Boston to Ogunquit road trip with stop in Portsmouth

  • 3 Stops
  •  KM /  miles

Kick-start a picturesque road trip from the heart of Massachusetts, Boston, to the quaint seaside town of Ogunquit, Maine, with a delightful detour in Portsmouth, New Hampshire.

Begin your journey navigating Boston’s historic streets before hitting I-95 N, a highway offering scenic New England landscapes. The route is laden with views of charming colonial houses, rolling hills, and coastal panoramas.

Portsmouth, your halfway destination, is a hidden gem nestled at the mouth of the Piscataqua River. With its bustling downtown, dotted with cafes, boutiques, and art galleries, it’s the perfect place to stretch your legs. Visit the Strawbery Banke Museum for a glimpse into the town’s history or take a leisurely walk around Prescott Park.

Continuing north, your next stop is the serene town of Ogunquit, Maine. As you arrive, the view of Ogunquit’s pristine beaches stretching along the Atlantic Ocean is simply breathtaking. The town’s vibrant art scene, lovely boutiques, and trails by the sea make it an excellent end to your journey.

1 Boston, MA

Steeped in history, Boston is a city that beautifully marries old-world charm with urban sophistication. Walk the Freedom Trail to discover the city’s rich past or explore the expansive green space of Boston Common. Its neighborhoods are brimming with diverse eateries, distinctive brick architecture, and esteemed universities.

  • KM / miles
2 Portsmouth, NH

This charming riverside town encapsulates New England’s historic charm. With a rich maritime history, Portsmouth offers a picturesque downtown, historic homes, and a vibrant arts scene. Its waterfront is lined with restaurants offering fresh seafood, making it an epicurean’s delight. Portsmouth effortlessly blends its past with a lively, contemporary culture.

  • KM / miles
3 Ogunquit, ME

Ogunquit, aptly named “Beautiful Place by the Sea” in the Abenaki language, is a delightful coastal town. It boasts one of Maine’s most beautiful beaches, the Marginal Way coastal trail, and a thriving arts scene, notably the Ogunquit Playhouse. Its scenic beauty and relaxed ambiance make it a must-visit destination.

  • KM / miles
MapTiler logo