5 days in Boston, Portland & Washington DC Itinerary

5 days in Boston, Portland & Washington DC Itinerary

Created using Inspirock United States attractions planner

Make it your trip
Fly
1
Boston
— 1 night
Drive
2
Portland
— 1 day
Fly
3
Washington DC
— 2 nights
Fly

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Boston

— 1 night

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 4th (Fri): stroll around Boston Public Garden, explore the world behind art at Museum of Fine Arts, then stroll around Rose Kennedy Greenway, and finally walk around Boston Common.

To find maps, reviews, where to stay, and more tourist information, read Boston vacation maker tool.

Portland to Boston is an approximately 8-hour flight. You can also drive; or take a train. Due to the time zone difference, you'll lose 3 hours traveling from Portland to Boston. Expect slightly colder temperatures when traveling from Portland in February; daily highs in Boston reach 39°F and lows reach 24°F. Finish your sightseeing early on the 5th (Sat) to allow enough time to drive to Portland.

Things to do in Boston

Parks · Museums

Portland

— 1 day

The Forest City

Maine's biggest and perhaps most vibrant city, Portland was established as a fishing village in 1633 and grew to become New England's largest port.
On the 5th (Sat), sample some tasty brews at a beer tour and tasting, then wander the streets of Old Port, and then stop by Lisa-Marie's Made in Maine.

To find ratings, other places to visit, and other tourist information, you can read our Portland visit site.

You can drive from Boston to Portland in 2 hours. Other options are to take a bus; or take a train. Expect little chillier evenings in Portland when traveling from Boston in February, with lows around 16°F. Finish up your sightseeing early on the 5th (Sat) so you can catch the flight to Washington DC.

Things to do in Portland

Tours · Breweries & Distilleries · Neighborhoods · Shopping

Washington DC

— 2 nights
The capital of the United States, the District of Columbia contains the lion's share of the country's most treasured monuments, memorials, and public museums.
Start off your visit on the 6th (Sun): get engrossed in the history at United States Holocaust Memorial Museum, then explore the world behind art at National Gallery of Art, and then get a new perspective on nature at Smithsonian National Museum of Natural History.

To find reviews, more things to do, and tourist information, you can read our Washington DC trip itinerary builder app.

Traveling by flight from Portland to Washington DC takes 3.5 hours. Alternatively, you can drive; or do a combination of bus and train. Traveling from Portland in February, things will get somewhat warmer in Washington DC: highs are around 48°F and lows about 32°F. On the 7th (Mon), you'll have the morning to explore before heading back home.

Things to do in Washington DC

Museums