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Eastern Massachusetts

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Eastern Massachusetts Flights as Low as $137

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

Breeze Airways
Fri, Jan 22 - Sun, Jan 24
RDU
Raleigh - Durham Intl.
PVD
T.F. Green
$137 Roundtrip, found 6 days ago
$137
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Fri, Jan 22 from Raleigh - Durham Intl. to T.F. Green, returning Sun, Jan 24, priced at $137 found 6 days ago
Breeze Airways
Thu, Nov 26 - Sun, Dec 13
RDU
Raleigh - Durham Intl.
MHT
Manchester-Boston Regional
$137 Roundtrip, found 6 hours ago
$137
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Thu, Nov 26 from Raleigh - Durham Intl. to Manchester-Boston Regional, returning Sun, Dec 13, priced at $137 found 6 hours ago
Breeze Airways
Thu, Nov 26 - Sun, Dec 13
RDU
Raleigh - Durham Intl.
MHT
Manchester-Boston Regional
$139 Roundtrip, found 6 hours ago
$139
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Thu, Nov 26 from Raleigh - Durham Intl. to Manchester-Boston Regional, returning Sun, Dec 13, priced at $139 found 6 hours ago
Breeze Airways
Fri, Jan 22 - Sun, Jan 24
RDU
Raleigh - Durham Intl.
PVD
T.F. Green
$142 Roundtrip, found 6 days ago
$142
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Fri, Jan 22 from Raleigh - Durham Intl. to T.F. Green, returning Sun, Jan 24, priced at $142 found 6 days ago
Breeze Airways
Thu, Nov 26 - Sun, Dec 13
RDU
Raleigh - Durham Intl.
MHT
Manchester-Boston Regional
$142 Roundtrip, found 6 hours ago
$142
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Thu, Nov 26 from Raleigh - Durham Intl. to Manchester-Boston Regional, returning Sun, Dec 13, priced at $142 found 6 hours ago
American Airlines
Tue, Jan 19 - Tue, Jan 26
RDU
Raleigh - Durham Intl.
PVD
T.F. Green
$177 Roundtrip, found 18 hours ago
$177
Roundtrip
found 18 hours ago
Select American Airlines flight, departing Tue, Jan 19 from Raleigh - Durham Intl. to T.F. Green, returning Tue, Jan 26, priced at $177 found 18 hours ago
Southwest Airlines
Sat, Oct 31 - Sat, Nov 7
RDU
Raleigh - Durham Intl.
PVD
T.F. Green
$179 Roundtrip, found 1 hour ago
$179
Roundtrip
found 1 hour ago
Select Southwest Airlines flight, departing Sat, Oct 31 from Raleigh - Durham Intl. to T.F. Green, returning Sat, Nov 7, priced at $179 found 1 hour ago
Breeze Airways
Sun, Dec 20 - Thu, Dec 24
RDU
Raleigh - Durham Intl.
PSM
Portsmouth Intl.
$193 Roundtrip, found 9 hours ago
$193
Roundtrip
found 9 hours ago
Select Breeze Airways flight, departing Sun, Dec 20 from Raleigh - Durham Intl. to Portsmouth Intl., returning Thu, Dec 24, priced at $193 found 9 hours ago
Delta
Tue, Jan 19 - Tue, Jan 26
RDU
Raleigh - Durham Intl.
PVD
T.F. Green
$197 Roundtrip, found 18 hours ago
$197
Roundtrip
found 18 hours ago
Select Delta flight, departing Tue, Jan 19 from Raleigh - Durham Intl. to T.F. Green, returning Tue, Jan 26, priced at $197 found 18 hours ago
Delta
Wed, Oct 28 - Tue, Nov 10
ORD
O'Hare Intl.
BOS
Logan Intl.
$211 Roundtrip, found 6 days ago
$211
Roundtrip
found 6 days ago
Select Delta flight, departing Wed, Oct 28 from O'Hare Intl. to Logan Intl., returning Tue, Nov 10, priced at $211 found 6 days ago
United
Sat, Oct 31 - Sat, Nov 7
RDU
Raleigh - Durham Intl.
PVD
T.F. Green
$212 Roundtrip, found 1 hour ago
$212
Roundtrip
found 1 hour ago
Select United flight, departing Sat, Oct 31 from Raleigh - Durham Intl. to T.F. Green, returning Sat, Nov 7, priced at $212 found 1 hour ago
JetBlue Airways
Tue, Nov 10 - Tue, Nov 17
ORD
O'Hare Intl.
BOS
Logan Intl.
$212 Roundtrip, found 12 hours ago
$212
Roundtrip
found 12 hours ago
Select JetBlue Airways flight, departing Tue, Nov 10 from O'Hare Intl. to Logan Intl., returning Tue, Nov 17, priced at $212 found 12 hours ago
Bargain Flight
Sat, Dec 5 - Mon, Dec 14
RDU
Raleigh - Durham Intl.
BOS
Logan Intl.
$224 Roundtrip, found 1 hour ago
$224
Roundtrip
found 1 hour ago
Select Bargain Flight flight, departing Sat, Dec 5 from Raleigh - Durham Intl. to Logan Intl., returning Mon, Dec 14, priced at $224 found 1 hour ago
Frontier Airlines
Tue, Nov 24 - Thu, Nov 26
RDU
Raleigh - Durham Intl.
BOS
Logan Intl.
$252 Roundtrip, found 15 hours ago
$252
Roundtrip
found 15 hours ago
Select Frontier Airlines flight, departing Tue, Nov 24 from Raleigh - Durham Intl. to Logan Intl., returning Thu, Nov 26, priced at $252 found 15 hours ago
American Airlines
Thu, Oct 22 - Sat, Oct 24
ORD
O'Hare Intl.
PVD
T.F. Green
$306 Roundtrip, found 1 day ago
$306
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Oct 22 from O'Hare Intl. to T.F. Green, returning Sat, Oct 24, priced at $306 found 1 day ago
Delta
Fri, Oct 9 - Tue, Oct 13
RDU
Raleigh - Durham Intl.
ORH
Worcester Regional
$412 Roundtrip, found 6 days ago
$412
Roundtrip
found 6 days ago
Select Delta flight, departing Fri, Oct 9 from Raleigh - Durham Intl. to Worcester Regional, returning Tue, Oct 13, priced at $412 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 January, 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 $137, 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 $137 right now, why wait?

Eastern Massachusetts Flight Information
Destination airport
Portsmouth Intl.
Destination airport IATA code
PSM
Roundtrip price
$106

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. ...
9.2/10 Wonderful! (4,872 reviews)
"Clean room, friendly staff, convenient location"

Reviewed on Sep 30, 2026

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Omni Boston Hotel at the Seaport
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 ...
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Seaport Hotel Boston
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 ...
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The Revolution Hotel
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
The Dagny Boston

The Dagny Boston

4 out of 5
89 Broad Street Boston MA
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the breakfast and the restaurant in our ...
9.6/10 Exceptional! (7,265 reviews)
"Great hotel and great city."

Reviewed on Sep 29, 2026

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The Dagny Boston
Omni Parker House

Omni Parker House

4.5 out of 5
60 School St Boston MA
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful staff ...
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Omni Parker House
citizenM Boston Back Bay

citizenM Boston Back Bay

4 out of 5
408 Newbury street Boston MA
Stay at this hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Popular attractions Fenway Park and Copley Square are located ...
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citizenM Boston Back Bay
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 ...
9.6/10 Exceptional! (4,228 reviews)
"My best friend and I stayed here one night we wish we could’ve stayed all week it was a wonderful experience other than the people who were on strike. But the hotel was clean the room was amazing the staff was helpful beautiful environment. Highly recommend"

Reviewed on Sep 29, 2026

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Encore Boston Harbor
See all 16,077 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! (2,638 reviews)
"Nicely sized room that was pretty clean. (Heating/Cooling vents were pretty dusty) Manager's reception consisted of fruit, vegetables, chips and salsa. Soft drinks were available at a self serve station."

Reviewed on Sep 30, 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 ...
8.6/10 Excellent! (1,207 reviews)
"We just when to sleep for 5 hrs due to a delayed flight, not change to check anything we arrived at 10.00 pm just shower sleep and leave at 3.30 in the morning."

Reviewed on Sep 29, 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 ...
8.6/10 Excellent! (1,535 reviews)
"The room had a body odor smell. We were right next to the elevator and it was so loud all night we couldn’t sleep. The shuttle is very convenient and the bar staff was very nice."

Reviewed on Sep 29, 2026

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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 ...
7.6/10 Good! (3,563 reviews)
"The room was comfortable & clean. The staff was friendly and helpful. We were satisfied with our stay."

Reviewed on Sep 30, 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! (1,005 reviews)
"Clean room"

Reviewed on Sep 29, 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! (1,296 reviews)
"Airport shuttle was excellent"

Reviewed on Sep 30, 2026

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Courtyard by Marriott Boston Logan Airport
See all 16,077 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.