8 days in Massachusetts Itinerary

8 days in Massachusetts Itinerary

Created using Inspirock Massachusetts trip planner

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Route & dates

8 days in Massachusetts Itinerary

Start: Manchester
Drive:  3​h 30​min
1
Salem
— 2 nights
Drive:  30​min
2
Manchester-by-the-Sea
— 2 nights
Drive:  30​min
3
Gloucester
— 1 night
Drive:  15​min
4
Rockport
— 2 nights
Drive:  3​h
End: Manchester

2
nights
Salem

Salem ©
Best known for its 1692 witch trials, Salem has a number of significant historical sites, a bustling downtown, and many witch-themed attractions.
Salem is known for museums, nightlife, historic sites, shopping, and parks. Your plan includes some of its best attractions: browse the exhibits of The House of the Seven Gables, stroll around Salem Witch Trials Memorial, explore the world behind art at Count Orlok's Nightmare Gallery, and examine the collection at Peabody Essex Museum.

To find traveler tips, more things to do, and other tourist information, use the Salem day trip app .

Manchester to Salem is an approximately 2-hour car ride. Expect a daytime high around 76°F in June, and nighttime lows around 56°F. Finish your sightseeing early on the 24th (Wed) to allow enough time to drive to Manchester-by-the-Sea.

Things to do in Salem

Museums Historic Sites Parks
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

2
nights
Manchester-by-the-Sea

Manchester-by-the-Sea ©
Manchester-by-the-Sea is a town on Cape Ann, in Essex County, Massachusetts, in the United States. To find where to stay, reviews, and tourist information, go to the Manchester-by-the-Sea online journey planner .

Manchester-by-the-Sea is just a stone's throw from Salem. June in Manchester-by-the-Sea sees daily highs of 76°F and lows of 56°F at night. On the 26th (Fri), you'll travel to Gloucester.

Things to do in Manchester-by-the-Sea

Outdoors Parks Beaches
Highlights from your plan
Singing Beach ©
Singing Beach
Agassiz Rock ©
Agassiz Rock

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 26th (Fri), enjoy the sand and surf at Good Harbor Beach. Here are some ideas for day two: admire the landmark architecture of Sargent House Museum and then get up close to creatures of the deep with a dolphin and whale watching tour.

To see where to stay, ratings, maps, and other tourist information, read our Gloucester road trip planning tool .

Gloucester is very close to Manchester-by-the-Sea. June in Gloucester sees daily highs of 76°F and lows of 56°F at night. Cap off your sightseeing on the 27th (Sat) early enough to go by car to Rockport.

Things to do in Gloucester

Outdoors Wildlife Tours
Highlights from your plan
Dolphin & Whale Watching
Good Harbor Beach ©
Good Harbor Beach
Sargent House Museum ©
Sargent House Museum

2
nights
Rockport

Rockport ©
Rockport is a town in Essex County, Massachusetts, United States. Kick off your visit on the 28th (Sun): don't miss a visit to Rockport Breakwater, then get great views at Bearskin Neck, then make a trip to Motif Number 1, and finally identify plant and animal life at Halibut Point State Park.

To find other places to visit, reviews, traveler tips, and more tourist information, go to the Rockport itinerary planning website .

Rockport is very close to Gloucester. In June, plan for daily highs up to 76°F, and evening lows to 56°F. You will leave for home on the 29th (Mon).

Things to do in Rockport

Wildlife Parks Nature
Highlights from your plan
Halibut Point State Park ©
Halibut Point State Park
Motif Number 1 ©
Motif Number 1

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