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Eastern Massachusetts

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Eastern Massachusetts Flights as Low as $102

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

Breeze Airways
Wed, Sep 17 - Wed, Sep 17
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$102 Roundtrip, found 15 hours ago
$102
Roundtrip
found 15 hours ago
Select Breeze Airways flight, departing Wed, Sep 17 from Orlando Intl. to Portsmouth Intl., returning Wed, Sep 17, priced at $102 found 15 hours ago
Breeze Airways
Thu, Aug 28 - Sat, Aug 30
MCO
Orlando Intl.
PVD
T.F. Green
$102 Roundtrip, found 1 day ago
$102
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Aug 28 from Orlando Intl. to T.F. Green, returning Sat, Aug 30, priced at $102 found 1 day ago
Breeze Airways
Wed, Dec 3 - Wed, Dec 10
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$107 Roundtrip, found 1 day ago
$107
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Wed, Dec 3 from Orlando Intl. to Portsmouth Intl., returning Wed, Dec 10, priced at $107 found 1 day ago
Breeze Airways
Wed, Dec 3 - Wed, Dec 10
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$112 Roundtrip, found 1 day ago
$112
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Wed, Dec 3 from Orlando Intl. to Portsmouth Intl., returning Wed, Dec 10, priced at $112 found 1 day ago
Breeze Airways
Thu, Aug 28 - Sat, Aug 30
MCO
Orlando Intl.
PVD
T.F. Green
$113 Roundtrip, found 1 day ago
$113
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Aug 28 from Orlando Intl. to T.F. Green, returning Sat, Aug 30, priced at $113 found 1 day ago
Spirit Airlines
Wed, Jul 23 - Thu, Jul 24
MCO
Orlando Intl.
BOS
Logan Intl.
$115 Roundtrip, found 20 hours ago
$115
Roundtrip
found 20 hours ago
Select Spirit Airlines flight, departing Wed, Jul 23 from Orlando Intl. to Logan Intl., returning Thu, Jul 24, priced at $115 found 20 hours ago
Breeze Airways
Wed, Dec 3 - Wed, Dec 10
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$117 Roundtrip, found 1 day ago
$117
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Wed, Dec 3 from Orlando Intl. to Portsmouth Intl., returning Wed, Dec 10, priced at $117 found 1 day ago
Breeze Airways
Wed, Aug 6 - Wed, Aug 13
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$122 Roundtrip, found 1 day ago
$122
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Wed, Aug 6 from Orlando Intl. to Manchester-Boston Regional, returning Wed, Aug 13, priced at $122 found 1 day ago
Frontier Airlines
Mon, Jul 14 - Sat, Jul 26
MCO
Orlando Intl.
BOS
Logan Intl.
$126 Roundtrip, found 2 days ago
$126
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Mon, Jul 14 from Orlando Intl. to Logan Intl., returning Sat, Jul 26, priced at $126 found 2 days ago
JetBlue Airways
Wed, Aug 27 - Wed, Aug 27
MCO
Orlando Intl.
PVD
T.F. Green
$154 Roundtrip, found 1 day ago
$154
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Wed, Aug 27 from Orlando Intl. to T.F. Green, returning Wed, Aug 27, priced at $154 found 1 day ago
Delta
Tue, Aug 19 - Sat, Aug 23
MSY
Louis Armstrong New Orleans Intl.
BOS
Logan Intl.
$180 Roundtrip, found 1 day ago
$180
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Aug 19 from Louis Armstrong New Orleans Intl. to Logan Intl., returning Sat, Aug 23, priced at $180 found 1 day ago
American Airlines
Wed, Aug 27 - Wed, Aug 27
MCO
Orlando Intl.
PVD
T.F. Green
$184 Roundtrip, found 1 day ago
$184
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Aug 27 from Orlando Intl. to T.F. Green, returning Wed, Aug 27, priced at $184 found 1 day ago
United
Tue, Nov 4 - Tue, Nov 11
MCO
Orlando Intl.
BOS
Logan Intl.
$197 Roundtrip, found 1 day ago
$197
Roundtrip
found 1 day ago
Select United flight, departing Tue, Nov 4 from Orlando Intl. to Logan Intl., returning Tue, Nov 11, priced at $197 found 1 day ago
Delta
Tue, Jul 22 - Tue, Jul 29
MCO
Orlando Intl.
MVY
Martha's Vineyard
$222 Roundtrip, found 2 days ago
$222
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Jul 22 from Orlando Intl. to Martha's Vineyard, returning Tue, Jul 29, priced at $222 found 2 days ago
American Airlines
Mon, Sep 15 - Sat, Sep 20
MSY
Louis Armstrong New Orleans Intl.
PVD
T.F. Green
$257 Roundtrip, found 1 day ago
$257
Roundtrip
found 1 day ago
Select American Airlines flight, departing Mon, Sep 15 from Louis Armstrong New Orleans Intl. to T.F. Green, returning Sat, Sep 20, priced at $257 found 1 day ago
American Airlines
Sun, Jul 6 - Mon, Jul 7
MSY
Louis Armstrong New Orleans Intl.
MHT
Manchester-Boston Regional
$855 Roundtrip, found 2 days ago
$855
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sun, Jul 6 from Louis Armstrong New Orleans Intl. to Manchester-Boston Regional, returning Mon, Jul 7, priced at $855 found 2 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 September, 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 $102, 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 $102 right now, why wait?

Eastern Massachusetts Flight Information
Destination airport
T.F. Green
Destination airport IATA code
PVD
Roundtrip price
$107

Last Minute Hotel Deals in Eastern Massachusetts

Omni Boston Hotel at the Seaport
Omni Boston Hotel at the Seaport
4 out of 5
450 Summer Street, Boston, MA
Stay at this 4-star spa hotel in Boston. Enjoy free WiFi, a full-service spa, and 4 restaurants. Our guests praise the breakfast and the pool in our reviews. ...
9/10 Wonderful! (3,630 reviews)
"We recently stayed at the Omni and overall had an enjoyable experience. The lobby is absolutely beautiful like spacious, clean, and very well maintained. It gives a great first impression, and the atmosphere feels upscale and welcoming. The staff were consistently friendly and helpful throughout ..."

Reviewed on Jul 1, 2025

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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
Stay at this 4-star eco-certified hotel in Boston. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the breakfast and the restaurant ...
9.6/10 Exceptional! (2,996 reviews)
"Staying at the seaport hotel was a great location. It was within walking distance to shopping and sight seeing. Parking was very convenient and accessible. I highly recommend staying there."

Reviewed on Jun 30, 2025

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Seaport Hotel Boston
citizenM Boston Back Bay
citizenM Boston Back Bay
4 out of 5
408 Newbury street, Boston, MA
Stay at this 4-star hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Popular attractions Fenway Park and Copley Square ...
9.2/10 Wonderful! (1,337 reviews)
"Love the iPad controls, fun lights, good use of space and very friendly staff"

Reviewed on Jul 1, 2025

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citizenM Boston Back Bay
Hyatt Regency Boston/Cambridge
Hyatt Regency Boston/Cambridge
4 out of 5
575 Memorial Drive, Cambridge, MA
Stay at this 4-star business-friendly hotel in Cambridge. Enjoy free WiFi, a 24-hour health club, and valet parking (surcharge). Our guests praise the restaurant ...
8.8/10 Excellent! (1,933 reviews)
"Fun place to spend the night in Cambridge 😊"

Reviewed on Jul 2, 2025

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Hyatt Regency Boston/Cambridge
Copley Square Hotel, a FOUND Hotel
Copley Square Hotel, a FOUND Hotel
4 out of 5
47 Huntington Ave, Boston, MA
Stay at this 4-star boutique hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and valet parking (surcharge). Our guests praise the restaurant and the ...
8.4/10 Very Good! (3,713 reviews)
"Clean. Convenient location. Wuiet"

Reviewed on Jul 2, 2025

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Copley Square Hotel, a FOUND Hotel
citizenM Boston North Station
citizenM Boston North Station
4 out of 5
80-120 Causeway Street, Boston, MA
Stay at this 4-star business-friendly hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast ...
9.2/10 Wonderful! (3,489 reviews)
"Fourth time staying here. Like the convenience of taking the train from Maine."

Reviewed on Jul 1, 2025

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citizenM Boston North Station
Encore Boston Harbor
Encore Boston Harbor
5 out of 5
1 Broadway, Everett, MA
Stay at this 5-star 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! (3,059 reviews)
"Our family experience was spectacular. Excellent service, perfect and clean rooms. Everything was incredible."

Reviewed on Jul 2, 2025

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Encore Boston Harbor
Harborside Inn Of Boston
Harborside Inn Of Boston
4 out of 5
185 State St, Boston, MA
Stay at this 4-star 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 ...
9/10 Wonderful! (5,260 reviews)
"This property went above and beyond for my birthday stay I will definitely return next time I’m in Boston"

Reviewed on Jul 2, 2025

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Harborside Inn Of Boston
See all 15,776 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
Stay at this 3.5-star business-friendly hotel in Boston. Enjoy free breakfast, a free airport shuttle, and a fitness center. Our guests praise the breakfast ...
8.6/10 Excellent! (2,014 reviews)
"We love this hotel!"

Reviewed on Jul 1, 2025

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Embassy Suites Boston Logan Airport
Holiday Inn Express Boston - Saugus by IHG
Holiday Inn Express Boston - Saugus by IHG
2.5 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 ...
8.4/10 Very Good! (1,010 reviews)
Good stays!
"The stay was very nice. Staff were friendly and accommodating. The AC could have worked better. The pool area was small but well worth it to cool off."

Reviewed on Jun 29, 2025

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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
Stay at this 4-star business-friendly hotel in Boston. Enjoy breakfast (surcharge), a free airport shuttle, and a free cruise terminal shuttle. Our guests praise ...
8.2/10 Very Good! (1,345 reviews)
"We got to the hotel around noon and were planning on leaving our luggage at the front desk so we can go check out the city. But they were able to get us our room early. Also let’s not forget the Cookies. Always tasty. Friendly staff, rooms were clean."

Reviewed on Jul 1, 2025

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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
Stay at this 3-star business-friendly hotel in Somerville. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the ...
7.4/10 Good! (2,727 reviews)
"Over all good experience"

Reviewed on Jul 1, 2025

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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
Stay at this 3-star business-friendly hotel in Revere. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
7.8/10 Good! (1,004 reviews)
"No restaurant, pool wasn’t very inviting"

Reviewed on Jul 2, 2025

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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
Stay at this 3-star business-friendly hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
8.4/10 Very Good! (1,394 reviews)
"Just perfect."

Reviewed on Jul 1, 2025

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Courtyard by Marriott Boston Logan Airport
See all 15,776 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.