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Eastern Massachusetts

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Eastern Massachusetts Flights as Low as $249

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Frontier Airlines
Sat, Dec 19 - Wed, Dec 30
PHL
Philadelphia Intl.
BOS
Logan Intl.
$249 Roundtrip, found 1 day ago
$249
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Dec 19 from Philadelphia Intl. to Logan Intl., returning Wed, Dec 30, priced at $249 found 1 day ago
Frontier Airlines
Sat, Dec 19 - Thu, Dec 31
PHL
Philadelphia Intl.
BOS
Logan Intl.
$260 Roundtrip, found 3 days ago
$260
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sat, Dec 19 from Philadelphia Intl. to Logan Intl., returning Thu, Dec 31, priced at $260 found 3 days ago
JetBlue Airways
Fri, Dec 18 - Fri, Jan 1
PHL
Philadelphia Intl.
BOS
Logan Intl.
$267 Roundtrip, found 1 day ago
$267
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Fri, Dec 18 from Philadelphia Intl. to Logan Intl., returning Fri, Jan 1, priced at $267 found 1 day ago
Delta
Fri, Dec 18 - Fri, Jan 1
PHL
Philadelphia Intl.
BOS
Logan Intl.
$267 Roundtrip, found 1 day ago
$267
Roundtrip
found 1 day ago
Select Delta flight, departing Fri, Dec 18 from Philadelphia Intl. to Logan Intl., returning Fri, Jan 1, priced at $267 found 1 day ago
JetBlue Airways
Fri, Dec 18 - Fri, Jan 1
PHL
Philadelphia Intl.
BOS
Logan Intl.
$267 Roundtrip, found 1 day ago
$267
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Fri, Dec 18 from Philadelphia Intl. to Logan Intl., returning Fri, Jan 1, priced at $267 found 1 day ago
American Airlines
Fri, Dec 18 - Fri, Jan 1
PHL
Philadelphia Intl.
BOS
Logan Intl.
$267 Roundtrip, found 1 day ago
$267
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Dec 18 from Philadelphia Intl. to Logan Intl., returning Fri, Jan 1, priced at $267 found 1 day ago
Frontier Airlines
Tue, Jan 5 - Tue, Jan 19
DFW
Dallas-Fort Worth Intl.
BOS
Logan Intl.
$280 Roundtrip, found 9 hours ago
$280
Roundtrip
found 9 hours ago
Select Frontier Airlines flight, departing Tue, Jan 5 from Dallas-Fort Worth Intl. to Logan Intl., returning Tue, Jan 19, priced at $280 found 9 hours ago
Bargain Flight
Tue, Jan 12 - Thu, Jan 14
DFW
Dallas-Fort Worth Intl.
PVD
T.F. Green
$304 Roundtrip, found 1 day ago
$304
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Tue, Jan 12 from Dallas-Fort Worth Intl. to T.F. Green, returning Thu, Jan 14, priced at $304 found 1 day ago
Southwest Airlines
Thu, Jan 14 - Mon, Jan 18
PHL
Philadelphia Intl.
PVD
T.F. Green
$387 Roundtrip, found 1 day ago
$387
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Thu, Jan 14 from Philadelphia Intl. to T.F. Green, returning Mon, Jan 18, priced at $387 found 1 day ago
Southwest Airlines
Wed, Dec 30 - Wed, Jan 6
DAL
Love Field
MHT
Manchester-Boston Regional
$395 Roundtrip, found 1 day ago
$395
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Wed, Dec 30 from Love Field to Manchester-Boston Regional, returning Wed, Jan 6, priced at $395 found 1 day ago
Southwest Airlines
Tue, Jan 12 - Thu, Jan 14
DAL
Love Field
PVD
T.F. Green
$415 Roundtrip, found 1 day ago
$415
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Tue, Jan 12 from Love Field to T.F. Green, returning Thu, Jan 14, priced at $415 found 1 day ago
American Airlines
Wed, Dec 30 - Wed, Jan 6
DFW
Dallas-Fort Worth Intl.
MHT
Manchester-Boston Regional
$427 Roundtrip, just found
$427
Roundtrip
just found
Select American Airlines flight, departing Wed, Dec 30 from Dallas-Fort Worth Intl. to Manchester-Boston Regional, returning Wed, Jan 6, priced at $427 just found
Southwest Airlines
Wed, Jan 6 - Tue, Jan 19
DAL
Love Field
BOS
Logan Intl.
$468 Roundtrip, found 1 day ago
$468
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Wed, Jan 6 from Love Field to Logan Intl., returning Tue, Jan 19, priced at $468 found 1 day ago
Delta
Sat, Jan 23 - Sat, Feb 13
DFW
Dallas-Fort Worth Intl.
HYA
Barnstable Municipal
$776 Roundtrip, found 3 hours ago
$776
Roundtrip
found 3 hours ago
Select Delta flight, departing Sat, Jan 23 from Dallas-Fort Worth Intl. to Barnstable Municipal, returning Sat, Feb 13, priced at $776 found 3 hours ago
American Airlines
Mon, May 31 - Sun, Jun 6
PHL
Philadelphia Intl.
HYA
Barnstable Municipal
$912 Roundtrip, found 1 day ago
$912
Roundtrip
found 1 day ago
Select American Airlines flight, departing Mon, May 31 from Philadelphia Intl. to Barnstable Municipal, returning Sun, Jun 6, priced at $912 found 1 day ago
American Airlines
Wed, Dec 2 - Wed, Dec 16
DFW
Dallas-Fort Worth Intl.
MVY
Martha's Vineyard
$964 Roundtrip, found 6 days ago
$964
Roundtrip
found 6 days ago
Select American Airlines flight, departing Wed, Dec 2 from Dallas-Fort Worth Intl. to Martha's Vineyard, returning Wed, Dec 16, priced at $964 found 6 days ago

Cheap Flights to Eastern Massachusetts

Fall in love at first flight with your vacation to Eastern Massachusetts by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Eastern Massachusetts on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Eastern Massachusetts, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Eastern Massachusetts

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Eastern Massachusetts with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the BOS airport.

What is the cheapest month to fly to Eastern Massachusetts?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Eastern Massachusetts are in December, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Eastern Massachusetts?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 15 to choose from for your flight to Eastern Massachusetts.

What airport is best to fly into Eastern Massachusetts?

When you’re planning your trip to Eastern Massachusetts, convenience is the name of the game. Luckily, Eastern Massachusetts Plymouth Municipal Airport is nearby so you can deplane and get going on checking off everything on your Eastern Massachusetts must-do list.

How much are flights to Eastern Massachusetts?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Eastern Massachusetts on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $249, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Eastern Massachusetts?

The trick to saving a stack of cash on your flight to Eastern Massachusetts? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $249 right now, why wait?

Eastern Massachusetts Flight Information
Destination airport
Portsmouth Intl.
Destination airport IATA code
PSM
Roundtrip price
$121

Last Minute Hotel Deals in Eastern Massachusetts

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and 4 restaurants. Our guests praise the breakfast and the pool in our reviews. ...
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Omni Boston Hotel at the Seaport
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street Boston MA
Stay at this hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in ...
9/10 Wonderful! (3,031 reviews)
"Fun aesthetic. Courteous front desk staff. Comfortable, well appointed room. Definitely coming back."

Reviewed on Nov 12, 2026

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The Revolution Hotel
Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the breakfast and the restaurant ...
9.6/10 Exceptional! (5,210 reviews)
"2nd time staying at Seaport Hotel in a month. It's definitely becoming my regular spot in Boston."

Reviewed on Nov 11, 2026

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Seaport Hotel Boston
Hilton Boston Park Plaza

Hilton Boston Park Plaza

4 out of 5
50 Park Plaza Boston MA
Book a stay at this luxury hotel in Boston. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
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Hilton Boston Park Plaza
Encore Boston Harbor

Encore Boston Harbor

5 out of 5
1 Broadway Everett MA
Book a stay at this luxury hotel in Everett. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in ...
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Encore Boston Harbor
The Westin Copley Place, Boston, a Marriott Hotel

The Westin Copley Place, Boston, a Marriott Hotel

4 out of 5
10 Huntington Ave Boston MA
Book a stay at this business-friendly hotel in Boston. Enjoy 5 restaurants, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...
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The Westin Copley Place, Boston, a Marriott Hotel
Harborside Inn Of Boston

Harborside Inn Of Boston

4 out of 5
185 State St Boston MA
Stay at this hotel in Boston. Enjoy free WiFi, a 24-hour front desk, and a business center. Our guests praise the breakfast and the restaurant in our reviews. ...
9.2/10 Wonderful! (7,222 reviews)
"overall great stay and great location we got to walk everywhere we wanted to visit"

Reviewed on Nov 12, 2026

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Harborside Inn Of Boston
Arcadian Hotel

Arcadian Hotel

3.5 out of 5
1200 Beacon St Brookline MA
Stay at this hotel in Brookline. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our ...
8.2/10 Very Good! (4,480 reviews)
"Ver"

Reviewed on Nov 11, 2026

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Arcadian Hotel
See all 15,674 properties in Eastern Massachusetts
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Hotels With Free Airport Shuttle

Embassy Suites Boston Logan Airport

Embassy Suites Boston Logan Airport

3.5 out of 5
207 Porter St Boston MA
Book a stay at this business-friendly hotel in Boston. Enjoy free breakfast, a free airport shuttle, and a fitness center. Our guests praise the breakfast and ...
8.8/10 Excellent! (2,669 reviews)
"Great staff. Friendly and efficient"

Reviewed on Nov 11, 2026

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Embassy Suites Boston Logan Airport
Holiday Inn Express Boston - Saugus by IHG

Holiday Inn Express Boston - Saugus by IHG

3 out of 5
999 Broadway Saugus MA
Book a stay at this business-friendly hotel in Saugus. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.8/10 Excellent! (1,226 reviews)
"Clean room, nice staff. Very helpful"

Reviewed on Nov 7, 2026

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Holiday Inn Express Boston - Saugus by IHG
DoubleTree by Hilton Hotel Boston Bayside

DoubleTree by Hilton Hotel Boston Bayside

4 out of 5
240 Mount Vernon Street Boston MA
Book a stay at this business-friendly hotel in Boston. Enjoy breakfast (surcharge), a free airport shuttle, and a free cruise terminal shuttle. Our guests praise ...
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DoubleTree by Hilton Hotel Boston Bayside
La Quinta Inn & Suites by Wyndham Boston Somerville

La Quinta Inn & Suites by Wyndham Boston Somerville

3 out of 5
23 Cummings St Somerville MA
Book a stay at this business-friendly hotel in Somerville. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the helpful staff and ...
7.4/10 Good! (3,602 reviews)
"Convenient and not expensive. Clean and staff is great. We had everything we needed. Needs updating but that will likely increase costs. Very reasonable pricing. Left our car for a week. I would definitely do it again"

Reviewed on Nov 12, 2026

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La Quinta Inn & Suites by Wyndham Boston Somerville
Four Points by Sheraton Boston Logan Airport Revere

Four Points by Sheraton Boston Logan Airport Revere

3 out of 5
407 Squire Rd Revere MA
Book a stay at this business-friendly hotel in Revere. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
8.2/10 Very Good! (1,020 reviews)
"Very clean. Looked to be under renovations. Extremely helpful front desk clerk. We didn’t have an opportunity to use any of the amenities. Area was a bit sketchy but it is situated at the end of the road so it was out of the way enough to feel safe. Would stay again."

Reviewed on Nov 12, 2026

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Four Points by Sheraton Boston Logan Airport Revere
Courtyard by Marriott Boston Logan Airport

Courtyard by Marriott Boston Logan Airport

3 out of 5
225 William F. McClellan Highway Boston MA
Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
8.6/10 Excellent! (1,305 reviews)
"Close to airport. Clean and kind staff."

Reviewed on Nov 11, 2026

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Courtyard by Marriott Boston Logan Airport
See all 15,674 properties in Eastern Massachusetts
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.