5 days in New England Itinerary

5 days in New England Itinerary

Created using Inspirock New England trip planner

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Route & dates

5 days in New England Itinerary

Start: New York City
Drive:  3​h 45​min
1
Newport
— 1 night
Drive:  3​h
2
Ogunquit
— 2 nights
Drive:  1​h 30​min
3
Boston
— 1 night
Fly + bus:  3​h
End: New York City

1
night
Newport

Newport ©
With coastline on the west, south, and east, Newport is a maritime city with a rich history.
On the 8th (Mon), get to know the fascinating history of Cliff Walk. Get ready for a full day of sightseeing on the next day: admire the landmark architecture of Marble House, examine the collection at The Breakers, then admire the striking features of The Elms, and finally take a memorable drive along Ocean Drive Historic District.

To see where to stay, more things to do, maps, and other tourist information, read our Newport road trip website .

New York City to Newport is an approximately 4-hour car ride. You can also do a combination of bus and flight; or take a bus. In July, Newport is a bit cooler than New York City - with highs of 80°F and lows of 66°F. Finish your sightseeing early on the 9th (Tue) to allow enough time to drive to Ogunquit.

Things to do in Newport

Historic Sites Outdoors Trails
Highlights from your plan
Ocean Drive Historic District ©
Ocean Drive Historic District
The Elms ©
The Elms
Marble House ©
Marble House

2
nights
Ogunquit

Ogunquit ©
Ogunquit means "beautiful place by the sea" in the language of the Native Americans who inhabited the region long ago, and this remains an accurate description of this holiday destination today.
On the 10th (Wed), enjoy the sea views from Cape Neddick Nubble Lighthouse, enjoy the sand and surf at Ogunquit Beach, and then appreciate the extensive heritage of Marginal Way Walkway. Here are some ideas for day two: kick back and relax at Hampton Beach State Park, contemplate the long history of Strawbery Banke Museum, and then explore and take pictures at Perkins Cove.

For traveler tips, reviews, other places to visit, and tourist information, read our Ogunquit sightseeing planning tool .

Traveling by car from Newport to Ogunquit takes 3 hours. Alternatively, you can take a bus; or do a combination of bus and train. Expect little chillier evenings in Ogunquit when traveling from Newport in July, with lows around 58°F. Wrap up your sightseeing on the 11th (Thu) early enough to drive to Boston.

Things to do in Ogunquit

Parks Outdoors Beaches

Side Trips

Strawbery Banke Museum, Nubble Lighthouse, Hampton Beach State Park
Highlights from your plan
Strawbery Banke Museum ©
Strawbery Banke Museum
Nubble Lighthouse ©
Nubble Lighthouse
Hampton Beach State Park ©
Hampton Beach State Park

1
night
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.
Kick off your visit on the 12th (Fri): explore the world behind art at Museum of Fine Arts, buy something for everyone on your list at Faneuil Hall Marketplace, then contemplate in the serene atmosphere at Old North Church & Historic Site, and finally wander the streets of North End.

To see where to stay, other places to visit, ratings, and other tourist information, go to the Boston tour planning website .

Drive from Ogunquit to Boston in 1.5 hours. Alternatively, you can take a train; or take a bus. Plan for somewhat warmer nights when traveling from Ogunquit in July since evenings lows in Boston dip to 67°F. Finish your sightseeing early on the 12th (Fri) so you can travel back home.

Things to do in Boston

Museums Neighborhoods Shopping
Highlights from your plan
Museum of Fine Arts ©
Museum of Fine Arts
Old North Church & Historic Site ©
Old North Church & Historic Site
North End ©
North End

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