6 days in Massachusetts Itinerary

6 days in Massachusetts Itinerary

Created using Inspirock Massachusetts travel route 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
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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.
Start off your visit on the 7th (Thu): stroll the grounds of Sleepy Hollow Cemetery, contemplate the long history of Louisa May Alcott's Orchard House, then explore the galleries of Buckman Tavern, and finally get a sense of history and politics at Old State House.

For more things to do, traveler tips, reviews, and other tourist information, you can read our Boston day trip planner.

Nashville to Boston is an approximately 4.5-hour flight. You can also drive; or do a combination of bus and train. Traveling from Nashville to Boston, you'll lose 1 hour due to the time zone difference. When traveling from Nashville in October, plan for a bit cooler days and about the same nights in Boston: temperatures range from 64°F by day to 50°F at night. Wrap up your sightseeing on the 7th (Thu) to allow 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. On the 8th (Fri), take an in-depth tour of Salt Pond Visitor Center and then kick back and relax at Cape Cod National Seashore. On the next day, visit a coastal fixture at Nauset Lighthouse, then tour the pleasant surroundings at Chatham Lighthouse Beach, and then enjoy the sand and surf at Nauset Beach.

To see photos, traveler tips, ratings, and more tourist information, read our Eastham travel route builder site.

Drive from Boston to Eastham in 2 hours. Alternatively, you can take a bus; or do a combination of ferry and bus. In October, plan for daily highs up to 63°F, and evening lows to 50°F. Cap off your sightseeing on the 9th (Sat) early enough to go by car to Plymouth.

Things to do in Eastham

Beaches · Parks · 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.
Kick off your visit on the 10th (Sun): take an in-depth tour of Hedge House, take an in-depth tour of Pilgrim Hall Museum, then explore the different monuments and memorials at Burial Hill, then take an in-depth tour of The Jenney, and finally pause for some photo ops at National Monument to the Forefathers.

To find photos, reviews, ratings, and more tourist information, use the Plymouth day trip tool.

You can drive from Eastham to Plymouth in an hour. Alternatively, you can take a bus. October in Plymouth sees daily highs of 65°F and lows of 46°F at night. Wrap up your sightseeing on the 10th (Sun) early enough to drive to Salem.

Things to do in Plymouth

Museums · Historic Sites · Parks · Nature

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.
Start off your visit on the 11th (Mon): get engrossed in the history at Witch House, then get engrossed in the history at Salem Witch Museum, then have fun at Count Orlok's Nightmare Gallery, and finally take an in-depth tour of Gallows Hill Museum/Theatre. On the 12th (Tue), you'll have a packed day of sightseeing: contemplate the long history of The Custom House, take an in-depth tour of The House of the Seven Gables, then steep yourself in history at Salem Maritime National Historic Site, and finally visit a coastal fixture at Chandler Hovey Park.

To find ratings, traveler tips, reviews, and tourist information, read our Salem road trip planning website.

Getting from Plymouth to Salem by car takes about 1.5 hours. Other options: take a bus; or take a train. October in Salem sees daily highs of 64°F and lows of 45°F at night. Finish your sightseeing early on the 12th (Tue) so you can fly back home.

Things to do in Salem

Museums · Historic Sites · Tours · Fun & Games

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.