8 days in New England Itinerary

8 days in New England Itinerary

Created using Inspirock New England sightseeing planner

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Route & dates

8 days in New England Itinerary

Start: Indianapolis
Fly:  5​h 45​min
1
Provincetown
— 2 nights
Drive:  1​h 45​min
2
Falmouth
— 1 night
Drive:  1​h 30​min
3
Newport
— 1 night
Drive:  1​h 30​min
4
Boston
— 3 nights
Fly:  5​h
End: Indianapolis

2
nights
Provincetown

Provincetown ©
A small resort town with a year-round population of just 3,000, Provincetown draws nearly 60,000 annual visitors with its scenic beaches, art colonies, galleries, theaters, and shops.
Kick off your visit on the 16th (Sat): enjoy the sand and surf at Race Point Beach. Keep things going the next day: pause for some photo ops at Pilgrim Monument & Provincetown Museum and then kick back and relax at Cape Cod National Seashore.

To find traveler tips, photos, other places to visit, and more tourist information, read Provincetown trip app .

Indianapolis to Provincetown is an approximately 6-hour flight. You can also do a combination of flight and ferry; or drive. Plan for a bit cooler temperatures traveling from Indianapolis in May, with highs in Provincetown at 63°F and lows at 48°F. Cap off your sightseeing on the 18th (Mon) early enough to go by car to Falmouth.

Things to do in Provincetown

Parks Outdoors Beaches

Side Trips

Nauset Beach, Cape Cod National Seashore, Coast Guard Beach
Highlights from your plan
Cape Cod National Seashore ©
Cape Cod National Seashore
Nauset Beach ©
Nauset Beach
Race Point Beach ©
Race Point Beach

1
night
Falmouth

Falmouth ©
Falmouth is a town in Barnstable County, Massachusetts, United States; Barnstable County is coextensive with Cape Cod. On the 19th (Tue), admire the masterpieces at Sandwich Glass Museum, then take in the exciting artwork at McDermott Glass Studio, then tour the pleasant surroundings at Old Silver Beach, and finally explore the landscape on two wheels at Shining Sea Bikeway.

For other places to visit, where to stay, and other tourist information, refer to the Falmouth tour itinerary builder app .

You can drive from Provincetown to Falmouth in 2 hours. Alternatively, you can take a bus. In May, daily temperatures in Falmouth can reach 65°F, while at night they dip to 47°F. Wrap up your sightseeing on the 19th (Tue) early enough to drive to Newport.

Things to do in Falmouth

Parks Outdoors Beaches

Side Trip

Sandwich
Highlights from your plan
Old Silver Beach ©
Old Silver Beach
Sandwich Glass Museum ©
Sandwich Glass Museum

1
night
Newport

Newport ©
With coastline on the west, south, and east, Newport is a maritime city with a rich history.
On the 20th (Wed), enjoy the sea views from Beavertail Lighthouse and Park, get a taste of the local shopping with Thames Glass, then see the interesting displays at The Breakers, and finally get to know the fascinating history of Cliff Walk.

For where to stay, photos, other places to visit, and more tourist information, read Newport tour planner .

Getting from Falmouth to Newport by car takes about 1.5 hours. Other options: take a bus; or do a combination of bus and train. In May in Newport, expect temperatures between 65°F during the day and 49°F at night. Finish your sightseeing early on the 20th (Wed) to allow enough time to drive to Boston.

Things to do in Newport

Parks Historic Sites Museums

Side Trip

Beavertail Lighthouse and Park
Highlights from your plan
Beavertail Lighthouse and Park ©
Beavertail Lighthouse and Park
The Breakers ©
The Breakers

3
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.
Do your shopping at Faneuil Hall Marketplace and Brookline Booksmith. Let the collections at Museum of Fine Arts and Otis House capture your imagination. Go for a jaunt from Boston to Gloucester to see Dolphin & Whale Watching about 50 minutes away. And it doesn't end there: appreciate the extensive heritage of Freedom Trail, take a stroll through Newbury Street, get a taste of the local shopping with Charles Street, and admire all the interesting features of Fenway Park.

To find ratings, maps, traveler tips, and more tourist information, read Boston day trip planning app .

Getting from Newport to Boston by car takes about 1.5 hours. Other options: take a bus; or do a combination of bus and train. In May in Boston, expect temperatures between 67°F during the day and 50°F at night. Finish your sightseeing early on the 23rd (Sat) to allow enough time to travel back home.

Things to do in Boston

Shopping Neighborhoods Museums

Side Trips

Brookline Booksmith, Dolphin & Whale Watching
Highlights from your plan
Museum of Fine Arts ©
Museum of Fine Arts
Freedom Trail ©
Freedom Trail
Dolphin & Whale Watching

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