9 Stunning Stops On A Boston To Bar Harbor Road Trip Itinerary

9 Stunning Stops On A Boston To Bar Harbor Road Trip Itinerary


Embark on a journey through picturesque landscapes, quaint towns, and breathtaking coastal views on a road trip from Boston to Bar Harbor. This scenic route takes you through some of New England’s most charming destinations, offering a perfect blend of history, natural beauty, and coastal charm. Buckle up and get ready to explore nine stunning stops along this unforgettable adventure.

Boston, Massachusetts:

Boston, Massachusetts

Kick off your road trip in the vibrant city of Boston. Explore historic neighborhoods like Beacon Hill and the North End, stroll along the Freedom Trail to learn about the city’s revolutionary past, and indulge in some mouthwatering seafood at the iconic Quincy Market. Don’t forget to snap a photo at the famous Boston Harbor before hitting the road.


Salem, Massachusetts:

Just a short drive from Boston lies the historic town of Salem, known for its infamous witch trials. Take a step back in time as you wander through the cobblestone streets, visit the Salem Witch Museum, and explore the charming waterfront area. If you’re feeling brave, embark on a spooky ghost tour to uncover Salem’s darker side.

Portsmouth, New Hampshire:

Next stop, Portsmouth! This charming coastal town boasts a rich maritime history and plenty of New England charm. Explore the bustling downtown area lined with boutique shops and cozy cafes, visit the historic Strawbery Banke Museum, and take a scenic harbor cruise to admire the waterfront views.

Portland, Maine:

As you continue north, make a pit stop in Portland, Maine’s largest city. Known for its thriving food scene and picturesque waterfront, Portland offers endless opportunities for culinary delights and outdoor adventures. Sample fresh lobster rolls at a local seafood shack, explore the vibrant arts district, and take a scenic lighthouse tour along the rugged coastline.


Kennebunkport, Maine:

Experience quintessential New England charm in Kennebunkport, a picturesque seaside village famous for its sandy beaches and historic landmarks. Stroll along the scenic Ocean Avenue, visit the iconic Walker’s Point, summer home of the Bush family, and treat yourself to some delicious homemade ice cream at one of the local creameries.

Ogunquit, Maine:

Known for its stunning natural beauty, Ogunquit is a must-visit destination on your road trip itinerary. Spend some time soaking up the sun at Ogunquit Beach, explore the breathtaking landscapes of Marginal Way, and catch a show at the renowned Ogunquit Playhouse, one of the oldest summer theaters in the country.

Acadia National Park, Maine:

No road trip to Bar Harbor would be complete without a visit to Acadia National Park. Discover towering granite peaks, pristine lakes, and rugged coastline as you explore this outdoor paradise. Hike along scenic trails like Cadillac Mountain or Jordan Pond, take a leisurely drive along the Park Loop Road, and don’t forget to catch a breathtaking sunrise or sunset from the summit of Cadillac Mountain.

Bar Harbor, Maine:

Finally, arrive in Bar Harbor, the crown jewel of coastal Maine. Nestled on Mount Desert Island, Bar Harbor is renowned for its stunning natural beauty, charming downtown area, and endless outdoor adventures. Explore the shops and galleries along Main Street, indulge in fresh seafood at a waterfront restaurant, and embark on a whale watching tour to spot majestic marine life in their natural habitat.

Cadillac Mountain, Maine:

Cadillac Mountain, Maine

End your road trip with a scenic drive to the summit of Cadillac Mountain, the highest point on the East Coast. Watch in awe as the sun rises over the Atlantic Ocean, casting a golden glow over the surrounding landscape. It’s the perfect way to conclude your journey with memories that will last a lifetime.

From historic cities to coastal gems, this road trip from Boston to Bar Harbor offers something for everyone. So pack your bags, hit the open road, and get ready for an unforgettable adventure through the stunning landscapes of New England.

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