Brewster House Bed & Breakfast (Freeport, Maine Coast)

Category Archives: freeport adventures

Brewster House B&B’s #1 recommended excursion: Harpswell, Maine

August 1, 2016 by Kelleigh Dulany

Guests at the Brewster House B&B often ask for our recommendation on what to see near Freeport. We’re always thrilled to share our number one recommendation: a drive up the coast to Harpswell! This scenic drive is the best way to enjoy beautiful coastal views and quintessential Maine scenery.

Tourist map of Harpswell MaineHarpswell is an an easy hour’s drive from the Brewster House Bed and Breakfast. Follow Route 1 north and hang a right on to Highway 24, a two lane road on which you’ll pass plenty of farm stands and lobster shacks. Your drive takes you from Sebascodegan (or Great) Island, to Orr’s Island and across the Cribstone Bridge to Bailey Island. Take a break to look through the quaint towns, stop to watch the lobstermen in their boats, or buy some fresh seafood at the lobster pounds. Keep driving straight south and you’ll find yourself at the romantic-sounding Land’s End–literally, the end of the island–with its beautiful view south over Casco Bay. You can scramble over the rocks, hang out on the beach, or just sit and witness a gorgeous sunset.

Harpswell is much beloved by both artists and tourists because of its scenic beauty. There’s plenty to stop, see and do along the way:

Marvel at the Bailey Island or “Cribstone” Bridge

One of the most famous sites in Harpswell is The Cribstone Bridge, which connects Orr’s Island to Bailey Island. “Cribstone” refers to the way granite stones were laidCribstone Bridge in Harpswell Maine over each other in what looks like an open lattice pattern. Granite slabs from Yarmouth, the same length and width, are laid lengthwise then crosswise, and it’s all held together through weight and gravity with no mortar or cement. The pattern allows the tides and currents to flow through freely. Sound kind of boring? Trust us, you’ll be more excited when you lay eyes on it, because it’s an engineering marvel and pretty cool looking. This bridge has held strong since 1928 and is on the National Register of Historic Places.

Sail on Casco Bay

Want to get out on the water? Brewster House always recommends a Schooner Alert Windjammer Cruise. They offer a great two hour sail in the morning and at sunset.

Stroll along Giant’s Stairs

The Giant’s Stairs trail on Bailey Island is another popular destination that allows visitors to view dramatic coastal Maine scenery. Named in homage to its rock formations, the trail wends along the rocky coastline. Wildlife such as waterfowl and seal poke ride the crashing waves.

Enjoy fine dining

Hey, we’re not knocking lobster shacks, because Maine is ALL about the lobster shacks. But here are a couple of Brewster House recommendations for a nice sit down:

  • Dolphin Marina & Restaurant: family owned and operated since 1966, the Dolphin features Maine coastal fare, including Maine lobster dinners, fresh, local seafood, and hand-cut steaks. Their waterfront location offers unrivaled views of Casco Bay and its many islands.
  • Morris’s Cribstone: owned by life-long foodies whose families have fished for generations. Specializing in Harpswell lobsters . . . or, try something new like their famous Seafood Nachos.
  • Check out this list for other dining recommendations.

 Lobster boats in Harpswell Maine

Think you’re done? Not even!

Orr’s Island and Bailey Island have plenty of other boating opportunities, including seal sighting cruises and kayaking. Here’s great list of other points of interest, including how to get outdoors a million different ways (well, almost) in Harpswell.

Yup, at the Brewster House B&B, we’re pretty enthusiastic about visiting Harpswell and Land’s End. If you want to continue your drive even further up the coast, ask us about Poppham Beach and Reid State Park!













Five Freeport Area Winter Blasts

January 8, 2016 by Kelleigh Dulany

Five Freeport Area Winter Blasts

2 people racing downhill on a red plastic sled

Snowman Adventure Race

If you’re looking for something different and fun to do around Freeport this Winter, try one of these five Freeport area winter blasts!

I know, I know, our Winter has been a little slow kicking in, but if you remember the timing of last year’s Winter, it wasn’t much different. By mid-January, it had kicked in in a BIG WAY! The POLAR VORTEX is moving in!

#1 is weather bullet-proof, VISIT AN ICE BAR! Wow, they’re like Maine micro-brews, inn that you have a plethora of choices. The first will be offered at Spire & Ice Inn Gotham, January 15-16; the second at the Portland Harbor Hotel on the following weekend, third at the Brunswick Hotel & Tavern February 4-6, and finally here in Freeport on February 19 & 20 as part of “Flavors of Freeport.”

How about a biathlon? A BIATHLON is a competitive endurance event combining cross-country skiing with target shooting. For $25, this event in Jefferson, Maine (1/2 hour east) is open to all, even beginners, including the opportunity to borrow an air rifle and receive instruction before heading out. In the best tradition of Maine events, beer and hot toddies are available! By the way, Pineland Farms, 15 minutes from Brewster House is the practice ground for the US Biathlon Team!

toboggan team heading downhill in an iced chute with crowd in background

US Toboggan Championships

In the summer, Bradbury Mountain State Park hosts competitive Mountain Bike and running events, but in the winter turns to their SNOWSHOE Series. About 8 miles west of us in Pownal, these events are offered on 1/24, 2/14 and 3/6. These races range from 3 to 5 miles long. Although they have a few pair of snowshoes to loan, it would seem that if you’re up to racing, you would likely have your own (they’re on a 50% off sale as I speak @ LL Bean).

I’ve written about this before, but it’s so fun and Mainely unique, it’s worth a visit! It’s sort of a Mardi Gras built on the US NATIONAL TOBOGGAN CHAMPIONSHIPS at Camden Snow Bowl from Feb. 5-7. For $30, you can compete on your 2, 3 or 4 person toboggan, by taking your waxed up toboggan down the 400’ iced wooden chute and across the frozen pond at it’s base. Most teams are in costume, and the eats and drinks are a large part of this annual show.

February 6th brings the SNOWMAN ADVENTURE RACE on East End Hill in Portland, 15 minutes south of us. This sounds like a mini winter-biathlon! Every piece begins with a run up East End hill and a return sled down with teammates sledding as one to the finish. This event is a 2 person relay, made up of a 4-1/2 mile bicycle race around the Back Cove, a 2-1/4 mile run around the East End and the Back Cove. There will be mens, women, co-ed and adult-kids teams as well.

No matter your event choice, we have ample toboggan, sled, bike and snowshoe parking here at Brewster House, and are well equipped to soothe your body & mind post event, with a hot bath, ironed sheets and bottle of your favorite wine! Call us at 207-865-4121, or online at to reserve a fireplace room!

Enjoy Freeport Skiing and Snowshoeing

December 18, 2015 by Corey A. Edwards

Freeport Skiing and SnowshoeingSummer’s long gone but that’s no reason to fret. Freeport skiing and snowshoeing opportunities are many so, when old man winter comes calling, the only thing to do is grab your coat, hat and mittens and join in!

Ah, winter. Summer gets more of the press and longing but who among us who have experienced a good day on skis, snowshoes, or a sled hasn’t enjoyed the activity as much, if not more, than a hot day under the sun? Plus, there’s the coming back in to warm yourself by the fire with a mug of hot cocoa to look forward to!

While Freeport’s location on the Maine coast puts us a bit out of the way for any of the nearest alpine ski centers, the L.L.Bean flagship store and campus call us home, so you know there are plenty of local areas and support for cross-country skiing, showshoeing, and sledding.

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The Best Inn in Freeport

December 17, 2014 by Kelleigh Dulany

Come and let us host you at the the best inn in Freeport!!  I was going to title this blog “Value,” but I came to the conclusion it made more sense to simply cut to the chase!  What we’re talking about here is described partially by buzz words like “elegant, relaxing, gourmet, built in details, fire-placed rooms, and attention to service.”  Really, I want to paint you a picture of why Brewster House is where you will prefer to stay in Freeport!

Mary & I got into the hospitality lifestyle and business with two predominant ideas in our heads;

1.  One was to own an intimate lodging (which quickly looked like that would mean 6-10 rooms) so as to “keep it simple.”

2.  The second was to provide the highest levels of comfort, relaxation, kindness and a breakfast “to die for.”

Croissant french toast slathered with strawberries

Strawberry French Toast

If you’re like most of us 21st century humans, your leisure time is very limited and so by definition, precious!  When you finally get to escape the overbearing demands of work, family and home, the commute needs to disappear behind a relaxing, quiet experience, totally different in character from your everyday grind, the answer is a turnkey escape.  You don’t want to be distracted by a less than immaculate room, a not-so-comfortable mattress, less than a bone warming shower, or a just so-so breakfast, amidst a herd of loud pajama clad, rude, cardboard waffle & Aunt Jemima addicts.  What you had in mind were a cool glass of wine by a warm fire in a beautiful room, with a great bed and ironed sheets, your perfect pillow, plush robe and a breakfast you’ve been dreaming about……   Add to that your choice of white sand beaches, shopping, golf, museums, sailing or learning a new sport!  In this perfect escape, your hosts would be there to help, but not intrusive, full of ideas (when asked) about where to eat, where to explore, what to do, what micro-breweries to visit, or who to go out on the water exploring with.  The intimacy of a quiet, private breakfast, or the choice of chatting and laughing with other folks from a world you may or may not recognize, as your option.

Room w/ yellow walls, blue hassled bedspread, fireplace and bay window seating area

Marshall Point Room

Our focus is totally on you and your FREE time.  We want to help make this special moment in life the best it could possibly be!  So, our eyes are on the issues that we would look for in a great place to stay;  In summary, bed, bath and breakfast.  At Brewster House we also take pride in our “concierge services,” be that recommending great places to go, things to see, unique experiences to try or simply picking you up at the Amtrak station from the Downeaster.  Our bathrooms are large (6 of 7 include full tubs), private and are furnished with the finest, most absorbent towels and fine toiletries.  We recently upgraded our WiFi system to a true high-speed fiber-optic cable to help make your stay seamless, be it purely leisure, or if you’re stuck with including a bit of work on your escape.  We’ve partnered with the best local restaurants, charter boat captains, museums and outdoor experiences, such as the LL Bean Outdoor Discovery Schools

Line of people with bows drawn in an archery class

Archery class w/ LL Bean

Mary is constantly adopting, inventing and embellishing in the kitchen, as spectacular breakfasts are truly her primary mission here.  I’m always looking to add landscaping features, make sure all of our building systems work well and appear seamless, as well as for ways to bring real Maine to our rooms and public spaces.  This year, we’ll be adding a Maine Funbook to the living room with ideas for things to do, see and eat, including provisions for our guests to add their own great recommendations.

If VALUE is what you’re looking for in your Freeport adventure, you can’t do better than Brewster House Bed & Breakfast!!


July 7, 2014 by Kelleigh Dulany

“Boating Portland, Part I”, was the first part of this encyclopedic  compenduim, so start there and catch up before you dive in here!

Tour boating captain in blue shirt standing at the helm of his boat

At the helm – Atlantic SealCruies

OK, so we’ve moved up the coast from Portland to Freeport!  I’d love to tell you that there were multiple boating options from our hometown, but I only know of one, Atlantic Seal Cruises, with Captain Ring from Harraseeket Harbor in South Freeport (& Cook’s Lobster House on Bailey’s Island), but when you add in “the neighborhood,” there are AMAZING BOATING CHOICES FROM FREEPORT, & east!   Captain Ring is very entertaining, and works most of the year a commercial tug captain.  You’ll pick up some lobster traps, he’ll show you some seals, osprey, eagles and you’ll spend an hour on Eagle Island at what was the former home of the famous Arctic explorer, Admiral Peary!  Tom and his Wife actually owned a B & B on the Harraseeket waterfront, and he always raves about Brewster House when he stops by! He also does some special trips to Seguin Island light and fall foliage cruises.

A new opportunity locally is a husband and wife team, Bethany & Perry, who would love to share their 31’ ketch, “Tevake”, or their new acquisition, a beautiful dark green 70’ schooner, “Alert.” They sail out of Cooks by the Bailey/ Orr Island granite bridge, off Harpswell Neck. They offer a myriad of 2 hour to 6 hour charters on either yacht. Both boats are beautiful and they sail the local waters of Merriconeag Sound to Casco Bay. I can’t wait to have the time to sail with them! I would recommend this as the premier local sailing opportunity, the dock is a gorgeous 30 minute drive from Brewster House and their prices are very reasonable, and lunch or dinner awaits at Cook’s!

We don’t get a lot of questions about boat fishing, but enjoying ocean fishing myself, I’ll offer a little information.  The “Barbarian III” out of Harpswell is a good example.  Chartering a sport fisherman is a blast, but it’s expensive enough that you’ll want to share the trip (& the stories) with some buddies.  $350 – $450 for a four hour trip is typical (for the whole boat), with $700 – $800 for an 8 hour shark or tuna fishing adventure.  Further, keep in mind, the premier sport fish in Maine are stripped bass or bluefish.  As they are both pelagic (they migrate), the fishing is best in either mid May to the end of June, or September to mid-October.

White cabin cruiser boating opportunity with outriggers at dock

Further afield (or should I say abay), but one heck of a daylong adventure, would be a trip to the lovely, rugged and wild Monhegan This would be an excellent adventure for those enjoying longer stays at Brewster House!  The May edition of Down East Magazine has a great piece about Monhegan, and it’s struggle to keep a year round population. The island is about 8 miles offshore, just short of 2 miles long, and very high and rocky. Its’ jewels are a year round community of artists and a very hardy community of lobster fisherman who only pursue their quarry in Winter, when prices for the delicious sea spiders are higher. It is a lovely place to hike and explore, and at the end of your hike, there’s even a local micro-brewery (the Monhegan Brewing Company) to reward your efforts! You can depart from either Boothbay or New Harbor (either of which is about 50 minutes east of us). Ferries depart at 9AM or 2PM, and you are asked to be there 45 minutes early I would recommend reservations. Bicycles are not welcome, although, you can arrange to bring your kayak!

Yellow & white hulled large schooner at anchor with blue sky behind

Schooner Heritage at anchor

Lastly, and really more of a “mid-coast” adventure is life experience you should not miss! That would be the traditional fishing schooner Heritage at anchorschooner charter fleet that sails out of Penobscot Bay These are largely classic, former fishing schooners, 75 – 150’ in length, that go out for 3 to 10 day trips, complete with crew, all meals provided, and you participate in running the boat as much (or as little) as you like. My Sister, cousin and myself took a 6 day trip on the “Heritage” in August a few years ago and had a wonderful, relaxing trip… TV’s or other distracting electronics, laying on deck at night watching the meteors and satellites, just quiet, extraordinary views of the sea, mountains, islands and marine life aboard a comfortable large, powerful schooner equipped with fabulous water toys, like sailing dinghies, rowing dinghies, etc. Food is prepared on a woodstove and of remarkable quality and taste. Don’t forget your wine!! And, don’t forget to start and/ or end you adventure in the luxurious comfort of Brewster House, at the turn of the Maine coast!