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Eastern Massachusetts

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Eastern Massachusetts Flights as Low as $63

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

Frontier Airlines
Sat, May 9 - Tue, May 12
MCO
Orlando Intl.
BOS
Logan Intl.
$63 Roundtrip, just found
$63
Roundtrip
just found
Select Frontier Airlines flight, departing Sat, May 9 from Orlando Intl. to Logan Intl., returning Tue, May 12, priced at $63 just found
Frontier Airlines
Sat, May 9 - Tue, May 12
MCO
Orlando Intl.
BOS
Logan Intl.
$65 Roundtrip, just found
$65
Roundtrip
just found
Select Frontier Airlines flight, departing Sat, May 9 from Orlando Intl. to Logan Intl., returning Tue, May 12, priced at $65 just found
Frontier Airlines
Tue, May 5 - Tue, May 12
MCO
Orlando Intl.
BOS
Logan Intl.
$73 Roundtrip, found 3 hours ago
$73
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Tue, May 5 from Orlando Intl. to Logan Intl., returning Tue, May 12, priced at $73 found 3 hours ago
Frontier Airlines
Tue, May 5 - Mon, May 18
MCO
Orlando Intl.
BOS
Logan Intl.
$74 Roundtrip, found 3 hours ago
$74
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Tue, May 5 from Orlando Intl. to Logan Intl., returning Mon, May 18, priced at $74 found 3 hours ago
Frontier Airlines
Wed, May 20 - Wed, Jun 3
RDU
Raleigh - Durham Intl.
BOS
Logan Intl.
$96 Roundtrip, found 10 hours ago
$96
Roundtrip
found 10 hours ago
Select Frontier Airlines flight, departing Wed, May 20 from Raleigh - Durham Intl. to Logan Intl., returning Wed, Jun 3, priced at $96 found 10 hours ago
Spirit Airlines
Thu, Apr 16 - Tue, Apr 28
MCO
Orlando Intl.
BOS
Logan Intl.
$98 Roundtrip, just found
$98
Roundtrip
just found
Select Spirit Airlines flight, departing Thu, Apr 16 from Orlando Intl. to Logan Intl., returning Tue, Apr 28, priced at $98 just found
Breeze Airways
Thu, Apr 16 - Sun, May 3
RDU
Raleigh - Durham Intl.
PSM
Portsmouth Intl.
$111 Roundtrip, found 1 day ago
$111
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Apr 16 from Raleigh - Durham Intl. to Portsmouth Intl., returning Sun, May 3, priced at $111 found 1 day ago
Breeze Airways
Thu, Apr 16 - Tue, Apr 28
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$119 Roundtrip, found 3 days ago
$119
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Thu, Apr 16 from Orlando Intl. to Portsmouth Intl., returning Tue, Apr 28, priced at $119 found 3 days ago
Breeze Airways
Tue, Jul 14 - Sat, Jul 18
RDU
Raleigh - Durham Intl.
PVD
T.F. Green
$152 Roundtrip, found 2 days ago
$152
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Tue, Jul 14 from Raleigh - Durham Intl. to T.F. Green, returning Sat, Jul 18, priced at $152 found 2 days ago
American Airlines
Tue, May 5 - Wed, May 13
RDU
Raleigh - Durham Intl.
MHT
Manchester-Boston Regional
$188 Roundtrip, just found
$188
Roundtrip
just found
Select American Airlines flight, departing Tue, May 5 from Raleigh - Durham Intl. to Manchester-Boston Regional, returning Wed, May 13, priced at $188 just found
United
Tue, May 5 - Wed, May 13
RDU
Raleigh - Durham Intl.
MHT
Manchester-Boston Regional
$193 Roundtrip, just found
$193
Roundtrip
just found
Select United flight, departing Tue, May 5 from Raleigh - Durham Intl. to Manchester-Boston Regional, returning Wed, May 13, priced at $193 just found
Delta
Wed, May 13 - Tue, May 19
MCO
Orlando Intl.
BOS
Logan Intl.
$201 Roundtrip, just found
$201
Roundtrip
just found
Select Delta flight, departing Wed, May 13 from Orlando Intl. to Logan Intl., returning Tue, May 19, priced at $201 just found
JetBlue Airways
Wed, May 13 - Tue, May 19
MCO
Orlando Intl.
BOS
Logan Intl.
$201 Roundtrip, just found
$201
Roundtrip
just found
Select JetBlue Airways flight, departing Wed, May 13 from Orlando Intl. to Logan Intl., returning Tue, May 19, priced at $201 just found
Breeze Airways
Thu, Sep 10 - Mon, Sep 14
MCO
Orlando Intl.
PVD
T.F. Green
$215 Roundtrip, found 1 day ago
$215
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Sep 10 from Orlando Intl. to T.F. Green, returning Mon, Sep 14, priced at $215 found 1 day ago
American Airlines
Thu, May 7 - Sat, May 16
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$241 Roundtrip, found 1 day ago
$241
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, May 7 from Orlando Intl. to Manchester-Boston Regional, returning Sat, May 16, priced at $241 found 1 day ago
American Airlines
Wed, Jun 24 - Thu, Jun 25
RDU
Raleigh - Durham Intl.
HYA
Barnstable Municipal
$300 Roundtrip, found 1 day ago
$300
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Jun 24 from Raleigh - Durham Intl. to Barnstable Municipal, returning Thu, Jun 25, priced at $300 found 1 day 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 May, 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 16 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 $63, 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 $63 right now, why wait?

Eastern Massachusetts Flight Information
Destination airport
Logan Intl.
Destination airport IATA code
BOS
Roundtrip price
$63

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! (4,588 reviews)
Clean room | Early check in

Reviewed on Apr 12, 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! (4,183 reviews)
Breakfast was great Love the oatmeal

Reviewed on Apr 12, 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! (3,157 reviews)
Bathrooms were not clean, very grungy. Beds were not comfortable. The location of this hotel is perfect though, so close to the T.

Reviewed on Apr 13, 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! (6,453 reviews)
Cool boutique hotel in an older building, but new, modern rooms. Our room had an awesome exposed-brick wall, comfy king bed and pillows, and it was super clean. Great access to the harbor and an easy walk to the north end and Commons - just follow the Freedom Trail brick line.

Reviewed on Apr 13, 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! (2,550 reviews)
amazing place to stay

Reviewed on Apr 12, 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! (3,404 reviews)
Overall an excellent property. The history, location, and staff really make this place special. The drawbacks are minor, dusty baseboards (just a pet peeve), and lack of towel hooks. Will be back.

Reviewed on Apr 13, 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! (7,221 reviews)
The staff were very friendly, and the concierge was very helpful. Good location, close to attractions and not too far from the subway. The room was comfortable and a good size.

Reviewed on Apr 13, 2026

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The Dagny Boston
Hilton Boston Logan Airport

Hilton Boston Logan Airport

4 out of 5
One Hotel Drive Boston MA
Book a stay at this business-friendly hotel in Boston. Enjoy breakfast (surcharge), a free airport shuttle, and room service. Our guests praise the restaurant ...
9/10 Wonderful! (3,732 reviews)
The hotel restaurant was outrageously over priced

Reviewed on Apr 13, 2026

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Hilton Boston Logan Airport
See all 16,262 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! (2,404 reviews)
Curtains were broken in the room and we called someone to help close them and they said there was nothing they could do. Very disappointing. Overall inside of the hallways did not appear super clean.

Reviewed on Apr 12, 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! (1,112 reviews)
Great location for me , right on Rt 1 and the breakfast was good and nice room

Reviewed on Apr 12, 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! (1,457 reviews)
Expensive parking fee

Reviewed on Apr 13, 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! (3,286 reviews)
Awesome

Reviewed on Apr 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. ...
8/10 Very Good! (1,006 reviews)
The room was very clean and spacious. Would stay here again.

Reviewed on Apr 11, 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! (1,416 reviews)
Nice hotel with great employees. Rooms were great. Quiet and clean. Would stay there again. Well located to get around.

Reviewed on Apr 13, 2026

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Courtyard by Marriott Boston Logan Airport
See all 16,262 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.