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Lowest round trip fares by airline from Portland and Boston

Cheapest prices ($104 One Way, $206 Round Trip) found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Great Deals On Cheap Hotels in Boston

Lakeside Inn
2.0 out of 5.0
3.2 out of 5 (19 reviews)

Situated on a lake, this hotel is 3.1 mi (5 km) from Woburn Mall and within 12 mi (20 km) of Burlington Mall and Salem Witch Museum. Tufts University and Revere ...

Old Hotel but clean. small room. Breakfast was good. No clock radio in room but they did give us one. Phone not working properly.Nick the night clerk was very friendly and helpful.All in all it was a pretty good stay. Just wish the room was bigger so they could add a small refrigerator.
The Constitution Inn
2.0 out of 5.0
3.2 out of 5 (8 reviews)

Located in Charlestown, this hotel is within a 10-minute walk of The Freedom Trail and USS Constitution Museum. TD Garden and Bunker Hill Monument are also within ...

It is a very good place to go to DT,and a lot of traveler place.And is very quiet and safety.
HI Boston
2.0 out of 5.0
4.7 out of 5 (3 reviews)

Located in Theatre District, this eco-friendly hostel is within a 5-minute walk of Cutler Majestic Theatre and Boston Opera House. Boston Common and Boston Public ...

I liked that the hostel was close to downtown Boston and public transportation. It was a cheap place to stay and a great place to meet people. I am not used to bunk beds, but it wasn't too bad. You have to be considerate of other people in the room and not have the big light on when other people ...

Fly From Portland to Boston

Number of Daily Flights2
Earliest Flight Departure DateJul 9
Latest Flight Departure DateJul 9
Popular AirlinesJetBlue Airways

Cheap flights from Portland to Boston

Cheap flights from Portland to Boston

Whether you explore colonial history along the Freedom Trail or browse French Impressionist paintings at the Museum of Fine Arts, there's plenty to discover in New England's cultural hub. After landing at General Edward Lawrence Logan International Airport (BOS), visit the Old State House and learn about a massacre that ignited the American Revolution. Walk the cobblestone streets at Quincy Marketplace to shop for some souvenirs or feast on American lobster and blue crab.

Key Facts

The Ted Williams Tunnel and Sumner Tunnel offer a quick drive between General Edward Lawrence Logan International Airport and downtown Boston. Find a parking garage near Fenway Park and watch the Red Sox compete against MLB opponents. Cross the Charles River and head to the MIT Museum to discover the history of computer technology on the campus of a prominent research university.

From the Arbor Arboretum to the Boston Common, there are hundreds of acres in Boston that offer tranquility amid busy streets. Enjoy the tunes of classical music at Symphony Hall or watch some drama unfold at the Cutler Majestic Theatre.

Hints and Tips

A flight from Portland International Airport (PDX) to Boston takes 6 hours. If you're interested in doing some bird watching and fishing near BOS, get in your rental car and drive to Deer Island Park along the Massachusetts Bay.

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.