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Freeport Fall Festival 2025 | Maine’s Premier Autumn Event

  • Writer: Gerry Caron
    Gerry Caron
  • Sep 28
  • 4 min read


Freeport Fall Festival 2025 | Maine’s Premier Autumn Event

Freeport Fall Festival 2025 | Your Ultimate Maine Autumn Escape

Dates: October 3–5, 2025

Location: Downtown Freeport, Maine 04032

Phone: (207) 865-1212


When autumn paints Maine in brilliant shades of red, orange, and gold, there’s no better place to celebrate the season than the 26th Annual Freeport Fall Festival. From October 3–5, 2025, downtown Freeport transforms into a lively celebration of art, music, food, and family fun—and best of all, admission is completely FREE!



🎨 Over 225 Artists & Makers

Discover one of New England’s largest gatherings of artisans, featuring over 225 local and regional artists, makers, and craftsmen. Browse handmade jewelry, fine art, photography, textiles, woodwork, pottery, and unique gifts perfect for holiday shopping.


🎶 Three Days of Live Music

Head to the Discovery Stage on the L.L.Bean campus or the Second Stage at the Mallard Parking Lot for an exciting lineup of live music all weekend long. From folk to rock to family-friendly performances, the Freeport Fall Festival brings the soundtrack of autumn alive.


🍂 Food Artisans & Food Trucks

Indulge in local flavors from Maine’s best food producers—from farm-fresh specialties to master chocolatiers. Be sure to check out the popular Maine food trucks serving up everything from lobster rolls to gourmet street eats.


👨‍👩‍👧 Free Family Fun

This is more than a festival—it’s a memory-making experience for the whole family! Kids can enjoy make-and-take crafts, scavenger hunts, whimsical quests, and even a brand-new dance party. With fun activities sprinkled throughout town, there’s something for every age.


🚍 Festival Shuttle Service

Skip the parking stress with free shuttle service all weekend long. Shuttles run from L.L.Bean Corporate Headquarters (Casco Street & Route 1) to multiple festival stops downtown.


2025 Shuttle Hours:

  • Friday, October 3 | 8 am – 7 pm

  • Saturday, October 4 | 8 am – 7 pm

  • Sunday, October 5 | 8 am – 6 pm


🏨 Where to Stay in Freeport

Freeport is the perfect fall getaway destination, blending Greater Portland charm with Midcoast beauty. Choose from:


  • Upscale inns and boutique hotels downtown

  • National hotel brands for easy comfort

  • Historic B&Bs with New England character

  • Scenic campgrounds offering tents, RV spots, and yurts nestled in the Maine woods or along the coast


👉 Start planning your stay here: Freeport Lodging Guide


🌟 More Things to Do During Festival Weekend

Make your Freeport weekend unforgettable by exploring even more seasonal events:


  • Pettengill Farm Day – Step back in time at this historic saltwater farm.

  • Sidle House Exhibits – Discover rotating art and history displays.

  • Fall Flannel Fest at Maine Beer Company – Celebrate with brews, food, and live entertainment.

  • Maine Craft Weekend – Freeport is a featured city during this statewide celebration, offering artist studio tours, workshops, and exclusive events.


📅 Festival Schedule at a Glance

  • Friday, October 3: 12 pm – 6 pm

  • Saturday, October 4: 10 am – 6 pm

  • Sunday, October 5: 10 am – 4 pm


🍁 Why Visit the Freeport Fall Festival?

Because Freeport, Maine in autumn is magic. Picture cobblestone streets filled with music, artists showcasing one-of-a-kind creations, kids laughing during scavenger hunts, and the crisp scent of fall in the air—all surrounded by Maine’s famous foliage and coastal charm.


📍 Plan your trip now:


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!


Looking at a moose at the top of Mt Kineo from Moose River









Whether you come for the shopping, the flavors, or the music, you’ll leave with memories (and maybe a few treasures) that last a lifetime.

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