As the crisp autumn air sweeps through Maine, there’s no better time to plan a getaway to Freeport. Our charming coastal town comes alive in fall – bursting with fiery foliage, cozy local shops, and endless opportunities for adventure. And right at the heart of it all is Brewster House Bed & Breakfast, your perfect home base for exploring not only Freeport but the many nearby towns and coastal gems that make this region unforgettable.
A Teaser of What’s to Come: Cooking Classes & Dave’s Cookbook
We’re excited to share a little sneak peek with you – soon, seasonal cooking classes will return to the Brewster House! Imagine warming up in the kitchen with hands-on lessons, delicious aromas, and plenty of laughter. These classes will feature fresh, local ingredients, creative recipes, and tips to take your home cooking to the next level.
And for those who can’t get enough of our breakfast creations, we’re also working on Dave’s cookbook, filled with guest favorites, creative takes on breakfast classics, and plenty of inspiration to bring a little Brewster House flavor home. Whether you’re whipping up a lazy Sunday brunch or planning for holiday gatherings, Dave’s recipes make every meal a little more special.
Fall in Freeport: The Best of Small-Town Maine
Freeport may be famous for its LL Bean flagship store and outlet shopping, but there’s so much more to experience here in the fall:
- Wolfe’s Neck Woods State Park – A stunning place to hike under vibrant foliage, with views of Casco Bay and the Harraseeket River.
- Mast Landing Audubon Sanctuary – Perfect for birdwatching or a quiet walk through the woods.
- Local Breweries & Cideries – Cozy up at places like Maine Beer Company or Mast Landing Brewery for seasonal pours.
- Farmers’ Markets & Local Goods – Fall brings harvest flavors, artisan foods, and handmade gifts, all within a short stroll from Brewster House.
- The Harraseeket Grange Farmers Market is just steps from the inn and open every Wednesday from 3–6 PM through October.
- Nearby Yarmouth (15 minutes south) also hosts a farmers market Thursdays from 3–6 PM through October.
- Scenic Drives – Freeport sits at the heart of some of Maine’s most stunning foliage routes. A short drive in any direction rewards you with canopies of crimson, orange, and gold.
Whether you’re here to shop, hike, sip, or simply slow down, Freeport is the perfect balance of small-town charm and big adventure.
Beyond Freeport: A Hub for Nearby Exploration
One of the best parts about staying in Freeport is how easily you can reach other iconic Maine towns and experiences. From your inviting room at Brewster House, you can set out in almost any direction and find yourself in a new and delightful place within 20–40 minutes.
- Brunswick (10 minutes) – A vibrant college town with arts, culture, and dining tied to Bowdoin College. The Bowdoin College Museum of Art is a must for history and art lovers, while Maine Street is lined with locally owned restaurants and boutiques.
- Bath (20 minutes) – Known as the “City of Ships,” Bath is steeped in maritime history. The Maine Maritime Museum offers an engaging look at the state’s shipbuilding heritage, while the historic downtown is filled with galleries, antique shops, and cafes.
- Portland (20 minutes) – Maine’s largest city still feels cozy at heart, boasting an award-winning food scene, a working waterfront, craft breweries, and the picturesque Old Port district with cobblestone streets and harbor views.
- Boothbay Harbor (45 minutes) – Perfect for a day trip, Boothbay offers whale-watching tours, boat rides, and a lively harbor scene. In fall, the Coastal Maine Botanical Gardens glow with autumn color.
- Yarmouth (15 minutes) – Quaint and historic, Yarmouth offers riverside walking trails and charming small-town vibes. Don’t miss the Royal River Park for a peaceful stroll.
- Topsham & Harpswell (20 minutes) – Topsham offers great antiquing, while Harpswell is all about scenic peninsulas and breathtaking ocean views, especially from Bailey Island’s Giant’s Stairs Trail.
Fall Fairs, Festivals & Seasonal Fun
Fall in Maine isn’t just about foliage – it’s about celebrating the season. During your stay, plan to explore one (or more!) of the region’s beloved fall festivals, each within easy driving distance from Brewster House:
- Damariscotta Pumpkinfest & Regatta – A quirky and fun celebration of giant pumpkins, carving, parades, and races.
- Swine & Stein Oktoberfest – A lively festival celebrating beer, bacon, and music in Gardiner.
- Sunday River Fall Festival – A mountain celebration with crafts, food, and scenic lift rides.
- HarvestFest in York – A classic New England fall festival with artisan vendors, entertainment, and family fun.
- Harvest on the Harbor – Portland’s premier food and drink festival, celebrating Maine’s culinary talent.
Each event offers a unique way to soak up the spirit of autumn in Maine while exploring the beauty beyond Freeport.
Plan Your Fall Getaway
Fall in Freeport isn’t just about crisp air and changing leaves—it’s about creating experiences that linger long after you’ve gone home. From hands-on cooking classes to charming local markets, from cozy brewery stops to colorful fall festivals, your stay at Brewster House is a chance to embrace the very best of Maine in autumn.
Book your stay now and be among the first to enjoy the flavors, experiences, and adventures that make fall in Freeport and beyond truly special.







