60 days in North of Boston & Greater Merrimack Valley Itinerary

60 days in North of Boston & Greater Merrimack Valley Itinerary

Created using Inspirock North of Boston & Greater Merrimack Valley trip planner

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Route & dates

60 days in North of Boston & Greater Merrimack Valley Itinerary

Start: Boston
Drive:  30​min
— 30 nights
Drive:  1​h 15​min
— 29 nights
Drive:  1​h
End: Boston


Lexington ©
Lexington is a town in Middlesex County, Massachusetts, United States. Your cultural itinerary includes sights like Orchard House and Concord Museum. Museum-lovers will get to explore Hancock-Clarke House and Buckman Tavern. You'll find plenty of places to visit near Lexington: Peabody (Brooksby Farm & Independence Greenway Bike Route), Parlee Farms (in Tyngsboro) and Monster Mini Golf (in Danvers). There's much more to do: steep yourself in history at North Bridge, admire the majestic nature at Walden Pond State Reservation, take in the history at Lexington Green, and explore the different monuments and memorials at Sleepy Hollow Cemetery.

For where to stay, maps, photos, and other tourist information, refer to the Lexington travel planner.

Boston to Lexington is an approximately 1-hour car ride. Traveling from Boston in September, you can expect nighttime temperatures to be slightly colder in Lexington, with lows of 52°F. Wrap up your sightseeing on the 1st (Tue) early enough to travel to Gloucester.

Things to do in Lexington

Parks Historic Sites Museums

Side Trips

Concord, Lowell, Sudbury, North Andover, Woburn
Highlights from your plan
Minute Man National Historical Park ©
Louisa May Alcott's Orchard House ©
North Bridge ©
North Bridge


Gloucester ©
The still waters off the Gloucester shore are immortalized in paintings and prints produced by the hundreds of artists who visit this town.
Popular historic sites such as The House of the Seven Gables and Old Burying Point Cemetery are in your itinerary. Satisfy your inner culture vulture at Salem Witch Museum and Peabody Essex Museum. Get out of town with these interesting Gloucester side-trips: Newburyport (Parker River National Wildlife Refuge, Plum Island, & more), Beverly (Lynch Park, Coast to Coast Paddle, & more) and Salem (Witch History Museum, Salem Witch Trials Memorial, & more). There's still lots to do: see majestic marine mammals with a dolphin and whale watching tour, take an in-depth tour of Wenham Museum, immerse yourself in nature at Halibut Point State Park, and explore the historical opulence of Hammond Castle.

To see other places to visit, traveler tips, ratings, and other tourist information, use the Gloucester driving holiday tool .

Drive from Lexington to Gloucester in an hour. In October, daytime highs in Gloucester are 64°F, while nighttime lows are 45°F. Finish up your sightseeing early on the 30th (Wed) so you can go by car back home.

Things to do in Gloucester

Parks Museums Historic Sites

Side Trips

Salem, Ipswich, Marblehead, Rockport, Newburyport
Highlights from your plan
The House of the Seven Gables ©
The House of the Seven Gables
Salem Witch Museum ©
Salem Witch Museum
Peabody Essex Museum ©
Peabody Essex Museum