11 days in Massachusetts, New Hampshire & Maine Itinerary

11 days in Massachusetts, New Hampshire & Maine Itinerary

Created using Inspirock United States trip planner
Make it your trip
— 3 nights
— 1 night
— 1 night
Bar Harbor, Mount Desert Island
— 4 nights



Best known as the location of two internationally renowned universities, Cambridge sits just across the Charles River from Boston.
Your day by day itinerary now includes 7 Seas Whale Watch. Kick off your visit on the 31st (Fri): get up close to creatures of the deep with 7 Seas Whale Watch, then explore the galleries of Louisa May Alcott's Orchard House, and then steep yourself in history at The Old North Bridge.

For other places to visit, maps, more things to do, and more tourist information, use the Cambridge trip planner.

Philadelphia to Cambridge is an approximately 5.5-hour car ride. You can also fly; or drive; or take a train. Traveling from Philadelphia in July, expect Cambridge to be little chillier, temps between 83°F and 67°F. Wrap up your sightseeing on the 31st (Fri) early enough to drive to Boston.
Outdoors · Wildlife · Tours · Historic Sites
Side Trips

Boston — 3 nights

Rich in museums, restaurants, shops, and historical sites, Boston attracts over 16 million visitors each year. New England's largest and most influential city, Boston ranks among the world's major centers of education and culture.
Kids will enjoy Dolphin & Whale Watching and Museum of Fine Arts. Next up on the itinerary: take in nature's colorful creations at Boston Public Garden, stroll around Boston Common, take an in-depth tour of Boston Tea Party Ships & Museum, and meet the residents at New England Aquarium.

For maps, other places to visit, photos, and tourist information, you can read our Boston itinerary planning tool.

Boston is very close to Cambridge. In July, daily temperatures in Boston can reach 83°F, while at night they dip to 67°F. Finish up your sightseeing early on the 3rd (Mon) so you can go by car to Portsmouth.
Museums · Parks · Outdoors · Wildlife
Side Trip

Portsmouth — 1 night

Portsmouth is a city in Rockingham County, New Hampshire, in the United States. Start off your visit on the 4th (Tue): see majestic marine mammals with a dolphin and whale watching tour, then stroll through Hampton Beach State Park, and then kick back and relax at North Hampton State Beach.

For other places to visit, reviews, photos, and more tourist information, read Portsmouth road trip app.

Traveling by car from Boston to Portsmouth takes 1.5 hours. Alternatively, you can take a bus. Traveling from Boston in August, expect little chillier with lows of 60°F in Portsmouth. Wrap up your sightseeing on the 4th (Tue) early enough to drive to Ogunquit.
Outdoors · Beaches · Parks · Wildlife
Side Trips

Ogunquit — 1 night

Ogunquit means "beautiful place by the sea" in the language of the Native Americans who inhabited the region long ago, and this remains an accurate description of this holiday destination today.
Start off your visit on the 5th (Wed): get outside with Fisherman's Walk, then take in the dramatic natural features at Perkins Cove, then appreciate the extensive heritage of Marginal Way Walkway, and finally stroll through Ogunquit Beach.

For photos, more things to do, ratings, and more tourist information, go to the Ogunquit trip builder tool.

Ogunquit is very close to Portsmouth. Traveling from Portsmouth in August, plan for a bit cooler nights in Ogunquit, with lows around 54°F. Finish up your sightseeing early on the 5th (Wed) so you can go by car to Bar Harbor.
Parks · Outdoors · Beaches · Historic Sites
Side Trip

Bar Harbor, Mount Desert Island — 4 nights

Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. You'll visit kid-friendly attractions like Boat Tours & Water Sports and Schoodic Point. Take a break from Bar Harbor with a short trip to Winter Harbor 5&10 in Winter Harbor, about 56 minutes away. There's much more to do: take in the awesome beauty at Cadillac Mountain, make a trip to Land Bridge to Bar Island, cruise along Park Loop Road, and take in the architecture and atmosphere at St. Saviour's Church :.

To see maps, ratings, and other tourist information, you can read our Bar Harbor journey planner.

Traveling by car from Ogunquit to Bar Harbor takes 4 hours. Alternatively, you can do a combination of bus and flight; or do a combination of taxi, train, and bus. Traveling from Ogunquit in August, expect nights in Bar Harbor to be about the same, around 57°F, while days are little chillier, around 75°F. You will have some time to spend on the 9th (Sun) before leaving for home.
Parks · Outdoors · Nature · Wildlife
Side Trips

Massachusetts travel guide

History Museums · Art Museums · Nightlife
The Bay State
Known as the "Bay State" because of the three bays dominating its coastline, Massachusetts has played a significant cultural and commercial role through most of the country's history. An increasingly popular vacation destination for foreign travelers, Massachusetts offers numerous places to visit, ranging from historical sites to modern urban centers famous for their culinary, art, and nightlife scenes. With the majority of its population living in and around the city of Boston, in the 20th century Massachusetts went from a state largely dependent on fishing and agriculture to the country's leader in higher education, healthcare, high technology, and financial services. Home to renowned universities and research centers, the state's cities attract a young crowd of students, scientists, artists, and business professionals.

New Hampshire travel guide

Waterfalls · Theme Parks · Scenic Drive
The Granite State
One of the country's smallest and least populous states, New Hampshire's wealth of recreational offerings make it a popular vacation destination. Its many pristine natural areas attract skiers, snowmobilers, hikers, and mountaineers from around the world. Named after a county in England, New Hampshire was the first of the North American colonies to establish a government independent of Great Britain's authority. Though New Hampshire's official nickname refers to its extensive granite formations and quarries, the state's license plates carry the motto "Live Free or Die," reflecting the sense of independence prized by the famously terse natives. Find out why America's artists continue to find inspiration in New Hampshire by taking a trip to its quaint villages and sightseeing in the area's old colonial towns.

Maine travel guide

Beaches · Lighthouses · Gift & Specialty Shops
The Pine Tree State
The easternmost state in New England, Maine features an indented coastline and forested interior, carved eons ago by receding glaciers. Maine includes more lighthouses and quaint resort villages than you could ever hope to explore in a single trip, but the state is also one of the country's most sparsely populated, the majority of its land pristine and uninhabited wilderness. The temperate coastal regions, historically supported by fishing and lobstering, contain most of the state's urban centers and are the most popular spots in the state for holidays. The sea is the focus here, so it shouldn't come as a surprise that water plays an important role in the distinct character of the state, shaping its economy, tourism, cuisine, politics, sports, and art.