11 days in New England Itinerary

With coastline on the west, south, and east, Newport is a maritime city with a rich history.

Start off your visit on the 5th (Thu): steep yourself in history at Lizzie Borden House, then tour in style with a train tour, and then appreciate the extensive heritage of Cliff Walk. Get ready for a full day of sightseeing on the next day: explore the galleries of Newport Mansions, examine the collection at The Breakers, and then cruise along Ocean Drive Historic District.

For reviews, other places to visit, where to stay, and tourist information, you can read our Newport journey site.

New York City to Newport is an approximately 3-hour flight. You can also drive; or take a bus. In October, Newport is a bit cooler than New York City - with highs of 64°F and lows of 50°F. Finish up your sightseeing early on the 6th (Fri) so you can go by car to Sandwich.

Sandwich is a town in Barnstable County, Massachusetts, United States. Venture out of the city with trips to Falmouth (Shining Sea Bikeway & Highfield Hall & Gardens) and Nobska Point Lighthouse (in Woods Hole). There's lots more to do: get curious at Sandwich Glass Museum, make a trip to Plymouth Rock, get up close to creatures of the deep with Hyannis Whale Watcher Cruises, and shop like a local with McDermott Glass Studio.

To see maps, other places to visit, photos, and tourist information, refer to the Sandwich road trip planner.

Traveling by car from Newport to Sandwich takes 1.5 hours. Alternatively, you can take a bus; or do a combination of bus and train. October in Sandwich sees daily highs of 64°F and lows of 46°F at night. Finish up your sightseeing early on the 9th (Mon) so you can go by car to Boston.

Rich in museums, restaurants, shops, and historical sites, Boston attracts over 16 million visitors each year.

Get out of town with these interesting Boston side-trips: Salem (Peabody Essex Museum, The House of the Seven Gables, &more). There's still lots to do: admire the natural beauty at Boston Public Garden, get engrossed in the history at Boston Tea Party Ships & Museum, browse the different shops at Faneuil Hall Marketplace, and pause for some photo ops at New England Holocaust Memorial.

For photos, maps, ratings, and more tourist information, you can read our Boston driving holiday planner.

Traveling by car from Sandwich to Boston takes 1.5 hours. Alternatively, you can take a bus. In October in Boston, expect temperatures between 64°F during the day and 50°F at night. Wrap up your sightseeing on the 13th (Fri) early enough to drive to Ogunquit.

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.

Kick off your visit on the 14th (Sat): get to know the fascinating history of Marginal Way Walkway, then enjoy the sand and surf at Ogunquit Beach, and then visit a coastal fixture at Nubble Lighthouse.

To see more things to do, ratings, reviews, and more tourist information, you can read our Ogunquit trip builder site.

Drive from Boston to Ogunquit in 1.5 hours. Alternatively, you can take a bus; or do a combination of train and bus. Plan for slightly colder nights when traveling from Boston in October since evenings lows in Ogunquit dip to 38°F. Finish your sightseeing early on the 14th (Sat) to allow enough time to drive to Bar Harbor.

Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Start off your visit on the 15th (Sun): take in the awesome beauty at Cadillac Mountain, get a new perspective on things with Boat Tours & Water Sports, and then hike along Precipice Trail.

To see maps, where to stay, photos, and tourist information, read our Bar Harbor vacation planning site.

Getting from Ogunquit to Bar Harbor by car takes about 4 hours. Other options: do a combination of bus, train, and flight; or take a bus. In October, plan for daily highs up to 59°F, and evening lows to 42°F. Finish your sightseeing early on the 15th (Sun) to allow enough time to fly back home.