8 days in Massachusetts Itinerary

8 days in Massachusetts Itinerary

Created using Inspirock Massachusetts route planner

This plan was created by another user.  Make it your plan

Route & dates

8 days in Massachusetts Itinerary

Start: New York City
Fly:  4​h 30​min
1
Nantucket
— 2 nights
Drive:  2​h 45​min
2
Dennis
— 2 nights
Drive:  1​h 15​min
3
New Bedford
— 1 night
Drive:  1​h 15​min
4
Boston
— 2 nights
Fly + bus:  3​h
End: New York City

2
nights
Nantucket

Nantucket ©
Nantucket is an island about 30mi by ferry south from Cape Cod, in the American state of Massachusetts. Popular historic sites such as Great Point Light and Brant Point Lighthouse are in your itinerary. Museum-lovers will get to explore Whaling Museum and Egan Maritime's Nantucket Shipwreck & Lifesaving Museum. There's lots more to do: visit a coastal fixture at Sankaty Head Lighthouse, kick back and relax at Siasconset Beach, stroll through Surfside Beach, and steep yourself in history at Oldest House (Jethro Coffin House) and Kitchen Garden.

For where to stay, traveler tips, maps, and more tourist information, use the Nantucket trip itinerary planner.

New York City to Nantucket is an approximately 4.5-hour flight. You can also do a combination of car and ferry; or do a combination of train, bus, and ferry. Traveling from New York City in September, expect Nantucket to be a bit cooler, temps between 71°F and 59°F. Wrap up your sightseeing on the 22nd (Sun) to allow time to drive to Dennis.

Things to do in Nantucket

Parks Beaches Outdoors
Highlights from your plan
Jetties Beach ©
Jetties Beach
Whaling Museum ©
Whaling Museum
Great Point Light ©
Great Point Light

2
nights
Dennis

Dennis ©
Dennis is a town in Barnstable County, Massachusetts, United States, located near the center of Cape Cod. On the 23rd (Mon), explore the galleries of Edward Gorey House, then see the interesting displays at Heritage Museums & Gardens, then take an in-depth tour of Plimoth Plantation, and finally enjoy the sand and surf at Corporation Beach. Keep things going the next day: get engrossed in the history at Chatham Marconi Maritime Center, take an in-depth tour of Salt Pond Visitor Center, appreciate the history behind Pilgrim Monument & Provincetown Museum, then contemplate the long history of Hoxie House, then get curious at Sandwich Glass Museum, and finally take in the exciting artwork at Samuell Day Gallery.

For other places to visit, maps, where to stay, and tourist information, use the Dennis tour planner .

You can drive from Nantucket to Dennis in 3 hours. In September, plan for daily highs up to 73°F, and evening lows to 57°F. Wrap up your sightseeing on the 24th (Tue) early enough to drive to New Bedford.

Things to do in Dennis

Museums Beaches Parks

Side Trips

Sandwich, Samuell Day Gallery, Edward Gorey House, Salt Pond Visitor Center, Chatham Marconi Maritime Center
Highlights from your plan
Chatham Marconi Maritime Center ©
Chatham Marconi Maritime Center
Heritage Museums & Gardens ©
Heritage Museums & Gardens
Plimoth Plantation ©
Plimoth Plantation

1
night
New Bedford

New Bedford ©
New Bedford is a city in Bristol County, Massachusetts, United States. On the 25th (Wed), examine the collection at New Bedford Whaling Museum, take in the spiritual surroundings of Seamen's Bethel, contemplate the long history of Lizzie Borden House, examine the collection at Battleship Cove, then pause for some serene contemplation at St. Anthony of Padua Church, and finally learn more about the world around you at Museum of Madeirian Heritage.

For where to stay, other places to visit, reviews, and more tourist information, use the New Bedford trip planner .

You can drive from Dennis to New Bedford in 1.5 hours. In September in New Bedford, expect temperatures between 75°F during the day and 54°F at night. Wrap up your sightseeing on the 25th (Wed) early enough to drive to Boston.

Things to do in New Bedford

Museums Historic Sites

Side Trip

Fall River
Highlights from your plan
New Bedford Whaling Museum ©
New Bedford Whaling Museum
Lizzie Borden House ©
Lizzie Borden House
Battleship Cove ©
Battleship Cove

2
nights
Boston

Boston ©
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 26th (Thu): get to know the fascinating history of Freedom Trail, get engrossed in the history at Boston Tea Party Ships & Museum, then see the interesting displays at John F. Kennedy Presidential Museum & Library, and finally admire the masterpieces at Museum of Fine Arts. Here are some ideas for day two: take in nature's colorful creations at Boston Public Garden, see the interesting displays at Peabody Essex Museum, contemplate the long history of The House of the Seven Gables, then take an in-depth tour of Salem Witch Museum, and finally take a stroll through North End.

To find traveler tips, reviews, photos, and other tourist information, read Boston tour itinerary builder website .

You can drive from New Bedford to Boston in 1.5 hours. In September, plan for daily highs up to 75°F, and evening lows to 59°F. Finish up your sightseeing early on the 27th (Fri) so you can travel back home.

Things to do in Boston

Museums Historic Sites Neighborhoods

Side Trip

Salem
Highlights from your plan
Museum of Fine Arts ©
Museum of Fine Arts
Freedom Trail ©
Freedom Trail

Similar Plans

12 days in Massachusetts BY A USER FROM UNITED STATES August, teens, popular sights PREFERENCES: August, teens ATTRACTION STYLE: Popular sights PACE: Medium 20 days in United States BY A USER FROM ISRAEL October, outdoors, romantic, wildlife, popular & hidden gems PREFERENCES: October, outdoors, romantic, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 15 days in Massachusetts BY A USER FROM UNITED STATES October, outdoors, historic sites, museums, wildlife, slow & easy, popular & hidden gems PREFERENCES: October, outdoors, historic sites, museums, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Slow & easy 14 days in Massachusetts BY A USER FROM UNITED STATES October, culture, historic sites, museums, wildlife, slow & easy, popular & hidden gems PREFERENCES: October, culture, historic sites, museums, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Slow & easy 7 days in Massachusetts BY A USER FROM UNITED STATES September, kids, popular sights PREFERENCES: September, kids ATTRACTION STYLE: Popular sights PACE: Medium 10 days in United States BY A USER FROM UNITED STATES June, popular sights PREFERENCES: June ATTRACTION STYLE: Popular sights PACE: Medium 4 days in Massachusetts & Vermont BY A USER FROM ISRAEL October, kids, outdoors, relaxing, museums, shopping, wildlife, slow & easy, popular sights PREFERENCES: October, kids, outdoors, relaxing, museums, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Slow & easy 5 days in Vermont BY A USER FROM UNITED STATES October, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular sights PREFERENCES: October, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 6 days in Massachusetts BY A USER FROM CANADA September, popular sights PREFERENCES: September ATTRACTION STYLE: Popular sights PACE: Medium 6 days in Massachusetts BY A USER FROM BRAZIL February, popular sights PREFERENCES: February ATTRACTION STYLE: Popular sights PACE: Medium 18 days in Massachusetts BY A USER FROM UNITED STATES October, popular sights PREFERENCES: October ATTRACTION STYLE: Popular sights PACE: Medium 6 days in Massachusetts BY A USER FROM UNITED STATES March, popular sights PREFERENCES: March ATTRACTION STYLE: Popular sights PACE: Medium
View more plans