6 days in United States Itinerary

6 days in United States Itinerary

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Route & dates

6 days in United States Itinerary

Start: Boston
1
Boston
— 2 nights
Train:  45​min
2
Concord
— 1 night
Drive:  1​h
3
Gloucester
— 1 night
Drive:  1​h 15​min
4
Portsmouth
— 1 night
Drive:  1​h 15​min
End: Boston

2
nights
Boston

Boston ©
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.
Boston is known for historic sites, museums, parks, shopping, and nightlife. Your plan includes some of its best attractions: explore the world behind art at Museum of Fine Arts, shop like a local with Faneuil Hall Marketplace, stroll around Boston Common, and take in panoramic vistas at Skywalk Observatory.

To find where to stay, maps, ratings, and more tourist information, refer to the Boston trip itinerary planner .

New York City to Boston is an approximately 3-hour combination of bus and flight. You can also fly; or drive. Plan for a bit cooler temperatures traveling from New York City in October, with highs in Boston at 64°F and lows at 50°F. Wrap up your sightseeing on the 28th (Mon) to allow time to take a train to Concord.

Things to do in Boston

Museums Parks Historic Sites
Highlights from your plan
Boston Public Garden ©
Boston Public Garden
Freedom Trail ©
Freedom Trail
Boston Common ©
Boston Common

1
night
Concord

Concord ©
Concord is a town in Middlesex County, Massachusetts, in the United States. On the 29th (Tue), snap pictures at North Bridge, stroll the grounds of Sleepy Hollow Cemetery, then take an in-depth tour of Louisa May Alcott's Orchard House, and finally immerse yourself in nature at Walden Pond State Reservation.

For photos, traveler tips, ratings, and other tourist information, read Concord trip itinerary builder site .

Take a train from Boston to Concord in an hour. Alternatively, you can drive; or take a bus. Traveling from Boston in October, expect slightly colder with lows of 42°F in Concord. Wrap up your sightseeing on the 29th (Tue) early enough to drive to Gloucester.

Things to do in Concord

Historic Sites Nature Parks
Highlights from your plan
Louisa May Alcott's Orchard House ©
Louisa May Alcott's Orchard House
North Bridge ©
North Bridge
Walden Pond State Reservation ©
Walden Pond State Reservation

1
night
Gloucester

The still waters off the Gloucester shore are immortalized in paintings and prints produced by the hundreds of artists who visit this town.
On the 30th (Wed), take an in-depth tour of Salem Witch Museum, get up close to creatures of the deep with a dolphin and whale watching tour, and then examine the collection at Beauport, the Sleeper-McCann House.

To find more things to do, ratings, and more tourist information, read Gloucester driving holiday planner.

You can drive from Concord to Gloucester in an hour. Another option is to take a train. Expect a daytime high around 64°F in October, and nighttime lows around 45°F. Finish up your sightseeing early on the 30th (Wed) so you can go by car to Portsmouth.

Things to do in Gloucester

Wildlife Outdoors Tours

Side Trip

Salem Witch Museum
Highlights from your plan
Dolphin & Whale Watching
Salem Witch Museum ©
Salem Witch Museum

1
night
Portsmouth

Portsmouth ©
Portsmouth is a city in Rockingham County, New Hampshire, in the United States. On the 31st (Thu), don't miss a visit to Market Square, then get to know the fascinating history of Marginal Way Walkway, then explore the striking landscape at Perkins Cove, and finally look for gifts at The Salt Cellar.

To find other places to visit, reviews, and other tourist information, use the Portsmouth online sightseeing planner .

Drive from Gloucester to Portsmouth in 1.5 hours. Alternatively, you can do a combination of train and bus. In October, daytime highs in Portsmouth are 62°F, while nighttime lows are 44°F. Finish your sightseeing early on the 31st (Thu) to allow enough time to travel back home.

Things to do in Portsmouth

Nature Historic Sites Parks

Side Trip

Ogunquit
Highlights from your plan
Marginal Way Walkway ©
Marginal Way Walkway
Perkins Cove ©
Perkins Cove
The Salt Cellar ©
The Salt Cellar

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