7 days in Massachusetts Itinerary

7 days in Massachusetts Itinerary

Created using Inspirock Massachusetts sightseeing planner

Make it your trip
Fly
1
Salem
— 1 day
Drive
2
Lexington
— 1 night
Drive
3
Concord
— 1 night
Drive
4
Boston
— 2 nights
Drive
5
Plymouth
— 1 night
Drive
6
Eastham
— 1 night
Fly

S M T W T F S
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Salem

— 1 day

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 16th (Sat): explore the world behind art at Peabody Essex Museum, contemplate the long history of The House of the Seven Gables, then get engrossed in the history at Salem Witch Museum, and finally take a leisurely stroll along Pickering Wharf.

For reviews, where to stay, and tourist information, refer to the Salem road trip planner.

Nashville to Salem is an approximately 4-hour flight. You can also drive; or do a combination of bus and train. The time zone difference moving from Central Standard Time (CST) to Eastern Standard Time (EST) is 1 hour. Traveling from Nashville in October, things will get slightly colder in Salem: highs are around 64°F and lows about 45°F. Cap off your sightseeing on the 16th (Sat) early enough to go by car to Lexington.

Things to do in Salem

Museums · Historic Sites · Parks

Lexington

— 1 night
Lexington is a town in Middlesex County, Massachusetts, United States. Start off your visit on the 17th (Sun): steep yourself in history at Buckman Tavern, then experience rural life at Wright-Locke Farm, then contemplate the waterfront views at Horn Pond, and finally relax in the rural setting at Wilson Farm.

To see traveler tips, photos, reviews, and other tourist information, you can read our Lexington trip itinerary planning tool.

Drive from Salem to Lexington in an hour. October in Lexington sees daily highs of 64°F and lows of 42°F at night. Cap off your sightseeing on the 17th (Sun) early enough to go by car to Concord.

Things to do in Lexington

Nature · Parks · Historic Sites · Museums

Side Trips

Concord

— 1 night
Concord is a town in Middlesex County, Massachusetts, in the United States. Kick off your visit on the 18th (Mon): immerse yourself in nature at Walden Pond State Reservation, then contemplate the long history of Louisa May Alcott's Orchard House, then snap pictures at Minuteman National Park - Old North Bridge, and finally steep yourself in history at The Old Manse.

For traveler tips, other places to visit, and tourist information, you can read our Concord visit app.

Concord is just a short distance from Lexington. In October in Concord, expect temperatures between 64°F during the day and 42°F at night. Finish up your sightseeing early on the 18th (Mon) so you can go by car to Boston.

Things to do in Concord

Historic Sites · Parks · Nature · Museums

Boston

— 2 nights

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 19th (Tue): take an in-depth tour of John F. Kennedy Presidential Museum & Library, get a taste of the local shopping with Faneuil Hall Marketplace, then admire the natural beauty at Boston Public Garden, and finally walk around Boston Common. On the next day, admire the masterpieces at Museum of Fine Arts, then wander the streets of North End, and then get to know the fascinating history of Freedom Trail.

Find out how to plan Boston trip without stress by asking Inspirock to help create an itinerary.

Traveling by car from Concord to Boston takes an hour. Alternatively, you can take a train; or take a bus. Traveling from Concord in October, Boston is a bit warmer at night with lows of 50°F. Cap off your sightseeing on the 20th (Wed) early enough to go by car to Plymouth.

Things to do in Boston

Museums · Parks · Historic Sites · Neighborhoods

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 21st (Thu): examine the collection at Heritage Museums & Gardens, engage your brain at Sandwich Glass Museum, then don't miss a visit to Old King's Hwy, and finally don't miss a visit to Plymouth Rock.

For maps, more things to do, and more tourist information, use the Plymouth vacation planning website.

You can drive from Boston to Plymouth in an hour. Alternatively, you can take a train; or take a bus. In October in Plymouth, expect temperatures between 65°F during the day and 46°F at night. Wrap up your sightseeing on the 21st (Thu) to allow time to drive to Eastham.

Things to do in Plymouth

Museums · Childrens Museums · Historic Sites

Side Trip

Eastham

— 1 night
Eastham is a town in Barnstable County, Massachusetts, United States, Barnstable County being coextensive with Cape Cod. Kick off your visit on the 22nd (Fri): take an in-depth tour of Salt Pond Visitor Center, then see the interesting displays at Chatham Railroad Museum, then explore the galleries of Atwood Museum, and finally tour the pleasant surroundings at Chatham Lighthouse Beach.

To find more things to do, ratings, reviews, and more tourist information, refer to the Eastham trip builder tool.

Traveling by car from Plymouth to Eastham takes an hour. Alternatively, you can take a bus. In October, plan for daily highs up to 63°F, and evening lows to 50°F. Wrap up your sightseeing on the 22nd (Fri) to allow time to fly back home.

Things to do in Eastham

Museums · Beaches · Historic Sites · Parks

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.