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Boston · Portland · Newport · 3 days itinerary

Boston, Portland and Newport in 3 Days

Photo: Chuck Homler d/b/a Focus On Wildlife, CC BY-SA 4.0 via Wikimedia Commons

This itinerary covers one day each in Boston, Portland and Newport. It begins with Boston's central historic spots and university grounds. The drive north reaches Portland's lighthouse and waterfront, then continues south to Newport's mansion and coastal walk.

3 daysBostonPortlandNewportDrivesBy travli· Checked by the travli team, September 2026

Day by day

Day 1

Boston

  1. 9:00BostonWalk
  2. 10:00Freedom TrailBostonWalk
  3. 12:30BostonSight
  4. 15:00BostonWalk
Day 2

Portland, Maine

  1. 8:00Drive to PortlandBostonTransfer
  2. 11:00PortlandSight
  3. 14:00PortlandWalk
  4. 17:00PortlandWalk
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Day 3

Newport

  1. 8:00Drive to NewportPortlandTransfer
  2. 12:00NewportSight
  3. 14:30NewportWalk
  4. 17:00NewportSight
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Questions about this trip

Is 3 days enough for Boston, Portland, and Newport?

Three days works if you drive between cities each morning and limit each stop to a few hours. Allow about two hours from Boston to Portland and about three hours from Portland to Newport.

Do I need to book The Breakers ahead?

Buy tickets for The Breakers online before your visit, especially on summer and fall weekends. Online tickets save time at the entrance.

How long does it take to drive from Boston to Portland?

The drive takes two to two and a half hours via I-95. Leave early to avoid Boston morning traffic and Portland afternoon rush.

Do I need a car for Newport and Portland?

Yes, a rental car is the fastest option between all three cities. Public transit adds several hours and requires transfers at each leg.

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