6 days in Massachusetts Itinerary

6 days in Massachusetts Itinerary

Created using Inspirock Massachusetts tour planner

Make it your trip
Fly
1
Boston
— 1 day
Drive
2
Eastham
— 2 nights
Drive
3
Plymouth
— 1 night
Drive
4
Salem
— 2 nights
Fly

S M T W T F S
18
19
20
21
22
23
24

Boston

— 1 day

Beantown

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.
Kick off your visit on the 18th (Sun): stroll the grounds of Sleepy Hollow Cemetery, browse the exhibits of Louisa May Alcott's Orchard House, then steep yourself in history at Buckman Tavern, then ponder the world of politics at Old State House, and finally steep yourself in history at Captain Jackson’s Historic Chocolate Shop and the Printing Office of Edes and Gill.

To see reviews and tourist information, refer to the Boston holiday maker site.

Nashville to Boston is an approximately 5-hour flight. You can also drive; or do a combination of bus and train. The time zone changes from Central Standard Time (CST) to Eastern Standard Time (EST), which is usually a 1 hour difference. Expect slightly colder weather when traveling from Nashville in October: highs in Boston hover around 64°F, while lows dip to 50°F. Finish your sightseeing early on the 18th (Sun) to allow enough time to drive to Eastham.

Things to do in Boston

Historic Sites · Museums

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 19th (Mon): get your bearings at Salt Pond Visitor Center and then stroll through Cape Cod National Seashore. Here are some ideas for day two: visit a coastal fixture at Nauset Lighthouse, then kick back and relax at Chatham Lighthouse Beach, and then enjoy the sand and surf at Nauset Beach.

To see where to stay, ratings, more things to do, and tourist information, read our Eastham trip itinerary maker tool.

Drive from Boston to Eastham in 2 hours. Alternatively, you can take a bus; or do a combination of ferry and bus. In October in Eastham, expect temperatures between 63°F during the day and 50°F at night. Finish your sightseeing early on the 20th (Tue) to allow enough time to drive to Plymouth.

Things to do in Eastham

Parks · Beaches · Outdoors · Historic Sites

Side Trips

Plymouth

— 1 night

America's Hometown

Rightly calling itself "America's Hometown," Plymouth holds a prominent place in the nation's history and culture as the site of the first Puritan colony.
On the 21st (Wed), contemplate the long history of Hedge House, get engrossed in the history at Pilgrim Hall Museum, then explore the different monuments and memorials at Burial Hill, then take an in-depth tour of The Jenney, and finally steep yourself in history at National Monument to the Forefathers.

To see ratings, reviews, and tourist information, use the Plymouth trip itinerary planning site.

Getting from Eastham to Plymouth by car takes about an hour. Other options: take a bus. In October in Plymouth, expect temperatures between 65°F during the day and 46°F at night. Finish your sightseeing early on the 21st (Wed) so you can drive to Salem.

Things to do in Plymouth

Museums · Historic Sites · Nature · Parks

Salem

— 2 nights

Witch City

Best known for its 1692 witch trials, Salem has a number of significant historical sites, a bustling downtown, and many witch-themed attractions.
On the 22nd (Thu), get engrossed in the history at Witch House, take an in-depth tour of Salem Witch Museum, then explore the world behind art at Count Orlok's Nightmare Gallery, and finally take an in-depth tour of Gallows Hill Museum/Theatre. On the 23rd (Fri), you'll have a packed day of sightseeing: contemplate the long history of The Custom House, then steep yourself in history at The House of the Seven Gables, then steep yourself in history at Salem Maritime National Historic Site, and finally enjoy the sea views from Chandler Hovey Park.

To find reviews and tourist information, go to the Salem online trip itinerary planner.

Drive from Plymouth to Salem in 1.5 hours. Alternatively, you can take a bus; or take a train. In October in Salem, expect temperatures between 64°F during the day and 45°F at night. Wrap up your sightseeing on the 23rd (Fri) to allow time to travel back home.

Things to do in Salem

Museums · Historic Sites

Side Trip

Massachusetts travel guide

4.3
History Museums · Art Museums · Historic Walking Areas
The Bay State
Known as the "Bay State" because of the three bays dominating its coastline, Massachusetts has played a significant cultural and commercial role through most of the country's history. An increasingly popular vacation destination for foreign travelers, Massachusetts offers numerous places to visit, ranging from historical sites to modern urban centers famous for their culinary, art, and nightlife scenes. With the majority of its population living in and around the city of Boston, in the 20th century Massachusetts went from a state largely dependent on fishing and agriculture to the country's leader in higher education, healthcare, high technology, and financial services. Home to renowned universities and research centers, the state's cities attract a young crowd of students, scientists, artists, and business professionals.

Cape Cod travel guide

4.4
Beaches · Dolphin & Whale Watching · Specialty Museums
Located on the southern shore of Massachusetts, Cape Cod contains some 15 towns and two islands. The arm-shaped peninsula is a popular holiday destination throughout the year because of its historical attractions, art galleries, award-winning restaurants, and a scenic coastline dotted by sandy beaches. Start your sightseeing in Provincetown, located at the very tip of the cape and famous for being the site of the first Pilgrims' landing in 1620. From there you can hit up all of the Cape's other small towns, renowned for their comfortable bed and breakfasts and distinctive cuisine of fresh fish and oyster dishes. This maritime community features more than a dozen lighthouses. Part of experiencing the Cape means a trip to its two islands--which showcase several lighthouses and numerous restaurants.