Maine's scenic drives could keep us busy all year long. Some of the best scenic drives can be found in Maine, from wintry jaunts through the mountains to coastal cruises with the windows down and that summer breeze in our hair, there's nothing better than a road trip through Vacationland. Unless, of course, you choose to take this eerie road located up north. Have you done it? Would you dare to do it?
There are a few roads in Maine that cause chills to run down the spine, but none quite like Route 182 in Hancock and Washington counties.
Also known as Black's Woods Road, there's rumor of an accident that took place here involving a young couple. The timing is debated. Some say it was in the 1970s and involved a post-prom drive. Others say it was in the 1800s and involved a toppled carriage. But most folks agree that a horrible accident took place and that the ripples are still felt.
As the story goes, she was with a man when their car (or carriage) was involved in an accident. She lost her head and her companion's body was never found. She's now relegated to an (after) life of roaming Route 182 for help while she searches for her beau's body.
Cherryfield may seem like a perfectly cheery place for such a grim tale but, there have been other accidents here. Some say these are folks who ran into Catherine on the same road.
Let's be real for a moment: Autumn is a pretty amazing time, particularly on the east coast. In fact, our fall season is so ridiculously legendary that tourism goes up at the end of summer instead of down like it does everywhere else. It's no mystery as to why: autumn in Maine is absolutely incredible, an experience unlike any other in the world. What better way to enjoy the season than by indulging in a day trip? Take the absolutely jaw-dropping, world-famous State Route 27 in Maine and experience it for yourself. Better still, you'll pass through some of the cutest small towns in Maine along the way - it's a double-win! I think that, by the end of it, you'll be just as hopelessly obsessed as we are!
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State Route 27, also known by names like SR-27, Maine 17, and "that one awesome drive out yonder", is a shining example of the wondrous beauty of our little state.
It's 47 miles of awesomeness that's totally incomparable to any other byway. There are many gorgeous scenic byways in Maine, to pick from, and this one's a great one to start with!
As if the beauty of the countryside wasn't enough, you'll pass through a number of adorable old towns on your adventure, too.
You start in Southport (if you decide to go south-to-north, anyway), and from there, you'll meander through Boothbay Harbor, Edgecomb, and Wiscasset (plus a few more) before leading you through Belgrade (and beyond).
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Speaking of Belgrade, it's a small town with a huge heart, and in the fall, it comes alive!
The folks here are friendly and kind; the town relies heavily on tourism for its economy, and this is the best time of all to come support the industry and the wonderful folks who call this little paradise home year-round.
There's always a fall festival or event going on, and besides, the natural attractions in and around town are enough to make me want to stay longer than a day.
Should you agree and want to call it a night, you can always experience true glamping at Castle Island Camps, which is easily one of the best places to hang your hat for a night in town.
Of course, you'll want to get up early and continue the drive - beyond Belgrade, there are plenty more things to check out, so let's go!
For more information about State Route 27 in Maine, including more awesome stops and things to see along the way, check out the official Explore Maine website. You'll be amazed at everything there is to do on this little adventure!
What are your favorite small towns in Maine? What about your favorite scenic byways in Maine? Let me know in the comments!
Maine is one of the most incredible states in the country, which means adventuring through it should definitely be on your bucket list. With a coast longer than that of California (that’s a true fact!) and forested mountain peaks towering over the landscape, it can be hard to choose where to go. That’s why we love the idea of a road trip through Maine. From one point to another, there’s so much to see! But, for those unsure of where to start we’ve compiled a few of the best Maine road trip ideas. The next time you want to take a beautiful adventure through one of the most picturesque states in America, choose from this list of the best road trips in Maine:
Route: Valley View Orchards Pies, Inc. > Wicked Whoopies > Cape Whoopies > Ocean Park Subs & Grocery > Auntie’s House Bakery & Chocolatier
Distance: 98 Miles
Trip Time: 2 hours driving time
We all know Maine is known for lobster, but there are quite a few other things that make this state unique. You can’t deny that we have some of the best lobster rolls in New England, but what about desserts? If you have a sweet tooth a visit north might be just the thing to satiate it. And, this road trip to the best whoopie pies shops in the state is the best way to do it! Just a few hours from Boston lies the best treat in the region. The best part is that this route not only includes great food, but it also features stops in Kennebunkport, views of coastal Maine and even some fun small towns.
Route: Two Lights State Park > The Lobster Shack at Two Lights > Portland Head Light > Spring Point Ledge Lighthouse > Bug Light Park > The Highroller Lobster Co. > Burnt Island Light > Marshall Point Lighthouse > Owls Head Lighthouse > Claws > Rockland Breakwater Lighthouse > Burnt Coat Harbor Lighthouse > Bass Harbor Head Light Station > The Travelin Lobster > West Quoddy Head > The Lobstah Buoy > Ladies Delight Lighthouse > Cameron's Lobster House
Distance: 608 Miles
Trip Time: 15 hours driving time
This three-day getaway would be special if it just included the best lobster shacks in the state. But, the fact that it also includes incredible lighthouses makes this a standout adventure! You’ll be starting in Cape Elizabeth, located in southern Maine. From there you’ll make your way north to Portland, including the Old Port and views over Casco Bay. Then it’s on to beautiful Bar Harbor, Mount Desert Island and the rest of the coastal waters. Be sure to take advantage of some of the state parks and hiking trails along the way.
Route: Route 4 > Route 16 > Route 17 > The Height of Land > Mooselookmeguntic Lake
Distance: 35 Miles
Trip Time: 2.5 hours driving time
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This road trip is an easy one because it’s simply one long scenic byway. But, don’t let the fact that it’s one dedicated route dissuade you from giving it a try. This might be one of the most gorgeous road trips you can take in the state of Maine. You’ll begin in the high peaks of western Maine, exploring the wooded forests that make up much of the area. Stops include the Height of Land with some of the most magnificent views over Mooselookmeguntic Lake.
Route: Millbridge Pharmacy > Columbia Falls > Jonesport > Jonesboro > Roque Bluffs State Park > East Machias > Cutler > South Trescott > Eastport
Distance: 125 Miles
Trip Time: 3 hours driving time
Considered one of the most beautiful areas in the entire USA, the Bold Coast offers sweeping views of the water with the quintessential coast of Maine we’ve all come to expect here. This route is big on views, so be ready with your camera. Or, you can choose to stay in the moment and simply take the memories away in your mind. Either way, be prepared for some epic scenery. The journey begins with a stop at the Milbridge House Restaurant for breakfast. From here you’ll jump on the road! Head north on Route 1 along the Narraguagus River to begin the journey and then get ready for more!
Route: Boone's Fish House & Oyster Room > Mackworth Island > Sebago Lake State Park > Auburn Riverwalk > Schooner Landing > The Norumbega > Deer Isle Stonington Historical Society > Asticou Azalea Garden Parking > Abby Aldrich Rockefeller Garden > Charlotte Rhoades Butterfly Park
Distance: 283 Miles
Trip Time: 7 hours driving time
One of the best times of year in Maine is when the leaves come back to the trees and birds begin chirping. Ice out is here and summer is so close we can taste it. This is a great time to get back out into the world to remember just how much we love it here. This road trip offers a variety of things to do and see, making it perfect for those who like a little bit of everything. Take some extra time to enjoy kayaking in Sebago Lake State Park. Or, grab some ice cream along the way. This trip offers a scenic drive, along with lots of chances for outdoor fun and food in some of the state’s most magical places.
Route: Captain Jefferds Inn > Brewster House Bed & Breakfast > Newcastle Inn > Moose Crossing Garden Center > Berry Manor Inn > LimeRock Inn > Granite Inn > Hawthorn Inn
Distance: 116 Miles
Trip Time: 2.5 hours driving time
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When summer hits we always look forward to the wildflowers and plants that are blooming all over the state. And, undoubtedly, one of the best of those is the Lupines. Beautiful but brief, these stunning purple flowers offer a fun pop of color all over the state for just a few weeks. We especially love when they can be found along the highway. For those who want to make a day of finding the best examples, follow this road trip to a few unexpected spots where they grow. This Maine road trip itinerary is certainly one of the most beautiful.
Spring and summer are certainly special in Maine, but there’s something about fall that can’t be beaten by any other state in New England! From Kennebunk to Downeast, there’s a beautiful view waiting around every corner. On this road trip, you’ll be leaving the coastal towns and heading inland for the forest and mountains. A coastal Maine road trip is always great, but this time of year there’s nothing quite as stunning as the woods. Start your trip in Skowhegan with a trip to Alice’s Restaurant for breakfast. Then, you’ll be on your way to impressive fall foliage.
Route: Nubble Lighthouse > Ogunquit > Kennebunkport > Victoria Mansion > Portland Regency Hotel & Spa > Henry Wadsworth Longfellow Monument > L.L.Bean > Coastal Maine Botanical Gardens > Camden
Distance: 150 Miles
Trip Time: 4 hours driving time
The most magical time of year is extra-special in Maine when you consider how festive things can get throughout the state. From the mid-coast to the mountains, everything is decked out in lights and merriment ready to bring joy to all those who seek it. If you’re the type that seeks it via car we’ve got the perfect road trip for you! Follow the directions to some of the most gorgeous and festive bed and breakfasts, art galleries, main streets, inns and lighthouses.
Route: York > Len Libby Candies > Desert of Maine > Kenneth E. Stoddard Shell Museum > Maine State Prison Showroom > The Norumbega > Nervous Nellie's Jams and Jellies > Paul Bunyan Statue > Wild Blueberry Land
Distance: 350 Miles
Trip Time: 7.5 hours driving time
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Visit Maine for the lobster, but be sure to make time for some of these unique and unforgettable attractions. Kids of all ages (even the grown-up variety!) will enjoy seeing some of the quirkiest sites in the state. At 350 miles, this makes for a long day trip, but it’s well worth it. Especially if you consider breaking it up into two slow days of driving. Giant statues, unexpected museums and even a totally off-the-wall boutique await those who choose to take this journey.
Route: Desert of Maine > Tumbledown Mountain > Height of Land > Flagstaff Lake > Gulf Hagas > Gather Inn > Mt Katahdin > Appalachian Trail Cafe > Reversing Falls > The Bluebird Ranch Family Restaurant > Bubble Rock at Jordan Pond > Thunder Hole >
Distance: 586 Miles
Trip Time: 15 hours driving time
One of the longest road trips on this list is certainly worth every mile. From Freeport to Boothbay Harbor and all the way up to Acadia National Park, Bar Harbor and Mt. Desert Island, there’s something for everyone on this journey. It’s best to make this into two or even three days to give yourself enough time to enjoy all the sights. This route also includes an overnight option, but consider booking that in advance.
Maine comes to life in each and every one of its small towns. This road trip takes travelers to some of the most charming spots located across the entire state. Pick up some donuts in Kennebunkport before setting off for the historic maritime town of Bath. Many of these towns are located on the water, so be sure to keep your eyes peeled for a windjammer in the water. Check out local breweries and dip your toes in the water at one of the sandy beaches along the way. Take time to stroll the cobblestone streets, too. These towns are some of the loveliest on the east coast, so take this one nice and slow to soak them all up.
Whether you’re coming from New York, New Hampshire, Massachusetts, Canada, or somewhere even further, each and every one of these journeys is worth the gas. The time spent on the road showcases all Maine has to offer, from Penobscot Bay to Portland Harbor and everything in between. What are some of your favorite road trip destinations? Do you prefer weekend road trips in Maine or quick road trips in Maine? Share your thoughts with us! And don't forget to take a look at our road trip essentials.
Once you’ve enjoyed a few of the Maine road trip ideas included here, you might also want to consider heading out to see some of Maine’s most beautiful lighthouses. And, of course, we’ve got a dreamily beautiful road trip for that, too!
Looking for more to explore? Take a look at this stunning footage of Acadia National Park, one of the most beloved natural wonders in Maine:
