure
Located in Rockwood, Maine, Moose River Lookout is the ultimate vacation home rental for adventurers and nature lovers alike. Nestled on the Moose River, this cozy home features:
Private Dock with access to Moosehead Lake
3 Bedrooms | 2 Baths | Sleeps 7
Free WiFi & TV
Backup Generator
Easy driveway access for trailers & ATVs
Direct access to ITS66 Snowmobile Trails
Year-round availability for summer AND winter sports
Whether you're hiking Blue Ridge, casting a line in the river, or hitting the snowmobile trails—Moose River Lookout is where your Maine vacation begins.
Ultimate Outdoor Getaway
With direct backyard access to Maine's Interconnected Trail System (ITS66) and a private dock on the river, adventure awaits right outside your door. Whether you're into hiking, golfing, boating, fishing, hunting, skiing, or snowmobiling, you'll find it all just steps away from our doorstep.
Book Your Stay
Experience the ultimate outdoor getaway in the heart of Maine's natural beauty. For inquiries or to make a reservation, please don't hesitate to contact us. We look forward to welcoming you to Moose River Lookout, lodging Rockwood Maine a Vacation Home Rental, on Moose River with access to Moosehead Lake and Mt. Kineo!
Phone: 800-544-0300
Email: mooseriverlookout@gmail.com
Address: 4054 Rockwood Rd Rockwood, ME 04478
Website: Moose River Lookout
Bring your family, bring your friends, and bring your love for fall—it’s time to celebrate the magic of Maine’s Pumpkinfest! 🎃✨
