Planning a trip to charming Poland, Maine? Embark on a delightful Boston to Maine road trip and explore the scenic beauty of coastal New England. Take a break from city life and enjoy a leisurely drive along the coast, where you can discover enchanting cities and towns that grace the Atlantic shoreline.
Alternatively, if you prefer a more direct route, head to the Maine Turnpike and stop in Gray to visit the Maine Wildlife Park and to enjoy a peaceful hike through the Libby Hill Forest Trails. No matter which path you choose, all roads lead to our little paradise on Tripp Lake in Poland, Maine.
— Take the Scenic Route —
Driving Directions
- Take I-95 North to the Maine Turnpike.
- Exit I-95 at Exit 3 toward Portsmouth, NH (pit stop).
- Follow US-1 from Portsmouth, NH to Kittery, ME (pit stop).
- Re-enter I-95 North.
- Take Exit 25 Fletcher St. toward Kennebunk, ME (pit stop).
- Get back on I-95 North.
- Take Exit 4 into Portland, ME (pit stop).
- Follow ME-26 North and merge onto I-95 North/Maine Turnpike.
- Exit 63 to Gray, Maine.
- Turn Right onto ME-26.
- Turn Left onto North Raymond Rd.
- Turn Right onto ME-11.
- Slight Left onto Jordan Shore Dr.
- You’ve arrived!
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Must-See Pit Stops Along the Way
—— Portsmouth, NH
Portsmouth is a delightful city that beautifully combines coastal maritime history with modern charm along the Piscataqua River. Stroll through the picturesque downtown streets, where you’ll find delightful boutiques, cozy bistros, and captivating art galleries.
Take a leisurely walk along the waterfront and explore historic landmarks. This small but vibrant city boasts a rich cultural scene and a deep-rooted nautical heritage that leaves a lasting impression on every visitor.
Our Recommendations:
- Strawbery Banke Museum: An outdoor history museum featuring restored homes, engaging exhibits, and beautiful gardens.
- Prescott Park: A picturesque waterfront park with gardens and picnic spots, often hosting outdoor concerts and festivals.
- Our Favorite Restaurant: The Black Trumpet Bistro offers cozy waterfront dining with a seasonal menu emphasizing local ingredients.
Other Dining Options:
- River House
- Row 34
- Caffe Kilim
- Cava
- Cure
- Earth Eagle Brewing
Additional Activities:
—— Kittery, ME
Kittery is known for its outlet shopping scene while maintaining its charming coastal atmosphere, especially in the downtown area known as Kittery Foreside. Recently, it has transformed into a colorful hub filled with modern boutiques, artisanal coffee shops, and chef-owned restaurants.
This is the oldest incorporated city in Maine and the home to the Portsmouth Naval Shipyard, the nation’s longest-serving Navy yard, blending its rich maritime history with the vibrant energy of a coastal village.
Our Recommendations:
- Kittery Trading Post: A must-visit for outdoor enthusiasts, offering a wide selection of gear and apparel.
- Kittery Outlets: Perfect for shopping with a variety of popular brand outlets.
- Favorite Café: Lil’s Café, known for delectable pastries and great coffee.
Other Dining Options:
- Roberts Maine Grill
- Tulsi Indian Restaurant
- Ore Nells
- Anneke Jans
- When Pigs Fly
- Beach Pea Baking
- Anju Noodle Bar
- Loco Coco
Additional Activities:
—— Kennebunk and Kennebunkport, ME
These two coastal gems are famous for their charming appeal, much of which can be attributed to former President Bush’s summer residence. Driving along Ocean Avenue provides views of the stunning waterfront estate.
Kennebunk draws visitors in with its quaint shops and fine dining. For a quieter experience, wander north to Cape Porpoise and Goose Rocks Beach.
Our Recommendations:
- Kennebunk Beaches: Beautiful sandy shores inviting relaxing strolls.
- The Brick Store Museum: A local history museum showcasing interesting exhibits.
- Our Favorite Restaurant: The White Barn Inn Restaurant for exceptional New England cuisine in an elegant barn setting. It’s difficult to choose between here and the refined Earth at Hidden Pond.
- Our four-course dining experience was unforgettable, featuring succulent venison and duck alongside beautifully displayed desserts. A perfect place to celebrate special moments!
Other Dining Options:
- Boulangerie
- The White Barn Inn
- Hb Provisions
- Bandaloop
- Kennebunk’s Lobster Roll Trail
- Chef Rosas
- The Boathouse
Additional Activities:
- Beaches: Colony, Parsons, and Mothers.
- Museum in the Streets.
- Landmark Gallery.
- Northlight Gallery.
- Chris Becker Photo Gallery.
- Sue Roux Designs.
- Dock Square Emporium.
- Gooch’s Beach.
- Ganny’s Garden.
—— Portland, ME
The vibrant city of Portland perfectly blends urban life with the historic charm of the Old Port district. Spend your day exploring the bustling seaport, take a ferry to one of the picturesque Casco Bay islands, or embark on a self-guided walking tour through this stylish and sophisticated city.
Portland is known for its iconic lighthouses and delicious seafood, with a rich mix of art and adventure awaiting every visitor. It’s a sensory experience that you won’t want to miss.
Our Recommendations:
- Old Port: A historic area filled with cobblestone streets, unique boutiques, and fantastic restaurants.
- Portland Head Light: This iconic lighthouse offers stunning coastal views.
- Our Favorite Restaurant: Fore Street, celebrated for its wood-fired dishes emphasizing local ingredients.
- This restaurant speaks directly to my love of food. The service is outstanding, and I could enjoy their Wood-Grilled Hangar Steak every day. They even collaborate with some of our local farmer partners from Wolf Cove Inn! Nicole and I dined here to celebrate my birthday last year with my mom and stepdad, just a few weeks after Aiden was born.
Additional Dining Options:
- Portland Lobster Company
- Butcher Burger
- Via Vecchia
- Papi
- Henry’s Public House
- Saltwater Grille
- Paper Tiger
- Harbor Bistro and Terrace
- Gross Confection Bar
- Alto
- Rigby Yard
- The Grill Room
- North 43 Bistro
Other Activities You Can’t Miss:
Fastest Driving Directions
- Take I-95 north to the Maine Turnpike.
- Exit 63 toward Gray, Maine (pit stop).
- Turn Right onto ME-26.
- Turn Left onto N Raymond Rd.
- Turn Right onto ME-11.
- Slight Left onto Jordan Shore Dr.
- You’ve arrived!
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Must-See Stops Along the Way
—— Gray, ME
This classic New England town lies between Portland and Freeport in southern Maine. Known for its wide range of recreational activities, it is home to the Maine Wildlife Park, which cares for injured or orphaned wildlife.
Libby Hill Forest, another highlight of Gray, offers extensive hiking and cross-country skiing trails. With its picturesque lakes, excellent golf course, and charming antique shops, Gray is an ideal place to stop on your way to Wolf Cove Inn.
Our Recommendations:
Where to Dine Along the Journey
No great road trip is complete without tasting the culinary treasures of the region. Lobster is undoubtedly the star of the show in Maine, and mastering the art of enjoying a whole lobster is a rite of passage for every seafood lover.
Fortunately, many restaurants offer a variety of delicious ways to enjoy this local delicacy. Let us guide you to the best lobster spots in Maine, along with other great dining options in and around Poland, organized town by town.
Activities to Enjoy Along the Way
Each of our favorite pit stops on the road to charming Poland, Maine, is filled with fun, unique, and entertaining activities. See our linked lists above! Once you reach Wolf Cove Inn, we also recommend many great ways to explore the local area. However, each of these road trip stops deserves time to truly appreciate what they have to offer.
Your Ultimate Escape from Boston
Next time you’re in need of a getaway, consider a road trip from Boston to Maine. The sights, sounds, and aromas along the way will lead you to the peaceful luxury of Wolf Cove Inn in Poland, Maine.
We invite you to our lovely lakeside haven, a true oasis in the heart of the lakes district.
Published April 2024
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