8 days in New England Itinerary

8 days in New England Itinerary

Created using Inspirock New England trip planner
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— 1 day
— 3 nights
— 2 nights
— 2 nights


Ogunquit — 1 day

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.
On the 29th (Mon), kick back and relax at Ogunquit Beach and then get to know the fascinating history of Marginal Way Walkway.

To see more things to do, where to stay, ratings, and other tourist information, read Ogunquit day trip planning site.

Montreal, Canada to Ogunquit is an approximately 6-hour car ride. You can also do a combination of flight, train, and bus; or take a bus. Expect slightly colder evenings in Ogunquit when traveling from Montreal in August, with lows around 14°C. Cap off your sightseeing on the 29th (Mon) early enough to go by car to Boston.
Historic Sites · Parks · Beaches · Outdoors

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.
Popular historic sites such as Freedom Trail and Plymouth Rock are in your itinerary. Do some cultural sightseeing at Museum of Fine Arts and North End. Explore the numerous day-trip ideas around Boston: Heritage Museums & Gardens (in Sandwich) and Craigville Beach (in Centerville). There's lots more to do: browse the different shops at Faneuil Hall Marketplace, get engrossed in the history at USS Constitution Museum, get a variety of perspectives on a duck tour, and don't miss a visit to Newbury Street.

To see more things to do, maps, other places to visit, and other tourist information, go to the Boston online tour itinerary planner.

Traveling by car from Ogunquit to Boston takes 1.5 hours. Alternatively, you can do a combination of taxi and train; or take a bus. Traveling from Ogunquit in August, plan for somewhat warmer nights in Boston, with lows around 21°C. Finish your sightseeing early on the 1st (Thu) so you can drive to Eastham.
Museums · Neighborhoods · Shopping · Historic Sites
Side Trips

Eastham — 2 nights

Eastham is a town in Barnstable County, Massachusetts, United States, Barnstable County being coextensive with Cape Cod. Start off your visit on the 2nd (Fri): see the interesting displays at Chatham Railroad Museum, explore the world behind art at Atwood Museum, then kick back and relax at Chatham Lighthouse Beach, and finally stroll through Nauset Beach. Get ready for a full day of sightseeing on the 3rd (Sat): enjoy the sand and surf at Coast Guard Beach, then enjoy the sand and surf at Nauset Light Beach, and then steep yourself in history at Captain Penniman House.

For reviews, maps, other places to visit, and more tourist information, you can read our Eastham visit planner.

Drive from Boston to Eastham in 2 hours. Alternatively, you can fly; or take a bus. In September, daytime highs in Eastham are 26°C, while nighttime lows are 17°C. Cap off your sightseeing on the 3rd (Sat) early enough to go by car to Newport.
Parks · Beaches · Outdoors · Historic Sites
Side Trips

Newport — 2 nights

With coastline on the west, south, and east, Newport is a maritime city with a rich history.
On the 4th (Sun), see the interesting displays at The Breakers, then take in the exciting artwork at Thames Glass, and then stroll around Fort Adams State Park. On the 5th (Mon), you'll have a packed day of sightseeing: explore and take pictures at Cliff Walk and then examine the collection at Newport Car Museum.

To see traveler tips, reviews, photos, and tourist information, you can read our Newport trip planner.

Getting from Eastham to Newport by car takes about 2.5 hours. Other options: take a bus. In September, daily temperatures in Newport can reach 27°C, while at night they dip to 17°C. Wrap up your sightseeing on the 5th (Mon) to allow time to fly back home.
Museums · Historic Sites · Parks · Trails
Side Trip