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Eastern Massachusetts

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Eastern Massachusetts Flights as Low as $87

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

Frontier Airlines
Sat, Apr 18 - Tue, May 5
MCO
Orlando Intl.
BOS
Logan Intl.
$87 Roundtrip, found 7 hours ago
$87
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Sat, Apr 18 from Orlando Intl. to Logan Intl., returning Tue, May 5, priced at $87 found 7 hours ago
Frontier Airlines
Thu, May 7 - Mon, May 11
MCO
Orlando Intl.
BOS
Logan Intl.
$98 Roundtrip, found 1 hour ago
$98
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Thu, May 7 from Orlando Intl. to Logan Intl., returning Mon, May 11, priced at $98 found 1 hour ago
Frontier Airlines
Tue, Apr 14 - Mon, Apr 27
MCO
Orlando Intl.
BOS
Logan Intl.
$103 Roundtrip, found 2 hours ago
$103
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Tue, Apr 14 from Orlando Intl. to Logan Intl., returning Mon, Apr 27, priced at $103 found 2 hours ago
JetBlue Airways
Tue, May 12 - Tue, May 12
DCA
Ronald Reagan Washington National
BOS
Logan Intl.
$112 Roundtrip, found 11 hours ago
$112
Roundtrip
found 11 hours ago
Select JetBlue Airways flight, departing Tue, May 12 from Ronald Reagan Washington National to Logan Intl., returning Tue, May 12, priced at $112 found 11 hours ago
Breeze Airways
Tue, Apr 14 - Tue, Apr 28
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$114 Roundtrip, found 4 days ago
$114
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Tue, Apr 14 from Orlando Intl. to Portsmouth Intl., returning Tue, Apr 28, priced at $114 found 4 days ago
Delta
Tue, May 12 - Wed, May 27
DCA
Ronald Reagan Washington National
BOS
Logan Intl.
$117 Roundtrip, found 2 hours ago
$117
Roundtrip
found 2 hours ago
Select Delta flight, departing Tue, May 12 from Ronald Reagan Washington National to Logan Intl., returning Wed, May 27, priced at $117 found 2 hours ago
American Airlines
Tue, May 12 - Wed, May 27
DCA
Ronald Reagan Washington National
BOS
Logan Intl.
$117 Roundtrip, found 2 hours ago
$117
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Tue, May 12 from Ronald Reagan Washington National to Logan Intl., returning Wed, May 27, priced at $117 found 2 hours ago
Spirit Airlines
Thu, May 7 - Fri, May 8
MCO
Orlando Intl.
BOS
Logan Intl.
$130 Roundtrip, found 13 hours ago
$130
Roundtrip
found 13 hours ago
Select Spirit Airlines flight, departing Thu, May 7 from Orlando Intl. to Logan Intl., returning Fri, May 8, priced at $130 found 13 hours ago
American Airlines
Wed, Jun 3 - Wed, Jun 10
DCA
Ronald Reagan Washington National
PVD
T.F. Green
$135 Roundtrip, found 9 hours ago
$135
Roundtrip
found 9 hours ago
Select American Airlines flight, departing Wed, Jun 3 from Ronald Reagan Washington National to T.F. Green, returning Wed, Jun 10, priced at $135 found 9 hours ago
Delta
Sat, Jun 20 - Wed, Jun 24
DCA
Ronald Reagan Washington National
ACK
Nantucket Memorial
$166 Roundtrip, found 5 hours ago
$166
Roundtrip
found 5 hours ago
Select Delta flight, departing Sat, Jun 20 from Ronald Reagan Washington National to Nantucket Memorial, returning Wed, Jun 24, priced at $166 found 5 hours ago
Breeze Airways
Wed, Apr 15 - Sat, May 2
MCO
Orlando Intl.
PVD
T.F. Green
$173 Roundtrip, found 2 hours ago
$173
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Wed, Apr 15 from Orlando Intl. to T.F. Green, returning Sat, May 2, priced at $173 found 2 hours ago
Bargain Flight
Tue, Apr 7 - Wed, Apr 8
DCA
Ronald Reagan Washington National
BOS
Logan Intl.
$194 Roundtrip, found 1 day ago
$194
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Tue, Apr 7 from Ronald Reagan Washington National to Logan Intl., returning Wed, Apr 8, priced at $194 found 1 day ago
American Airlines
Tue, May 12 - Sat, May 23
DCA
Ronald Reagan Washington National
MHT
Manchester-Boston Regional
$195 Roundtrip, found 6 hours ago
$195
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Tue, May 12 from Ronald Reagan Washington National to Manchester-Boston Regional, returning Sat, May 23, priced at $195 found 6 hours ago
JetBlue Airways
Tue, Aug 11 - Thu, Aug 13
DCA
Ronald Reagan Washington National
MVY
Martha's Vineyard
$207 Roundtrip, found 5 hours ago
$207
Roundtrip
found 5 hours ago
Select JetBlue Airways flight, departing Tue, Aug 11 from Ronald Reagan Washington National to Martha's Vineyard, returning Thu, Aug 13, priced at $207 found 5 hours ago
American Airlines
Thu, May 7 - Sat, May 16
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$219 Roundtrip, found 3 hours ago
$219
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Thu, May 7 from Orlando Intl. to Manchester-Boston Regional, returning Sat, May 16, priced at $219 found 3 hours ago
American Airlines
Tue, Jun 23 - Thu, Jun 25
DCA
Ronald Reagan Washington National
HYA
Barnstable Municipal
$396 Roundtrip, found 3 hours ago
$396
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Tue, Jun 23 from Ronald Reagan Washington National to Barnstable Municipal, returning Thu, Jun 25, priced at $396 found 3 hours 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 April, 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 $87, 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 $87 right now, why wait?

Eastern Massachusetts Flight Information
Destination airport
Logan Intl.
Destination airport IATA code
BOS
Roundtrip price
$87

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! (4,553 reviews)
Very nice outdoor pool. Plenty of towels. Had some pillows brought to My room apon request.

Reviewed on Apr 4, 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 ...
9.6/10 Exceptional! (4,131 reviews)
Everything was amazing start to finish.

Reviewed on Apr 5, 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 ...
8.4/10 Very Good! (3,132 reviews)
No microwave

Reviewed on Apr 5, 2026

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Hilton Boston Park Plaza
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! (6,425 reviews)
yes on ac

Reviewed on Apr 4, 2026

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Harborside Inn Of 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 ...
9/10 Wonderful! (2,534 reviews)
the room was tiny but all that i needed for a single night stay. when in boston you want to spend more time outside exploring the city than in your hotel room so it was peak hotel experience for me. it was affordable which meant i had more money to spend doing city activities. the room had a nice ...

Reviewed on Apr 3, 2026

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The Revolution Hotel
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 ...
9/10 Wonderful! (3,365 reviews)
Excellent service to the standard ofnthe hotel’s prestige

Reviewed on Apr 5, 2026

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Omni Parker House
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 ...
9.4/10 Exceptional! (7,180 reviews)
Great location, large rooms and helpful staff. The hotel is beautiful. The coffee house is great and so is the Fin bar and restaurant. Good food. I hope to be back.

Reviewed on Apr 5, 2026

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The Dagny Boston
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 ...
9.4/10 Exceptional! (2,516 reviews)
The European style rooms are tiny, but they are comfortable and well equipped. Loved the tech. Check-in was easy and the people helping very nice. The absolute biggest downside is they do not have parking. So you need to include $24 per 12 hours at a non-affiliated parking garage with a walk to the ...

Reviewed on Apr 4, 2026

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citizenM Boston Back Bay
See all 16,188 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! (2,374 reviews)
Great location for a stay the night before leaving from the airport. Clean, convenient, Starbucks on site!

Reviewed on Apr 2, 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! (1,101 reviews)
Started the night searching for parking because there was no parking in the lot with no proper communication of access to the garage. Asked front desk for a cart just to have the associate leave on his break with no resolution. The tv in our room had connections for screen mirroring and Bluetooth ...

Reviewed on Apr 4, 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 ...
8.4/10 Very Good! (1,444 reviews)
A really great place. Close to trains. A nice beach nearby. Great rooms. Clean and staff are all so awesome friendly

Reviewed on Mar 30, 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! (3,255 reviews)
Nice room I love it until next time

Reviewed on Apr 5, 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. ...
8/10 Very Good! (1,001 reviews)
Clean and peaceful place

Reviewed on Mar 22, 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! (1,415 reviews)
Arriving from over seas late, We selected this hotel because it was close. After customs they were right there with a shuttle to take us to the hotel and to carry us back in the morning. The restaurant was full service and the food was great. Polite and helpful staff, we couldn't ask for more

Reviewed on Apr 5, 2026

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Courtyard by Marriott Boston Logan Airport
See all 16,188 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.